Vacation Home Rentals By Owner In Holmes Beach, FL

$244.11

Island Vibe 3: Close to Beach with Private Heated Pool

Holmes Beach, Florida, United States

Welcome to Island Vibe 3! This is a renovated 2-bedroom, 2-bathroom home with private, heated and cooled pool, tropical landscaping and a private back yard! brbr** If you're visiting AMI with another group, consider renting with attached duplex Island Vibe 2 (VRBO #1193410) for a total of 5 bedrooms!brbrLocated on 60th Street in Holmes Beach, this lovely property is convenient to the beach and in a very quiet Holmes Beach residential neighborhood. It has one shared wall with the unit next door. From here, it is just a short walk to the many shops and restaurants in downtown Holmes Beach, as well as the Island’s only dog park. brbrThis beautiful property will sleep 6 people with 1 Queen bed and 2 Twin beds that can convert to a King. Plus, there is a pullout couch in the living room! You can park up to 2 cars in the driveway.brbrIn the backyard, you'll find a large open deck and a covered, shaded area overlooking the pool. We've added solar lights on the deck for enjoying the outdoors during those great Florida evenings.brbrYou'll never miss a moment of your favorite sporting event! We have a 55 television in the living room with a DVD player, as well as a 43 television in the each bedroom. There is also a 43 television on the outdoor deck!brbrConvenience for our guests is a priority for us! All of the TVs are smart TVs and have streaming television with the Spectrum App. A washer and dryer, wireless internet, cable television and free domestic long distance calling are all included! Additionally, if you're traveling with little ones or pets, we gladly provide an array of convenient items upon request. We have high-chairs, pack 'n plays, baby gates, fans, and dog crates so you can pack less and enjoy a worry-free family getaway. Just let us know what you need in advance so we can make sure it is ready for you at the property upon your arrival.brbrThere is plenty of opportunity for fun and games at Island Vibe 3. Inside a storage room by the pool is a ping pong table, a beach cart, beach toys and lots of beach equipment. Additionally, there is a propane grill and outdoor propane fire pit.brbrWe are pet-friendly! Two pets are permitted with prior approval, signed Pet Addendum, and a $150.00 non-refundable pet fee (plus 13% tax).brbrWe treat for mosquitos from May through August.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.brbrNOISE ORDINANCE: Anna Maria Island has a zero tolerance policy for noise after 9 PM. Please show consideration for your neighbors. No loud music, parties or playing in pools after 9 PM. If a neighbor complains the Police Department has no choice but to file a complaint. Any tickets issued by the police department for noise violations will be the responsibility of the guest and may result in immediate eviction with no refunds of rent or deposits.brbrBy City Regulation, a 7 night minimum stay is required with a maximum occupancy of 6 persons. Violation of the occupancy limit may result in immediate eviction with no refunds of rent or deposits.brbrLicense #: VRC18-000035

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$451.46

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Private Vacation Home

On Turtle Time - Beach Cottage w/ Heated Pool & Close to the Sand

Holmes Beach, Florida, United States

Welcome to On Turtle Time!brOn Anna Maria Island (Holmes Beach, Florida)brbrThe SpacebrThoughtfully redesigned for simplicity and comfort, On Turtle Time blends the charm of an island cottage with the ease of modern living. Inside, natural light filters through wide windows, soft tones calm the senses, and open spaces invite connection. Located in the heart of Holmes Beach, this home offers effortless access to everything Anna Maria Island is known for — from white-sand beaches to vibrant local shops and cafés — all just a short, easy stroll away.brbrPerfect for: Couples • Small families • Friends seeking peaceful island livingbrbrHighlightsbr- Private Heated Saltwater Pool surrounded by sun loungers and covered seatingbr- Open-Concept Layout with seamless flow between kitchen, dining, and living spacesbr- Three Bedrooms & Two Bathrooms including a king primary suite with en-suite bathbr- Dedicated Desk Nook for remote work or journaling between beach walksbr- 6–8 Minute Walk to the Gulf via quiet neighborhood streetsbr- Stylish, Professionally Renovated Interior with calming coastal hues and modern finishesbrbrInteriorbrStep into a space that feels both refreshing and familiar. The open-concept living area offers space to gather, watch a movie, or share a meal together after a day by the water.brbr- Living & Dining Area: Comfortable seating, Smart TV, and dining table for four.br- Primary Bedroom: King bed, Smart TV, walk-in closet, and private en-suite with walk-in shower.br- Second Bedroom: King bed with TV and closet.br- Third Bedroom: Twin-over-twin bunk bed with storage and direct pool access.br- Hall Bathroom: Tub/shower combination for shared use.br- Desk Nook: Compact workspace for reading, writing, or staying connected.brbrEvery detail—from coastal artwork to the gentle textures of linens—has been chosen to create a setting where guests can slow down and truly feel at home.brbrLayout Overviewbr- One-story floor plan with open-concept livingbr- Three bedrooms and two bathroomsbr- Direct pool access from bunk roombr- Central living area connecting all spacesbrbrOutdoor Livingbr- Your private backyard oasis awaits just beyond the living room doors.br- Relax beside the heated saltwater pool, grill a fresh catch on the barbecue, or settle into a shaded porch with your morning coffee. The multiple covered areas make it easy to enjoy time outside — whether basking in sunshine or cooling off in the breeze.brbrHere, days begin with the sound of palm fronds and end with the glow of the sunset across the pool — simple, unhurried, and perfectly peaceful.brbrKitchen & Diningbr- Bright, functional, and fully equipped, the kitchen makes mealtime easy and enjoyable.br- Stove, oven, microwave, dishwasher, and refrigerator with ice makerbr- Coffeemaker (12-cup) and Keurig for your morning routinebr- Blender, toaster, and full kitchenwarebr- Breakfast bar and dining table for shared mealsbrbrAdditional Amenitiesbr- A/C and central heatbr- Cable television and wireless internetbr- Linens, towels, and beach towels providedbr- Hair dryer, iron, and ironing boardbr- Washer and dryerbr- Beach Gear Credit included for rental of chairs, umbrellas, bikes, and morebrbrParkingbr- Driveway accommodates 1–2 vehicles (gravel). Please plan ahead as street parking is limited in Holmes Beach.brbrStart your story at On Turtle Time — where life slows to the rhythm of the island, and peace finds you right where you are.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).br- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes.br- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook.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 Rental License: VR16-000537brMax Occupancy: 6 Guests | Max Vehicles: 3brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

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$395.96

/ Nightly

Private Vacation Home

Anna Maria Island-Simply Beautiful Townhome! Our Island Beaches are Calling!

