Vacation Rentals By Owner In Holmes Beach, FL

Disclaimer: Discoloration in the pool is from staining, not dirt or debris in the pool, and the pool is safe and clean for swimming.brbrUnwind in island comfort at Palm Isle Village 3208, a beautifully maintained 2-bedroom, 1-bath condo just steps from the beach on the Gulf side of Holmes Beach. This inviting rental offers a peaceful setting, Gulf views from the private balcony, and access to a shared pool, all within walking distance of shops, dining, and local attractions.brbrPerfect for couples or small families, this home comfortably sleeps up to 4 guests. The spacious primary bedroom features a king bed, while the guest room includes a queen bed, providing a restful space to relax after long days in the sun.brbrStart your mornings with coffee on the private patio, then head out to explore the nearby white-sand beaches, just across the street. Prefer a slower pace Hop on the free Anna Maria Island trolley to enjoy car-free access to Bradenton Beach, Pine Avenue, and beyond.brbrInside, the condo is filled with natural light and decorated with coastal-inspired touches. The fully equipped kitchen has everything you need for at-home meals, and the breakfast bar doubles as a convenient workspace. With free WiFi, central air conditioning, a private washer/dryer, and parking for two vehicles, every detail is covered.brbrAfter a day of adventure, cool off in the shared pool, fire up the gas grill for a BBQ dinner, or stroll to the beach to catch a stunning sunset over the Gulf.brbr*Disclaimer: Please note that the widow watch for this unit is currently under repair and is not accessible until further notice. We apologize for any inconvenience and appreciate your understanding as we work to restore safe access.*brbrIMPORTANT INFORMATION:brYour booking is with Island Real Estate Vacations. We will send you check-in instructions 30 days prior to your arrival date. Please review the cancellation policy prior to booking. Island Real Estate Vacations will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrPayment of reservation deposit is considered acceptance of all terms regardless of signature status of contract. Guest is responsible for adhering to the rental terms andbrbrdates. Any error on Guest’s part is not the responsibility of the agent. Sub-leasing of your vacation rental is strictly prohibited. A mid-stay clean and charge equal to the standard cleaning fee are required for all stays 21 nights or longer. By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.brbrYour final balance is due 60 days prior to your arrival date. Please note unless alternative arrangements are made, the bank account or credit card on file will be charged your remaining balance automatically at 60 days. If you do not wish to pay with the bank account or credit card on file, please reach out to pay several days in advance of 60 days prior to your arrival. If you initially paid with an eCheck and received the booking incentive, please remember future payments must also be made with an eCheck. Thank you for choosing eCheck to help reduce the cost of business. Please note the eCheck payment option cannot be used within 14 days of arrival. Any refunds on checks and echecks will be delayed at least 14 days after deposit or until funds are verified.brbr*Please Note: This is a non-smoking complex. Smoking is not permitted anywhere on the property, including balconies, patios, and common areas.*brbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to:brbr7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)brbr10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brbrThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.brbrAll our properties provide luxury linens for you to enjoy during your stay.brbrVRC25-000048

Palm Isle Village 3208 - Charming Beachside Condo | Island Real Estate

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$265.06

VRC16-000097brbr2BR · 2BA · Sleeps 6 · Pet-Friendly · 1 Block to Gulf · Heated Pool (4 Units) · King Bed · 2 Bikes & Wagon · Beach Chairs Included · Gas Grill · 10% Veteran & First Responder Discount · Washer/Dryer · Free TrolleybrbrThe Palms #4 is one block from the Gulf in Holmes Beach — the same quiet four-unit complex as #3, with the same heated pool framed by tall palms and the same dead-end residential street that keeps the beach uncrowded even when the rest of the island is busy.brbrThis unit sleeps six — two more than #3 — with a king bed in the master suite, a queen bed in the second bedroom, and a sleeper sofa in the living room. The master has an ensuite bath. The second bedroom has full use of the second bath off the hall. Both bedrooms have their own TVs.brbrThe complex is set up for beach days without the logistics. Two bikes and a wagon are included. Beach chairs are provided. A communal gas grill sits poolside for evening cookouts. The heated pool is shared with just three other units — private in the way that matters. The free AMI trolley stops nearby. Publix and Walgreens are a short walk.brbrThe kitchen has granite countertops, stainless steel appliances, and everything needed for full meals at home. A full-size washer and dryer are in the unit.brbrA 10% discount is available for veterans and first responders.brbrPet-friendly. Parking for two vehicles. One-week 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

The Palms 4 · Veteran Discount · Bikes & Pool

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$770.14

Welcome to Serenity Now!brOn Anna Maria Island (Holmes Beach, FL)brbrThe SpacebrWhere calm meets connection, Serenity Now offers spacious living, modern comforts, and a private backyard oasis with a heated pool. Thoughtfully designed for ease and balance, this pet-friendly home invites you to slow down, breathe deeply, and enjoy island life at your own pace.brbrPerfect for: families seeking space to reconnect, travelers who value quiet and comfort, and guests who want to bring a well-behaved pet.brbrHighlightsbr- Open living/dining/kitchen with direct access to a covered balconybr- Heated private pool with sun shelf, loungers, outdoor shower, and grillbr- Four bedrooms plus a loft daybed with trundle for flexible sleepingbr- Main-floor king ensuite with private balcony and spa-style bathbr- Pet-friendly with prior approvalbr- 7–10 minute walk to the Gulf beaches, near local cafés and shopsbrbrInteriorbrInside, the main living area welcomes you with comfortable seating, a TV for movie nights, and sliding doors that open to a covered porch. Natural light, coastal textures, and clean lines create a calm backdrop for time together.brbrThe kitchen is set up for everyday ease: stainless appliances, a large island with bar seating, and plenty of prep space. The adjacent dining table makes family meals simple, whether you are cooking in or enjoying takeout from a nearby restaurant.brbrBedrooms are designed for rest and reset:br- Main Floor King Ensuite: King bed, TV, walk-in closet, desk, and a private balcony. Bath with soaking tub, walk-in shower, and double sinks.br- Second King Ensuite (Upstairs): King bed, TV, walk-in closet, and bath with double sinks and shower.br- King Bedroom: King bed, TV, and closet.br- Bunk Room: Twin-over-full bunk with trundle, desk, and closet — a favorite for kids.br- Loft Space: Sitting area with TV and a twin daybed with twin trundle for added flexibility.br- A hall full bath (tub/shower) and a convenient main-floor half bath support the flow of the home.brbrLayout Overviewbr- Main Level: Open kitchen, dining, and living areas; covered balcony; king ensuite; half bath; laundry.br- Upper Level: Second king ensuite, queen bedroom, bunk room, hall bath, and loft with additional seating and sleeping.br- Outdoor Connection: Multiple entries lead to the backyard pool area for seamless indoor-outdoor living.brbrOutdoor LivingbrThe backyard is designed for easy days and quiet evenings. The heated pool features a sun shelf for relaxed lounging, with loungers and umbrellas nearby for shade or sun. A covered dining area invites unhurried meals, and the gas grill makes simple cookouts a breeze. Rinse off in the outdoor shower after the beach, then settle in as the palms sway overhead.brbrKitchen & DiningbrEverything you need for simple, satisfying meals:br- Stove, oven, dishwasher, and microwavebr- Refrigerator with ice and waterbr- 12-cup coffeemaker, blender, toaster, and full kitchenwarebrbrThe island seats a few for coffee or snacks, while the dining table brings everyone together to share the day's stories.brbrAdditional Amenitiesbr- A/C and heatbr- Cable television and wireless internetbr- Linens, bath towels, and beach towelsbr- Hair dryer, iron, and ironing boardbr- Washer and dryerbr- Beach gear rental credit included (chairs, cart, umbrella, bikes, coolers, games, etc.) — select items before arrival; some gear may be onsite but is not guaranteed.br- No elevator; stairs required.brbrParkingbr- 1-car garagebr- 2–3 additional vehicles in the drivewaybrbrStart your story in a home that centers calm, care, and connection — and Write Your Vacation Story at Serenity Now.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: VR22-000001brMax Occupancy: 8 Guests | Max Vehicles: 3brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Serenity Now - Pet-Friendly Retreat w/ Heated Pool, Near Beach & Tropical Oasis

