Home Vacation Home Rentals By Owner In Holmes Beach, FL

Showing 380 Of 800 Vacation Rentals
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Exceptional(1)

$399.24

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Private Vacation Home

Spacious Oasis - 3BR Pool Home - By Island Real Estate

Holmes Beach, Florida, United States

Welcome to Spacious Oasis! Spacious Oasis is a Mediterranean style 3-bedroom, 3-bathroom pool home located just blocks away which is a short stroll from the gorgeous beach of Anna Maria Island! This home has everything you need to feel like you are on vacation every day. This home also has an elevator for your convenience. Spacious Oasis is located less than ten minutes away from the Waterline Marina and Beach Club, the Holmes Beach shopping area with great restaurants, bar, and stores to purchase your holiday trinkets. brbrHIGHLIGHTS • 2703 sq ft. • Private heated pool • Elevator • Pet friendly • Outdoor kitchen • 0.3 miles from bay access • 0.2 miles from beach accessbrbrBEDROOMS • Sleeps 6 • Primary Bedroom: King Ensuite • Second Bedroom: Queen • Third Bedroom: One Twin Bed and Two Twin Bunk Beds brbrBATHROOMS • Primary Bathroom: Walk-in Shower/ Tub • Second Bathroom: Walk-in Shower • Third Bathroom: Walk-in Shower EXTERIORbrbrGuests are sure to take full advantage of all the outdoor, Florida lifestyle features! The conveniently located covered porch area with an outdoor kitchen. Keep your beverages cold on those hot Florida days with the outdoor refrigerator, located in the private bar area off the patio. Just steps off the patio there is a private heated pool for you and your guests to enjoy! A wonderful private swimming pool, outdoor seating, and outdoor shower make this a fabulous backyard. The gas grill is located here as well for a great BBQ night. The free standing hot tub is not for guest use...owner use only. brbrAmple parking is available with the attached two car garage and off-street parking close to the home. Don't forget to bring your furry family member. Spacious Oasis is dog friendly. There is a non-refundable fee of $250.00 plus tax per dog up to 50 lbs. are welcome. The pet fee does not cover any damage caused by the pet. 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.br brbrVRC19-000153brbrAmenitiesbrbr• Balconybrbr• Beach Cartbrbr• Beach Towelsbrbr• Central A/Cbrbr• Dishwasherbrbr• Dogs up to 50 lbsbrbr• Drip Coffee makerbrbr• Elevatedbrbr• Elevatorbrbr• Garagebrbr• Garbage disposalbrbr• Hair Dryerbrbr• Dog Friendly - fee of $250 plus tax per dog.brbrMax Vehicles Allowed: 2 Max Day Guests: 2
Bed 3

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Bath 3

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Sleep 6

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Exceptional(1)

$956.3

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Private Vacation Home

NEW! Coconuts 106! Beach Front! Heat Pool!

Holmes Beach, Florida, United States

Summary:brbrWelcome to Coconuts Beachfront #106! This renovated ground-floor condo features 1 bedroom and 1 bathroom, on the sands of Holmes Beach. Enjoy Gulf views from the living room, kitchen, and private patio, or step out your back slider straight onto the beach. Perfect for couples or small families, this retreat offers comfort, relaxation, and unforgettable days by the shore.brbrbrbrThe Space:brbrWelcome to Coconuts Beachfront #106, the perfect island retreat for couples and small families! This beautifully renovated ground-floor condo features one spacious bedroom and one bathroom, just steps from the sugar-white sands of Holmes Beach. With a prime beachfront location and access to resort-style amenities, this getaway blends comfort, convenience, and stunning Gulf views.brbrbrbrVRC16-000666brbrbrbrHighlightsbrbr• Direct beachfront location with easy beach accessbrbr• Community heated pool with lounge chairsbrbr• Screened-in lanai with beach viewsbrbr• Smart TVs and free Wi-Fibrbr• BBQ grills and outdoor dining areasbrbr• Coin-operated laundry on-sitebrbr• One designated parking spacebrbrbrbrStep outside your door and enjoy the best of island living. Spend the day on the beach, lounge by the sparkling pool, or grill up your fresh catch in the outdoor dining area.brbrbrbrInside, the open-concept living space is bright and welcoming. The fully equipped kitchen makes meal prep simple, while the dining nook is perfect for romantic dinners or family meals. Relax in the living room, or sip morning coffee and evening cocktails from the screened-in lanai while taking in breathtaking Gulf views.brbrbrbrThe primary bedroom features a luxurious Stearns & Foster Lux Estate Firm Tight-Top king mattress with premium pillows, providing resort-quality comfort for a restorative night’s sleep. A queen sleeper sofa offers additional accommodations, and the updated bathroom includes a spacious walk-in shower.brbrbrbrRoom DetailsbrbrPrimary Bedroom: King bedbrbrLiving Area: Queen sleeper sofabrbrbrbrBook your stay at Coconuts Beachfront #106 today and enjoy a sun-soaked escape to Holmes Beach!brbrbrbrGuest Access:brbrCoconuts features beautifully maintained shared grounds with lush tropical landscaping. During your stay, you’ll have access to a shared swimming pool and convenient propane barbecue grills—perfect for relaxing or enjoying a meal outdoors.brbrbrbrOther Things to Note:brbrFor your convenience, the home includes 4 beach chairs, a beach cart, a beach umbrella, and all the bath towels, beach towels, and linens you'll need—everything ready for a relaxing stay!brbrbrbr1 car maximum are able to park at this home. The parking spot is marked with Unit 106. We ask our guests to please plan accordingly and coordinate with your group.brbrbrbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!
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Sleep 4