Holmes Beach, Florida, United States

This townhouse is beautifully decorated and completely modernized with everything you need for the perfect vacation in paradise! The townhouse is convenient to everything on the island - walk to the beach, supermarket, retail shops, and restaurants. Or catch the local trolley (or the **golf cart) and cruise the island to a vast selection of top rated restaurants and see all that Anna Maria Island has to offer. Be sure to reach out with any specific questions you might have - we're happy to work with you to meet your needs!brbr*spacious, very clean home w/ 3 bedrooms and 3 FULL bathsbr*Beds: 1 Queen, 1 Double, 2 Twins, and a Queen Sleeperbr*Pack-n-Play and baby gates availablebr*beautifully furnished and decoratedbr*high end laminate flooring throughout townhousebr*numerous refurbished balconies (two off the living room (one screened), one next to lower bedroom in front, one off the twin bedroom room, and one off the Master Suite -screened)br*all newer modern appliances (range, microwave, dishwasher, fridge w/ ice maker, etc)br*gas BBQ grillbr*heated swimming pool (not roadside) w/ canopied area for some shade after a day at the beach, plenty of lounge chairs and seating, as well as private his and her bathrooms)br*washer and dryerbr*Smart TV's in living room and all bedrooms br*private automatic garage and private entrybr*beach wagon, beach towels, beach chairs, coolers, floaties/toys, etc.br*wireless high-speed Internet br*private garage for 1 car but also plentiful parking directly in front and next to our homebr*pets welcome with additional feebr*personal sized soap, toilet paper, paper towels, dish soap and garbage bags are provided to get your trip started. For longer stays, a trip to the market (very close) might be necessary.br**GOLF CARTS available with additional fee. We have a basic 4 seat as well as a luxury 6 seat, street legal carts available (see pics). Both are electric so quiet and efficient. Our 6 seat cart has a quiet, fast charging lithium battery as well as bucket seats, marine LCD display, on-board charging outlets, bluetooth - the perfect way to get around the island! brbrABSOLUTELY GORGEOUS - we have many repeat guests, year after year!brbrAnna Maria Island is a beautiful, laid-back island community with an extremely friendly local population. Convenient to both Sarasota and Tampa International Airports, Anna Maria features miles of pristine beaches, MANY great places to dine & drink, and shops galore! If you're looking for a little adventure, Busch Gardens, Adventure Island, Disney World, and Universal Studios are all within easy reach. World class fishing, boating, jet-ski's, parasailing, beachcombing - do it all or do nothing at all!! Truly a vacation paradise! While staying in our townhome, you'll find our heated pool a joy and if by chance you experience a rare, rainy day, you'll find a supply of games to help keep all entertained!brbrbr*Please note: per Holmes Beach Code Chapter 4-14 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.brVacation Rental Certificate #20-000099brbrbrbrbrKeywords: Townhouse, Island, Beach, Anna Maria Island, Holmes Beach, Gulf of Mexico, Bradenton, Sarasota, sleeps 8, Bradenton Beach, Anna Maria, golf cart, location

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$269.97

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Private Vacation Home

Salty Harbor AMI pool retreat near the Beach

Holmes Beach, Florida, United States

Charming Salty Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat:brbr-Ask us if your dates don't quite fit our calendar blocks; we have options!br-If you don't have a single 50Lb or less pet, please discuss it with usbr-One of the twin boutique MyAnnaMariaStay homes, look us up!brbrYou'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. brbrAMI was voted a top 50 vacation spot in the world in 2024.brbrCompleted remodeled boutique home with a private heated pool and waterfall, putting green, and lush tropical landscaping. This home is half of a twin duplex, each boasting a private pool, ample parking, and enclosed exterior areas. We keep our homes impeccable and you will have absolute privacy from the sister unit Breezy Harbor

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$444.28

/ Nightly

Private Vacation Home

Island Vibe 7

Holmes Beach, Florida, United States

pWelcome to Island Vibe 7, a newly renovated ground-level, 4-bedroom, 3-bathroom single-family home with a private, heated and cooled pool, a large tiki hut overlooking the pool, and lots of lush tropical landscaping!/pbrbrpLocated on 57th Street in Holmes Beach, this lovely property is only 3.5 blocks from the beach access point on 56th Street and in a Holmes Beach residential neighborhood. This home is only a short distance to the many shops and restaurants in downtown Holmes Beach, as well as the Island’s only dog park. Plus, it's mere steps from a northbound Anna Maria Island Trolley stop!/pbrbrpThis beautiful property will sleep 8 people with 3 King beds and 2 Twin beds. There is also a pullout couch in the living room if needed! You can park up to 4 cars in the driveway./pbrbrpIn the backyard, you'll find a large tiki hut overlooking the pool where you can relax and enjoy your meals. We've also added solar string lights for enjoying the outdoors during those great Florida evenings./pbrbrpYou'll never miss a moment of your favorite sporting event! We have a 75 television in the living room with a DVD player, a 43 television in the master bedroom, a 43 television in the second bedroom, a 43 television in the third bedroom, AND even a 55 television on the outdoor, covered patio!/pbrbrpConvenience for our guests is a priority for us! All of the TVs are smart TVs and have streaming television with the Spectrum App. A washer and dryer, wireless internet, cable television and free domestic long distance calling are all included! Additionally, if you're traveling with little ones or pets, we gladly provide an array of convenient items upon request. We have high-chairs, pack 'n plays, baby gates, fans, and dog crates so you can pack less and enjoy a worry-free family getaway. Just let us know what you need in advance so we can make sure it is ready for you at the property upon your arrival./pbrbrpThere is plenty of opportunity for fun and games at Island Vibe 7. There is a cornhole game, beach cart, beach toys and lots of beach equipment. Additionally, there is a propane grill and outdoor propane fire pit./pbrbrpWe are pet-friendly! Two pets are permitted with prior approval, signed Pet Addendum, and a $150.00 non-refundable pet fee (plus 13% tax)./pbrbrpWe treat for mosquitos from May through August./pbrbrpYou 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./pbrbrpNOISE ORDINANCE: Anna Maria Island has a zero tolerance policy for noise after 9 PM. Please show consideration for your neighbors. No loud music, parties or playing in pools after 9 PM. If a neighbor complains the Police Department has no choice but to file a complaint. strongAny tickets issued by the police department for noise violations will be the responsibility of the guest and may result in immediate eviction with no refunds of rent or deposits./strong/pbrbrpBy City Regulation, a 7 night minimum stay is required with a maximum occupancy of 8 persons. strongViolation of the occupancy limit may result in immediate eviction with no refunds of rent or deposits. /strong/pbrbrpLicense #: VRC25-000081/p