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$880.76

2000 square foot home on beautiful Anna Maria Island Florida, with all the upgrades and amenities. Short two block walk to the most beautiful white sand Gulf beach in the world and if you want to kick back at home at your private in-ground swimming pool. There is a spa with jets off the pool. NOTE: The pool/spa are heated by a heat pump heater and the target temperature is heated between 83 to 85 degrees for the pool and 101 for the spa. In the rare circumstance when the ambient air temperature is lower than the pool water the heater will not heat. Also please note it takes at least 45 minutes to heat the spa to a temperature of 101 degrees so you need to plan ahead if you want to use the hot tub.brbrAnna Maria Island is conveniently located near two major airports: Tampa International - 55 minutes drive or Sarasota Bradenton Airport, roughly 30 minutes drive. The island still maintains an old Florida feel, with uncrowded beaches and beautiful sunsets, while offering a diverse choice of restaurants and activities. World Class sunbathing, shelling, fishing, or just lounging are literally right outside your front door. With a private heated pool (winter only) and beach access, this house has everything you could ask for. brbrThe house is luxuriously furnished. Special designer touches include - crown moldings, upgraded countertops, Satellite Direct TV service with ability to connect to Netflix. DVD player, full wet bar, parking for two cars in the garage and 2 cars outside on driveway. The master suite has a king bed and a master bath fit for a king or queen with bathtub and separate shower. The second bedroom has a king-size bed and room for sitting and reading. The third bedroom has two twin beds.brbrThis is truly paradise within reach. You will come for two weeks and never want to leave.brbrbrbrbrKeywords: Anna Maria Island Florida Rental Home, Anna Maria Rental, Gulf Beach, Anna Maria Rental Home, Vacation rental, Florida Vacation home, Holmes Beach, Beach rental, Pool home, for rent by owner, florida for rent by owner, florida rentals,

Anna Maria Rental Steps to Gulf Beach with Private Pool! Special deal Nov 15-25

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$237.08

The Twins Hideaway at Sun Plaza West by Anna Maria Island Accommodations brVRC20-000171brbrDiscover your ultimate beach vacation at The Twins Hideaway at Sun Plaza West, a beautifully updated two-bedroom, two-bath condo nestled directly in Holmes Beach on Anna Maria Island! Just steps from the stunning Gulf beaches, this oceanfront residence offers a perfect blend of relaxation and activity, with access to a community pool, tennis court, and nearby shops and dining. The outdoor amenities and scenic water views make this the ideal island retreat for families and friends!brbrHighlights br• Oceanfront Condobr• Direct Access to Holmes Beach br• 2 Bedroom / 2 Bathbr• 1 King, 1 Queen Bed, 1 Twin-over-twin Bunkbr• Community poolbr• Tennis court (equipment provided)br• Beach chairs and cart provided br• Private washer and dryer br• 2 Parking SpacesbrbrEnjoy outdoor living by the shared pool or on the sugar-white sands of Holmes Beach. Both the pool area and the tennis court offer perfect settings for outdoor fun, relaxation, and friendly competition. Take a short walk or trolley ride to explore nearby shops, restaurants, and water activities such as kayaking, paddle boarding, and fishing.brbrInside, the condo features a bright and modern design with a seamless flow between living, dining, and outdoor space. The updated kitchen boasts sleek stainless-steel appliances, including a refrigerator, stove, and oven, with island seating for quick meals or snacks. The dining area comfortably accommodates four, perfect for family dinners or game nights. brbrRelax in the primary bedroom, which provides a tranquil atmosphere with a king-sized bed, a TV, and ensuite bathroom with a walk-in shower. The second bedroom offers a comfortable queen bed, and a twin-over-twin bunk for guests or children, with a nearby hall bathroom with a shower and tub combo. A convenient washer and dryer are included for easy laundry days.brbrRoom Details br• Primary Bedroom: King bed, ensuite with walk-in shower br• Second Bedroom: Queen bed, Twin-over-Twin bunk bed brbrBook The Twins Hideaway today and enjoy a memorable island vacation in beautiful Anna Maria. Whether relaxing by the water, exploring local hotspots, or soaking in breathtaking views, this condo provides everything you need for a fun-filled getaway. Reserve your dates now and start creating lifelong beach memories!brbrbr-brThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. brbrThis property does not allow pets of any kind. brbr2 cars maximum are able to park at this home, a designated spot will be provided. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. 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 Anna Maria Island Accommodations 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.

Beachfront Complex: Enjoy Amenities, Beach Gear and Beach Access!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$1050.57

