Vacation Home Rentals By Owner In Holmes Beach, FL

Welcome to Fairwinds, the perfect vacation getaway! This spot has everything you need for a relaxing escape, starting with a tropical backyard that’s straight out of a dream. Picture yourself lounging by the sparkling pool (with a swim-up table!), soaking in the hot tub, or grilling up something tasty in the outdoor kitchen. With four cozy bedrooms, three and a half bathrooms, and just a short walk to the breathtaking Gulf beaches, you’ve got the ideal setup for making unforgettable memories.brbrThe living area is bright, open, and super inviting, with comfy seating and French doors that lead out to a stunning second-floor patio. The kitchen is fully stocked and ready for whatever you’re cooking up, with lots of counter space and an island for quick snacks. Gather around the dining table for meals, then take your dessert out to the balcony to enjoy the breeze on plush outdoor seating.brbrThe primary bedroom is a dreamy retreat, complete with its own private balcony for catching the ocean breeze and a nice walk-in closet. The spa-like ensuite bathroom has a jacuzzi tub and walk-in shower to help you unwind in style. The second bedroom has a chill coastal vibe and its own private balcony, while the third bedroom lets you fall asleep to the sound of rustling palms. The fourth bedroom is great for kids, with room to play and plenty of charm. And if you need extra space, the living room has a queen sleeper sofa ready to go.brbrbrHere’s the room setup:brbrPrimary Suite (2nd Floor): brKing bed with private balcony access, a flat-screen TV, an ensuite bathroom featuring a jacuzzi tub and walk-in shower.brbrSecond Bedroom (3rd Floor): brQueen bed with smart TV and direct access to a private patiobrbrThird Bedroom (3rd Floor): brQueen bed and smart TV.brbrFourth Bedroom (3rd Floor): Two twin beds and smart TV. Ideal for kids or extra guestsbrbrbrNow let’s talk about the backyard—it’s a showstopper. The pool has a swim-up tiki table (hello, vacation vibes!), and there’s a hot tub for ultimate relaxation. The covered patio has tons of seating and an outdoor kitchen with stainless steel appliances and a bar area that’s perfect for entertaining. brbrFor fun, the game room has everything from ping pong and foosball to corn-hole, Connect Four, and even axe throwing. You’ll never run out of things to do here!brbrFairwinds isn’t just a vacation rental—it’s your new happy place. brbrbr*Host Note:brYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private propertybrbrLicense: VRC25-000034brThis is a smoke-free home. No smoking of any substance, including vaping. Smoking is allowed outside only. Please keep the property clean and tidy during your stay. An additional cleaning fee may be charged if the property is left excessively dirty. Please remember to turn off all lights, lock all doors and windows before leaving the property. We understand that sometimes accidents happen! Should you break anything, please let us know. Please do not take blankets, sheets or bath towels from the house to the beach. Please keep all garbage and recycling inside the provided totes during your stay. Please do not tamper with any of the pool/spa heating or filtering equipment.

Fairwinds: Tropical Getaway. Pool, Hot Tub, Game Room & Steps to Gulf Beaches

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$640.38

LaPlage #1 by Anna Maria Life Vacation Rentalsbr6430 Gulf Dr, #1, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! La Plage Resort is Gulf Front! Steps to the Beach!br3 Bedrooms / 4 Bathroomsbr1 King, 2 Queen, 1 Queen Sofa SleeperbrHeated Pool & Hot Tub (Shared)brElevator to all 3 Floorsbr3rd Floor Balcony with Patio Dining for 6 & Gulf Viewsbr2nd Floor Balcony with Loungers, Table for 2 and Partial Gulf ViewsbrDen with Built in DeskbrProfessional Linen Service, Laundry Room with Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrParking for 4 Cars (2 reserved outdoor spaces, 2 garage spaces)brbrDetails:brLa Plage is a Gulf Front Resort directly on the Beach! Our condo is a separate stand alone building complete with a private garage and elevator.brbrThe ground level features a private garage and access to the elevator and stairs. The relaxing views of the Gulf of Mexico welcome you from the open and bright living space on the third floor. With multiple patio doors, the oversized furnished balcony, complete with a dining table for six is accessible from the living room. The kitchen is also featured on this level with counter seating for three. A dining room with seating for offers an indoor dining option.brbrRetreat to level two for the three bedrooms, each with an ensuite bathroom. Two bedrooms feature a Queen bed and the master bedroom includes a King bed. A separate den with a large work space and Queen sofa bed provide additional space. This floor also includes a wet bar in the hall with a mini fridge and sink and access to a large furnished balcony with partial Gulf views, lounge chairs and a table for two. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a laundry room with a washer and dryer.brbrLaPlage has a heated pool and hot tub for your enjoyment and is easy walking distance to many shops and restaurants. Catch the nearby free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1: King, Ensuite Bathroom, TV on Floor 2brBedroom 2: Queen, Ensuite Bathroom, TV on Floor 2brBedroom 3: Queen, Ensuite Bathroom, TV on Floor 2brDen with Queen Sofa Bed on Floor 2brbrPlease note: brThis home does not allow pets.brAmenities are subject to change.brOnly registered guests are allowed to use condo amenities.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is six.brbrVRC22-000246brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

La Plage #1: Gulf Views! Heated Pool & Spa! Elevator by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$427.97