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$932.25

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Private Vacation Home

AMI Oasis Heated Pool, Spa, Golf Cart, Putting Green, TikiBar, Sundeck, Sleeps12

Holmes Beach, Florida, United States

Immerse yourself in luxurious living in our updated property that can comfortably sleep up to 12 guests. Unwind by the calming heated pool, sip on a drink from the poolside Tiki Bar, or indulge in a therapeutic soak in our generous 6-person spa. Then take a ride on a beautiful 6 seater golf cart included with your rental. Finally try your golfing skills on our brand new putting green. After getting settled enjoy the world class Anna Maria Island beach which is 5 houses away and never busy due to limited access for locals.brbrOur property boasts of an expansive, fully-equipped kitchen, four large, ground-level bedrooms, all with king or queen beds, and one additionally fitted with a bunk bed. Each bedroom is complemented by a private bathroom, providing all the comfort and privacy you need.brbrThe entertainment room, located on the spacious second floor, is an amusement hub with a foosball table, a television setup, and comfortable queen bed. Step from there out of the slider doors to a spacious sun deck where chaise loungers are ready to help you catch some rays.brbrFor beach enthusiasts, we also provide a range of beach accessories: paddle board, surfboards, life jackets, beach chairs, beach toys, and more. The vacation rental is pet-friendly too, subject to prior approval.brbrThe dining area is highlighted by a grand table that can seat 10, perfect for shared meals and laughter.brbrFurther enhancing your stay, we offer cornhole boards and bags housed in a open area behind the house, ready for some fun outdoor games. The heated pool, maintained at a consistent 85 degrees all year round, offers a refreshing respite no matter what the season.brbrWe typically operate on a Saturday to Saturday schedule, but are open to discuss variations in check-in and checkout days. **Please message us if you require a stay for more or less than a full week.**brbrThe property is also conveniently located for accessing the island's free trolley service, available at almost all hours, to take you anywhere on the island. brbrOur haven of tranquility is nestled in a peaceful neighborhood. We politely request our guests to maintain this atmosphere by controlling noise levels during the day and night.brbrLicense: VRC19-000096.

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$427.67

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Private Vacation Home

One block to beach! 3 bedroom home with pool and backyard oasis.

Holmes Beach, Florida, United States

Walking on Sunshine by AMI Locals brVRC19-000232 brbrWelcome to Walking on Sunshine by AMI Locals, a stylish three-bedroom, three-bath coastal getaway located just one block from the pristine sands of Holmes Beach. Perfect for families and pet owners, this Anna Maria Island vacation rental features a private pool, a fenced-in tropical backyard, and inviting outdoor living spaces made for memory-making. Guests will enjoy being less than a five-minute walk to the beach, close to the Holmes Beach Towne Center, and near the trolley stop and restaurants such as SALT Bar and Table, ensuring every convenience for a laid-back island escape. brbrHighlights br• 2-minute walk to Holmes Beach br• 3 Bedrooms / 3 Bathrooms br• 2 King beds, Full-over-Full Bunk bed with Trundle br• Private Pool br• Pet friendly br• BBQ Grill br• Near trolley stop and restaurants and super maket br• 3 Parking spaces brbrStep into your private island retreat, where sunshine and palm trees surround a sparkling private pool. The fenced-in backyard offers both comfort and privacy, featuring Adirondack seating and a shaded area perfect for afternoon lounging. Grill up your favorite meals on the BBQ as your furry friend plays nearby. With a trolley stop just around the corner, guests can easily reach local shops, waterfront dining, and island attractions. brbrThe open concept living area welcomes you with coastal chic decor, plush seating, and a TV; ideal for winding down after a day in the sun. The updated kitchen is fully equipped with stainless steel appliances, modern cabinetry, and plenty of cookware for family dinners. The dining table, set beside wide glass doors overlooking the pool, creates the perfect spot for shared meals or your morning coffee before heading to the beach. brbrThe primary bedroom is a bright and serene retreat featuring a king bed, a TV, and a private ensuite bathroom with a double vanity and walk-in shower adorned with fish scale tile. The second bedroom also offers a king bed, a TV, and a private ensuite with a walk-in shower. The third bedroom is perfect for kids or additional guests, featuring a Full-over-Full Bunk bed with a Trundle and access to a hallway bathroom with a shower and tub combination. brbrRoom Details br-Primary Bedroom: King bed, TV, and ensuite bathroom with walk-in shower br-Second Bedroom: King bed, TV, and ensuite bathroom with walk-in shower br-Third Bedroom: Full-over-Full Bunk bed with Trundle, hallway access to shower/tub combo brbrGrab your beach towels and stroll down the shaded, sandy path to Holmes Beach, where you can enjoy peaceful mornings and maybe spot dolphins in the Gulf. Hop on the trolley just steps away to explore the island’s scenic routes, shops on Pine Avenue, or nearby Bridge Street for boutique shopping and coastal dining. With its central location, family-friendly amenities, and effortless island charm, Walking on Sunshine is the ideal home base for your Anna Maria Island getaway. brbrWhether you’re relaxing by the private pool, grilling in the tropical backyard, or walking just minutes to the Gulf, Walking on Sunshine by AMI Locals offers everything you need for the perfect coastal escape. With its pet-friendly design, modern comfort, and unbeatable location near Holmes Beach, this home is ideal for families, couples, and groups seeking style and serenity on Anna Maria Island. brbrBook your stay at Walking on Sunshine by AMI Locals today and experience the ultimate blend of coastal chic living and island relaxation! brbr- brWith 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 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.