Salty Margarita by AMI LocalsbrbrWelcome to Salty Margarita, a stunning three-level coastal retreat just two houses from the white-sand shores of Holmes Beach! This luxury Anna Maria Island vacation rental features four king suites, a private heated pool and spa, elevator access, and a rooftop deck with breathtaking Gulf and sunset views. With vibrant island style and endless entertainment, this home is designed for family fun and relaxation from sunrise to sunset.brbrHighlightsbr• 1-minute walk to Holmes Beachbr• 4 Bedrooms / 5 Bathroomsbr• 4 King Beds – all ensuites. Queen sleeper sofa br• Rooftop deck with Gulf viewsbr• Heated private pool and in-ground spabr• Outdoor kitchen with grill, sink, and ice makerbr• Game room with ping pong, foosball, skee-ball, and pool tablebr• Backyard putting green and corn holebr• Elevator access to all floorsbr• Pet friendly (with fee)br• Washer and dryerbr• 4 parking spacesbrbrStep inside to a bright open-concept living area where coastal-chic furnishings, colorful artwork, and wood-accented ceilings create an inviting island vibe. Sunlight fills the space, highlighting the plush sectional sofa, the perfect spot to unwind with a movie or morning coffee. The gourmet kitchen features high end stainless-steel appliances, a large island with seating, quartz countertops, and custom cabinetry with beach-inspired finishes. Whether preparing fresh seafood or mixing margaritas, this space makes entertaining effortless. Gather around the spacious dining table for family meals or game nights after a sun-soaked day on Holmes Beach, surrounded by coastal charm and the relaxed elegance of Anna Maria Island living.brbrThe outdoor space at Salty Margarita is built for making memories. Lounge by the heated pool and spa, cook dinner in the outdoor kitchen, or sip cocktails at the shaded tiki bar. Challenge your friends to a game of pool or foosball in the covered entertainment area or practice your short game on the private putting green. As the day winds down, head to the rooftop deck to watch spectacular Gulf sunsets with a drink in hand.brbrEach of the four luxurious king suites offers a tranquil retreat with plush bedding, Smart TVs, and private ensuite bathrooms featuring modern walk-in showers. The primary suite is especially serene, with French doors that open to a private balcony for morning coffee or quiet evenings under the stars. You’ll love the spa-inspired ensuite, complete with dual vanities, a glass walk-in shower accented with turquoise mosaic tile, and thoughtful touches like a cozy sitting area and in-room coffee nook. Every room combines comfort, style, and functionality, ideal for couples or families traveling together.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk-in showerbr• Second Bedroom: King bed, ensuite bathroom with walk-in showerbr• Third Bedroom: King bed, ensuite bathroom with walk-in showerbr• Fourth Bedroom: King bed, ensuite bathroom with walk-in showerbr• Queen sleeper sofa in home officebrbrWi-Fi, Smart TVs, beach chairs, a beach wagon, and a fully equipped laundry room add convenience to your stay. Elevator access to all floors makes this home perfect for multi-generational families.brbrLocated just steps from Holmes Beach, Salty Margarita places you close to island favorites like The Ugly Grouper, Hurricane Hanks, and Island Shopping Center. Hop on the free AMI trolley to explore Pine Avenue, Bridge Street, and the stunning Gulf beaches that make Anna Maria Island one of Florida’s most beloved vacation destinations.brbrExperience island luxury and laid-back fun at, where beach days, sunsets, and salty breezes are always on the menu.brbr-brbr**Please note that the garage is not available for guest use**brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. See our AMI Locals Policies for full details. brbr*Please note: 4 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. 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: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.br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Two Houses from Beach! Rooftop, Pool & Game Room

Holmes Beach, Florida, United States

Bed

5

Bath

8

Sleeps

$449.09

Welcome to Stillpoint, a beautifully designed single-level home just one block from the beach in the heart of Holmes Beach, where island ease meets modern comfort. Thoughtfully laid out and ideal for families or multiple guests, this 3-bedroom, 2-bath getaway is pet-friendly (1 dog allowed) and perfectly positioned so you can park the car and truly relax.brbrStep inside to soaring high ceilings and a bright, open living space anchored by a sleek kitchen with clean lines, stainless steel appliances, and generous seating for eight, perfect for shared meals after a day in the sun. Just beyond, the screened-in lanai keeps the bugs away while you enjoy your private pool and spa, creating a year-round oasis. Outside, the patio offers comfortable seating and a grill for easy island cookouts.brbrSleeping arrangements are flexible and comfortable:brPrimary suite: King bed with a spa-like bathroom featuring a soaking tub and separate walk-in showerbrSecond bedroom: Queen bedbrThird bedroom: Twin-over-twin bunk plus an additional twin bedbrDen: Queen sofa bed for extra guestsbrbrThe second full bathroom includes a walk-in shower, and after beach days you'll love the outdoor shower, perfect for rinsing off sand and salt.brbrStillpoint allows three parking spaces. This home is walking distance to shops, restaurants, and the beach, and just steps from the free trolley that runs the entire 7-mile stretch of Anna Maria Island. Whether you're here for beach days, sunset dinners, or laid-back island living, Stillpoint is your conveniently located home base for it all.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: VRC23-000058brMax Occupancy: 6 Guests | Max Vehicles: 3brQuiet 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.

Enclosed pool/spa - Stillpoint by SeaBreeze Vacation

Holmes Beach, Florida, United States

Bed

Bath

6

Sleeps

$231.21

Mermaid’s Retreat by Anna Maria Island Accommodations brbrWelcome to Mermaid’s Retreat, a bright and inviting two-bedroom, one-bath Holmes Beach vacation rental by Anna Maria Island Accommodations, perfectly positioned just steps from the sugar-white sands of the Gulf of Mexico. This charming upper-level condo offers the ultimate Anna Maria Island beach escape, featuring serene coastal vibes, effortless beach access with no roads to cross, and a peaceful location close to local shops, cafes, and island favorites. Ideal for couples or small families, you’ll love waking up to Gulf breezes and spending your days soaking in the laid-back island lifestyle. brbrHighlights br• Directly across the street from Holmes Beach br• 2 Bedrooms / 1.5 Bathrooms br• Wraparound balcony br• Washer and Dryer br• Quiet Street near shops, restaurants, and grocery stores br• Short walk to Grassy Pointe Preserve br• Near Anna Maria Island trolley stop br• Pet friendly with host approval br• 2 Parking spots brbrOutside, the wraparound balcony invites you to enjoy sea breezes, sunshine, and peekaboo Gulf views. Perfect place for sipping your morning coffee or enjoying sunset cocktails. Stroll across the calm street to the beach or hop on the free island trolley and explore new avenues of Anna Maria Island, your island escape awaits. brbrStep inside to find a bright and breezy interior with coastal decor and an open layout that makes you feel right at home. The living area offers a cozy spot to relax after beach days, with plenty of space to lounge, read, or stream your favorite shows. The updated kitchen features countertops, stainless steel appliances, and everything you need to prepare casual meals or quick bites before heading out to explore. brbrEnter the luxurious primary bedroom to find a queen bed, a workspace area with a desk, large sliding glass doors opening to a balcony, and an ensuite bathroom with shower and tub combination. The second bedroom features a queen bed, coastal decor, and an ensuite half bathroom. An in-unit washer and dryer are included to keep your island gear fresh. brbrRoom Details br• Primary Bedroom: Queen bed, ensuite bathroom with walk-in shower br• Second Bedroom: Queen bed, ensuite half bathroom brbrLocated in a central part of Holmes Beach, Mermaid’s Retreat places you just minutes from everything. Walk to Grassy Pointe Preserve for a peaceful nature stroll, stock up at nearby Publix, or explore local restaurants and shops all within walking distance. When you're ready to venture out, hop on the free Anna Maria Island Trolley, just steps from your door, and tour the island’s scenic 7-mile stretch. brbrBook your stay at Mermaid’s Retreat today and experience the best of Anna Maria Island. brbr- brThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. Please see our Anna Maria Island Accommodations Rental Policies for full details. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. See our Anna Maria Island Accommodations Policies for full details. brbr2 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. 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 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.