Welcome to Catching Waves!brOn Anna Maria Island (Holmes Beach, Florida)brbrExperience Catching Waves — where laid-back island living meets everyday adventure. Just a short stroll to the white-sand beaches of Holmes Beach, this ground-level home welcomes both you and your four-legged companion to relax, recharge, and explore everything Anna Maria Island has to offer.brbrPerfect for: beach-loving couples, small families, and travelers with pets ready for island adventures.brbrHighlightsbr- Ground-level home with easy beach accessbr- 2 Bedrooms | 2 Full Baths | Queen Sleeper Sofabr- Heated private lagoon-style poolbr- Pet-friendly with prior approval (see policies)br- Open-concept living, dining, and kitchen areabr- Screened-in lanai and covered front porchbr- Driveway parking for 1–2 vehiclesbrbrInterior SpacesbrStep inside and feel the island ease take over. The open-concept layout blends relaxed comfort with simple, thoughtful design. Sunlight filters through coastal window treatments, and cheerful décor gives every corner a sense of warmth and welcome.brbrThe living room invites you to unwind after a day in the sun, featuring a plush sofa, Smart TV, and direct access to the screened-in porch — the perfect spot for morning coffee or an evening breeze.brbrA queen sleeper sofa offers flexibility for additional guests, while every space feels easy, functional, and filled with natural light.brbrLayout Overviewbr- Main Living Area: Open-concept living, dining, and kitchen with sleeper sofa and TV.br- Primary King Suite: En-suite bath with walk-in shower, pool access.br- Second King Bedroom: Coastal décor, easy access to hall bath with tub/shower combo.br- Outdoor Spaces: Screened lanai, covered porch, heated pool, dining area, and grill.br- Laundry Closet: Washer and dryer for guest use.brbrOutdoor LivingbrCatching Waves was made for sunshine seekers. Step out back and discover a private outdoor escape designed for easy living and endless enjoyment.brbrTake a dip in the heated lagoon-style pool, surrounded by palm trees and comfortable seating. Grill fresh seafood for dinner, sip something cold under the covered porch, or let your dog stretch out in the sun.brbrWhether you're rinsing off after a beach walk or relaxing with a book by the pool, this outdoor space captures the spirit of island life — relaxed, social, and effortlessly inviting.brbrOutdoor Highlightsbr- Heated private pool (82–85°F year-round; weather dependent)br- Lounge chairs, outdoor dining table, and gas grillbr- Screened-in lanai for shaded relaxationbr- Covered front porch for quiet morningsbr- Fenced yard with tropical landscapingbrbrKitchen & DiningbrBright, functional, and fully equipped — the kitchen offers everything you need to fuel your island adventures.brbr- Prepare simple breakfasts before heading to the beach or cook fresh seafood dinners to enjoy under the stars.br- Stove and ovenbr- Dishwasher and microwavebr- Refrigerator with gourmet ice makerbr- 12-cup coffeemaker and Keurigbr- Blender and toasterbr- Cookware, dishes, and utensilsbrbrGather at the dining table inside or enjoy a breezy meal outside in the screened-in lanai.brbrAdditional Amenitiesbr- Wireless internet and cable televisionbr- Central air conditioning and heatbr- Washer and dryerbr- Professionally laundered linens and towelsbr- Hair dryer, iron, and ironing boardbr- Beach towels providedbr- Beach gear rental credit included (chairs, umbrellas, bikes, and more)brbrParkingbr- Driveway accommodates 1–2 vehiclesbr- Garage not availablebrbrCatching Waves offers a simple truth: adventure begins just outside your door. Walk to the beach in minutes, explore nearby shops and cafés, or hop on the free island trolley to discover the north-end piers, Pine Avenue, and the local favorites that make Anna Maria Island feel like home.brbrHere, days flow naturally — morning swims, bike rides to lunch, sunset walks, and nights spent under string lights by the pool. Bring your flip-flops, your curiosity, and maybe your pup… and Write Your Vacation Story one beach day at a time.brbrPoliciesbrbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrNO SMOKING.brbrPets are welcome with prior approval, provided they meet our pet policy guidelines. We allow a maximum of two pets, each weighing under 65 lbs. A pet fee applies based on the length of your stay: $100 for stays under 4 days, $200 for stays of 4-14 days, and $400 for stays of 15+ days, per pet.brbrBooking & Fee PolicybrInclude all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.brbrOptional Services (subject to approval)brEarly check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.brbrReservations & Guest RequirementsbrMost stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.brbrQuiet Hoursbr10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.brbrCleaning & LinensbrHome is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.brbrGolf Cart RentalsbrExplore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.brbrPool & SpabrPool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.brbrProperty SecuritybrExterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.brbrPayments & Cancellation PolicybrPolicies updated October 6, 2025 — see full Terms & Conditions for details.brbrPayment SchedulebrDepositbr- Reservations up to 20 days: 50% of total amount due at time of booking.brRemaining Balancebr- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.brbrCancellation PolicybrFor Reservations of 20 Days or Lessbr- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.br- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.br- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.br- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.brbrTravel InsurancebrCSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.brbrAdditional TermsbrNo refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.brbrCity of Holmes Beach Vacation Rental License: VRC22-000185brMax Occupancy: 6 Guests | Max Vehicles: 2brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Catching Waves – Coastal Retreat w/ Heated Pool, Steps to Beach, Pet Friendly

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$597.4

A Wish Upon a Starfish, where all your island dreams come true! This elevated Key West style 3 bedroom home is truly paradise found. brbr*Features include* brbr* 3 bedrooms with 3 full attached baths br* Private heated saltwater pool br* Beach chairs and wagon and toys br* Washer and dryer br* Ping pong table br* Bicycles br* Outdoor shower br* Family friendly, stocked with children's supplies br* Large family dining table in the poolside lanai br* Rooftop deck br* 2 blocks to the beach! brbrThis beautiful home is located in a quiet and peaceful Anna Maria Island neighborhood. Too many wonderful features to list including vaulted ceilings, open floor plan and huge ground floor lanai with French doors opening up to the private heated pool. You will enjoy your coffee on the spacious front deck. Relax with one of the many books provided in the library or a cocktail in the evening. brbrThe fully equipped kitchen has everything you need to prepare a quick snack for your family at the breakfast bar or a full dinner in the dining room. The living room invites you to relax, kick-back and enjoy your favorite TV shows on the flat screen smart TV. brbrA Wish Upon a Starfish was created with families in mind. The home provides a pack n' play, high chair, baby gates, and a bouncy chair so you can forget about having to travel with these extra items. The kids will love the bedroom with 2 twin over full bunk sets. This room also offers its own private bathroom with walk in shower and water closet. brbrThe Queen size guest bedroom features a sleep number adjustable bed and an ensuite Jack and Jill bathroom which is also accessible through the hallway.. The entire 3rd floor is where you will find the beautiful master bedroom with brand new king size bed, walk-in closet and full bath with beautiful tiled shower. Head up to the roof for gorgeous sunset views and peeks of the water in the evening. brbrFrom the house you will find an easy stroll down 2 and a half blocks to the gorgeous sugar white sand beaches of Anna Maria. A Wish Upon a Starfish is conveniently located midway between Holmes Beach and the beautiful North End of the island where you will have the best of both worlds at your fingertips. brbrPET POLICY: brbrWe are DOG FRIENDLY! A fee of $150 + tax is required in advance for each dog you are bringing. brbr2 pets maximum unless granted an exception. Weight limit of 75 lbs maximum per pet. brbrDue to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted: brbrPit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyonebrbrADDITIONAL INFORMATION brbrWe generally require a minimum stay of 7 nights with Saturday check-in during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrVRC16-000658brbrThis home provides off-street parking for up to 3 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.

Wish Upon a Starfish by Beach Boutique Rentals

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$744.13

Breathtaking sunset views atop your own expansive and elevated deck await at this spacious single story home on gorgeous Anna Maria Island! This home features 4 large bedrooms, each with its own private en suite bathroom, a large kitchen, living room, additional sitting area plus two separate dining spaces. Located directly on the Gulf of Mexico with its white sandy beaches and pristine turquoise waters, this special vacation retreat will provide the getaway you`ve been dreaming of!brbrLocation, location, location!! This Property is in a terrific location not only because it`s directly on the beach, but also because it`s within walking distance or a very short drive to numerous stores and restaurants. If you`d like a cocktail or some simple but good food and live music - directly on the beach and a short 4 minute walk away is the Anna Maria Island Beach Cafe. On the weekend you can enjoy their all-you-can-eat pancakes and if you`d like, play some beach sand volleyball. Within half a mile to the south of the Property is Publix Supermarket, CVS Pharmacy, Skinny`s Restaurant, West Coast Surf Shop and much, much more. Little over half a mile from the Property to the north is the heart of Holmes Beach where you`ll find shops such as The Sand Dollar and Island Trader, a good store to purchase something for the kids or an AMI t-shirt. You`ll also find some popular restaurants there like Hurricane Hanks, Vinny`s, The Freckled Finn, The Feast, The Chateau and The Doctor`s Office...an eclectic bar where they serve up signature cocktails and food. You can also grab a great cup of coffee in Holmes Beach at Fifty Three Fifty, The Pour House. Whether you walk, take a golf cart or car, you`ll enjoy the ease of taking the back way from the Property to these favorite island spots!brbrAs beautiful as our white sandy beaches are, it`s not all Anna Maria has to offer! Take a leisurely stroll down Pine Avenue and stop in the Olive Oil Outpost for some savory samplings or Island Charms to take home some AMI beach sand jewelry. Grab a burger at the end of The Historic AMI Pier and finish it off with a hand-dipped waffle cone at the ice cream shop located within The General Store. Want a night out You will have your choice of local restaurants such as the award winning Beach Bistro, The Waterfront, Hurricane Hanks and many more. Explore Bridge Street where you can have a delicious meal at The Blue Marlin or drive along the coast through Longboat Key to famous St. Armand`s Circle where more fun shopping and fine dining awaits. Would you like to spend time fishing, jet skiing, or horseback riding All of these are available. You can even learn to do yoga on a paddle board. Want to venture off the Island In March, take a trip to the ballpark to see the Pirates or Orioles up close and personal during spring training. Explore The Ringling Museum of Art and Ca` d`Zan - the magnificent 36,000 sq. ft. former home, located directly on Sarasota Bay, to John and Mable Ringling of Ringling Brother`s Circus fame. Whether you fill your itinerary with many fun things to do, places to go and people to see or you simply enjoy our sun, surf and sunsets, your time on Anna Maria Island will be one to remember! By the way, all the domestic and international airlines fly into either Sarasota or Tampa.brNo smoking of any kind, no pets, no parties or events allowed. Guest will be responsible for any and all damages to the property that they or their guests may incur. A signed Rental Agreement is required with your reservation. A complete list of House Rules will be available at the Rental Property.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. brbrMaximum Guests Allowed - 8brMaximum Parking - 6 VehiclesbrMinimum Stay - 30 DaysbrProperty License # - VRC22-000182