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Exceptional(37)

$569.03

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Private Vacation Home

Golf cart+4BR/3B 2100sq Renovated, Large Pool and deck

Holmes Beach, Florida, United States

Recent Review: I can’t say enough good stuff about this house and location. We stayed for 7 days and the house was super clean, great hosts and the location puts everything within walking distance and certainly within golf cart distance. We are a family of 6 and everyone had their own space. The bunk bed room was perfect for our three boys ages 3 to 9. The mother-in-law also had plenty of space of her own. Easy walk to the beach and restaurants where we spent most of our time. We would go back to the same house for sure. Also was a huge bonus to have a golf cart, pool and outdoor shower.brbrUrban Oasis is a privately owned 4 bedroom, 3 bath townhouse located at 314 64th Street, Holmes Beach, Florida. Block and a half from the quiet and sought after beach access point on 65th Street. 4 minute walk on a quiet residential street to walk to the beach. This 2100 Sq foot home features grey blue hues, coastal furniture, driftwood accents, themed rooms and designer accents.brThis home has been fully renovated top to bottom and a brand new master en suite has been added in July 2018. This house is fully stocked with tons of extra linens, two baby beds, beach towels, two beach carts, a basketball hoop and lots of beach toys. It has one of the largest heated residential pools ( during winter) on the island ( shared with one family) featuring a large private dining space with teak dining room table with plenty of room for your party of 10. We have also added a 6 person golf cart that is brand new!brSip your coffee from the dining room porch and watch the sun rise over the canal and in the evening you can stroll to the beach for the gorgeous sunset or view it from the Palm rooms private porch. Ugly Grouper and Beach Bistro restaurant is walking distance from the house and many other restaurants and bars are close by. If driving isn't your style, take advantage of the beach trolley that runs up and down the island and can be picked up a short walk from the house.brbrVRC# - VRC19-000036brMinimum Stay Requirements - 7 nightsbrOccupancy - 4 bedrooms - 8 peoplebrNumber of On-site parking spaces - 4brPlease 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. - VRC19-000036
Bed 4

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Sleep 8

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Exceptional(5)

