Vacation Rentals By Owner In Holmes Beach, FL

$340.54

Beach Escape By Coastal Chic Vacations

HOLMES BEACH, Florida, United States

Welcome to Beach Escape, a beautifully remodeled 2-bedroom, 2-bathroom haven just 1/2 block from the pristine white sandy beaches. This charming property offers all the conveniences you desire for a perfect island stay and is within walking distance to delightful shopping and dining options.brbrKEY FEATURESbr- Fully-equipped kitchen for home-cooked mealsbr- In-unit washer & dryer for your conveniencebr- Cozy dining area and spacious living room with a flat-screen TVbr- Primary bedroom with a king-size bed, flat-screen TV, and ensuite bathroombr- Guest room with a queen-size bed and flat-screen TVbr- Private patio for morning coffee, afternoon drinks, or sunbathingbrbrOur property comfortably accommodates up to 6 guests and offers parking for 3 vehicles.brMinimum stay is 7 nights.brbrEXCLUSIVE AMENITIESbrThis property is part of our Professional Linen Program, ensuring a top-quality experience. Enjoy high-quality linens laundered with hypoallergenic, perfume & dye-free soaps, providing a luxurious and comfortable stay from the moment you arrive.brbrYOUR ISLAND ADVENTURE AWAITSbrImmerse yourself in the ultimate beach escape with Coastal Chic Vacations. Enjoy the perfect blend of luxury, comfort, and island charm. Book now and make unforgettable memories!brbrHolmes Beach Noise Ordinance: Quiet hours are from 10:00 pm to 7:00 am. Daytime noise not to exceed 65 decibels, nightime noise not to exceed 50 decibelsbrbrVRC16-000427

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$318.82

/ Nightly

Condo

Manatee Beach Beauty! 1 minute walk to beach, restaurants and shops ️

Holmes Beach, Florida, United States

Our townhome is beach front and bodacious! With gulf views, a heated pool, private parking, wifi, three 65 inch TV's, fully equipped kitchen, washer and dryer, three private patio areas and comfortable sleeping for up to six adults, you won't want to leave! Literally steps to the beach and includes beach gear. No need for a car! Take the free trolley or the free monkey bus or walk one block to restaurants, pharmacy and grocery store. We have you covered! Our condo is smoke and pet free.

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$244.11

/ Nightly

Private Vacation Home

Island Vibe 6: Close to Beach with Private Heated Pool

Holmes Beach, Florida, United States

Welcome to Island Vibe 6! This is a newly 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, considering renting with attached duplex Island Vibe 5 (VRBO# 1919652) for a total of 4 bedrooms!brbrLocated on 63rd 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. It's mere steps from the northbound Anna Maria Island Trolley!brbrThis beautiful property will sleep 6 people with 1 King bed, 2 Twin beds that can convert to a second king, and 1 Queen sized sleeper sofa 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. There are solar lights and a pool light 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, a 50 television in the master bedroom, a 43 television in the second bedroom, AND even a 50 television on the outdoor patio!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 6. We have a storage shed on the property with 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 AugustbrbrYou 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 #: VRC20-000097

2

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2

Bath

6

Sleeps

$417.26

/ Nightly

Private Vacation Home

Sapphire Serenity · Glass Walls · Pool · 30-Night

Holmes Beach, Florida, United States

2BR + Bonus Room · 3BA · Sleeps 6 · 30-Night Minimum · Retractable Glass Walls · Heated Pool · Three Cascading Water Walls · Professional Gas Range · Wet Bar · 2,181 Sq Ft · White Avenue Beach Access · December 2025 DebutbrbrImportant before booking: Sapphire Serenity is available for stays of 30 nights or longer only. This is a long-stay property — designed for snowbirds, remote workers, and guests who want to settle into Holmes Beach for a month or more. brbrThe great room's entire glass wall retracts completely — inside and outside become one flowing space, opening to the heated pool on one side and a covered patio with retractable awning on the other. This is the defining architectural feature of the home, and it works in both directions: the pool deck extends into the great room, and the great room extends onto the pool deck.brbrThe pool has three cascading water walls, blue and white mosaic tile, built-in loungers, and a sun shelf. A mature palm grove surrounds the yard — towering palms and tropical foliage that create complete privacy in a residential neighborhood.brbrThe kitchen was designed for serious cooking. Professional gas range, prosumer appliances throughout, pearl iridescent mosaic tile backsplash, dark granite countertops, an LED-lit curved island, and a second galley-style prep area with beverage refrigerator. The built-in wet bar has its own full-size refrigerator, freezer drawer, bar sink, and bar dishwasher — the kind of detail that only happens when owners design a home for themselves.brbrThe formal living room has white leather power recliners with USB charging, an electric fireplace, and custom coffered ceilings with millwork. The formal dining room seats six to eight at a glass-top table with palm-leaf carved chairs — one of the most distinctive dining rooms in any vacation rental on the island.brbrThe home is 2,181 square feet on a single level — no stairs. Two bedrooms plus a bonus room sleep six. The primary suite has a king bed, walk-in shower with dual showerheads, double-sink vanity, and a private water closet. The second bedroom has a queen bed. The bonus room has a built-in work area and a twin daybed with trundle — the right remote work setup for extended stays. Three full bathrooms throughout. Dedicated laundry room with full-size washer and dryer.brbrWhite Avenue beach access is approximately 17 houses away — one of the quieter, less-trafficked beach accesses on Anna Maria Island. The free island trolley stops nearby. Publix, seafood markets, and restaurants are close.brbrThis property does not allow pets or smoking. Parking for two vehicles in the driveway.brbrSapphire Serenity requires a 30-night minimum stay. brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