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$523.9

/ Nightly

Private Vacation Home

Canal front Home with Private Dock, Pool, and Spa! Near Beach

Holmes Beach, Florida, United States

Beach and Boat House by AMI Locals brVRC19-000169brbrExperience the ultimate waterfront escape at Beach and Boat House, a stunning canal-front retreat with spectacular water views and a private dock! This four-bedroom, four-bath dog-friendly home offers luxurious amenities, a private heated pool with a spa, and a game room, perfect for families or friends seeking adventure and relaxation. Just minutes from the Gulf beaches, guests can indulge in swimming, fishing, boating, or simply soaking in the natural beauty of Anna Maria Island’s calm waters!brbrHighlights br• Canal front with a private dockbr• 4-minute walk to Manatee Beachbr• 4 Bedroom / 4 Bathbr• 1 King, 2 queens, 2 twin bedsbr• Propane gas heated pool with in-ground spa br• Foosball and ping pong table br• Outdoor dining area and BBQ grill br• Screened-in lanai br• Close to local shops, restaurants, and parksbr• Dog friendlybr• 4 Parking SpacesbrbrUnwind outdoors in your tropical backyard oasis. Take a dip in the private pool or relax in the spa, both heated by a propane gas heater for year-round comfort, while watching sea life glide by and herons and pelicans soar overhead. Fire up the BBQ and enjoy outdoor meals with family or friends on the patio. Spend your days fishing or exploring the waterways with rentals or your own watercraft. The private dock offers easy access to the water, making every activity a memorable adventure.brbrStep inside this bright, open-concept home with tall ceilings, custom decor, and a cozy sectional in the living area, perfect for watching TV or relaxing with family and friends after a day on the water. The fully stocked kitchen boasts custom countertops, stainless steel appliances, cookware, and an island with seating for casual meals. The formal dining area provides space for family dinners, with scenic water views. The laundry room, available for guest convenience, is located nearby.brbrRetreat to the third-floor primary suite, a luxurious space with a king-sized bed, a TV, and an ensuite bathroom featuring a double vanity, walk-in shower, and a spa-like soaking tub. The second bedroom, also on the third floor, offers a private balcony overlooking the water, a queen bed, and an ensuite with a walk-in shower. The two additional bedrooms on the second-floor feature one queen bed and two twin beds, balcony access, cozy decor, and ensuite bathrooms with walk-in showers, perfect for families or groups of friends.brbrRoom Details br• Primary Bedroom (3rd floor): King bed, ensuite with walk-in shower, and soaking tub br• Second Bedroom (3rd floor): Queen bed, ensuite with walk-in shower br• Third Bedroom (2nd floor): Queen bed, ensuite with walk-in shower br• Fourth Bedroom (2nd floor): Two twin bedsbrbrBook Beach and Boat House today and enjoy a luxurious, water-adventure filled vacation on Anna Maria Island. With stunning water views, a private dock, a pool and spa, and easy access to beaches and local attractions, this estate offers everything needed for an unforgettable getaway. Reserve your dates now and start creating lifelong memories in paradise!brbrbr-brDock can accommodate boats up to 25ft brbr*Please Note: The boat lift is not for guest use*brbrThis home is equipped with a propane heater for pool and spa!brbr4 cars are able to park on the driveway at this home. There is also room for a boat or guest cars near the driveway as well. 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 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.

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$1076.31

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Private Vacation Home

Beachfront Bliss! Pool, Spa and Sunsets!

Holmes Beach, Florida, United States

Beachfront Bungalow by AMI Locals brVRC19-000270 brbrWelcome to Beachfront Bungalow, a rare four-bedroom, three and a half bath coastal cottage located directly on the sandy shores of Holmes Beach on Anna Maria Island! With nothing but your private pool and spa between you and the Gulf, this beachfront escape is designed for travelers who want more than just a “near the beach” experience. Perfect for up to 14 guests, this home is ideal for family vacations, small weddings, or intimate group getaways where unforgettable sunsets are part of the daily routine. brbrHighlights br-Direct beachfront br-Private gated beach access br-4 Bedrooms / 3.5 Bathrooms br-3 King beds, 2 Twin-over-Full bunk beds, 1 Sleeper sofa br-Private heated pool, sun shelf, and spa br-Pool deck and patio br-Outdoor BBQ and dining area br-Beach chairs and beach cart br-Washer and dryer br-Pet friendly br-4 Parking spots brbrStep through the private gate onto the white sand of Holmes Beach, or lounge in your own tropical backyard oasis. The oversized heated pool features a sun shelf for wading, a spa for relaxing, and plenty of deck space for sunbathing. Outdoor dining is made easy with a BBQ grill, a large table, and sunset views as your backdrop. Beach chairs and a beach cart make your beach days effortless, and the home’s prime location keeps you close to dining, groceries, and island attractions. brbrInside, the living room is anchored by a stunning stone fireplace and exposed wood beams, with a TV for movie nights. The fully equipped kitchen features quartz countertops, stainless steel appliances, and everything you need to prepare fresh seafood dinners or casual breakfasts. A spacious dining room with seating for the whole group sets the stage for memorable meals. brbrEach bedroom offers a restful retreat after a day in the sun. The primary suite boasts a king bed, private ensuite bathroom with dual vanities, walk-in shower, and a clawfoot soaking tub with tropical views. Two additional king bedrooms provide comfort and style, one with an ensuite bath and the other with lush views. The fourth bedroom is designed for younger guests or groups, featuring two twin-over-full bunk beds. A queen sleeper sofa in the living room adds extra flexibility. Bathrooms are equipped with walk-in showers or shower/tub combinations, ensuring comfort for every guest. brbrRoom Details br-Primary Bedroom: King bed, ensuite w/ dual vanity, walk-in shower, and soaking tub br-Second Bedroom: King bed br-Third Bedroom: King bed, ensuite w/ dual vanity, walk-in shower, and soaking tub br-Fourth Bedroom: Two Twin-over-Full bunk beds br-Living Room: Queen sleeper sofa brbrThis home is equipped with all the essentials for a stress-free island stay, including a full-size washer and dryer, complimentary Wi-Fi, and plenty of comfortable lounging areas inside and out. Enjoy being conveniently close to Island Fresh Market and Publix for groceries, as well as popular local dining spots like Skinny’s Place for classic beachside burgers. Hop on the free island trolley, just a short walk away, and explore the best of Anna Maria Island, from boutique shopping to scenic piers and pristine Gulf beaches. brbrBeachfront Bungalow offers the ultimate Anna Maria Island experience. Book your stay today and make this Holmes Beach treasure your next vacation home! brbr- br*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. 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 Remember: 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 property. brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$765.42