$324.53

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Private Vacation Home

Great location. Family friendly, heated pool and walk to beach

Holmes Beach, Florida, United States

Walk to the beach or laze by the backyard pool! Or jump on the free island trolley and see the sights.brbrWelcome to your Holmes Beach getaway on Anna Maria Island. This well-located 1/2 duplex is set up for families, couples, and friends who want an easy, laid-back beach trip with everything close by.brbrThe spacebrThis home features 2 bedrooms and 2 bathrooms:br• Bedroom 1: King bed, en-suite bathroom with walk-in showerbr• Bedroom 2: King bedbr• Hall bathroom: Tub and shower combobr• Living room: Pull-out sofa for extra sleeping spacebrbrHighlights You’ll Lovebr• Prime location, 2.5 blocks to the beachbr• Shared heated pool and outdoor showerbr• Outdoor patio dining for 4 with umbrellabr• Pool loungers and Adirondack chairsbr• Gas BBQ grillbr• Parking for 2 carsbr• Keyless entry for easy check-in and beach daysbrbrKitchen and AmenitiesbrThe kitchen is fully equipped for cooking and dining at home, including:br• Coffee makerbr• Toaster ovenbr• Microwavebr• Dishwasherbr• Stove and ovenbr• RefrigeratorbrbrYou also get:br• Full-size washer and dryerbr• WiFi br• TVs in both living roomsbr• Beach chairs, Umbrella & WagonbrbrBeach and Island LifebrThe beach is about 0.2 miles away. Walk there in minutes and enjoy the white sand and calm water. Restaurants and bars sit nearby, and the free island trolley makes getting around simple.brPrefer a pool day Relax in the shared heated backyard pool with a retractable awning so you control your sun and shade. The pool is shared with the other side of the duplex.brbrTraveling With a Bigger Group brBook both sides of the duplex, Island Break and Island Interlude. Each group gets separate living spaces, kitchens, bedrooms, and bathrooms, while sharing the backyard pool.brbrAirportsbr• Sarasota Bradenton International Airport (SRQ): about 30 minutesbr• Tampa International Airport (TPA): about 1 hourbrbrAvailability and Holiday PolicybrOur calendar updates in real time. If the dates show open, they are available.brNo arrivals or departures on major holidays, including:brNew Year’s Day, Mother’s Day, Memorial Day, Father’s Day, July 4th, Labor Day, Thanksgiving Day, Christmas Eve, and Christmas Day.brbrYou will be 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.brbrMax 2 vehiclesbrMax 6 peoplebr7 Night minimal stay as per city codebrPrimary renter must be 25 years oldbrLicense Number: VRC21-000059brProfessionally managed by Portfolio Vacations
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Bath 2

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Sleep 6

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Exceptional(73)

$402.24

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Private Vacation Home

Private pool, 3 bedroom on Anna Maria Island, only minutes to the beach!

Holmes Beach, Florida, United States

The comfort in Egret's Landing is stunning. The home is fully equipped with everything you need like a full kitchen with dishwasher, washer, dryer, flat-screen HDTV set and free WIFI! One bedroom has a queen bed, two have king beds and there is a bonus room with bunk beds for the kids. Master bath features walk in shower and double sinks. Take a dip in the private heated pool of a this charming bungalow or use the gas grill while entertaining outside! br Just a short walk away is the famous white sandy beaches of Anna Maria Island. A beach cart, some chairs, as well as beach towels are provided. For other activities hop on the free Island Trolley that rides you up and down the Island. Close to everything: shops, restaurants and bars.brLinens & towels, etc. + beach equipment provided.brbrAccommodates up to 6 people. Minimum Stay Required: 1 Week. brMax. parking: 3; VRC 17-000032brbrYou 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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Exceptional(74)

$502.85

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Private Vacation Home

Steps to the beach! PRIVATE HEATED POOL w covered lanai. Central location.

Holmes Beach, Florida, United States

Two minute walk to beach access at the end of our street! PRIVATE heated pool. Air conditioned 2 bedroom 2 bath home. Private backyard.Paradise found !brbrWelcome to Sea Star Cottage! Beautifully decorated with your own private heated pool plus large covered ground floor lanai. You will be steps to the beach with access point at the end of our road. We supply everything you'll need for an easy beach vacation. Beach towels, beach trolly, chairs, umbrellas and a cooler bag! All you'll need is your swimsuit. brbrWe strive to bring only the best quality experience to our guests, to do so we provide a professional linen service to better enhance your enjoyment while staying here. This luxury amenity provides you high quality linens that are in place and ready for your use upon arrival. These high- quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume and dye free soaps assuring all of our guests a comfortable stay.brbrOur property includes use of our MEMBERSHIP at The Center of Anna Maria Island. This membership allows our guests access to pickleball, tennis, a fitness center and wellness classes including yoga. There is also access ( some at additional costs) to kids camps and concerts. Feel free to ask us more about our membership. brWe think of the little things to make your vacation special. All linens are provided including sheets, bath towels, kitchen towels, and pool towels.brbrSea Star cottage is in a great location centrally located on Anna Maria Island. Walking distance to shops and restaurants yet nestled just off of the main road.brbrAmenities: br- Located steps to beautiful beachbr-Private heated pool (we heat the pool at no extra charge during the winter months)br-private backyard with covered lanai.br- private upstairs deckbr-Parking included br-Free island trolly stop at the end of our street (one minute walk away)br- Centrally located on the island near to shops and restaurants br- free WiFibr- Beach wagon, umbrellas, beach chairs, coolerbrbr-Gas BBQbr-plenty of outdoor seating including chaise lounges, Adirondack chairs and two outdoor dining tables.brbrFully stocked kitchen with stainless steel appliances and quartz countertops:br-Keuregbr-kettlebr-drip coffee machinebr- toasterbr- blenderbrbr-Washer and dryerbrbrTwo bedrooms:brMain bedroom Kingsize bed with en-suite bathroom and walk in closet. HDTV in all rooms brbrSecond bedroom has two twin beds and HDTV brbrTwo full bathrooms :brMain bathroom full bathroom with tub/shower combobrMaster bathroom has walk in shower brbrbrbrbrPlease be a good neighbor by keeping the noise to a respectable level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. brbrbrbrWhat makes this property so special is its very close direct beach access to the idyllic soft white sand of the Gulf beaches and breathtaking sunsets. A peaceful neighborhood, walking distance to restaurants and shops. Free island trolly bus stop just around the corner. Onsite parking makes it easy to unload.brbrIf you are a larger party, or traveling with friends and family please checkout our other site Vrbo property ID 1645447( or contact owner to inquire) which allows you to rent both sides. Both units have private yard and pool but fences can be opened to share the property. This allows you to be as together as you may like while still having your privacy.brbrWe do not allow parties or events. No pets allowed. No smoking.brbrbrbrbrVRC 19-000082
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Exceptional(65)