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$237.94

/ Nightly

Villa

Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level

Holmes Beach, Florida, United States

Palm Oasis Villa East is a 2 bedroom, 1 bath ground level condo that is walking distance to pristine Gulf beaches. This duplex Villa has lush tropical landscaping and the heated shared pool is surrounded by a privacy fence. Relax in the chaise loungers before you fire up the BBQ grill for your favorite grill specials. Each unit has its own private back patio with a 6 person dining table and grill. There is plenty of brick paver deck space to soak up the Florida sunshine! This property can be rented together with its neighboring Villa West VRBO listing 1410300 to serve as a family retreat, providing a level of privacy that a single-family home does not offer. Also, this is a perfect Villa duplex for in-laws or grandparents.brbrThe master bedroom has a King-sized bed and the second bedroom has Twin beds and a trundle bed (pulls out of the twin bed). This unit comfortably sleeps 4 adults. The trundle is recommended for a child. brbrThis home is centrally located on Anna Maria Island. You can walk to shopping, restaurants, free trolley stop and of course the beautiful white sand beaches of the Gulf of Mexico.brbrPalm Oasis is the perfect home away from home vacation spot for you and your family.brbrRequired city of Holmes Beach advisement:brMinimum night stay - 7 brOccupancy - 5 peoplebrParking spaces - 2 brVRC - 19-000089brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectable level during the day and night. Excessive and unreasonable noise can deprive residence f the peaceful enjoyment of their private property.

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$199.46

/ Nightly

Private Vacation Home

Blue Bayou: Dog Friendly Home - 5 Houses to Beach by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Blue Bayou by Anna Maria Life Vacation Rentalsbr201 76th St. West Unit A, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:br201 76th St. West Unit A, Holmes Beach, FL 34217brWhat You'll Love About This Home:brLocation! 5 Houses to the Beach!br2 Bedrooms / 2 Bathroomsbr1 King, 2 TwinsbrOutdoor ShowerbrGas GrillbrOutdoor Dining for 4brProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrDog Friendly - with pet fee - see info belowbrBeach Towels, Beach Chairs, Beach WagonbrParking for 2 CarsbrbrDetails:brBlue Bayou is located five houses from the sparkling blue waters of the Gulf of Mexico! With a full kitchen, dining area and living room, island living has never been easier.brbrThe master bedroom features a king bed and ensuite bathroom. The guest room includes two twin beds. Both bedrooms includes crisp linens with 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 decked backyard hosts a patio dining set for four for guests to enjoy a meal from the grill. An outdoor shower is available to rinse the sand from yourself and your swimsuits.brbrBlue Bayou 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 1 dog limit. Max weight - 25 lbs.brbrBlue Bayou 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!brbrBedroom 1 - King Bed, Ensuite Bathroom, TVbrBedroom 2 - Two Twin Beds, TVbrbrPlease note:brAmenities are subject to change.brDriveway parking is available for a maximum of 2 cars. Parking for additional vehicles is not available.brThis home is part of a duplex, but you'll have your own private entrance, driveway, and yard. The only thing you might share with the neighboring unit is a wall—everything else is completely separate for your comfort and privacy.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 four.brbrVRC16-00398brbrIMPORTANT 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.