Beachfront Balcony, Cozy Escape

Holmes Beach, Florida, United States

Bed

1

Bath

Sleeps

$235.97

Breathe in the island breeze and let the rhythm of the coast reset your soul at Holmes Getaway—a sunny, elevated escape just a short stroll from the powder-soft shores of Anna Maria Island.brbrSet on the upper floor of a quiet duplex in the heart of Holmes Beach, this welcoming 3-bedroom, 2-bathroom retreat blends island ease with modern comfort. Pet-friendly and perfectly suited for couples, families, or friends, Holmes Getaway is your laid-back home base for experiencing the best of AMI.brbrInside, natural light fills every room, creating an airy, relaxed vibe. The open-concept living space is ideal for lounging or gathering, while the fully equipped kitchen makes mealtimes a breeze with sleek appliances, generous counter space, and all the essentials. Enjoy breakfast with a breeze on your private balcony or sit down for a cozy meal inside after a day in the sun.brbrStep into the backyard oasis and you'll find a shared tropical escape. The large pool is perfect for floating the day away or cooling off with a drink in hand. Heated during the slightly cooler season and chilled during the summer. Comfortable lounge seating surrounds the pool, inviting you to soak in the Florida sun or unwind in the shade. Fire up the BBQ grill for easy island-style dinners, and don't forget—pets are welcome, so your furry family member can enjoy the adventure too.brbrLocation is everything, and at Holmes Getaway, you're just 1.5 blocks from the beach and moments from local favorites. Walk to beachside cafés, browse charming shops, grab a cone from the local ice cream parlor, or catch a live band while the sun sets. You're also close to parks, bike rentals, paddleboard spots, and the free island trolley—making it effortless to explore everything AMI has to offer.brbrWhether you're visiting for a romantic escape, a family getaway, or a sun-soaked retreat with friends, Holmes Getaway offers the perfect blend of comfort, style, and island simplicity. Slow down, breathe deep, and savor the laid-back luxury of life on Anna Maria Island—this is the coastal escape you've been craving.brbrExclusive Amenities Include:br• Located in the Heart of Anna Maria Islandbr• Semi Private Heated Poolbr• Less Than a 5 Minute Walk to beach access; 0.2 miles to 72nd Street Public Beach Accessbr• 3 Bedrooms, 2 Full Bathsbr• 1 King Beds, 1 Queen Bed, 2 Twin Beds (Sleeps 6) with linens providedbr• Outdoor Balconybr• Spacious Outdoor Patiobr• Barbecue Grillbr• Free WiFi & 4 TVsbr• Coffee Maker, Kitchen Essentials Providedbr• Beach Towels, Chairs, & Caddy Providedbr• Private Driveway Parkingbr• Pets Stay FreebrbrHolmes Getaway can accommodate up to 6 guests with a bedding configuration as follows:brBedroom #1: King bed (1) sleeps 2brBedroom #2: Queen bed (1) sleeps 2brBedroom #3: Twin beds (2) sleeps 2brbrMission statement from the Hermansen Family: After 30 years of hosting over 10,000 guests, it's an honor that you are considering our vacation home. brWe continue our commitment to the understanding of a beach community and its treasures. We strive to provide top level amenities, comfortability, and service second to none. Our newest relationship with a premier company, Vaaraway, has only made us stronger. Our commitment to excellence is the key to your enjoyment!brbrPLEASE NOTE: This unit is part of a two (2) unit duplex with a private entrance. This is the upper unit. This home being a part of a duplex unit, means that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with the other unit. When renting this unit, you will have access to the shared pool and patio area. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.

Pet-Friendly, Pool, Walk to The Holmes Beach With Incredible Sunsets

Holmes Beach, Florida, United States

3

Bed

Bath

6

Sleeps

$250.0

Welcome to Holmes Bungalow, your inviting island retreat just 1.5 blocks from the sugar-white sands of Anna Maria Island. Nestled in the heart of Holmes Beach, this sun-drenched, pet-friendly lower-level unit offers three spacious bedrooms, two full bathrooms, and a breezy, laid-back vibe that invites you to relax the moment you arrive.brbrInside, you'll find a light-filled interior with coastal charm and comfort in every corner. The open living space is perfect for gathering with family or friends after a day at the beach, while the fully equipped kitchen makes it easy to whip up a seafood feast or blend up tropical drinks. With modern appliances, ample counter space, and everything you need to cook, it's made for long mornings and late-night snacks. Start your day sipping coffee on the cozy private porch or unwind with a glass of wine around the indoor dining table after a sun-soaked day.brbrStep outside and you'll discover a lush, shared tropical oasis. The large pool is a true highlight—ideal for floating the day away or cooling off after a beach adventure. Heated during the slightly cooler season and chilled during the summer. Lounge poolside in the sun or relax in the shade with your favorite book. A poolside BBQ grill makes casual cookouts a breeze, and with plenty of seating, everyone can unwind together in comfort. The best part This retreat is pet-friendly, so your four-legged companion can enjoy island life right along with you.brbrYou're just a short walk from the powdery shores and turquoise waters of Anna Maria Island, where each sunset paints the sky in unforgettable colors. Explore charming local spots nearby—grab a scoop of handmade ice cream, sip craft cocktails at a beachfront bar, or shop for unique finds in local boutiques. Kayak through mangrove tunnels, rent bikes to cruise along scenic paths, or simply embrace the island's slower pace and laid-back energy.brbrWhether you're planning a romantic escape, a family getaway, or a relaxed beach trip with friends, Holmes Bungalow is your perfect island home base. With its unbeatable location, thoughtful amenities, and welcoming coastal atmosphere, this lower-level haven is more than a vacation rental—it's a place to reconnect, recharge, and create lasting memories.brbrYour island retreat awaits—don't miss out! Holmes Bungalow fills quickly thanks to its unbeatable location, heated pool, and pet-friendly comfort. Book your stay today and make unforgettable memories on Anna Maria Island.brbrExclusive Amenities Include:br• Located in the Heart of Anna Maria Islandbr• Semi Private Heated Poolbr• Less Than a 5 Minute Walk to beach access; 0.2 miles to 72nd Street Public Beach Accessbr• 3 Bedrooms, 2 Full Bathsbr• 1 King Beds, 1 Queen Bed, 2 Twin Beds (Sleeps 6) with linens providedbr• Outdoor Porchbr• Spacious Outdoor Patiobr• Barbecue Grillbr• Free WiFi & 4 TVsbr• Coffee Maker, Kitchen Essentials Providedbr• Beach Towels, Chairs, & Caddy Providedbr• Private Driveway Parkingbr• Pets Stay FreebrbrHolmes Bungalow can accommodate up to 6 guests with a bedding configuration as follows:brBedroom #1: King bed (1) sleeps 2brBedroom #2: Queen bed (1) sleeps 2brBedroom #3: Twin beds (2) sleeps 2brbrMission statement from the Hermansen Family: After 30 years of hosting over 10,000 guests, it's an honor that you are considering our vacation home. brWe continue our commitment to the understanding of a beach community and its treasures. We strive to provide top level amenities, comfortability, and service second to none. Our newest relationship with a premier company, Vaaraway, has only made us stronger. Our commitment to excellence is the key to your enjoyment!brbrPLEASE NOTE: This unit is part of a two (2) unit duplex with a private entrance. This is the lower unit. This home being a part of a duplex unit, means that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with the other unit. When renting this unit, you will have access to the shared pool and patio area. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.