$502.85

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Private Vacation Home

Two minute walk to beach! PRIVATE HEATED POOL w covered lanai. Great location!

Holmes Beach, Florida, United States

Two minute walk to beach access at the end of our street! PRIVATE heated pool. Air conditioned 2 bedroom 2 bath home. Private backyard. Paradise found !brbrWelcome to Sand DollarCottage! Beautifully decorated with your own private heated pool plus large covered ground floor lanai. You will be steps to the beach with access point at the end of our road. We supply everything you'll need for an easy beach vacation. Beach towels, beach trolly, chairs, umbrellas and a cooler bag! All you'll need is your swimsuit. brbrOur property includes membership to The Center of Anna Maria Island. This membership allows our guests access to pickleball, tennis, fitness center and wellness classes including yoga. There is also access ( may be additional costs ) to kids camps and concerts. Feel free to ask us more about our membership. brbrWe strive to bring only the best quality experience to our guests, to do so we provide a professional linen service to better enhance your enjoyment while staying here. This luxury amenity provides you high quality linens that are in place and ready for your use upon arrival. These high- quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume and dye free soaps assuring all of our guests a comfortable stay.brbrWe think of the little things to make your vacation special. All linens are provided including sheets, bath towels, kitchen towels, and pool towels.brbrSand Dollar Cottage is in a great location centrally located on Anna Maria Island. Walking distance to shops and restaurants yet nestled just off of the main road.brbrAmenities:br- Located steps to beautiful beachbr-Private heated pool (we heat the pool at no extra charge during the winter months)br-private backyard with covered lanaibr-Membership at The Center of Anna Maria Island - use of pickleball, tennis, fitness center and yoga classes -private upstairs deckbr-Parking included br-Free island trolly stop at the end of our street (one minute walk away)br- Centrally located on the island near to shops and restaurants br- free WiFibr-Wagon, beach chairs, umbrellas and coolerbrbr-Gas BBQbr-plenty of outdoor seating including chaise lounges, Adirondack chairs and two outdoor dining tables.brbrFully stocked kitchen with stainless steel appliances and quartz countertops:br-Keuregbr-kettlebr-drip coffee machinebr- toasterbr- blenderbrbr-Washer and dryerbrbrTwo bedrooms:brMain bedroom Kingsize bed with en-suite bathroom and walk in closet. HDTV in all rooms brbrSecond bedroom has two twin beds and HDTV brbrTwo full bathrooms :brMain bathroom full bathroom with tub/shower combobrMaster bathroom has walk in shower brHigh quality linens professionally launderedbrbrbrbrbrbrPlease be a good neighbor by keeping the noise to a respectable level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. brbrWhat makes this property so special is its very close direct beach access to the idyllic soft white sand of the Gulf beaches and breathtaking sunsets. A peaceful neighborhood, walking distance to restaurants and shops. Free island trolly bus stop just around the corner. Onsite parking makes it easy to unload.brbrIf you are a larger party, or traveling with friends and family please checkout our other site Vrbo property ID 1645540 ( or contact owner to inquire) which allows you to rent both sides. Both units have private yard and pool but fences can be opened to share the property. This allows you to be as together as you may like while still having your privacybrbrWe strive to bring only the best quality experience to our guests and provide a professional linen service to better enhance your enjoyment while staying here. This luxury amenity provides you high quality linens that are in place and ready for your use upon arrival. These high- quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume and dye free soaps assuring all of our guests a comfortable stay.brbr If you enjoy outdoor cooking there is a Webber gas BBQ / grill as well. ***Please note that although we have a scheduled time for filling bbq propane tanks, we cannot guarantee they will be full upon your arrival. Please check tanks if you plan to use the bbq and if they require a fill the local grocery store and hardware store will fill them. Our staff is unable to deal with the tanks. We will reimburse you for fills if needed. brbrWe do not allow parties or events. No pets allowed. No smoking.brbrVRC 19-000081 licensing number
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Exceptional(1)