/ Nightly

Private Vacation Home

She's Always Right - Pet Home w/ Pool, Spa, Steps to Beach & Prime AMI Location

Holmes Beach, Florida, United States

Welcome to She's Always Right!brOn Anna Maria Island (Holmes Beach, FL)brbrThe SpacebrWhere thoughtful design meets island energy, She's Always Right blends modern artistry, resort-style comfort, and an unbeatable location just steps from the sand. Here, every detail is intentional — from high ceilings and natural light to vibrant finishes that reflect the spirit of Anna Maria Island itself.brbrPerfect for: design lovers, families who value connection and comfort, and groups celebrating something special.brbrHighlightsbr- Prime Holmes Beach location just one block from the Gulfbr- 3 king ensuite bedrooms with TVs + 2 additional sleeping areas for up to 11 guestsbr- 4 full bathrooms with walk-in showers and modern finishesbr- Heated private pool and spa surrounded by lush landscapingbr- Gourmet kitchen with high-end appliances and large dining table for 10br- Outdoor decks, balconies, and grilling area perfect for entertainingbr- Pet friendly with prior approvalbrbrInteriorbrStep inside to discover open-concept living with vaulted ceilings and curated coastal décor that blends artistry and ease. The main living area is filled with natural light, connecting the gourmet kitchen, dining, and living spaces into one inviting flow.brbr- Living Area: Relax on plush seating while enjoying the large smart TV. Soft colors, organic textures, and vibrant local artwork create a playful yet elegant atmosphere.br- Dining Area: A table for ten invites connection over shared meals, laughter, and long conversations.br- Chef's Kitchen: Fully equipped with high-end stainless-steel appliances, including a double oven, induction cooktop, and Keurig. The oversized island doubles as a social hub, offering bar seating for four.brbrFrom here, sliding doors open to an elevated deck, where morning coffee and evening cocktails are equally at home.brbrKitchen & DiningbrDesigned for both creativity and convenience:br- Stainless steel appliances including induction cooktop and double ovenbr- Refrigerator with ice maker and water dispenserbr- Dishwasher, microwave, blender, and toasterbr- 12-cup coffee maker and Keurig for morning ritualsbr- Fully stocked kitchenware for family meals or chef-inspired nights inbrbrThe open dining area flows seamlessly to the living space, so you can cook, connect, and enjoy the rhythm of island life together.brbrLayout Overviewbr- Main Level: Open living, kitchen, and dining; two king ensuite bedrooms; and direct deck access.br- Upper Level: Third king suite with private balcony, twin XL bedroom, and open bunk room with triple twin XL bunk.br- Outdoor Level: Heated pool, spa, lounge seating, and shower — framed by tropical palms for added privacy.brbrThis thoughtful layout allows everyone their own space while keeping shared areas central and connected.brbrOutdoor LivingbrOutside, a tropical sanctuary awaits. The heated pool and spa are surrounded by lush landscaping, creating a private retreat just steps from the home. Lounge poolside, rinse off in the outdoor shower, or gather on the deck for grilling and sunset cocktails.brbrAn outdoor foot wash keeps sandy toes at bay after a beach walk, and multiple decks offer quiet corners to soak up the salt air. Whether you're chasing sunshine or shade, every inch of the space has been designed for comfort and connection.brbrAdditional Amenitiesbr- A/C and heatbr- Wireless internet and cable televisionbr- Linens, bath towels, and pool towels providedbr- Hair dryer, iron, and ironing boardbr- Washer and dryerbr- Beach gear credit included (chairs, umbrella, bikes, etc. — select items before arrival; onsite items not guaranteed)brbrParkingbr- Driveway: 2–3 vehiclesbr- Garage: 2 additional spacesbrbrWrite Your Vacation Story at She's Always Right — where creativity meets coastal comfort, and every detail inspires connection, laughter, and ease.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: VRC18-000006brMax Occupancy: 11 Guests | Max Vehicles: 4brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Bed

Bath

Sleeps

$493.77

/ Nightly

Private Vacation Home

Ocean Views - Spacious Unit with Bonus Loft & SwimSpa

Holmes Beach, Florida, United States

Private Hot TubbrDirect Beach AccessbrAmazing Ocean ViewbrBonus Loft!brbrWelcome to A Wave From It All – your perfect retreat on Holmes Beach, Anna Maria Island, FL. Nestled within a charming triplex, our end unit offers front-row views of the Gulf of Mexico, ensuring a truly unforgettable stay. With its unbeatable location, spacious accommodations, and top-notch amenities, this is the perfect escape for families, friends, and couples seeking a memorable AMI getaway.brbrProperty Details: As soon as you step inside, you'll be greeted by a spacious open floor plan with soaring ceilings and endless windows showcasing gorgeous water views. Gather for family meals in the dining area, catch up on work at the desk, or relax in the inviting living room with a Smart TV with stunning ocean vistas. The expansive kitchen boasts oversized counter space and comes fully stocked for convenient meal preparation. Step onto the balcony off the kitchen and living room to soak up the Florida sunshine and ocean breeze, complete with lounge chairs, a dining table, and a grill for outdoor enjoyment.brbrBedrooms: This unit features three bedrooms plus a bonus loft space with additional beds. The primary bedroom offers a comfy king bed, Smart TV, en-suite modern bathroom, and a huge walk-in closet. The remaining bedrooms provide added privacy, with one featuring a queen bed and access to a side balcony, and the other boasting a king bed and Smart TV. A second bathroom conveniently serves the second and third bedrooms. Enjoy the bonus loft area with a full and twin bed, spectacular Gulf views, and a bonus bathtub for relaxation.brbrAmenities: Step outside and discover the property's fantastic amenities, including private hot tub and garage access. Equipped with outdoor seating and enjoy the beach equipment, and a half bathroom for added convenience. Relax and unwind in our hot tub, perfect for enjoying a peaceful moment of tranquility. Plus, with beach access just steps away, you can easily explore miles of white sand and crystal-clear waters.brbrLocation: Situated off of Gulf Dr, our property offers prime access to all that Anna Maria Island has to offer. Enjoy endless water activities, local restaurants, and boutique shopping right at your doorstep. Explore nearby Bradenton for historic charm and outdoor adventures, or take a short drive to Sarasota, Lido Key, and Longboat Key for further exploration.

Bed

Bath

Sleeps

$192.26

/ Nightly

Private Vacation Home

2 Bedroom End Unit, Hot Tub, Parking, - Steps from the Beach!

Holmes Beach, Florida, United States

Steps From The Beach!!brShared Hot Tub!brPrivate Parking Included!brEnd Unit!brbrWelcome to Dune Our Thing, your relaxing beachside getaway on Anna Maria Island. This thoughtfully designed unit is all about comfort, convenience, and making lasting memories—just steps from the sand and full of amenities that make your stay easy and enjoyable.brbrThe Space: br- End unit in a quiet triplex – more privacy and natural lightbr- Located just steps from the beach with direct accessbr- Primary bedroom with king bed, en suite bathroom & smart TVbr- Second bedroom with queen bed, smart TV & direct patio accessbr- Queen sleeper sofa in the living room for extra guestsbr- Two full bathrooms, including one easily accessible from the main living areabr- Open floor plan connecting kitchen, dining, and living areas for quality timebr- Smart TVs in every room for relaxing with your favorite showsbr- Private laundry room with washer and dryer for added conveniencebrbrOutdoor Amenities: br- Shared hot tub (shared with one other unit) perfect for relaxing after the beachbr- Private grill for outdoor BBQ nightsbr- Patio space for morning coffee or evening wine under the starsbrbrLocation Highlights:br- Direct beach access – walk out and you're at the waterbr- Short stroll to local restaurants, cafes, and beach barsbr- Easy access to bike rentals, water activities, and beach shopsbr- A quick drive to Bradenton for nature parks, history, and more exploringbr- Located in the heart of Anna Maria Island – charming, walkable, and relaxingbrbrWhy You’ll Love It:br- Bright, beachy, and designed for easy livingbr- Perfect for families, couples, or small groupsbr- End unit = more privacy, more peace, and just steps to the oceanbrbrOur vacation rental is thoughtfully stocked with a complimentary start-up kit of essential amenities to help you settle in and begin your stay comfortably. This includes items like a small supply of toiletries, paper products, and basic kitchen necessities. Please note that this starter kit is not intended to last for the duration of your stay, but rather to give you time to get situated. Once these initial supplies are used, it is the guest’s responsibility to purchase any additional items needed for the remainder of the trip.brbrWant to stay for fewer nights That's ok, just ask!! brbr**This unit is part of a triplex and can be rented out with the other 2 units. Let us know if you are interested.**

2

Bed

2

Bath

6

Sleeps

$354.33

/ Nightly

Private Vacation Home

Eileen's House- One house from the Beach.