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$158.65

/ Nightly

Apartment

3 Minute walk to beautiful AMI beach! Old Florida Charm with a Modern Flair!

Holmes Beach, Florida, United States

Old Florida Charm with a Modern Flair! brThis Holmes Beach VCR23-000103 Apartment B which features 1 bedroom 1 bath 1/2 duplex. It was recently been refurbished with a coastal vintage style! Fully furnished with fully equipped kitchen. A short 3 minute walk to the white sandy beach on AMI with beach access. Perfect get away for couples.

1

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1

Bath

4

Sleeps

$1238.66

/ Nightly

Private Vacation Home

Blue Oasis Retreat: A Dual Anna Maria Island Paradise!

Holmes Beach, Florida, United States

Blue Oasis Retreat by AMI Locals brVRC18-000117brbrWelcome to Blue Oasis Retreat, a gorgeous duplex just a five-minute stroll from Anna Maria Island’s stunning white sand beaches! Perfect for large groups, families, or multiple couples, this property offers two fully equipped, spacious units, Blue Oasis West and Blue Oasis East, that can be rented together for the ultimate island getaway. With private saltwater pools, in-ground spas, BBQ grill, and a laid-back island vibe, Blue Oasis Retreat is your perfect home-away-from-home for a memorable Anna Maria Island vacation.brbrHighlights br• 5-minute walk to the beachbr• 2 saltwater pools with in-ground spasbr• 6 bedroom / 5 bathroombr• 4 kings, 6 twin bedsbr• Outdoor showersbr• Washer and dryer in both units br• One house away from the island trolley stop br• 6 car parking br• Backyard fence opens to create one large space for large groups or families!br• Not pet friendlybrbrEnjoy the best of outdoor island living with two saltwater pools and spas at your fingertips. Host a cookout in the backyard with a BBQ grill and ample outdoor seating or rinse off in the outdoor showers. The backyard fence slides open, connecting both units for larger groups, making this property perfect for family reunions, friends’ getaways, or group retreats. Plus, with the trolley stop just one house away, exploring local shops, restaurants, and beaches is effortless.brbrInside each unit, enjoy a fresh coastal decor style with modern updates, stylish furnishings, and all the amenities needed for a comfortable stay. The kitchens feature high-end appliances, ample counter space, and all the essentials for preparing great meals. The living areas are designed for relaxation and socializing, with comfortable seating and HDTVs. Open the backyard fence and connect both units in a large, shared space, ideal for gatherings, outdoor games, and enjoying the island breeze.brbrThe duplex features six spacious bedrooms across both units, designed for comfort and restful nights after days of island adventure. Each primary bedroom boasts a plush king-sized bed, with the East unit featuring a private ensuite with a walk-in shower and tub, while the West unit’s primary king bedroom includes a luxurious ensuite with a double vanity and walk-in shower. The second bedroom in each unit offers another king bed with an ensuite walk-in shower. The remaining bedrooms in both units are perfect for kids or additional guests, each featuring three twin beds and sharing a contemporary walk-in shower in the hall bathroom. These thoughtfully furnished bedrooms create a relaxing atmosphere in every corner of the property, making it ideal for large families or groups seeking a peaceful retreat.brbrRoom Details br• Primary Bedrooms (both units): King bed, ensuite bathroombr• Second Bedrooms (both units): King bed, private or shared ensuite bathrooms br• Additional Bedroom (both units): Three twin bedsbrbrThis property includes 2 washers and dryers, complimentary Wi-Fi, TVs, outdoor dining furniture, BBQ grills, and ample lounge seating. With the island trolley stop just one house away, you’ll have easy access to Holmes Beach, Pine Avenue’s boutique shops, and island restaurants.brbrBook Blue Oasis Retreat today and discover the perfect blend of comfort, style, and island convenience. Whether lounging by the pools, dining al fresco under the stars, or exploring Anna Maria Island’s charming beaches and lively hotspots, this duplex offers everything you need to make your vacation unforgettable.brbrbr-brThis home is managed by AMI Locals, an Anna Maria Island property management company.brbrThis property does not allow pets of any kind.brbr6 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. Please see our AMI Locals Rental Policies for full details.brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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$222.67

/ Nightly

Apartment

Terrific 2-bedroom apartment in Holmes Beach.

Holmes Beach, Florida, United States

Anna Maria Island is a stunning destination in Florida, known for its serene atmosphere and easy accessibility. The island boasts breathtaking sunsets, gentle breezes from the Gulf of Mexico, and miles of pristine white sand beaches. This private and tranquil apartment, situated on the second floor of a two-unit building, features two bedrooms with king-size beds, a full bath with tub and shower, a fully equipped kitchen, and a private balcony overlooking a picturesque canal. Recently renovated it offers bright, airy spaces with new flooring, fresh paint, and all-new furniture. Guests can unwind in the yard or on the balcony and enjoy evening strolls to the beach for sunset views. The adorable cottage-style duplex is within walking distance of the Gulf's beautiful beaches, village shops, restaurants, cafes, and a library. For added convenience, a free island trolley is available, and both Sarasota International Airport and Tampa International Airport are just 40 and 70 minutes away, respectively. VRC20-000319, minimum stay7 days, occupancy 4 max, 1 on-site parking space. 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.