$777.56

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Private Vacation Home

Beach! Spa, Pool, PuttPutt Games&More

Holmes Beach, Florida, United States

Located in the heart of Holmes Beach on Anna Maria Island, this 4-bedroom, 5.5-bath coastal getaway is your dream vacation home — perfect for families, friends, or group trips.brbr☀️ Short walk to the beachbr Private mini putt-putt + game roombr Heated pool + spa oasisbr Close to bars, dining, and island funbrbrThe spacebrThis home is all about laid-back luxury and fun in the sun. Whether you're soaking in the spa, playing games, or exploring the island, every detail was designed for unforgettable memories.brbrKey Features:brbr4 spacious bedrooms • 5.5 bathroomsbrbr ‍♂️ Heated pool + spa with lush landscapingbrbr Game room w/ pool table, ping pong, pop-a-shot & morebrbr⛳ Private mini putt-putt coursebrbr Outdoor dining + propane grillbrbr ️ Fully stocked with beach chairs, umbrellas, toys, & cartbrbr Fast Wi-Fi + Roku smart TVs throughoutbrbr Chef’s kitchen with everything you needbrbr Beds: 3 Kings, 1 Bunk (2 Queens), 1 Queen Sofa Bedbrbr LocationbrTucked into the heart of Holmes Beach, you’re just:brbr ‍♀️ A short walk to the white-sand beachbrbr ️ Minutes to local restaurants, bars & ice cream shopsbrbr Close to kayaking, paddleboarding, fishing & island rentalsbrbrbrbrbr What Guests Are Sayingbr⭐️⭐️⭐️⭐️⭐️ “The kids LOVED the mini golf and pool. Beach was so close. Hosts were amazing — felt like staying with friends!”br⭐️⭐️⭐️⭐️⭐️ “Spotless, stylish, and the outdoor space is unreal. We’ll be back next year.”brbrbrbrbr✨ Your 5-Star Stay AwaitsbrWe go above and beyond with a digital concierge guidebook full of local tips and experiences to help you live like a local.brbrReady to relax, play, and make unforgettable memories brBook your island escape today.brbrHouse Rules: brMinimum stay requirements: 7 nights. brMax occupancy: 8 guests. brNumber of vehicles allowed: 4. brCity Noise Ordinance: 10pm-8ambrVRC21 000055
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Exceptional(25)

$472.6

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Private Vacation Home

FANTASTIC, RENOVATED 2 BEDROOM HOME STEPS TO BEACH!

HOLMES BEACH, Florida, United States

3706 Gulf Drive, Holmes Beach, FL Anna Maria IslandbrbrFantastic, recently renovated home located just steps to the beach. This 2 bedroom, 2 bath ground level home was professionally decorated and offers luxury furnishings and decor. Off of the main living room is a cozy den with a sleeper sofa and sliding doors for privacy. The kitchen offers stainless appliances, quartz counters and a custom breakfast bar. brbrThis great property offers a covered patio with comfortable furnishings and a gas grill (propane is a guest expense). 2nd bathroom (originally the home's beach bath) is located off the patio. This full bathroom offers a step-in shower and is easily accessed from the second bedroom.brbrIf you're looking for island luxury living, in a quaint home with easy beach access- this home is for you! Just a short walk to shopping & dining. Nearby, walkable eateries include Skinny's Place, AMI Beach Cafe (famous for their all-you-can eat pancakes), Solo's Pizza, Paradise Bagel & Cafe, Peach's, and more. Our local grocery store, Publix and Walgreen's Package Liquor are also right around the corner.brbrHome is able to accomodate up to 8 guests.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. --Chapter 4-14brbrVRC16-000439
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Exceptional(41)