Holmes Beach, Florida, United States

Your cozy getaway awaits in Holmes Beach at this fabulous house. With 2 bedrooms featuring a king bed and a full bed, along with 2 bathrooms equipped with all the essentials, this gorgeous property offers a living room with a sofa bed for additional space. Whether you're looking to relax in the AC, do some laundry, or stay connected with WiFi, this quaint retreat has everything you need for a memorable stay. We hope you'll enjoy your stay at our house.

Bed

Bath

Sleeps

$442.78

/ Nightly

Private Vacation Home

5 Minute Short Walk To Beach, Shops and Restaurants - Single Level Home

Holmes Beach, Florida, United States

Recently renovated with a brand-new kitchen, bathrooms, and all new furniture!brbrWelcome to Blue Bella on Anna Maria IslandbrbrYour island escape awaits in our spacious 5-bedroom, 3-bath ranch-style home—all on one easy, breezy level. Perfect for:br• Family vacationsbr• Wedding guest staysbr• Fishing & golfing getawaysbr• That annual girls’ trip you swear you’ll keep doing foreverbrJust a 5-minute walk to the beach, shopping, amazing restaurants—or head straight out back to the huge pool or cozy fire pit. Warning: you’ll want to return every year.br brThe Homebr• Single-story ranch layout—no stairs, no stressbr• Open-concept kitchen + family room with tons of hangout spacebr• Bedroom layout:br o Side A: 3 bedrooms + 2 bathroomsbr One bedroom has an ensuite + private patio accessbr o Side B: 2 bedrooms + 1 central bathroombr• Every bedroom includes closet space + TVbr• Extra-large pool with afternoon shade (perfect cool-down time)*br• Large outdoor fire-pit lounge for nighttime stories & s’moresbr brBeach & Home EssentialsbrWe provide:br• Beach towels, chairs, wagon, coolerbr• Bath towels, sheets, blankets (professionally laundered)br• Fully stocked kitchen with dishware, utensils & a blender made for vacation-level drinksbr• Starter set of essentials (dish soap, trash bags, bath soap, etc.)br brThe Fun Stuff (aka why you’ll never want to leave)brLocation, Location, Island Vocation:br• 5-minute golf cart ride to AMI Beach Café for all-you-can-eat pancakes (Dad-approved!)br• 2 minutes to Freckled Fin Irish Pub for a cold beerbr• 5 minutes to Dips Ice Cream—a must-stopbr• The Doctor’s Office is just 2 minutes away mixing up dreamy cocktailsbr• The Ugly Grouper: if things get… well, ugly, you’re just a 1-minute golf cart ride homebr• Fresh seafood from Captain Anthony’s Seafood Market + sides from Publix = the perfect grill nightbr• Hop on the free Island Trolley to explore Coquina Beach or Anna Maria City Pierbr• Ginny’s & Jane E’s for cinnamon rolls the size of your headbr• Sunset at The Sand Bar—don’t forget the piña colada with a dark rum floaterbr• Historic Bridge Street for shopping, street music & souvenirsbr• Tide Tables: legendary fried grouperbr• Starfish: fried shrimp that people swear is life-changingbr brbrIsland Living at Its Bestbr• Lazy afternoons reading while the kids splash in the poolbr• Quick walk to the sugar-white sand whenever you wantbr• Keep an eye out for manatees or sea turtlesbr• Challenge the crew to a card game at the large 8-seat kitchen tablebr• In the evening, stroll to the beach for a sunset that melts stress instantlybrSleeping arrangements:br• 1 King master suite with ensuitebr• 2 Queen bedroomsbr• 2 Twin-bed roomsbr• TVs in every roombr brExperience AMIbrbrAnna Maria Island is a seven-mile slice of vintage Florida charm—flip-flops required, speed limits low, relaxation guaranteed.brbrSee y’all soon at Blue Bella!brbr*Pool heat available for an additional charge.brbrInquire about shorter stays in the off-season.brbrVRC25-000024brYou 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.

5

Bed

3

Bath

10

Sleeps

$1004.08

/ Nightly

Private Vacation Home

Blue Tides by Beach Boutique Rentals

Holmes Beach, Florida, United States

Your dream waterfront escape awaits in this fully remodeled 3-bedroom canal-front retreat.brbr*Features include* brbr* Completely remodeled ground-level homebr* Private saltwater poolbr* 3 bedrooms, 3 full bathroomsbr* Two king master suites with ensuite bathsbr* Large master bath with soaking tub and walk-in showerbr* Canal-front location with room for a boat br* Outdoor dining and lounge areabr* Gourmet kitchen with modern appliancesbr* Washer and dryerbr* Gas grillbr* Quiet Holmes Beach neighborhoodbrbrTucked away on a peaceful canal street in Holmes Beach, this fully renovated coastal retreat has been designed with both comfort and style in mind. With three bedrooms and three bathrooms, including two luxurious king master suites, this home is the perfect getaway for couples, friends, or families looking to experience the best of Anna Maria Island.brbrStep inside and you’ll immediately notice the open, airy layout and upscale finishes throughout. The spacious living room offers plush seating and a flat-screen TV, ideal for relaxing after a day on the water. Just beyond, the dining room opens directly to the backyard through wide sliding doors, creating a seamless connection between indoor and outdoor living.brbrThe brand-new kitchen is a chef’s dream, featuring high-end appliances, quartz countertops, and a large island with seating. Whether you’re cooking a family meal or mixing evening cocktails, this stylish space makes entertaining effortless.brbrTwo king suites provide plenty of room to relax, each with a private ensuite bathroom. The master bath is truly spa-worthy, with a deep soaking tub, a walk-in shower, and a double vanity. The third bedroom offers a plush queen bed with a full bathroom located in the hall, just steps away.brbrOutside, the tropical backyard invites endless days of lounging and fun. Float in the pool, soak in the whirlpool spa, or dine alfresco by the water. The dock is perfect for fishing or tying up a boat (up to 27 ft, lift not available), making this an ideal choice for those who love to be on the water.brbrWith its prime location in Holmes Beach, you’re just a short golf cart or bike ride from Anna Maria’s white-sand beaches, charming shops, and local restaurants. Whether you’re seeking adventure or relaxation, this home offers the perfect balance of both.brbrPlease note this rental requires a 28-night stay. If your dates do not appear available on the booking calendar please contact us as we may be flexible.brbrADDITIONAL INFORMATION brbrWe generally require a minimum stay of 28 nights at this home. 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. 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. brbrVRC25-000099brbrThis home provides off-street parking for up to 4 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.