Beachfront on Anna Maria Island!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$544.89

Get ready for laid-back luxury! This fun and breezy 4-bedroom, 2.5-bath Holmes Beach retreat has everything you need for an unforgettable island escape. Relax by the tropical pool and built-in hot tub, challenge your crew to a board game in the game room, or unwind on one of three covered balconies with comfy seating.brbrFire up the gas grill and enjoy outdoor meals at the large dining table on the spacious pool patio. After beach days, rinse off in the outdoor shower and get cozy by the indoor fireplace. The fully stocked gourmet kitchen features an induction cooktop, pot filler, premium appliances, and all the essentials for dining in.brbrTake in tranquil canal views just across the street, and enjoy a short 7-minute stroll to the beach. We’ve got all your beach gear covered—chairs, cooler, umbrella, and a wagon to make it easy. Plus, the free island trolley stops just steps from your door. Paradise found!brbrbr*Host Note:brYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private propertybrbrLicense: VRC25-000043 brThis is a smoke-free home. No smoking of any substance, including vaping. Smoking is allowed outside only. Please keep the property clean and tidy during your stay. An additional cleaning fee may be charged if the property is left excessively dirty. Please remember to turn off all lights, lock all doors and windows before leaving the property. We understand that sometimes accidents happen! Should you break anything, please let us know. Please do not take blankets, sheets or bath towels from the house to the beach. Please keep all garbage and recycling inside the provided totes during your stay. Please do not tamper with any of the pool/spa heating or filtering equipment.

Fanta Sea | Pool, Hot Tub, Game Room & 7 Minute Walk to the Beach!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$988.03

***WEEKLY RENTAL**** This Luxury beach chic cottage home has it all....location, fully stocked luxury kitchen, and beach bikes. 4 minute walk to the beach and near the free trolley stop. This boutique property is not your average rental. We are blessed to have multiple repeat visitors year after year. Come see why!brbrTHE HOME - Pristine 4 bedroom, 3 bath charmer sleeps 8 guests. Dual King Ensuite bedrooms. Luxury mattresses and black out shades for a good night sleep. Automated home with electronic locks, 4 smart TV's, WIFI, a nest system, and bluetooth stereo, so you can enjoy tropical tunes poolside. The ranch style floor plan with open concept kitchen and living room is a perfect layout for family fun. brbrTHE BEACH - Our beach access is known by the locals as one of the BEST beaches on the island due to the gentle sloping ocean floor, no high rise condos, and a wide sand bar to look for sand dollars. brbrTHE POOL - The large heated pool stays programmed to 85 degrees during winter months. Enjoy reading poolside next to the babbling rock water feature. Lush tropical landscaping provides privacy and an afternoon break from the summer sun. It's truly a private oasis.brbrTHE EXTRAS - Under counter ice maker, two full size refrigerators, fully stocked chef kitchen, poolside grill, beach cruiser bikes, soft sided coolers, 8 Tommy Bahama beach chairs, boogie boards, sand toys, frisbee, beach towels, toddler swim floaties, and beach umbrella. Load your deluxe beach cart and head to the beach. High chair and Pack-N-Play can be found in the bunk room closet. Fully stocked game closet for family fun (Scattegories, Pictionary, Clue, Boogle, Trivial Pursuit, Candy Land, Connect Four, Blank Slate, Bop It, etc). Forgot your book No problem, we have a small book share shelf. brbrBedroom 1: King, ensuite bathroom, sliding glass doors with view of the pool.brBedroom 2: King, ensuite bathroom, window view of the pool, door to pool brBedroom 3: 4 twin bunk beds custom built with barn doorbrBedroom 4: Queen with adjacent full bath brbrOur home is conveniently located between downtown Anna Maria and downtown Holmes Beach. brbrFor your family's safety and security, we have pool alarms on all backyard access doors, we provide a unique door code for all guests, and we have a flood light security camera system in the front yard (garage and gates to the pool).brVacation Rental Licese # VRC18-000016. Max capacity 8 guests. 4 parking sites onsite. Weekly rental. Per city code, the noise ordinance is enforced with a max of 50dBA from 10pm to 7am. 65dBA all other hours. Violations will result in a fine.

Unwind Sunshine - heated pool, steps to the local's favorite beach, free bikes

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$571.84

Welcome to your island retreat in the heart of Holmes Beach, Florida. This pet-friendly property offers a light-filled, thoughtfully laid-out interior that blends coastal charm with everyday comfort, perfect for your vacation getaway.brbrThe main living space features an open-concept design with warm wood flooring, abundant natural light, and seamless flow between the living, dining, and kitchen areas. The kitchen is centrally positioned for easy entertaining and overlooks the inviting living space, making it ideal for gatherings after a day at the beach. Coastal-inspired finishes and a calm color palette create a relaxed, airy atmosphere throughout.brbrPrivate sleeping quarters provide peaceful retreats and comfortably accommodate up to six guests, featuring two king bedrooms and queen over queen bunk beds—ideal for families or visiting guests. The primary suite includes a walk-in shower, while the second bathroom also offers a walk-in shower for added convenience. A third bathroom features a tub-over-shower combination, perfect for flexibility and everyday living.brbrTasteful finishes, clean lines, and smart use of space make this home both stylish and functional. The layout offers excellent versatility, including a separate living area that can serve as a private suite for visitors, extended family, or potential rental use. Located just minutes from the sugar-sand beaches of Anna Maria Island, as well as local shops, dining, and island amenities, this property captures the essence of laid-back Florida coastal living.brbrWhether you're sipping morning coffee after a sunrise walk on the beach or unwinding in the evening island breeze, this Holmes Beach property is ready to welcome you home.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. brbrThis property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high quality linens that are in place and ready for your use upon your arrival. These high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps assuring all of our guests a comfortable stay. brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brbrPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen TowelsbrbrWe also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc. These are available for a small additional fee and will be waiting in the home on your arrival. brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrCity of Holmes Beach Vacation Rental License: CAA26-000006brMax Occupancy: 6 Guests | Max Vehicles: 4brQuiet Hours: 10 p.m. - 7 a.m. - please respect our island communitybrMin stay requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.