$852.6

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Private Vacation Home

Sand Of Times-Beautiful 6 bedrooms with private pool/spa with a water slide

Holmes Beach, Florida, United States

Sands of Timebr6908 Holmes BlvdbrHolmes Beach, FL 34217brVRC18-000007brbrSands of Time is a newly built 6 bedroom, 4.5 bathroom vacation home located less than two blocks from the white sand beaches in the heart of AMI. The home sleeps 12 and is the perfect choice for a multiple family vacation! The home is professionally decorated to create the perfect luxury beach atmosphere! High-speed internet and Spectrum TV will keep you connected, or choose to escape from it all on the four private decks, tropical pool, or on a beach bike ride with the 4 adult cruisers. The kitchen is fully stocked with all of the amenities of home. High capacity washer and dryer are located on the main floor to clean those sandy swimsuits.brThis house is conveniently located on Holmes Blvd, providing a quiet retreat located in the heart of the island. The home is centrally located with access to the charm of the Pine Ave shops and easy to access shops, restaurants, bars and activities. The AMI trolly has a stop less than a block from the house!brThe private heated pool, spa and waterslide are sure to be a hit with the whole family. The patio area is newly updated with a bar, bar seating, lounge chairs, large dining area, outdoor shower and a stainless steel grill. The covered lanai, next to the pool, offers ample seating and the perfect place to watch the game on the outdoor tv. In the evening, the backyard becomes a topical oasis with lit palms and outdoor lighting. Need a break from the beach Enjoy the arcade game, ping pong or one of the ample yard games! brThe Sands of Time offers 6 newly decorated bedrooms, each with a smart flatscreen TV. 4 bedrooms have king beds, one bedroom has two twin beds and one bedroom offers two sets of bunks- the perfect place for a kids sleepover! Three kings have en suite bathrooms and three have private balconies! brThis property also provides 4 adult bikes and many beach amenities - 2 beach carts, several beach chairs, toys, floaties, skim boards and beach umbrella. brThe Sands of Time offers high-quality linens that are professionally laundered using the latest and best technology. These linens include sheets, pillow cases, bath towels, hand towels, wash clothes, beach towels and kitchen towels. Leave your worries at home and leave the cleaning to us!
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Exceptional(36)

$296.73

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Private Vacation Home

AM I Dreaming: Heated Pool, Family Friendly Home, 3-min walk to beach!

Holmes Beach, Florida, United States

The vacation you have imagined finally becomes a reality. AM I dreaming is a bright and charming 3 bedroom, 2 bathroom cottage located just one block from the beach. Inspired by the colors of the sand and sky, AM I dreaming offers custom artwork showcasing what makes Anna Maria Island so special. The master bedroom offers a king bed, spacious closets, and a private bathroom with Jacuzzi tub and a separate shower. The bedroom with a queen-sized bed connects to the fully-stocked kitchen; making it easy for guests to grab a cup of coffee before greeting a Florida morning on their own deck. A third bedroom has twin beds that will have guests snug as island sea turtles in their nests. There’s indoor dining for six, and a separate covered outdoor living space to grill and eat the catch of the day, sway on a swing, or dip in the pool. Keep your car cool in the garage, as the free Island trolley stops just across the street. Unplug and make memories with games, books and comfortable furniture made for conversations. When you need to be connected, count on free Wi-Fi, Netflix, and three flat screen TVs. But don’t be surprised if they don’t get much use; you may find yourself too busy making AM I dreams come true.brbr*Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrVRC16-000214
Bed 3

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Bath 2

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Exceptional(2)

$342.39

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Private Vacation Home

217 84th - Anna Maria Island- Private home 3 Bedroom/ 2 Bath with private pool , maximum occupancy of 6 people.

Holmes Beach, Florida, United States

217 84th Street - Anna Maria Island - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC#20-000113br Private Pool - Distance to the Beach: 3 Blocksbr Please ask for Long-term specials. br br No Pets.br br Old Florida, ground level home, with all the comforts, in a quiet residential area of Holmes Beach. Tropical and private, screened-in, solar heated pool. Spacious and comfortable. Centrally located, restaurants and local shops are conveniently close by.br br br Enjoy many activities on your visit: swimming, snorkeling, beautiful sunsets, fishing, boating, shopping, watching wildlife, golfing, bicycling, tennis, kayaking, or more. Easily explore, taking advantage of the free trolley, with convenient stops the length of the island.br br You are vacationing in a residential area. We ask that you please be a good neighbor by keeping the noise to a respectful level during the day and night. A violation of the city's noise control ordinance shall subject the violator to the issuance of a notice of violation or citation. Noise is measured at the property line of the property generating the noise.br Amenities Include:br - # Bedrooms: 3br - Bed Sizes: Queen/Full/2 Twinbr - Sofa Sleeper: Futon (Full)br - # Baths: 2br - Tub or Shower: Tub (G) Shower (M)br - Pool: Private caged poolbr - Pool Heat Avail: Solar/Heat pumpbr - #of units in complex: 1br - Square Feet: 1332br - Floor Number: 1br - Distance to Beach: 3 Blocksbr - Internet: wifibr - View: Communitybr - washer dryer: Yes-separate roombr - Dishwasher: Yesbr - Maximum Persons: 6br - DVD/VCR: Yes-bothbr - TV: (LV)(M)(G)br - Phone: Yesbr - Hairdryer: Yesbr - Type of Parking: Carport
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Exceptional(4)