Bed

Bath

Sleeps

$190.04

/ Nightly

Private Vacation Home

2 Bedrooms with Hot Tub - Steps from Holmes Beach

Holmes Beach, Florida, United States

Welcome to Castaway Cove, your relaxing home base on Anna Maria Island. Just steps from the beach and packed with everything you need for a stress-free stay, this cozy retreat is perfect for couples, families, or small groups looking to soak up the island vibe.brbrThe Space:br- Just across the street from the beach – walk there in under a minutebr- Two spacious king bedrooms with soft linens and plenty of storagebr- Rollaway bed available for an additional guestbr- Fully equipped kitchen with cookware, utensils, and full-size appliancesbr- Open-concept living and dining area – great for hanging out and mealsbr- Smart TVs in the living room and second bedroom for easy streamingbr- Private laundry room with washer and dryerbrbrOutdoor Amenities: br- Shared hot tub. Perfect for relaxing after the beachbr- Private grill for outdoor meals or BBQ nightsbr- Private outdoor space for lounging and enjoying island breezesbrbrLocation Highlights:br- Steps to the sand. Easy beach access right across the streetbr- Walk to local restaurants, bars, coffee shops, and ice cream spotsbr- Close to bike and water gear rentalsbr- Short drive to Bradenton for parks, museums, and more exploringbr- Located in the heart of Anna Maria Island – quiet, charming, and walkablebrbrWhy You'll Love It:br- Clean, comfortable, and thoughtfully set up for guestsbr- Everything you need for a laid-back island getawaybr- Ideal for families, couples, or friends traveling togetherbrbrIf you’re looking for a clean, relaxed, and well-located home base for your time on Anna Maria Island, Castaway Cove is ready to welcome you.brbrOur vacation rental is thoughtfully stocked with a complimentary start-up kit of essential amenities to help you settle in and begin your stay comfortably. This includes items like a small supply of toiletries, paper products, and basic kitchen necessities. Please note that this starter kit is not intended to last for the duration of your stay, but rather to give you time to get situated. Once these initial supplies are used, it is the guest’s responsibility to purchase any additional items needed for the remainder of the trip.brbrWant to stay for fewer nights That's ok, just ask!! brbr**This unit is part of a triplex and can be rented out with the other 2 units. Let us know if you are interested.**

Bed

Bath

Sleeps

$497.7

/ Nightly

Private Vacation Home

Blue Palm Paradise: Dog friendly, Pool, 3 Minute Walk to Beach by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Blue Palm Paradise by Anna Maria Life Vacation Rentalsbr205 65th St, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 180 Steps, a 2 Minute Walk to the Beach!br4 Bedrooms / 3.5 Bathroomsbr2 Kings, 1 Queen, 2 TwinsbrPrivate Heated Saltwater Pool & SpabrPool LoungersbrOutdoor ShowerbrPoolside Patio Dining Table for 4 with UmbrellabrGas GrillbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrDog Friendly with Fee (see notes below)brBeach Towels, Beach Chairs, Beach WagonbrParking for 3 CarsbrbrDetails:brBlue Palm Paradise is a short two-minute walk from the sparkling clear waters of the Gulf of Mexico. A quick walk down the street and your feet are in the sand and enjoying the stunning turquoise waters of the Gulf!brbrThe main living area features a bright kitchen with counter seating and a dining room with seating for eight. The living area is a comfortable spot for the family to gather and enjoy the pool view from the patio doors.brbrA master king bedroom with ensuite bathroom also shares this floor. On the next level, guests will enjoy a second king master with ensuite bathroom. The top floor includes a guest room with two twin beds and the final guest room with a queen bed and a shared full bathroom in the hall. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe private heated salt water pool and spa are a step outside the living room door. With an outdoor shower, pool loungers, grill and patio dining, your family will enjoy relaxing and dining poolside.brbrBlue Palm Paradise 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. The perfect location for your next beach vacation!brbrBlue Palm Paradise is a dog friendly home! If you have added a pet to your reservation under the number of pets, the fee of $150 per dog plus tax has been added to your reservation total. Please note, there is a 2 dog limit.brbrBedroom 1 - King Bed, Ensuite Bathroom, TV - Main Living AreabrBedroom 2 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 3 - Queen Bed, TV - Floor 3brBedroom 4 - Two Twin Beds, TV - Floor 3brbrPlease 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.brbrVRC20-000102brbrGolf 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.

Bed

Bath

Sleeps

$450.71

/ Nightly

Private Vacation Home

Beautiful Island home, 175 steps to the beach, patio, beach gear and Grill

Holmes Beach, Florida, United States

Welcome to your serene retreat at Beach Beauty, nestled in the heart of Holmes Beach, West of Gulf Drive and only 175 steps to the beach with no streets to cross to get to the beach. This exquisite coastal three-bedroom, two-full-bathroom, one-half-bathroom vacation rental comfortably sleeps up to six guests, making it ideal for family getaways and friends’ reunions. Step inside and you’ll find a thoughtfully designed layout that effortlessly blends modern comfort with coastal charm.brbrUpon entering, you are greeted by an open-concept living room with pine plank floors, 10ft ceilings area adorned with plush furnishings, perfect for unwinding after a day of exploring. The living room also features a queen sleeper sofa, offering additional sleeping arrangements for convenience and sliding doors that open to a deck for enjoying the Gulf breezes. The fully equipped kitchen boasts all the essentials, including a full size refrigerator, electric range, microwave, and dishwasher, ensuring you have everything you need to prepare delicious meals.brbrThe master suite includes a king bed and an ensuite bathroom with a shower, providing a private retreat for relaxation. Two additional guest bedrooms, each with a queen bed, share a full bathroom featuring a combination tub/shower, ensuring comfort for all guests. A convenient half-bathroom is also available and includes a full size stack washer and dryer.brbrOutdoors, you’ll find a private brick paver deck with outdoor dining, lounging and a propane grill, perfect for enjoying the Gulf breeze and stunning sunsets. Beach towels and beach gear are provided for your convenience, so you can easily access the nearby Beach, known for its soft sands and family-friendly atmosphere. The property also boasts a large 2 car garage. brbrDuring your stay, take advantage of the numerous local attractions and activities. Just a short stroll away, you can explore the charming Holmes Beach Town Center, featuring unique shops and eateries. brbrWhether you’re seeking a relaxing beach vacation or an adventurous getaway, Beach Beauty provides the perfect setting for your Holmes Beach escape. Book your stay today and create unforgettable memories in this idyllic coastal haven.brbrNon-Smoking unit. brbrVRC16-000191 - Local ordinances require guest stays of at least 7 nights. brOnsite Parking for 3 vehicles. brbrNoise Notice as required by The City of Holmes Beach: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 property