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$434.61

/ Nightly

Condo

Palms Beach West - Holmes Beach Vacation Villa - 3 Bedroom with Private Pool - B

Holmes Beach, Florida, United States

Make memories that last a lifetime when you stay at gorgeous Anna Maria Island vacation rental home “Palms Beach West”. Rooming up to six guests, this spacious three bedroom two bathroom duplex style home offers one king bed, one queen bed, and two twin beds. Just a short block walk to pristine Gulf of Mexico beaches, “Palms Beach West” has everything you and your loved ones need for the perfect island style vacation. This well-appointed home offers great amenities in a stylish and casual setting. brbrEnjoy wireless internet, premium linen service, parking for two vehicles, a washer/dryer and flat screen televisions in the living room and all three bedrooms. Decorated in calming colors this stylish home features bright colorful accents popping out for a fun and sophisticated feel. The high ceilings add a spacious airy quality and make for an interesting architectural feature. In the kitchen find stainless appliances including a dishwasher. The dining area offers seating for six and four stools at the kitchen counter island. The open floor plan of the kitchen, living and dining room is a great group gathering place with double sliding doors in the living room opening into the backyard pool area. You will love sitting in the backyard at “Palms Beach West” relaxing next to this serene Florida environment listening to the peaceful murmurings of the local wildlife. brThe heated pool area is beautifully nestled in lush tropical landscaping with a water feature making for the perfect spot for entertaining. While the home cook fires up the propane barbeque grill, everyone can relax in the outdoor dining area and lounge chairs. For the perfect island style vacation reserve “Palms Beach West” today! brbrGorgeous duplex style Anna Maria Island vacation rental “Palms Beach West”, Gulf Drive in Holmes Beach. Rooms (6) guests in (3) bedrooms and (2) bathrooms: 1 king bed, 1 queen bed, and 2 twin beds. Walk to the beach and trolley stop nearby. Heated pool with water feature. Wireless internet, park 2 vehicles, washer/dryer, dishwasher, premium linen service, flat screen televisions, and propane barbeque.brVRC20-000241brMax Vehicles Allowed: 2 Max Day Guests Allowed: 2brbrIMPORTANT INFORMATION:brbrYour 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 and dates. 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.brbrAll our properties provide luxury linens for you to enjoy during your stay.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: br7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)br10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brThe 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.

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Sleeps

$488.04

/ Nightly

Private Vacation Home

Cozy Coastal 3-Bedroom Bungalow Near the Beach

Holmes Beach, Florida, United States

Escape to this cozy coastal bungalow where laid-back beach living meets modern comfort. Just steps from the beach, this bright and breezy retreat is perfect for couples, families, or friends looking to unwind by the sea.brbrWhether you’re here for sun-soaked days, peaceful nights, or exploring local shops and restaurants, this beach bungalow offers the perfect home base for your coastal getaway.brbrLicense: VRC25-000155

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Sleeps

$490.33

/ Nightly

Private Vacation Home

Fancy That: Pool, Putting Green, 1.5 Blocks to Beach by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