$420.88

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Private Vacation Home

Seaquel: A Tropical Retreat - Private Pool Home

Holmes Beach, Florida, United States

Plan your getaway to the serenity of Seaquel on Anna Maria Island. This 3-bedroom, 2-bathroom detached private pool home has everything you need for the perfect beach vacation. Its ideal location sets this home apart: 3.5 blocks to the beach, 5 blocks to the grocery store, 2 blocks to the trolley stop, and 6 blocks to a dozen shops and restaurants! Inside, you'll find a spacious layout with vaulted ceilings, the backyard boasts a large outdoor kitchen, and the balcony even has views of the bay. Please note that the pool is surrounding by lush landscaping which does keep the pool fairly shaded. The pool is heated to 84 degrees. brbrThe space:brLocated on South Harbor Drive in Holmes Beach, a very quiet Holmes Beach residential neighborhood. This home sleeps 6 people with 1 King bed and 2 Queen beds.brbrHighlights include:br- Private single-family homebr- Great proximity to the best of Anna Maria Islandbr- Fenced-in backyard with private poolbr- Large outdoor grill and entertaining areabr- Balcony with views of the baybr- 2-car garage and ample driveway parkingbr- Quiet neighborhoodbr- Spacious open layoutbr- 2-full bathroomsbr- Elevator to the main living spacebr- Beach essentialsbrbrConvenience 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, streaming television and free domestic long distance calling are all included!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.brbrMinimum age requirement for booking: 25 years oldbrbrNOISE 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 #: VRC25-000124
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$320.61

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Private Vacation Home

Island Interlude: Family friendly, 2 bd, sleeps 6, heated pool, close to beach

Holmes Beach, Florida, United States

Clean island living steps from the beach. Five minute walk to the sand. Quiet backyard with a large shared heated pool. This Holmes Beach duplex places you in the center of Anna Maria Island with easy access to beaches, dining, and the free island trolley.brbrSpend mornings at the beach. Return to a spotless home and relax by the oversized pool. Rinse off in the outdoor shower. Grill dinner. Sit outside and enjoy the calm island pace.brbrHome layout:brTwo bedrooms (Both with King Beds)brTwo bathroomsbrSleeps sixbrQueen pull out sofabrbrIndoor features:brBright, well maintained interiorsbrHigh cleanliness standardsbrFully equipped kitchenbrCoffee maker, toaster oven, microwavebrDishwasher and full size stovebrRefrigeratorbrWasher and dryerbrWiFi and Smart TVbrbrOutdoor features:brLarge shared heated poolbrPool loungers and Adirondack chairsbrOutdoor showerbrPatio seating for fourbrGas BBQ grillbrbrLocation highlights:brTwo and a half blocks to the beachbrFive minute walk to the GulfbrFree island trolley nearbybrCentral Holmes Beach locationbrbrParking:brParking for two vehicles onlybrIsland parking is limited. Plan accordinglybrbrAdditional notes:brKeyless entry for easy accessbrReal time calendar updatesbrSeparate rental agreement required after bookingbrPrimary renter must be 25 years oldbrbrNearby airports:brSarasota Bradenton International Airport, about thirty minutesbrTampa International Airport, about one hourbrbrYou will be 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.brbrMax 2 vehiclesbrMax 6 peoplebrPrimary renter must be 25 years oldbr7 Night minimal stay as per city codebrLicense Number: VRC23-000044brProfessionally managed by Portfolio Vacations
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$407.35

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Private Vacation Home

Beautiful Bungalow with Private Pool! Close to Beach!