Bed

Bath

Sleeps

$873.55

/ Nightly

Private Vacation Home

Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream

Holmes Beach, Florida, United States

A Pirate’s Dream by AMI Locals brbrWelcome to A Pirate’s Dream by AMI Locals, a grand waterfront retreat that perfectly blends coastal elegance with island adventure on beautiful Anna Maria Island. This four bedroom, three and a half bath vacation home plus loft is designed for families and groups seeking both relaxation and excitement. Located just a five-minute walk from the beach, this Mediterranean inspired home features a private dock, a heated pool, and spectacular bay and canal views, creating a luxurious setting for your next island getaway. brbrHighlights br• 5-minute walk to Holmes Beach br• 4 Bedrooms / 3.5 Bathrooms br• 4 King beds, 4 Twin beds br• Private dock br• Heated private pool with sun shelf and picnic table br• Outdoor kitchen with grill, TV, and bar br• Game room with ping pong, Connect Four, and Cornhole br• Balcony water views and multiple lounge areas br• 4 Parking spaces brbrRelax and unwind in your own tropical paradise, surrounded by tranquil canals and swaying palms. Enjoy the heated pool featuring a built in picnic table and sun shelf, perfect for cooling off or lounging in the Florida sunshine. The outdoor kitchen boasts a high end grill, stone finishes, and a TV, while the tiki bar sets the scene for memorable evenings with friends and family. With a private dock that accommodates boats up to 38 feet, you can kayak, paddleboard, or watch for dolphins and manatees right from your backyard. brbrInside, Mediterranean elegance meets modern comfort. The open concept living room invites you to relax on plush leather sofas while streaming your favorite shows on the large TV. The chef’s kitchen is fully equipped with stainless steel appliances, granite countertops, custom cabinetry, and a breakfast bar with seating. Gather around the dining table for six or take your meals outdoors on the balcony to enjoy the view. brbrEach bedroom provides the perfect retreat with luxurious bedding, TVs, and ceiling fans. The primary suite on the second floor offers a king bed, balcony access, and a spa-inspired ensuite bathroom with a marble walk-in shower. The second bedroom features a king bed and private ensuite, while the third and fourth bedrooms share a jack-and-jill bathroom with a walk-in shower. The third bedroom also includes a private balcony. Upstairs, the loft with two twin bunk sets and a Smart TV creates a cozy hideaway for kids or teens. brbrRoom Details br• Primary Bedroom (2nd floor): King bed, balcony, ensuite bathroom with walk-in shower br• Second Bedroom (3rd floor): King bed, ensuite bathroom with walk-in shower br• Third Bedroom (3rd floor): King bed, balcony, jack-and-jill bathroom with walk-in shower br• Fourth Bedroom (3rd floor): King bed, jack-and-jill bathroom with walk-in shower br• Loft (3rd floor): Two sets of twin bunk beds, balcony access brbrThe first-floor game room is perfect for family fun, featuring a ping pong table, lounge area, and an extra fridge for poolside drinks. The laundry room includes a washer, dryer, and granite utility sink for convenience. brLocated near restaurants such as Skinny's Place inc. and Hurricane Hanks, or close to Publix Super Market, this waterfront home keeps you close to Anna Maria Island’s best dining, shopping, and outdoor experiences while maintaining the privacy of your own tropical oasis. brbrFrom morning coffee on the balcony to sunset cocktails by the tiki bar, A Pirate’s Dream by AMI Locals offers the ultimate Anna Maria Island vacation rental experience. Embrace the laid-back luxury of island life, where every day feels like a treasure waiting to be discovered. Book your stay today and set sail on your perfect coastal escape! brbr- 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. brbrGarage is off-limits to any vehicles, including Golf Carts brbrNo Pets are allowed in this home brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrThese premises are monitored by video surveillance in select exterior areas. 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 respectful 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 termination of your rental agreement without a refund.

Bed

Bath

Sleeps

$946.94

/ Nightly

Private Vacation Home

Bubbles Up by Beach Boutique Rentals

Holmes Beach, Florida, United States

Your island escape awaits at this vacation paradise inspired by the laid-back vibes of a Jimmy Buffett melody.brbr*Features include*brbr* Newly built custom 4-bedroom homebr* Three king master suites + two twin bedsbr* Bunk nook with twin-over-queen bunksbr* Spacious open floor plan with gourmet kitchenbr* Private tropical backyard with heated pool & spabr* Outdoor dining, grill, chaise loungesbr* Beach chairs, umbrella & cart includedbr* Just steps to the beach!brbrWelcome to Bubbles Up, a brand-new luxury retreat just one block from White Avenue Beach - the most breathtaking stretch of sand on Anna Maria Island. Known for its pristine shoreline, occasional surf gatherings, and even a celebrity neighbor, this is the ultimate spot for sun-soaked relaxation.brbrFrom the moment you step inside, Bubbles Up invites you to unwind. The open-concept living space is perfect for gathering, with a chef’s kitchen, plush sectional seating, and a 65-inch smart TV for movie nights.brbrWake up refreshed in one of three luxurious king suites, while kids and extra guests enjoy the twin beds and cozy bunk nook. With three full bathrooms plus a powder room, everyone gets plenty of space to relax.brbrJust one short block away, the soft sands and turquoise waters of White Avenue Beach are waiting. Catch some waves, watch the surfers, or simply bask in the sun—this is the best beach on the island, and it's right outside your door.brbrAfter a day by the water, fire up the grill for a sunset BBQ, take a dip in the heated pool, or soak in the spa under the stars.brbrBubbles Up isn’t just a place to stay—it’s where unforgettable beach days begin. Book now and make your island dreams a reality!brbrWe generally require a minimum stay 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. brbrVRC21-000178brbrThis home provides off-street parking for up to 4 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.

4

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8

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