209 77th St, Holmes Beach, FL 34217brWhat You'll Love About This Home:brbrIdeal Location! 1.5 Blocks to the Beach!br3 Bedrooms / 3 Bathroomsbr2 Kings, Twin over Twin Bunk Bed, Twin BedbrPrivate Heated Pool & Spa: Sun shelf Lounger, Pool Basketball HoopbrPool Loungers & Umbrellas, Shaded Poolside LoungebrOutdoor ShowerbrKids SandboxbrPutting Green: Practice your short game steps from the patio!brOutdoor Patio Dining & Gas Grill: Cook, dine, and unwind al frescobrProfessional Amenities: Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrParking for 2 CarsbrbrDetails:brWelcome to Fancy That, a vibrant Anna Maria Island escape, just 1.5 blocks to the pristine white sands and crystal-clear waters of the Gulf of Mexico. Our stylish vacation home blends laid-back luxury with an eclectic coastal vibe, comfy furnishings, and thoughtful touches to make you feel right at home.brbrStep inside and discover a contemporary design filled with colorful furnishings and cheerful décor, giving the entire space a fresh and inviting feel. Whether you're preparing a family meal or just a morning coffee, the modern kitchen has everything you need:brNew refrigerator with drink station and automatic refill filtered water pitcher – no need to buy bottled water!brAll New Stove with built in air fryer, microwave and conventional oven in onebrHot water dispenser for instant tea and hot beveragesbrAir fryer for fast, healthy mealsbrCoffee maker and Keurig single-serve machinebrbrDine comfortably at the indoor table for six, with large sliding glass doors that provide a lovely view of the pool and easy access to the patio.brbrWith sleeping accommodations for up to six guests, the home features two plush king bedrooms, one with an ensuite bathroom, a fun twin-over-twin bunk bed for the kids or young-at-heart, an additional twin bed and ensuite bathroom. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service.brbrOutside, your private oasis awaits. Soak in the sun or unwind in the heated pool and spa, surrounded by patio seating, umbrellas, and a shaded poolside lounge area. Rinse off the salt and sand with the outdoor shower, then enjoy meals al fresco on the patio dining area or fire up the gas grill for a cookout. Kids of all ages and golf enthusiasts will love practicing their short game on the backyard putting green.brbrFancy That is designed for comfort and convenience, offering complimentary WIFI, professional linen service, washer & dryer, and thoughtful beach amenities including towels, chairs, and a wagon to make your beach days effortless. With parking for two cars, you're free to explore the island at your own pace.brbrWhether you're sipping morning coffee by the pool, strolling to the beach at sunset, or relaxing in the stylish interior, this Anna Maria Island vacation home is your gateway to sun-soaked memories and relaxed island living.brbrFancy That 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!brbrBedroom 1brKing Number Bed (app controlled firmness adjustment),brEnsuite Bathroom with BidetbrFull size mirror, large six drawer dresserbrPrivate access to spa and patiobrTVbrbrBedroom 2brKing Bed with adjustable bedframe and snore detection adjustmentbrTVbrbrBedroom 3brTwin over Twin Bunkbeds & 1 Twin Bed,brEnsuite Family Bathroom with easy access through exterior door to the pool deck for a quick bathroom run.brTVbrbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brDriveway parking is available for a maximum of 2 cars. Parking for additional vehicles is not available. brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is six.brbrVRC23-000047br brIMPORTANT 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

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Sleeps

$459.54

/ Nightly

Private Vacation Home

Charming Home on Anna Maria Island 2 Blocks from Beach with Private Pool

Holmes Beach, Florida, United States

Charming 3 bedroom, 2 bathroom, split floor plan on the North end of Holmes Beach, Anna Maria Island.brbrThis home is everything you need for a relaxing beach getaway. Located on a quiet street just 2 blocks from the beach. Private 9ft deep pool with large fenced in yard. Perfect for Bbq's and spending the evenings relaxing after a day at the beach. Open floor plan with solid surface countertops and new stainless appliances in the kitchen. The backyard boasts a large covered patio with ceiling fans, perfect for enjoying your morning coffee. One car attached garage with 240 amp outlet for easy charging of electric car or golf cart.brbrAnna Maria Island offers beautiful gulf views with biking, kayaking, boating, shopping, and one-of-a-kind dining options. Perfect for a romantic getaway or extended vacation for the entire family.

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Bath

Sleeps

$387.78

/ Nightly

Private Vacation Home

Island Vibe 4: Close to Beach with Private Heated Pool

Holmes Beach, Florida, United States

Welcome to Island Vibe 4! This ground-level, 3-bedroom, 3-bathroom single-family home has a private, heated and cooled pool, a large screened porch overlooking the pool, and lots of lush tropical landscaping!brbrLocated on 66th Street in Holmes Beach, this lovely property is only 2.5 blocks from the beach access point on 66th 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!brbrThis beautiful property will sleep 6 people with 2 King beds and 2 Twin beds. There is also a pullout couch in the living room if needed! You can park up to 3 cars in the driveway.brbrIn the backyard, you'll find a large covered, screened lanai 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.brbrYou'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!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 4. Inside the garage 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 #: VRC23-000069

Bed

Bath

Sleeps

$534.29

/ Nightly

Private Vacation Home

Family vacation home one block to beach with pool

Holmes Beach, Florida, United States

Walking distance to many shops, eateries, free trolley, and beach. Enjoy the overstocked beach items the home has to offer. You will find an Incredible overstocked kitchen with everything you need. Backyard pool. This is a Saturday to Saturday rental. Any other time, please ask for approval prior to booking.