Pet-Friendly, Pool, Walk to Holmes Beach, Incredible Value

Holmes Beach, Florida, United States

3

Bed

Bath

6

Sleeps

$507.83

Home Sweet Holmes! Pets Stay Free, 1.5 Blocks to Beach, Heated PoolbrbrStep into your own secluded slice of paradise where the ocean breeze whispers “relax,” and every detail invites you to unwind. Welcome to Home Sweet Holmes—a spacious, private duplex just 1.5 blocks from the pristine shores of Anna Maria Island.brbrThis exclusive retreat offers the best of both worlds: two fully appointed units combined into one generous, private escape. No shared spaces. No compromises. Just you, your guests, and the comfort of an entire island oasis to yourselves. Perfect for extended families, multi-generational vacations, or groups of friends traveling together, Home Sweet Holmes blends beachy charm with the ease of modern coastal living.brbrInside, you'll find two distinct yet harmonious living areas, each featuring three bedrooms and two bathrooms, offering flexibility, space, and privacy under one roof. The interiors are bathed in natural light and styled with a casual island elegance—from open-concept living areas perfect for connection and laughter, to two fully equipped kitchens with modern appliances and everything you need to cook, entertain, or unwind. Enjoy your morning coffee on the shaded front porch, and end your day with a drink on the upstairs balcony as the sky glows with sunset.brbrOutside is where the magic of Home Sweet Holmes truly comes alive. The private pool is all yours—no other guests, no shared access. Heated during the slightly cooler season and chilled during the summer. Spend your days floating under swaying palms, lounging poolside in total tranquility, or gathering for a meal around the outdoor dining area. The BBQ grill is ready for cookouts, and there's plenty of space to eat, sip, and savor in the fresh island air. Best of all, the property is pet-friendly, so your four-legged family members can enjoy the island escape, too.brbrLocation is everything, and here you're just a short walk to the beach and even closer to the heart of Holmes Beach. Wake up to beach walks, spend afternoons kayaking or biking, and end the day with fresh seafood, local shopping, or live music at a nearby beachfront bar. From sunrise to stargazing, every moment at Home Sweet Holmes is an invitation to slow down, reconnect, and truly live the island life.brbrWhether you're celebrating, escaping, or simply craving sunshine and togetherness, Home Sweet Holmes offers unmatched privacy, space, and island charm—all within walking distance to everything Anna Maria Island has to offer.brbrYour private paradise is waiting. Book your stay at Home Sweet Holmes today and create the kind of memories that only island living can offer.brbrExclusive Amenities Include:br• Located in the Heart of Anna Maria Islandbr• Private Heated Poolbr• Less Than a 5 Minute Walk to beach access; 0.2 miles to 72nd Street Public Beach Accessbr• 6 Bedrooms, 4 Full Bathsbr• 2 King Beds, 2 Queen Bed, 4 Twin Beds (Sleeps 12) with linens providedbr• Outdoor Porch & Balconybr• Spacious Outdoor Patiobr• Barbecue Grillbr• Free WiFi & 8 TVsbr• Coffee Maker, Kitchen Essentials Providedbr• Beach Towels, Chairs, & Caddy Providedbr• Private Driveway Parkingbr• Pets Stay FreebrbrHome Sweet Holmes can accommodate up to 12 guests with a bedding configuration as follows:brHolmes Getaway:brBedroom #1: King bed (1) sleeps 2brBedroom #2: Queen bed (1) sleeps 2brBedroom #3: Twin beds (2) sleeps 2brHolmes Hideaway:brBedroom #4: King bed (1) sleeps 2brBedroom #5: Queen bed (1) sleeps 2brBedroom #6: Twin beds (2) sleeps 2brbrMission statement from the Hermansen Family: After 30 years of hosting over 10,000 guests, it's an honor that you are considering our vacation home. brWe continue our commitment to the understanding of a beach community and its treasures. We strive to provide top level amenities, comfortability, and service second to none. Our newest relationship with a premier company, Vaaraway, has only made us stronger. Our commitment to excellence is the key to your enjoyment!brbrPlease Note: This unit is made up of two (2) Separate Duplex units (Holmes Hideaway and Holmes Getaway) with NO access to each other from inside. This pool is heated from November 15th to April 15th.

PETS STAY FREE! 1.5 Blocks from Beach, Heated Pool

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$261.43

brLiddie's Place by Anna Maria Life Vacation Rentalsbr5608 Gulf Drive, #209, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! Condo in Sun Plaza West! Directly on the Beach!br2 Bedrooms / 2 Bathroomsbr1 Queen Bed / 2 Twin Beds / Queen Sofa SleeperbrOpen Air Balcony from Master BedroombrEnclosed Lanai with Patio DiningbrHeated Resort Pool (shared) brElevator AccessbrTennis CourtsbrExclusive Beach AccessbrProfessional Linen Service, Washer & Dryer, & Complimentary WIFIbrBeach Towels, Beach Chairs, Beach Umbrella, & Beach WagonbrAssigned Parking Space for 1 CarbrbrDetails:brLocated in the beach front community of Sun Plaza West, Liddie's Place is the definition of vacation relaxation.brbrOur spacious condo provides all the comforts of home including a full kitchen for home crafted meals. A Keurig coffee maker and drip coffee maker are both provided. Dine on the enclosed balcony and take in the views. brbrThe master suite includes a plush queen sized bed, an attached bathroom, and opens to a private balcony. The guest room has two twin beds and is conveniently located to the hall bathroom. Your guests will enjoy crisp linens and plush towels provided by our professional linen service. Each bedroom has a TV. A pull-out queen sofa sleeper is in the living room. Everyone will stay connected with complimentary WIFI and the added convenience of a full sized washer and dryer make vacationing a breeze.brbrWhen it's time for the beach, you couldn't be closer! Sun Plaza West offers private beach access for guests. Beach towels, chairs and umbrellas are provided for your day at the beach. Sun in the fun doesn't stop at the beach, Sun Plaza West also has a heated pool and tennis courts for your enjoyment. POOL IS CURRENTLY UNDER REPAIR & UNAVAILABLE FOR USE - 10/25brbrLiddie's Place is centrally located in Holmes Beach and close to everything the island has to offer. The free trolley stops nearby and 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.brbrBedroom 1 - Queen BedbrBedroom 2 - Two Twin BedsbrLiving Room - Queen Sofa SleeperbrbrPlease note:brPets are not permitted in this home.brA Condo Application Fee of $125 is required and is included in your reservation total. We will submit the application on your behalf.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.brbrVRC19-000158brbrGolf 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.