Private Pool - Tropical Smiles by SeaBreeze Vacation

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$778.11

Coming in Hot by AMI Locals brVRC22-000171 brbrLive the island dream at Coming in Hot, a stunning newly built four-bedroom, four and a half bath retreat located in Holmes Beach, just one minute from the sugar-white sands of Anna Maria Island! With a rooftop deck offering panoramic Gulf views, a resort-style pool and spa, multiple balconies, and a ping pong table, this pet-friendly vacation rental is designed for endless fun and relaxation! brbrHighlights br-1-minute walk to Holmes Beach br-4 Bedrooms / 4.5 Bathrooms br-3 King beds, Full-over-Full bunk with Twin trundle br-Rooftop deck br-Resort-style pool and spa br-Ping pong table br-Multiple balconies br-Dog friendly with host approval br-Outdoor grill and dining area br-Central location near shopping and dining br-4 Parking Spaces brbrStep outside to your private oasis, where you’ll find a sparkling heated pool, soothing spa, and lush landscaping for a secluded feel. Multiple lounge areas invite you to relax in the sun or shade, while the BBQ grill and covered dining patio set the stage for poolside meals and happy hours. Head up to the rooftop deck for breathtaking sunrise yoga sessions or unforgettable sunsets over the Gulf. brbrInside, the open concept living area is bathed in natural light, featuring plush seating, a TV, and sliding glass doors that open to Gulf breezes. The chef’s kitchen is fully stocked with stainless steel appliances, quartz countertops, and a large island with breakfast bar seating. Gather for meals at the dining table or step outside to enjoy dinners on the balcony. brbrEach of the four bedrooms offers premium linens, TVs, and plenty of storage space. The primary bedroom boasts a king bed, private balcony, and an ensuite bathroom with a walk-in shower and double vanity. The second and third bedrooms offer king beds and ensuite bathrooms with walk-in showers, the third bedroom with private balcony access. The last bedroom, ideal for kids or additional guests, includes a full-over-full bunk bed with a twin trundle, balcony access, and an ensuite bathroom with a shower/tub combo. brbrRoom Details br-Primary Bedroom: King bed, ensuite with double vanity and walk-in shower br-Second Bedroom: King bed, ensuite with walk-in shower br-Third Bedroom: King bed, ensuite with walk-in shower br-Fourth Bedroom: Full-over-Full bunk with Twin trundle, ensuite with shower/tub combo brbrFrom your doorstep, you’re just moments from Holmes Beach and a quick trolley ride to explore all of Anna Maria Island’s treasures. Stroll Holmes Beach Towne Center boutiques, enjoy fresh seafood at local restaurants, rent kayaks or bikes, or book a fishing charter and dolphin tour. Whether relaxing poolside, playing ping pong, or watching legendary Gulf sunsets from your rooftop deck, Coming in Hot promises an unforgettable Anna Maria Island experience. brbrBook your stay today and start making lifelong memories at Coming in Hot! br br- br4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our AMI Locals Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Coming in Hot! Rooftop Views, Pool and Spa!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$440.8

Island Pineapple by Anna Maria Life Vacation Rentalsbr404 80th Street, Holmes Beach, FL 34217 brbrWhat You'll Love About This Home:brLocation! 5 Minute Walk to the Beach!br4 Bedrooms / 4 Bathroomsbr3 King Beds / 2 Sets of Twin over Twin BunkbedsbrPrivate, Heated, Screened Pool with Waterfalls & Ambient LightingbrWrap Around Balcony Overlooking PoolbrCovered Lanai with Outdoor SeatingbrOutdoor Kitchen with Gas Grill & TVbrWhole Home Air Purification SystembrProfessional Linen Service and Washer & DryerbrComplimentary WIFIbrBeach Towels, Chairs, WagonbrParking for 5 CarsbrbrDetails:brIsland Pineapple will delight the beach vacation in you! Located a quick, five minute walk to the sugar sand beaches of Anna Maria, our home is made for vacation!brbrWith the main living space on the second floor and many oversized windows, the home is bathed in natural light. Have the chef in your family create your favorite meal in the modern kitchen. The large breakfast bar and open dining area provide ample space for everyone to dine together. Outdoor dining is also an option on the covered lanai with patio seating.brbrThe bedrooms are all located on the second level and have access to the wrap around balcony overlooking the pool. The master has a king sized bed, en-suite bathroom and views of the pool deck. Two of the guest rooms have king beds with the third guest room with two sets of twin over twin bunkbeds. Two of the king guest rooms have an ensuite bathroom. Each of the bedrooms features a TV. Guests will enjoy crisp linens and plush towels from our professional linen company. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe main level of Island Pineapple is for fun! A kitchenette with BBQ grill and outdoor patio dining set make poolside meals easy! The large private screened-in heated pool features 3 waterfalls, ambient lighting, and in-pool seating. brbrAfter a day soaking up the sun at the beach, the sparkling heated pool welcomes you home with three waterfalls, ambient lighting, and in-pool seating, all under the comforts of a pool screen.brbrA bonus highlight of Island Pineapple is the whole home air purification system designed to disinfect the air by neutralizing airborne pathogens including bacteria and viruses.brbrIsland Pineapple is easy walking distance to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. Island Pineapple is the perfect location for your next beach vacation.brbrThis home is dog friendly with a pet fee of $150 plus tax per dog. If you have added a pet to your reservation, the fee including tax ($168) has been included in your total.brbrAll Bedrooms are on the 2nd Floor (main living level)brMaster Bedroom: King Bed with Ensuite BathroombrSecond Bedroom: King Bed with Ensuite BathroombrThird Bedroom: King BedbrFourth Bedroom: Two Sets of Twin over twin BunkbedsbrbrPlease note:brAmenities are subject to change. brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrVRC19-000013brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Island Pineapple: 5 min to Beach, Screened Pool, Waterfalls, Game Room by Anna Maria Life

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$449.35

Welcome to Kokomo!brOn Anna Maria Island (Holmes Beach, Florida)brbrThe SpacebrDiscover Kokomo, where comfort meets calm in a thoughtfully updated beach cottage just a short walk from the Gulf of Mexico. Designed for rest and reconnection, this home features a private heated pool, lush tropical landscaping, and a breezy open layout that invites you to slow down and savor island life. Nestled in the heart of Holmes Beach, Kokomo blends easy coastal living with modern touches and timeless island charm. The home's single-level design and airy layout make it accessible and welcoming from the moment you arrive.brbrPerfect for: Couples • Small families • Friends seeking peaceful island balancebrbrHighlightsbr- Ground-level home just a 2-minute walk to the beachbr- Private heated saltwater pool surrounded by lush tropical landscapingbr- Two bedrooms with ensuite bathroomsbr- Flexible sleeping arrangements for up to six guestsbr- Outdoor grill, hammock, and multiple lounge areasbr- Dedicated coffee bar and open-concept living spacebr- Washer & dryer in unitbr- Beach gear credit includedbrbrInteriorbr- Living Room: Comfortable seating, Smart TV for streaming or cable, and direct access to the pool patio.br- Dining Area: Table seating for four, ideal for meals or family game nights.brbrBedrooms:br- Primary Suite: King bed with Smart TV, closet space, and ensuite bathroom with walk-in shower.br- Second Bedroom: Two twin beds, Smart TV, and ensuite bathroom with tub/shower combo.br- Living Area: Double sofa bed for additional guests.br- Bathrooms: Two full ensuite bathrooms featuring updated finishes, ample counter space, and fresh linens provided through our Professional Linen Program.brbrLayout Overviewbr- Ground-level home with open-concept kitchen, living, and dining areasbr- Two bedrooms and two full bathroomsbr- Direct pool access from living spacebr- Private fenced backyardbrbrOutdoor LivingbrYour private tropical oasis awaits just beyond the living room doors. Enjoy the heated saltwater pool surrounded by vibrant palms, sun loungers, and a shaded patio for relaxing afternoons or casual dinners under the string lights.brbrFire up the gas grill, nap in the hammock, or settle into Adirondack chairs by the fire pit–style seating area. Whether it's a morning coffee or an evening under the stars, this space was made for unwinding.brbrAnd when you're ready for the beach, you're just a 2-minute walk to the soft white sands and turquoise Gulf waters.brbrKitchen & Diningbr- A fully equipped kitchen with modern appliances and everything you need for easy in-home meals:br- Stove/Oven, Dishwasher, Microwave, Refrigerator, Garbage Disposalbr- Coffeemaker (12-cup) & Keurig, Blender, Toaster, KitchenwarebrbrA dedicated coffee bar adds a special morning touch, and the nearby dining area makes gathering simple and relaxed—whether it's breakfast before the beach or dinner after sunset.brbrAdditional Amenitiesbr- High-speed WiFibr- Cable TVbr- Central A/C & Heatbr- Linens, towels, and starter supplies includedbr- Washer & dryer in unitbr- Beach gear rental credit for chairs, umbrellas, carts, and bikesbrbrParkingbr- Driveway parking for 1–2 vehicles.brbrAt Kokomo, mornings start with sunlight filtering through palms and the hum of the Gulf nearby.brAfternoons drift between the pool and the sand, and evenings unfold under the glow of string lights and laughter.brHere, life slows down—just enough for you to find your rhythm again.brbrPoliciesbrbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrNO SMOKING. NO PETS.brbrBooking & Fee PolicybrInclude all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.brbrOptional Services (subject to approval)brEarly check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.brbrReservations & Guest RequirementsbrMost stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.brbrQuiet Hoursbr10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.brbrCleaning & LinensbrHome is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.brbrGolf Cart RentalsbrExplore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.brbrPool & SpabrPool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.brbrProperty SecuritybrExterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.brbrPayments & Cancellation PolicybrPolicies updated October 6, 2025 — see full Terms & Conditions for details.brbrPayment SchedulebrDepositbr- Reservations up to 20 days: 50% of total amount due at time of booking.brRemaining Balancebr- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.brbrCancellation PolicybrFor Reservations of 20 Days or Lessbr- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.br- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.br- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.br- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.brbrTravel InsurancebrCSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.brbrAdditional TermsbrNo refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.brbrCity of Holmes Beach Vacation Rental License: VRC22-000129brMax Occupancy: 6 Guests | Max Vehicles: 2brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Kokomo – Cozy Coastal Cottage w/ Pool, Outdoor Living, And Just Steps To Beach