Bed

Bath

Sleeps

$601.32

/ Nightly

Private Vacation Home

Luxury Beach Home•Steps to Beach•Excellent Location•Sunsets

Holmes Beach, Florida, United States

Experience Anna Maria Island at 203 By The Sea. Just a block from the beach, this beautifully designed home offers the perfect blend of luxury, convenience, and island charm. With an open-concept layout that brings everyone together, yet four distinct sitting areas for peaceful moments, it is the ideal space to both connect and unwind. Gather friends and family in the spacious living areas inside and out, stream a movie under the stars in the outdoor living room, play yard games outside or simply relax and take in the quiet surrounding and beautiful landscape. In the mornings, enjoy the coffee bar and sit in the front room while the sun rises. In the evenings, the second story deck is a serene escape to enjoy a glass of wine and reflect on the day and watch the sunset. Whether you’re soaking up the sun at the beach, exploring local shops and restaurants, taking a tour on the trolley or enjoying all the home has to offer you will be entertained day and night.brbrIDEAL LOCATIONbrThe prime location on Anna Maria Island ensures that all the conveniences of island life are right at your doorstep.br• Centrally located on Anna Maria Islandbr• Trolley stop is on the cornerbr• Beaches are a Block Awaybr• Central to Island Shopping Center and Pine Avebr• Quiet Street for Relaxing Eveningsbr• Close to City Park with Pickleball, Basketball and Tennisbr• Near Holmes Beach Skate ParkbrbrKITCHEN brStunning kitchen, well designed with spacious counters, vaulted ceiling, modern appliances and an expansive island for sitting and preparing meals if you choose to dine at home!br• Refrigerator and Freezer with Ice Makerbr• Microwavebr• Quartz Countertopsbr• Stainless Appliancesbr• Stovebr• Dishwasherbr• Toasterbr• Coffee Maker; Drip Coffee + Keurig Coffee Makerbr• Glassesbr• Pots and Pansbr• Silverwarebr• Traysbr• Hot Water Kettlebr• Vitamix Blenderbr• Spices, Olive Oil and Some Kitchen Essentialsbr• Beverage Refrigerator br• Coffee Barbr• Citrus Juicer for Homemade Cocktailsbr• Popcorn MakerbrbrDININGbrThe dining table is next to the kitchen and perfect for family or group meals. The Kitchen Island is ideal for breakfasts, quick snacks, or pre-dinner drinks.br• Rectangle Table seating for 6br• Kitchen Island seating for 4brbrLIVING ROOMbrWelcome to a living room designed for comfort and connection. Enjoy board games or your favorite streaming apps on the TV which is perfect for movie nights or the big game!br• TV br• Soundbarbr• Board Gamesbr• WIFI br• Comfortable SeatingbrbrSLEEPINGbrThis home sleeps your group in comfort. Each room features a built-in closet system or dresser, offering ample storage and is thoughtfully decorated with island inspired touches.br• Bedroom: King Sized Bed, TV, Built-in Closet System, Ensuitebr• Bedroom: Queen Sized Bed, Built-in Closet Systembr• Bedroom: Bunk Beds, Twin Bed over Full Sized Bed, Dresserbr• Bedroom: Queen Sized BedbrbrAll bedrooms have similar amenities. br• Premium Pillows, Linens and Sheetsbr• Closets with Hangersbr• Nightstands or DressersbrbrBATHROOMSbrStunning bathrooms have a spacious tiled walk-in shower. br• Walk-in Shower br• Vanitybr• Towelsbr• Hair Dryerbr• Mirrorbr• Toiletbr• SkylightbrbrOUTDOOR AREAbrExperience an outdoor oasis, where the backyard is made for relaxation and play. Covered lanai offers comfortable outdoor living complete with a TV and ceiling fan. There is plenty of room for yard games amongst the new tropical garden. br• Outdoor Living Roombr• TVbr• Outdoor Shower br• Cornhole/BagsbrbrBEACH AND SPORTS EQUIPMENTbrHeading to the beach with ease with all the supplies to keep you comfortable, cool and entertained. br• 7 Reclining Beach Chairsbr• Umbrellabr• Coolerbr• Beach Toys – Boogie Boards/Body Boardbr• Beach Towelsbr• Beach Gamesbr• Pickleball Paddlesbr• Cornhole/BagsbrbrADDITIONAL ESSENTIALSbr• Washer and Dryerbr• Starter Set of Paper Towels and Toilet Paperbr• Ironing Board and IronbrbrPARKINGbrThere is plenty of parking on the driveway and garage for your cars and golf cart rentals! 4 spaces for parking. 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.brBy vacationing in this area, guests are subject to a minimum stay requirement of no fewer than seven nights, with occupancy parameters established at a six-person maximum for the duration of said stay.brVRC25-000039

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Bath

Sleeps

$502.05

/ Nightly

Private Vacation Home

Lovely 3 bedroom duplex on Anna Maria Island, Private pool, pet friendly!