Liddie's Place: Gulf Front Sun Plaza West Condo, Pool, Tennis by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$831.7

Ah, the smell of salt and sand. There's no elixir on this blessed earth like it. brbrOur luxury Anna Maria Island Townhome is situated just 100 steps to the white Gulf sands! Complete with private heated pool, ocean views, and spacious 3,100 square feet of living area, Tropical Sands sets the stage for the perfect Island vacation! brbrSituated perfectly, Tropical Sands is an easy stroll to the grocery store, pharmacy, and the Anna Maria Island shops as well as Manatee Beach Cafe where you can dine casually with your feet in the sand. And with an Island Trolley stop just moments away, the shops, restaurants, and excursions of Pine Avenue, Holmes Beach and Bridge Street are well within reach. brbrTropical Sands is the ultimate in sophisticated relaxation, decorated throughout with the tropical colors of the island. Kick back on the common third floor balcony with seating for 6, or your personal deck off your bedroom. Dine in the poolside lounge area abounding with tropical plantings, or take advantage of the 360-degree views from the main living floor located on the top floor of the 3-story home. The open floor plan is perfect for keeping your group together while preparing a meal in the gourmet kitchen with plenty of room to dine in the formal dining room for 8, seating for 5 at the bar and seating for 4 at the informal game table. With the 65-inch TV with a Blu Ray player and seating for all around the large living room, taking in a movie after your long day of adventures is a breeze. brbrWhen it's time to get your beauty sleep, Tropical Sands doesn't disappoint. The master suite provides a king bed, TV, side seating, Jacuzzi® tub, huge tiled shower and second floor deck overlooking the pool with seating for 4. One each king and queen bedrooms #2 & 3 provide a TV, tiled glass door showers and private deck. The fourth bedroom has two twins that can convert to a king with a Tempur-pedic® topper with tiled glass door shower. Linens provided are all Cuddledown® premium hotel bedding, for a fresh and clean bed every time you stay. brbrCome stay at Tropical Sands and let the smell of the salt sea air and the feel of the powder white sand lull you into ultimate relaxation! brbrKelly & Harvey

Lux Ocean View June 20-27 Discounted $200/Day

Holmes Beach, Florida, United States

Bed

Bath

8

Sleeps

$1019.57

Summary:brbrInfinite Views is a stunning waterfront retreat on Tampa Bay featuring 4 king bedrooms, a bunk nook, and 3 baths. Enjoy bay and Sunshine Skyway views, a heated pool, and a deep-water dock. The open-concept interior offers multiple living spaces, a fully stocked kitchen, and elegant comfort throughout. Includes beach chairs, wagon, and umbrella—perfect for relaxing coastal living with unforgettable views. brbrbrbrThe Space:brbr Infinite Views – Waterfront Luxury on Tampa Bay brbr 236 S Harbor Dr, Holmes Beachbrbr✅ VRC #: VRC25-000151brbrbrbrWelcome to Infinite Views, a breathtaking waterfront retreat where luxury meets endless blue horizons. With panoramic views of Tampa Bay and the Sunshine Skyway Bridge from nearly every room, this spacious home is designed for unforgettable coastal living.brbrbrbrStep inside to a bright, open-concept layout featuring multiple living spaces perfect for gathering. The fully stocked kitchen with stainless steel appliances and a 5-burner stove flows seamlessly into the dining and living areas, all framed by stunning water views. Elegant furnishings and expansive windows invite natural light and calming bay breezes throughout the home.brbrbrbrOutside, your private backyard oasis awaits with a heated pool, sun loungers, outdoor dining, and a deep-water dock—ideal for boating, fishing, or simply relaxing by the water. Beach chairs, a wagon, and an umbrella are included for effortless days in the sun.brbrbrbr Highlightsbrbr• Panoramic Tampa Bay & Sunshine Skyway viewsbrbr• Spacious open-concept layout with multiple living areasbrbr• ️ Fully stocked kitchen with stainless steel appliances & 5-burner stovebrbr• Private heated poolbrbr• Deep-water dock with direct bay accessbrbr• Floor-to-ceiling windows showcasing water viewsbrbr• ️ Beach chairs, beach wagon & umbrella providedbrbr• Two-car garagebrbr• Washer & dryerbrbrbrbr Bedrooms & Sleeping Arrangementsbrbr• Primary Suite: King bed, stunning bay views, 65” TV, large walk-in closet, spa-style ensuite with Jacuzzi tub, walk-in shower, double vanity, and private patio accessbrbr• Bedroom 2: King bed with beautiful Tampa Bay viewsbrbr• Bedroom 3: King bed with walk-in closet and shared Jack-and-Jill bathroombrbr• Bedroom 4: King bed, spacious and comfortablebrbr• Bunk Nook: Twin-over-full bunk bed—perfect for kids or extra guestsbrbr• Family Room: Queen sleeper sofabrbrbrbr✨ From sunrise to sunset, Infinite Views delivers unmatched scenery, comfort, and waterfront tranquility—your perfect Florida escape awaits!brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space. ️brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 4 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 2 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!

Infinite Views! Heated Pool! Directly on Tampa Bay

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$696.35

Summary:brbr Welcome to Coconuts 109 – Your Luxurious Gulf-Front Getaway brbrThis second-level, direct Gulf-front retreat offers breathtaking views and unbeatable beach access. Sleep soundly in a king bed or queen sleeper with premium linens. Enjoy a fully stocked kitchen, in-unit washer/dryer, walk-in shower with toiletries, and open living space with Gulf views. Relax on the screened balcony, unwind by the shared heated pool, and grill poolside—perfect for a serene beach escape! ️✨brbrbrbrThe Space:brbr Welcome to Coconuts 109 – Your Luxurious Gulf-Front Getaway brbrbrbr✅ VRC #: VRC16-000668brbrbrbrStep into paradise at Coconuts 109, a beautifully appointed second-level, direct Gulf-front retreat offering breathtaking views, unbeatable beach access, and effortless coastal luxury. Perfect for couples, small families, or anyone craving a serene seaside escape, this elegant one-bedroom residence comfortably sleeps up to four guests.brbrbrbr✨ Rest Easy in Coastal ComfortbrbrUnwind in the tranquil king bedroom featuring a premium luxury king mattress and plush down pillows for a blissful night’s sleep. Additional guests will enjoy the queen sleeper with a premium mattress. Drift off wrapped in hotel-quality linens from our professional linen service. Soft bath towels and beach towels are provided—so you can pack light and relax fully. ️ brbrbrbr Comfort & ConveniencebrbrThe modern bathroom boasts a sleek walk-in shower, stocked with shampoo, conditioner, and body wash. An in-unit washer and dryer, four luggage racks, dimmable lighting, and charming shiplap accents throughout add thoughtful touches that elevate your stay.brbrbrbr ️ Fully Stocked KitchenbrbrWhether you’re cooking a gourmet dinner or quick beach snacks, the kitchen has everything you need: stainless steel appliances, full-size fridge with filtered water and ice maker, oven, microwave, dishwasher, and essential cookware. Start your mornings with the drip/Keurig combo coffee maker. ☕ brbrbrbr Open Living with Stunning Gulf ViewsbrbrSoak in uninterrupted Gulf vistas from the open-concept kitchen, dining, and living areas. Relax on the queen sleeper sofa, stream your favorites on the large smart TV (also in the bedroom), and unwind after sun-filled days. ✨brbrbrbr Outdoor OasisbrbrStep onto your screened-in Gulf-front balcony, perfectly positioned above the beach. Sip morning coffee, dine al fresco, or watch spectacular sunsets. Enjoy two chaise loungers, a dining table with four chairs, and turtle-safe mood lighting for peaceful evenings. brbrbrbr ️ Resort-Style AmenitiesbrbrCool off in the shared heated pool, fire up the poolside BBQ grills, or lounge on the patio furniture for laid-back island moments. brbrWhether you’re celebrating a honeymoon, anniversary, birthday, or simply escaping for a weekend—or longer—Coconuts 109 delivers the perfect blend of luxury, comfort, and unforgettable Gulf-front beauty.brbrbrbr Book your beachfront escape today and make lasting memories at Coconuts 109!brbrbrbrGuest Access:brbrCoconuts features beautifully maintained shared grounds with lush tropical landscaping. During your stay, you’ll have access to a shared swimming pool and convenient propane barbecue grills—perfect for relaxing or enjoying a meal outdoors.brbrbrbrOther Things to Note:brbrFor your convenience, the home includes 2 beach chairs, , a beach umbrella, and all the bath towels, beach towels, and linens you'll need—everything ready for a relaxing stay!brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!