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$2389.15

105 67th st is vrc 19000170brSeven night minimum Welcome to The Ritz by AMI Locals, a stunning seven-bedroom luxury home just steps from the white sands and turquoise waters of Holmes Beach. Perfect for large families or group getaways, this beach-block retreat offers resort-style amenities, elegant coastal design, and space to relax, reconnect, and celebrate island life.brEnjoy a private heated pool and spa, a covered outdoor lounge with bar, TV, pool table, and ping pong, plus a rooftop deck made for sunset cocktails and Gulf breezes. Inside, you’ll find spacious open living areas, a gourmet kitchen, multiple balconies, and beautifully designed bedrooms, including a show-stopping primary suite with spa-like bath.brWith room for everyone, walkable beach access, and close proximity to island dining and shops, The Ritz delivers an unforgettable Anna Maria Island experience where every day feels like a vacation.brBook your island escape and experience luxury just steps from the shore.brbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation! brPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Luxury Home Steps to the Beach with Pool, Spa and Rooftop!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$300.01

**** THIS IS UNIT 401 WHICH IS PART OF A DUPLEX- IF YOU LIKE TO RENT THE WHOLE DUPLEX INSTEAD PLEASE SEE OUR OTHER LISTING, WAVES 403 ****brbrWE DO NOT PROVIDE BIKES ANYMOREbrbrWelcome to Waves 401. A bright and cheerful 1,100 square feet retreat offered by Tstays™, this home is a mere spitting distance from the infamous Anna Maria Beaches. With its ambiance being the perfect combination of old meets new, the newly remodeled Waves offers an air of relaxation and serenity, all whilst being in perfect vicinity to many different restaurants, pubs and bars. Not to mention that we have several outdoor activity supplies for all nature lovers. The interior is simply breathtaking, with a light and inviting color scheme, and the exterior, along with the shared heated pool and outdoor furnishings, provide for a stress alleviating stay. brbrAdd this listing to your Wishlist by clicking save in the top right corner. brbrThis listing is for unit A only and it is NOT for the whole duplex.brPlease note that the POOL is SHARED between both units. brbr* 6 Minutes Walking to world-renowned white sands of Anna Maria Island. br* Spacious outdoors with parking for 2 cars.br* Balcony Sitting Area. br* Quiet, SAFE, FAMILY-FRIENDLY neighborhood. br* Cold AIR CONDITIONING. br* Great for families, couples or a group of friends. br* Newly Installed HEATED SALT WATER POOL. br* All NEW FURNITURE. br* Fully equipped newly renovated kitchens. brbrIDEAL LOCATION brbr1 min - Ugly Grouperbr2 min - Beach Access ( 6 mins walking)br2 min - Beach Bistrobr2 min - Duffy's Tavernbr2 min - The Feast Restaurantbr3 min - Ginny's & Jane E's Café and Gift Storebr3 min - Robinhood Rentals AMIbr3 min - Minnie's Beach Cafébr4 min - The Donut Experimentbr5 min - Manatee Public Beachbr5 min - The Sandbar Restaurantbr5 min - The Waffle Pressbr6 min - Publix Supermarketbr7 min - Rod and Reel Pierbr7 min - Bean Point Beachbr9 min - The Kokonut Hutbr9 min - Smoquehousebr10 min - Wicked Cantinabr16 min - Blake Medical Center and so much more... brbrThis spacious, COMPLETELY REMODELED boasts 1100 square-feet of luxurious open living with high end finishes. brbrPOOL AND LOUNGE COMMON SPACES brbrPool and lounge area with patio furnishings - perfect for enjoying time in the Florida sun with family and friends or a ROMANTIC MOONLIT EVENING watching the millions of stars in the sky. brbrLIVING ROOMS brbrThis unit offers a living room with the following:brOne big sofa, one 55' TV, one TV Console, one armchair, one coffee table, one end table and one big floor plant décor. Lay back and relax, and get ready to call one of the world's most beautiful beach destinations your cozy, luxurious home away from home! brbrOPEN KITCHEN AND DINING AREA brbrModern brand new kitchen is fully equipped with beautiful white Quartz Countertops, new stainless steel appliances, dishes, glasses, pots, pans, knives and everything you'll ever need: oven, toaster, juicer, espresso machine / drip coffee maker / Keurig , blender, Cuisinart Griller, crockpot, and microwave. brbrBEDROOMS & BATHROOMS brbrFresh, fluffed towels, linens and ULTRA LUX BEDDING in every suite. Fresh soaps, shampoos and other amenities peppered throughout. brbrBlue Waves (unit#1) MASTER BEDROOM brbr* One King Bed. br* Two Night Stands with lights• One Flat Screen TV. br* Ensuite Bathroom with shower. brbrBlue Waves SECOND BEDROOM brbr* One Full-Size Bed. br* One Twin Bed with a Twin Trundle Bed. br* One Floating Shelf. br* One Flat Screen TV. brbrLAUNDRY ROOM brbr* Brand New Washer & Dryer with laundry detergents supplied available in both Units. br* Fire Extinguisher. brbrUPSTAIRS OUTDOOR SPACE brbrFront/ side porch with a dining table. brbrDOWNSTAIRS STORAGE ROOM brbr* Two Beach Chairs. br* One Beach Umbrella. br* Beach Toys. br* Beach Wagon. br* Two Surfboards. br* One Cooler with Wheels. brbrADDITIONAL EXTRA SPECIAL AMENITIES brbr* High-quality bed linens. br* Flat HD screen TV. br* Fast Wi-Fi internet. br* Coffee Maker. br* Microwave. br* Blender. br* Cookware. br* Dinnerware sets. br* Toiletries. br* Towels. br* Beach/ Pool towels and much more... brbrCalendar for the next few months is filling in fast. brBook now to guarantee a reservation. brbrTraveling with small children Pack n' Play, Highchair, and kids dinnerware provided.brGas Grill with propane tank is provided. We do not refill the tank, so when it goes empty, please feel free to exchange the tank at a local gas station or Home Depot for around $20. brbrPool Settings are all scheduled. When purchased, Pool Heat is set to 85 degrees, however if air temps drop below 70 degrees it can affect pool temp, so unfortunately pool temperatures cannot be guaranteed. Pool heater fee is $25/night, offered from October till May.brbrDogs are allowed for an additional $125/Pet per stay. brbrRainy Day at Home brGames: Cards, Board Games, Pool ToysbrIn-unit Washer and DryerbrTons of Amenities Included:brToilet paper, paper towels, dish soap, dishwasher detergent, salt & pepper and soap provided!brBeach Day: Beach Chair, cooler bag, sand toys provided, umbrellas, Surf Boards brbrIf you're looking for a party house, please do not book. Property is ideal for families, couples and friends. brbrENJOY: brbr* Neutral earth tones sofas, plush sitting for easy lounging. br* Stocked kitchen with every appliance and utensil for preparing and serving food and beverages. br* Place-settings for large early morning breakfasts, and late night dinners. br* Luxurious kitchen, beautiful and spacious dining area. br* Terrace chaise-loungers, chairs and table. br* Off street parking for 2 cars. br* For your convenience, there's a separate laundry room with a washer and dryer and cleaning supplies. br* For your safety, we've installed one FRONT YARD ring camera. br* Waves by TStays™ is a Pet friendly accommodation. It may not be suitable for Guest(s) with severe pet allergies. brbr Guest(s) hereby fully and forever release and discharge Owner, its affiliates, agents, volunteers, officers, directors, employees, successors and assigns from any claims, demands, damages, rights of action or causes of action present or future, whether the same be known or unknown, anticipated or unanticipated, resulting from or arising out of Guest(s) presence on property. Guest(s) fully and forever release and discharge Owner, its affiliates, agents, volunteers, officers, directors, employees, successors and assigns from any and all negligent acts and omissions in connection with or in any way relating to guest's presence on Owner's property. brbrFREE CANCELATION: brbrThe summer/fall weather in Florida can be unpredictable. Get a Peace of mind with our flexible free cancelation policy to protect yourself from bad weather and other unforeseen circumstances that may prevent your trip. If you choose flexible cancelation policy, you can cancel your trip 1 day prior to arrival and get a full refund. brbrThis home is managed by TStays™, a family owned property management company. brbr(VRC) License Number: DWE105688brMinimum stay requirements: 7 days brOccupancy requirements: 6 persons brNumber of on-site parking spaces: 2 brNoise ordinance informationbrbrbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrLicense # DWE105688