Holmes Beach, Florida, United States

Isle Haven A is the perfect home for you to make memories that will last a life time! It is a dreamy beach getaway to relax and enjoy the classic Florida charm of Anna Maria Island. No street crossing to get to the beach!! This newly renovated 3 bedroom/2.5 bath duplex offers all the amenities you may think of. You will be delighted upon entry in this beautifully decorated open floor plan with flat screen T.V., comfortable seating and dining for ten, just to name a few. The large kitchen is fully stocked with all the cookware you would need to prepare meals and snacks. A private office is also provided in this lovely home just off the living area. On the second floor, you will find the master bedroom with a king size bed and queen size beds in the second and third bedrooms. Additional sleeping available off the master bedroom. Unwind on one of the small decks which are located off the living area and the north bedroom on the second level. The beach is just a short walk down the street with no streets to cross. The same goes for bars, restaurants and shops in Holmes Beach. Explore all Anna Maria Island has to offer onboard the free trolley with stops very close to the property. The location cannot be any better! For bigger parties you may also rent Isle Haven B that accommodates 4 people.brDogs up to 40lb are welcome. Pet fee is $200 per pet plus taxes, maximum of 2 pets unless otherwise approved by FDR. brbrAccommodates up to 6 people. Minimum Stay Required: 1 Week. brMax. parking: 3; VRC #18-000022brbrYou 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* Cancellation more than 90 days prior to arrival will receive a deposit refund less a $250 cancellation fee. Cancellation less than 90 days prior to arrival will forfeit all deposit received. Cancellation less than 60 days prior to arrival will forfeit all monies on account. Cancellations must be confirmed in writing.

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Sleeps

$807.67

/ Nightly

Private Vacation Home

Dilly Dally by the Sea: 1 Block to Beach, Rooftop Deck, Pool & Spa by Anna Maria Life

Holmes Beach, Florida, United States

Dilly Dally By The Sea by Anna Maria Life Vacation Rentalsbr7005 Gulf Dr, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 1 Block to the Beach!br4 Bedrooms / 4.5 Bathroomsbr3 Kings, Twin over Queen BunkbedbrElevatorbrHeated Pool & SpabrPool LoungersbrCovered Poolside Lounge with Sofas & ChairsbrGas GrillbrRooftop Deck with views of GulfbrCorn Holebr2-Hole Mini Putt Putt CoursebrKeurig & Drip Coffee MakersbrBalcony Dining for 8 Overlooking PoolbrKitchen Bar Seating for 4brDining Room with Table for 8brProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrParking for 5 CarsbrbrDetails:brDilly Dally by the Sea is located one block to the clear blue waters of the Gulf of Mexico. Feel the island breezes and relax into your vacation!brbrBright and welcoming, the main level features a stylish and comfortable living room with lovely couches and chairs. Oversized patio doors lead to a covered patio with an outdoor dining table for eight. The oversized kitchen island provides counter seating for four and a separate dining room includes a dining table for eight. For added convenience, an elevator is available and serves all three levels of the home.brbrTwo of the king bedrooms are on floor two and include en-suite bathrooms. The third floor features a living area and wet bar and the two additional bedrooms; a king bedroom with an ensuite bathroom and an additional bedroom with a twin over queen bunk bed and ensuite bathroom. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a laundry room with a full-sized washer and dryer.brbrTake the elevator to the roof top deck for outstanding Gulf of Mexico views. Don't miss the famous Anna Maria sunsets!brbrEnjoy the day relaxing by the pool and a take a dip in the hot tub. The poolside lounge area features couches and chairs and is a covered retreat from the sun. When you're not soaking up the sun at the beach, challenge your family and friends to a friendly game of Corn Hole or for even more fun, practice your putting skills on our private 2-hole mini putt putt course. brbrLocated in Holmes Beach, Dilly Dally by the Sea is 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: King with En-suite Bathroom & TV on Floor 2brBedroom 2: King with En-suite Bathroom & TV on Floor 2brBedroom 3: King with En-suite Bathroom & TV on Floor 3brBedroom 4: Twin over Queen Bunkbed with En-suite Bathroom & TV on Floor 3brbrPlease note, brPets are not permitted in this home.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.brbrVRC23-000016brbrGolf 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.