New! Beachfront Paradise! ~Heated Pool! Top Floor

Holmes Beach, Florida, United States

1

Bed

1

Bath

Sleeps

$1594.93

Summary:brbr Welcome to Nirvana Sunset Located at 2809 Ave E in Holmes Beach, this luxurious 4BR / 4.5BA retreat features a private pool, infinity spa with barstools, games, and multiple outdoor seating areas. Enjoy an open-concept living space with a chef’s kitchen, dining for 8, 75” TV, balconies, and a stunning rooftop deck with panoramic Gulf views ✨.brbr ️ Bedrooms: 3 King en-suites + 1 Twin-over-twin bunk en-suitebrbr Bathrooms: 4 full + 1 halfbrbrbrbrThe Space:brbr Welcome to Nirvana Sunset ✨brbr 2809 Ave E, Holmes Beachbrbr✅ VRC #: VRC25-000158brbrbrbrNirvana Sunset is a breathtaking 4-bedroom, 4.5-bath luxury coastal retreat designed for comfort, style, and unforgettable Gulf sunsets. From the moment you enter the grand foyer, sliding glass doors draw you straight to the private backyard oasis, complete with a sparkling pool, infinity spa with barstools, cornhole, life-size Connect Four, and multiple seating areas for lounging and entertaining ‍♀️ . Beach towels are thoughtfully provided in the foyer for easy island days ️.brbrbrbrAscend to the main living level and enjoy a bright, open-concept floor plan ideal for gathering. The fully stocked chef’s kitchen features premium GE Monogram appliances, including a six-burner gas cooktop with griddle, double ovens, wine fridge, oversized side-by-side refrigerator, microwave drawer, large sink, and pull-out trash and recycling. An eat-at peninsula with four barstools makes casual dining effortless ☕ . The dining area seats eight, while the living room offers two plush sofas, accent chairs, and a large 75” TV . Step outside to the balcony with a dining table and Adirondack chairs, or take the spiral staircase down to the pool area for seamless indoor-outdoor living .brbrbrbr ️ Bedrooms & Bathrooms ✨brbrPrimary King Suite (3rd Floor)brbrKing bedbrbrEn-suite bathroom with double vanitybrbrLarge walk-in showerbrbrSeparate toilet roombrbrSpacious walk-in closet with custom built-insbrbrPrivate balcony with stunning Gulf viewsbrbrLarge-screen TVbrbrbrbrKing Bedroom En-Suite (3rd Floor)brbrKing bedbrbrEn-suite bathroom with walk-in showerbrbrSingle vanitybrbrLarge-screen TVbrbrbrbrKing Bedroom En-Suite (Main Living Level)brbrKing bedbrbrEn-suite bathroom with walk-in showerbrbrSingle vanitybrbrLarge-screen TVbrbrbrbrBunk Bedroom En-Suite (Main Living Level)brbrTwin-over-twin bunk bedsbrbrEn-suite bathroom with tub/shower combobrbrSingle vanitybrbrLarge-screen TVbrbrbrbrHalf Bathroom (Main Living Level)brbrConveniently located off the kitchen and living areabrbrbrbrA full-size front-load washer and dryer are located on the third floor for added convenience .brbrFinish your day by heading up a half flight of stairs to the rooftop deck, where you’ll find ample seating and jaw-dropping panoramic views of the beach and Gulf—perfect for sunset cocktails and evening relaxation ✨.brbrNirvana Sunset offers the ultimate Holmes Beach escape with luxury, space, and unforgettable views at every turn.brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool/spa and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space.brbrbrbrOther Things to Note:brbrFor your convenience, the home includes 6 beach chairs, a beach cart, a beach umbrella, and all the bath towels, beach towels, and linens you'll need—everything ready for a relaxing stay!brbrbrbr4 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.brbrbrbrPlease 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.brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!

Nirvana Sunset~Across from Beach, Heated Pool/Spa!

Holmes Beach, Florida, United States

Bed

3

Bath

8

Sleeps

$1500.67

Summary:brbrSouth Seas is a 6BR/4.5BA luxury home just a 5-minute walk to Holmes Beach ️. Enjoy a private pool with spa and one-of-a-kind balcony waterslide, rooftop deck, shaded lanai with ping pong, and outdoor dining . With two primary suites, kid-friendly bunk rooms, and space to entertain, it’s the perfect Anna Maria Island getaway for families and groups ☀️✨.brbrbrbrThe Space:brbr South Seas – Holmes Beach Luxury Escape ️brbr 307 66th St, Holmes Beachbrbr✅ VRC #: VRC19-000014brbrbrbrWaterslide Pool • Walk to the Beach • Rooftop ViewsbrbrbrbrWelcome to South Seas, a spectacular three-level vacation home just a 5-minute walk to the sugar-white sands of Holmes Beach . This 6-bedroom, 4.5-bath luxury retreat is ideal for families and group getaways, featuring a private pool with an unforgettable balcony waterslide, spa, rooftop deck, and resort-style outdoor living. Located in the heart of Holmes Beach, you’ll be close to island dining, parks, and outdoor adventures—perfect for making lasting Anna Maria Island memories ☀️ .brbrbrbrStart your mornings with a beach walk, then cool off by zipping down the one-of-a-kind waterslide straight into the pool ‍♂️. Unwind in the in-ground spa, relax under the shaded lanai with ping pong, lounge seating, and a TV, or gather for meals in the outdoor dining area. Head upstairs to enjoy breezes and views from the rooftop deck and balconies .brbrbrbrInside, South Seas offers stylish coastal finishes and a bright open layout. The living room includes comfy seating, TV, Wii, and Xbox for family fun . The gourmet kitchen is fully equipped with stainless steel appliances and custom cabinetry, flowing into a formal dining room perfect for shared meals, games, and celebrations ️.brbrbrbrWith two primary suites, multiple king bedrooms, and kid-friendly twin and bunk rooms, this home is thoughtfully designed for comfort, privacy, and fun for all ages ️✨.brbrbrbr✨ Highlights ✨brbrbrbr• ️ 5-minute walk to Holmes Beachbrbr• ️ 6 Bedrooms / 4.5 Bathroomsbrbr• 4 King beds, 2 Twins, 2 Twin bunk bedsbrbr• Private heated pool, spa & epic balcony waterslidebrbr• Poolside lanai with seating & TVbrbr• Ping pong & outdoor diningbrbr• Rooftop deck & balconiesbrbr• Dog friendlybrbr• Washer & dryerbrbr• Parking for 4 vehiclesbrbrbrbr Bedrooms brbrbrbrSecond Floorbrbr• Primary Bedroom: King bed, private balcony, ensuite bath with walk-in showerbrbr• Bedroom 3: King bed, ensuite bath with walk-in showerbrbrbrbrThird Floorbrbr• Second Primary Bedroom: King bed, ensuite bath with walk-in showerbrbr• Bedroom 4: King bedbrbr• Bedroom 5: Two twin bedsbrbr• Bedroom 6: Two twin bunk bedsbrbr(Shared hallway bath with tub/shower combo for upstairs guest rooms)brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool/spa —perfect for relaxing, entertaining, and enjoying your own secluded space.☀️brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m always here to help! You can call or text me directly on my cell anytime. I’m available 24/7 to answer questions, share local tips ️, or assist with anything that comes up. Your comfort and peace of mind are my top priority! ✨