Enjoy AMI sunsets | Chic home w/ Saltwater pool!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$358.02

**** THIS IS UNIT 403 WHICH IS PART OF A DUPLEX- IF YOU LIKE TO RENT THE WHOLE DUPLEX INSTEAD PLEASE SEE OUR OTHER LISTING, WAVES 401 ****brbrWelcome to Waves 403! This newly renovated 1,100 square feet unit offered by Tstays™ exudes inviting and embracing vibes. Its proximity to all activities guests may crave, not to mention its prime location close to the beaches, bode for nothing less than an exciting stay. Its neighborhood is calm and serene, and it's fully equipped with everything guests could want, from state-of-the-art appliances to outdoor supplies. And while you're there, don't forget to take advantage of the heated pool to relax after a day of activities, or to simply have a BBQ with your family and friends. Don't miss out on this 5-star experience! brbrAdd this listing to your Wishlist by clicking save in the top right corner. brbrThis listing is for unit 403 only and it is NOT for the whole duplex brWE DO NOT PROVIDE BIKES ANYMOREbrPlease note that the POOL is SHARED between both units. brbr* 6 Minutes Walking to world-renowned white sands of Anna Maria Island. br* Spacious outdoors with parking for 2 cars.br* Balcony Sitting Area. br* Quiet, SAFE, FAMILY-FRIENDLY neighborhood. br* Cold AIR CONDITIONING. br* Great for families, couples or a group of friends. br* Newly Installed HEATED SALT WATER POOL. br* All NEW FURNITURE. br* Fully equipped newly renovated kitchens. brbrIDEAL LOCATION brbr1 min - Ugly Grouperbr2 min - Beach Access ( 6 mins walking)br2 min - Beach Bistrobr2 min - Duffy's Tavernbr2 min - The Feast Restaurantbr3 min - Ginny's & Jane E's Café and Gift Storebr3 min - Robinhood Rentals AMIbr3 min - Minnie's Beach Cafébr4 min - The Donut Experimentbr5 min - Manatee Public Beachbr5 min - The Sandbar Restaurantbr5 min - The Waffle Pressbr6 min - Publix Supermarketbr7 min - Rod and Reel Pierbr7 min - Bean Point Beachbr9 min - The Kokonut Hutbr9 min - Smoquehousebr10 min - Wicked Cantinabr16 min - Blake Medical Center and so much more... brbrThis spacious, COMPLETELY REMODELED boasts 1100 square-feet of luxurious open living with high end finishes. brbrPOOL AND LOUNGE COMMON SPACES brbrPool and lounge area with patio furnishings - perfect for enjoying time in the Florida sun with family and friends or a ROMANTIC MOONLIT EVENING watching the millions of stars in the sky. brbrLIVING ROOMS brbrThis unit offers a living room with the following:brOne big sofa, one 55' TV, one TV Console, one armchair, one coffee table, one end table and one big floor plant décor. Lay back and relax, and get ready to call one of the world's most beautiful beach destinations your cozy, luxurious home away from home! brbrOPEN KITCHEN AND DINING AREA brbrModern brand new kitchen is fully equipped with beautiful white Quartz Countertops, new stainless steel appliances, dishes, glasses, pots, pans, knives and everything you'll ever need: oven, toaster, juicer, espresso machine / drip coffee maker / Keurig , blender, Cuisinart Griller, crockpot, and microwave. brbrBEDROOMS & BATHROOMS brbrFresh, fluffed towels, linens and ULTRA LUX BEDDING in every suite. Fresh soaps, shampoos and other amenities peppered throughout. brbrWaves 403 MASTER BEDROOM brbr* One King Bed. br* Two Night Stands with lights• One Flat Screen TV. br* Ensuite Bathroom with shower. brbrWaves 403 SECOND BEDROOM brbr* One Full-Size Bed. br* One Twin Bed with a Twin Trundle Bed. br* One Floating Shelf. br* One Flat Screen TV. brbrLAUNDRY ROOM brbr* Brand New Washer & Dryer with laundry detergents supplied available in both Units.br* Fire Extinguisher. brbrUPSTAIRS OUTDOOR SPACE brbrFront/ side porch with a dining table brbrDOWNSTAIRS STORAGE ROOM brbr* Two Beach Chairs br* One Beach Umbrella br* Beach Toys br* Beach Wagon br* Two Surfboards br* One Cooler with Wheels brbrADDITIONAL EXTRA SPECIAL AMENITIES brbr* High-quality bed linens. br* Flat HD screen TV. br* Fast Wi-Fi internet. br* Coffee Maker. br* Microwave. br* Blender. br* Cookware. br* Dinnerware sets. br* Toiletries. br* Towels. br* Beach/ Pool towels and much more... brbrCalendar for the next few months is filling in fast. brBook now to guarantee a reservation. brbrTraveling with small children Pack n' Play, Highchair, and kids dinnerware provided.brGas Grill with propane tank is provided. We do not refill the tank, so when it goes empty, please feel free to exchange the tank at a local gas station or Home Depot for around $20. brbrPool Settings are all scheduled. When purchased, Pool Heat is set to 85 degrees, however if air temps drop below 70 degrees it can affect pool temp, so unfortunately pool temperatures cannot be guaranteed. Pool heater fee is $25/night, offered from October till May.brbrDogs are allowed for an additional $125/Pet per stay. brbrRainy Day at Home brGames: Cards, Board Games, Pool Toys.brIn-unit Washer and Dryer.brTons of Amenities Included:brToilet paper, paper towels, dish soap, dishwasher detergent, salt & pepper and soap provided!brBeach Day: Beach Chair, cooler bag, sand toys provided, umbrellas, Surf Boards. brbrIf you're looking for a party house, please do not book. Property is ideal for families, couples and friends.brbrENJOY brbr* Neutral earth tones sofas, plush sitting for easy lounging. br* Stocked kitchen with every appliance and utensil for preparing and serving food and beverages. br* Place-settings for large early morning breakfasts, and late night dinners. br* Luxurious kitchen, beautiful and spacious dining area. br* Terrace chaise-loungers, chairs and table. br* Off street parking for 2 cars.br* For your convenience, there's a separate laundry room with a washer and dryer and cleaning supplies. br* For your safety, we've installed one FRONT YARD ring camera. br* Waves by TStays™ is a Pet friendly accommodation. It may not be suitable for Guest(s) with severe pet allergies. brbr Guest(s) hereby fully and forever release and discharge Owner, its affiliates, agents, volunteers, officers, directors, employees, successors and assigns from any claims, demands, damages, rights of action or causes of action present or future, whether the same be known or unknown, anticipated or unanticipated, resulting from or arising out of Guest(s) presence on property. Guest(s) fully and forever release and discharge Owner, its affiliates, agents, volunteers, officers, directors, employees, successors and assigns from any and all negligent acts and omissions in connection with or in any way relating to guest's presence on Owner's property. brbrFREE CANCELATION: brbrThe summer/fall weather in Florida can be unpredictable. Get a Peace of mind with our flexible free cancelation policy to protect yourself from bad weather and other unforeseen circumstances that may prevent your trip. If you choose flexible cancelation policy, you can cancel your trip 1 day prior to arrival and get a full refund. brbrThis home is managed by TStays™, a family owned property management company. brbrVRC) License Number: DWE105688 brMinimum stay requirements: 7 days brOccupancy requirements: 6 persons br Number of on-site parking spaces: 2 brbrNoise ordinance information You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. License # DWE105688brbrbrbrLicense # DWE105688