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Sleeps

$648.35

/ Nightly

Private Vacation Home

Modern Beach House: 200 Steps to Gulf Sand + Private Heated Pool

Holmes Beach, Florida, United States

The spacebr 2914 Gulf Drive - `Seashell Shack`br⭐️Super host Property + Verified for Cleanliness + Communication⭐br Seashell Shack – Private Pool + Steps to the Gulf!brbrWelcome to Seashell Shack, your laid-back island escape just a short stroll from the warm turquoise waters and sugar-white sands of the Gulf of Mexico. This charming, pet-friendly beach home offers the perfect mix of comfort, convenience, and coastal fun.brbrWith three bedrooms, two bathrooms, and a private backyard oasis, it’s ideal for families, couples, or small groups looking to relax and recharge.br Backyard ParadisebrAfter a day at the beach, unwind in your private backyard featuring:brbr• Sparkling heated poolbr• Plenty of outdoor seating for lounging or diningbr• Peaceful, tropical vibesbrbr Sleeping ArrangementsbrbrPrimary Bedroombr• King bedbr• TVbr• En-suite bathroom with walk-in showerbrbrSecond Bedroombr• Queen bedbr• TVbrbrThird Bedroombr• Two twin trundle beds (sleeps up to 4 upon request)br• TVbrbr Location, Location, LocationbrbrTake a one-minute walk to the free island trolley stop and explore everything the island has to offer, including the charming shops and restaurants along Pine Avenue and the iconic Anna Maria Pier.brLooking to elevate your stay Consider booking:brbr• Fishing chartersbr• Boat rentalsbr• Manatee & dolphin toursbr• Kayak toursbr• Bike rentalsbr• A round of golfbrbr Good to Knowbrbr• Pet-friendlybr• Entry code provided the day of arrival once the property is readybr• Welcome book inside with WiFi details and local recommendationsbr• Rental agreement required prior to check-inbrbrbrWhether you’re soaking up the sun poolside or exploring the best of island life, Seashell Shack is the perfect place to create unforgettable beach memories.brbrOther things to notebrFor your convenience, the home includes a beach wagon with beach chairs, a beach umbrella, and all bath towels, beach towels, and linens—everything ready for a relaxing stay!brbrRental agreement to be signed before check in.brPlease note a starter set of toiletries and supplies are left for your arrival. The complimentary starter set includes: brTwo rolls of toilet paper per bathroom, small hand soap, one paper towel roll, two garbage bags, small dish soap and two pods for the dishwasher. With a Publix grocery store located nearby for anything else desired.brbrEntry code is provided day of arrival when rental is readybrPools are heated October - April at no additional costs. Full disclosure if temperate drop below 60 heaters do not work at full capacity fighting the ambient temp. Below 60 the heaters do not come on until temperatures risebrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level. Noise ordinance is in effect 10pm to 7am. Excessive and unreasonable noise can result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrVRC24-000033brQuiet hours between 10pm - 6ambrNo partiesbrNo smoking

3

Bed

2

Bath

6

Sleeps

$388.5

/ Nightly

Private Vacation Home

The Pink House - Walking Distance to the Beach and Restaurants

Holmes Beach, Florida, United States

Welcome to The Pink House – a charming original island cottage on beautiful Anna Maria Island, freshly renovated to blend classic Florida vibe with modern comfort! brbrThis spacious 4-bedroom, 4-bathroom home sleeps up to 8 guests comfortably. Three luxurious king bedrooms each feature private en-suite bathrooms for ultimate privacy and relaxation. The fourth bedroom is a fun bunk room perfect for kids or extra guests, with a full bathroom conveniently located just across the hall.brbrAt the heart of the home is an inviting open-concept great room where the fully equipped kitchen, dining area, and living room flow seamlessly together – ideal for gathering with family and friends, sharing meals, and making unforgettable vacation memories.brbrThe kitchen is well-appointed with all-new appliances, plenty of counter space, and everything you need to whip up beachside feasts.brbrLocation couldn’t be better: just a short, easy walk to the pristine white-sand beaches and sparkling Gulf waters of Anna Maria Island.brbrYou’re also steps away from fantastic local dining spots like The Ugly Grouper, Freckled Fin, Doctor’s Office, and many more – no car needed for evenings out!brEscape to paradise at The Pink House – your perfect Anna Maria Island getaway awaits!brManaged by Doreste Propertiesbr`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.`brbrVRC25-000152

4

Bed

4

Bath

8

Sleeps

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