South Seas! 2 Story Water Slide~Heated pool/spa

Holmes Beach, Florida, United States

5

Bath

12

Sleeps

Exceptional(3)

$855.98

Summary:brbrCoconuts 118 is a newly renovated Gulf-View 2-bedroom, 2-bath condo steps from Holmes Beach. Enjoy two private balconies, a heated pool, beachfront loungers, BBQ grills, and easy trolley access to Anna Maria Island’s shops and dining. With two king beds, a premium queen sleeper sofa, smart TVs, and a fully equipped kitchen, this owner-managed retreat is perfect for a relaxing beach getaway. ️ ✨brbrbrbrThe Space:brbr Coconuts 118 | Gulf Views • Heated Pool • Steps to Sand ️brbr Holmes Beach, Anna Maria Islandbrbr✅ VRC21-000172brbrbrbrWelcome to Coconuts Gulf View #118, your cheerful newly renovated beachfront escape just steps from the sparkling waters of the Gulf of Mexico ☀️ With sweeping Gulf views, two private balconies, and a heated pool, this 2-bedroom, 2-bath condo is the perfect setting for a relaxing island getaway.brbrbrbrStart your mornings with coffee on your either of your furnished balconies overlooking the water , then take the short walk—less than a minute!—to sink your toes into the soft sands of Holmes Beach. Spend your afternoons lounging poolside, grilling fresh seafood at the BBQ area , or unwinding under the beachfront tiki huts with a good book.brbrbrbrInside, you’ll find a bright, coastal-inspired space designed for comfort. The open layout includes a cozy living area with Roku TV , a dining nook, and a fully stocked kitchen with island seating—perfect for casual meals and late-night snacks. After a day in the sun, retreat to spacious bedrooms with smart TVs for restful evenings.brbrbrbrWith easy access to the free island trolley , exploring Anna Maria Island’s charming shops, restaurants, and attractions couldn’t be easier. Owner managed for a smooth and welcoming experience from start to finish ✨brbrbrbr✨ Highlightsbrbr• ️ Beachfront – less than 1-minute walk to Holmes Beachbrbr• 2 Private furnished balcony with Gulf viewsbrbr• Heated community pool with loungersbrbr• Shared beachfront lounge chairs & tiki tablesbrbr• BBQ grills for island cookoutsbrbr• Smart TVs in living room & bedroomsbrbr• In unit washer & dryerbrbr• 2 parking spotsbrbr• Owner managedbrbrbrbr ️ Bedroomsbrbr• Primary Suite: King bed, balcony access, ensuite bath with walk in shower.brbr• Guest Bedroom: King bedbrbr• Living Room: Premium queen sleeper sofabrbr• Two luggage racks in each bedroom!brbrbrbrTwo full bathrooms provide comfort and convenience for families or friends traveling together.brbrbrbrGuest Access:brbrCoconuts welcomes you with beautifully maintained shared grounds surrounded by lush tropical landscaping ✨ During your stay, enjoy access to the sparkling community swimming pool—perfect for a refreshing dip after a day at the beach ‍♀️☀️. Fire up the convenient propane barbecue grills and savor a relaxed outdoor meal in true island style . Whether you’re lounging poolside or gathering for a sunset cookout, the setting is designed for effortless coastal living.brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 4 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 2 vehicles maximum and parking spots are marked with Unit 118. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m always here to help! You can call or text me directly on my cell anytime. I’m available 24/7 to answer questions, share local tips ️, or assist with anything that comes up. Your comfort and peace of mind are my top priority! ✨

Coconuts 118 | Gulf View Heated Pool • Steps to Sand

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$260.38

Welcome to Latitude Adjustment! Escape to this tranquil 2-bedroom condo on beautiful Anna Maria Island, just a short walk from the beach! This inviting retreat offers a perfect blend of comfort and coastal charm. Relax on your private balcony with stunning views, perfect for sipping your morning coffee or unwinding after a day in the sun.brbr Property Highlights:br✨ 2 full bedrooms and 2 bathroomsbr✨ Beautiful scenery from nature preservebr✨ Fully equipped kitchenbr✨ Screened in balcony with room to dinebr✨ Easy Walk to the Anna Maria Island Beachesbr✨ Washer and dryer in unitbr✨ Plenty of room to sleep 4br✨ Beautiful heated community poolbr✨ Beach chairs, and umbrellasbrbrThis charming 2-bedroom condo on Anna Maria Island offers the perfect escape, complete with a private balcony to enjoy the warm Florida breezes. Located in a quiet area but close to the island’s beautiful beaches, this condo provides a cozy and convenient stay. This cozy retreat features a king bed in the primary bedroom and a queen bed in the secondary bedroom, offering comfort for all guests. The screened-in lanai overlooking the natural mangrove preserve is an amazing setting for morning coffee or evening cocktails. This condo also features a spacious living area with plenty of room to stretch out. Indoor or outdoor dining table for 4. Enjoy watching tv during your stay in either bedroom, or out in the living area! brbrWhether you’re strolling to the beach, exploring local shops, or simply enjoying the peaceful surroundings, this condo is your perfect getaway on Anna Maria Island!brbrThe community has a large heated pool for guests only. The covered parking space has room for two cars and there is additional parking for guests. brbrBeach chairs and an umbrella are available as well as beach and pool towels. This condo participates in our professional linen program so you can rest well in luxury.brbrPLEASE NOTE: The Sandy Pointe condo complex does not allow charging of electric vehicles including Teslas.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. Our 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 bath and beach towels.brbrVRC17-000018

Latitude Adjustment by A Shore Thing Vacations

Holmes Beach, Florida, United States

Bed

Bath