Walk to beach | Anna Maria home w/ pool | Pets ok!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$554.37

Welcome to Sand N Sea! Island ambiance awaits you at this beautifully decorated three-bedroom, two-bathroom and one-half bath, pool home. Landscaped gardens with palms and tropical plants, let you know at first sight that you are indeed on vacation! After a hard day at the beach relax in the private pool and enjoy a cocktail on one of the many outdoor seating areas. Pamper yourself with the finest amenities in this fresh and elegant dream island home.br Overstuffed furniture, warm hardwood floors, and a sunny color palette make the interior of the home just as inviting as the exterior. A culinary delight, the kitchen, equipped with top stainless-steel appliances, awaits your catch of the day! Feed the entire family in the dining area or serve buffet style on the back patio. Did we mention how morning coffee always tastes better on one of the many balconies!br br HIGHLIGHTSbr br 2135 sq. ft. br Elevatorbr Private pool (22x12 ft)br Game roombr 0.3 miles from beach accessbr br BEDROOMSbr br Sleeps 6br Primary Bedroom: King br Second Bedroom: Queenbr Third Bedroom: 2 Fullbr br BATHROOMSbr br Primary Bathroom: Spa tub/Walk-in Showerbr Second Bathroom: Shower/Tub Combo br Half Bathbr br EXTERIORbr br There is a full game room on the ground floor which opens out to the 22 ft length by12 ft widest width by 9 ft narrow width pool. The games room has a ping pong and large screen TV. There is also plenty of seating in this hang out room. A full-size washer and dryer to accommodate all your beach clean-up needs! The location of this beach beauty is literally a short walk to the white sand beaches of the Gulf of Mexico. Enjoy everything Anna Maria Island and Holmes Beach has to offer. From the award-winning restaurants, boutique shopping for one-of-a-kind souvenirs, Publix Grocery Store, Walgreens, and an array of island adventures, the free island trolley can take you there in style!br br The pool heat is $150.00 a week. Pool heaters in private homes are locked for your safety and controls must not be tampered with as they are monitored by the pool company. 86 F is the highest heat temperature setting which might not be always reached. Please note if cold days and nights occur, water temperatures will drop and may stay cooler longer. Pool heaters will not operate and will automatically shut down if outside temperatures get too cold. While we take every precaution to ensure that pools are heated as specified, weather conditions may affect the temperature of the pool. Nothing can be done about this issue. Outdoor spas are not hot tubs and require heat at the additional cost. The temperature of a spa is typically set at the same temperature as the pool. In the event of pool equipment malfunction during your stay, Duncan Real Estate will expedite repairs as quickly as possible. It may be necessary to close swimming pools for maintenance purposes. No refund or rent adjustment will be made for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities. br br There are three parking spots in the driveway reserved for guests of Sand N Sea. br br This property welcomes weekly rentals from Saturday to Saturday. Please inquire for any other dates. br br A video camera installed at the front door entrance to monitor the driveway area.br br Please keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.br br VRC23-000028br Amenities Include:br - Bedroom 1 Kingbr - Bedroom 2 Queenbr - Bedroom 3 2x Fullbr - Work Space Ybr - Bathroom 1 Walk in Showerbr - Bathroom 2 Walk in Showerbr - Half Bathbr - Water View Ybr - Elevatedbr - Elevator Ybr - Central A Cbr - Cental Heatbr - Sqft under a c 2138br - Free Parkingbr - Parking Spots 3br - Garagebr - Self Check Inbr - Keyless Entrybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Stovebr - Ovenbr - Cookwarebr - Toasterbr - Blenderbr - Keurigbr - Drip Coffee makerbr - Dishwasherbr - Microwavebr - Garbage disposalbr - Dining Tablebr - Breakfast Barbr - High Speed WIFIbr - TV 5br - Washerbr - Ironbr - Smoke Alarmbr - Carbon Monoxide Alarmbr - Private Poolbr - Pool Dimensions 22x9 (22x12) Beanbr - Patiobr - Balconybr - Propane Grillbr - Game Roombr - Ping Pongbr - Mold Free Certificatebr - Duncan Emerald Club

Sand N Sea by Duncan Real Estate

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$298.96

Welcome to Beach House 104!brWake up in this bright townhome located right in the heart of Holmes Beach, just steps from white sandy beaches! brbr Property Highlights:br✨ 2 full bedrooms and 2.5 bathroomsbr✨ Fully equipped kitchenbr✨ Screened-in balcony with room to dinebr✨ Easy walk to Anna Maria Island shops and diningbr✨ Plenty of room to sleep 4br✨ Heated community poolbr✨ Beach essentials includedbr✨ 3-minute walk to the beachbrbr With it's coastal vibes, you will feel like you are on island time from the moment you arrive! This well-equipped townhome located directly across from Anna Maria Island Beach Cafe, and walking distance to shops and dining. Indulge in the comfort and tranquility of this beach themed townhome. The space features an open-concept layout, a tropical and bright color scheme with wood surfaces, and tasteful furnishings and décor. Located in the heart of Holmes Beach, you will have access to shopping, dining, and beaches all within a short distance from your front door. It features two large bedrooms, and two full baths, and one half bath. The screened-in lanai overlooking the public beach is a great setting for your morning coffee, or evening cocktails. With a king-master bedroom, and additional guest room with Queen bed there is plenty of space for the whole family! This townhome also features a spacious living and dining area with plenty of room to stretch out after a great day at the beach! brbrThe complex has a large heated pool for guests only. The covered parking space has room for one car, with additional uncovered parking available. brbrBeach chairs and an umbrella are available as well as beach and pool towels. This townhome participates in a professional linen program so you can rest well in luxury.brbrPAYMENT AND CANCELLATION TERMS WHEN BOOKING ON VRBObrbrAt the time of booking your credit card will be charged by Shore Thing Property Services LLC for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrWe require 25% deposit with the final payment due 60 days prior to your arrival date. Full payment will be due immediately if the arrival date is within 60 days. brbrAlthough the VRBO policy states no refunds, we will refund in the event that you need to cancel your reservation prior to 60 days before your arrival date. We will implement our Shore Thing Properties cancellation policy as indicated on the rental agreement. This allows for a refund of the deposit paid minus a $250 cancellation fee and the original management fee. Within 60 days of arrival there are no refunds.brbrADDITIONAL INFORMATION:brbrWe generally require a minimum stay of 7 nights with Saturday check-in during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!brbrHouse keeping will provide you with a starter supply of toilet paper, soap, and garbage bags, but guests will likely need to replenish the supply during their stay. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10pm and 8am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors.brbrVRC20-000191

Enjoy Sunsets at Fully Equipped 2BR at the Beach!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$1793.37

Summary:brbrWake to waves and end each day with award-winning Gulf sunsets at Limefish Luxe—a Gulf-front, 3BR/3BA luxury retreat in North Holmes Beach. Enjoy direct beach access, a private heated pool, bikes, paddle boards, and beach gear. Steps from the best of Anna Maria & Holmes Beach.brbrbrbrThe Space:brbrLimefish Luxury is a beautifully designed Gulf-front home offering effortless beachfront living with panoramic Gulf views from the main living areas. This 3-bedroom, 3-bathroom residence features an open, light-filled layout that flows seamlessly toward the beach—perfect for relaxing together while still enjoying privacy.brbrbrbrThe living, dining, and kitchen spaces are thoughtfully arranged to maximize views of the water and sunsets. Large windows bring the outdoors in, creating a calming coastal atmosphere from morning through evening.brbrbrbrSleeping accommodations:brbrbrbr1 King bedroombrbrbrbr1 Queen bedroombrbrbrbr1 bedroom with 4 Twin bedsbrbrbrbrBaby crib providedbrbrbrbrEach bedroom has its own bathroom and is appointed with quality linens for a comfortable, restful stay.brbrbrbrStep outside to enjoy your private heated pool, lounge to the sound of the waves, or walk directly onto the sand just steps from the home. Every detail has been curated to deliver an elevated yet relaxed Anna Maria Island experience.brbrbrbrGuest Access:brbrGuests will enjoy exclusive access to the entire house, including three bedrooms, three bathrooms, a living room, and a fully equipped kitchen. Outside, you'll find a private heated pool, a BBQ grill, and direct access to the beach. Guests can also use the provided bikes and beach essentials. Parking is available on-site for up to four vehicles in designated areas.brbrbrbrThe Neighborhood:brbrLimefish Luxury is located in North Holmes Beach, one of Anna Maria Island’s most desirable beachfront neighborhoods. This peaceful residential area is known for its wide beaches, relaxed pace, and easy access to the best of island life.brbrbrbrFrom the home, you’re perfectly positioned to enjoy the charm of both Holmes Beach and the City of Anna Maria. Local shops, cafés, and restaurants are just minutes away, whether you choose to walk, bike, or hop on the free island trolley. The neighborhood offers a blend of tranquility and convenience—ideal for guests seeking a refined coastal escape without sacrificing access to dining, shopping, and island experiences.brbrbrbrWith the Gulf at your doorstep and the island’s most loved destinations nearby, North Holmes Beach delivers an authentic and elevated Anna Maria Island experience.brbrbrbrGetting Around:brbrGetting around Anna Maria Island is easy and enjoyable. The free island trolley runs daily along the island and is just a short walk away, offering convenient access to beaches, shops, dining, and local favorites from the City of Anna Maria to Bradenton Beach.brbrbrbrComplimentary bikes are provided, and ride shares, taxis, and personal vehicles are also readily available. On-site parking is available for up to four vehicles.brbrbrbrFor a classic island experience, guests may rent a golf cart from our preferred provider, Coconut Rentals. Be sure to mention Serendipity when booking to receive a preferred guest discount (subject to availability).brbrbrbrOther Things to Note:brbrWeekly Rentals Only: This home is subject to a 7-night minimum stay in accordance with City of Holmes Beach regulations.brbrbrbrOccupancy Limits: Maximum occupancy is 2 guests per bedroom plus up to 2 additional guests, not to exceed 12 total, whichever is less. Limits are strictly enforced.brbrbrbrParking: On-site parking is available for up to 4 vehicles in designated areas only.brbrbrbrNo Pets: Only service animals are allowed on the property, and must be registered prior to check inbrbrbrbrNoise Ordinance: This is a quiet residential neighborhood. Local noise limits apply (65 dBA from 7 AM–10 PM; quiet hours 10 PM–8 AM).brbrbrbrSelf Check-In: Easy arrival with smart-lock self check-in. Entry details are provided prior to arrival once pre-arrival requirements are completed.brbrbrbrPre-Arrival Requirements: A signed rental agreement, valid government ID, and signed waivers are required for all adults prior to check-in.brbrbrbrBeachfront Environment: As with all beachfront homes, occasional salt air, breezes, and wildlife are part of the natural coastal setting.brbrbrbrPool Safety: Swim at your own risk. No glass permitted in or around the pool. Children must be supervised at all times.brbrbrbrInteraction with Guests:brbrThis home is professionally managed to ensure a seamless, luxury stay while respecting your privacy. Guests enjoy a self-directed experience, with no on-site interaction unless requested.brbrbrbrOur team is available 7 days a week from 8 AM to 4 PM to assist with questions or needs. Outside of regular hours, after-hours support is available for true emergencies only.

Limefish Luxury | Gulf-Front | Pool | Iconic Sunsets

Holmes Beach, Florida, United States

Bed

Bath

8

Sleeps

$156.24

2BR · 1BA · Sleeps 4 · 28-Night Minimum · Pet-Friendly · Ground-Level · Florida Room · Outdoor Shower · In-Unit Laundry · Short Walk to Beach · Quiet Dead-End StreetbrbrImportant before booking: Sandy Feet Retreat is available exclusively for stays of 28 nights or longer. This is a long-stay property — ideal for snowbirds, remote workers, and seasonal visitors settling into Holmes Beach for a month or more. brbrA ground-level cottage on a quiet dead-end street in Holmes Beach — no stairs, no traffic noise, and a short walk to the beach. The Florida room is the remote work setup: bright, calm, and positioned to catch the morning light before the day's work begins. Fast WiFi throughout the cottage keeps the connection reliable for video calls and uploads.brbrTwo bedrooms sleeps six. The primary bedroom has a queen bed. The guest room has a queen/twin bunk bed combo — an unusual configuration that works for a parent and child or two guests who want their own sleeping level. A twin rollaway is also available. One full bathroom with shower.brbrThe cottage has been entirely refurnished — new sofa, new beds, new linens, everything down to the coffee mugs. The kitchen is fully stocked for a month of meals at home. An in-unit washer and dryer is in the dedicated laundry room. A private outdoor shower handles post-beach rinse-offs. The yard has green space for pets to lounge — note that the yard is not fully fenced, worth knowing if your pet needs a contained space.brbrPet-friendly. Non-smoking. No stairs.brbrSandy Feet Retreat requires a 28-night minimum stay.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

Sandy Feet Retreat · 28-Night Min · Pets OK

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$564.06