Holmes Beach, Florida, United States

Day Break Bungalow by AMI Locals brVRC19-000140brbrExperience the ultimate beachside escape at Day Break Bungalow, a beautifully remodeled three bedroom, three and a half bath home, just an eight-minute walk to stunning Holmes Beach! This elegant vacation retreat is perfectly situated in the heart of Anna Maria Island, offering panoramic balcony views, a private heated pool, and plenty of space for family fun. With top-rated shopping, dining, and outdoor activities nearby, this home delivers all the essentials for a memorable island getaway!brbrHighlights br• 8-minute Walk to Holmes Beachbr• 3 Bedroom / 3.5 Bathbr• 2 Kings, 1 Twin-over-twin bunk with trundlebr• Beach chairs and cart provided br• Private heated pool br• BBQ grillbr• Ping pong table br• Washer and dryer br• Near Marina Drive shopping, dining, and outdoor adventuresbr• Dogs allowed (with host approval)br• 2 Parking spacesbrbrRelax outdoors in your private tropical oasis featuring a heated pool, deck area with loungers, and a BBQ grill perfect for family cookouts or sunset dining. The expansive balcony offers stunning views and a peaceful atmosphere. The lush landscape creates a serene environment, ideal for unwinding or entertaining while enjoying the Florida sunshine.brbrStep into a bright, stylish interior designed for comfort and entertainment. The comfortable living room features a TV and cozy couch seating for the whole family, seamlessly opening into the kitchen. The chef’s kitchen is made up of top-of-the-line stainless steel appliances, a bar with seating for casual meals, and an open dining area with space for four guests, ideal for family dinners or entertaining friends. Large sliding doors lead to the balcony, where you can enjoy the sunshine and beautiful views.brbrThe first-floor bedroom offers a luxurious king bed and an ensuite bathroom with a walk-in shower, providing a perfect retreat for rest after a day at the beach. The second bedroom on the first level has a twin-over-twin bunk bed with a trundle, also with an ensuite bathroom, ideal for kids or guests. The upper-level master suite boasts a king-sized bed, two large walk-in closets, and an exquisite private bathroom with a soaking tub enclosed within the shower and double vanity sinks, making it a true sanctuary.brbrRoom Details br• Primary Bedroom (2nd floor): King bed, ensuite bathroombr• Second Bedroom (1st floor): Twin-over-twin bunk with trundle, ensuite bathroombr• Third Bedroom (1st floor): King bed, ensuite bathroombrbrFrom lounging by the private pool to exploring nearby shops and restaurants along Marina Drive, Day Break Bungalow Locals provides the perfect setting for your next Anna Maria Island vacation. With modern amenities, stylish spaces, and an ideal location just minutes from the beach, this home is designed for unforgettable coastal living. brbrBook your stay today and start making lasting Gulf Coast memories!brbrbr-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: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.br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
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$504.55

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Private Vacation Home

On the Beach: Breathtaking 180 degree views of Gulf of Mexico

Holmes Beach, Florida, United States

This beautiful 5-bedroom, 4-bathroom vacation home in Holmes Beach is just steps from the beach with fantastic Gulf views. This home is the perfect beach getaway with everything you could want while enjoying Anna Maria Island. brbrThe decor and amenities are upscale making it the ideal space. Just imagine waking up to the sound of the surf rolling in. Enjoy a cup of coffee or vino on one of your many decks as the sun comes up and the island comes to life. Spend the day on the beach or take a relaxing dip in your private pool. Gather around the dining room table for dinner with the sun setting over the Gulf as your backdrop. brbrThe bedrooms in this home rental are beautifully decorated and include 2 Kings, 2 Queens, and 1 Twin-over-Twin bunk bed (located in the den) with plenty of space for up to 10 guests. Each bedroom has a flat screen TV and there are 4 full bathrooms. The master bedroom has an en-suite bathroom with a large walk-in closet with the second bathroom on the 3rd floor is shared between the other two bedrooms and has a tub. The second bedroom on the main floor has a private bathroom and the last is shared with the first bedroom and living area. brbrThe open concept living area is spacious and nicely decorated. The kitchen is upscale with all the amenities of home plus upscale Thermador appliances and a wine cooler - and a fantastic backsplash that glitters in the Florida sunshine. The home also includes a grill, garage parking and wireless Internet access. We guarantee our On the Beach Home will check all your vacation needs - and then some!brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrVRC19-000157
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$288.04

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Private Vacation Home

Sandy Pointe #114 ~ Beach, heated pool, Preserve

Holmes Beach, Florida, United States

Looking for a spacious and secluded place for you and your family You have found it!brbrThis unit in Sandy Pointe is well appointed and has fabulous views of Grassy Key, a natural preserve of mangroves. Bird watchers bring your binoculars! This complex is set off the main road, away from bright lights and will offer clear views at night for the stargazers. brbrThe ground floor has a two car, tandem parking, garage. It stores all the beach equipment you could ask for as well as a ping-pong table for family enjoyment and friendly competition. brbrOne floor up you have your main living area, kitchen, dining room, full bath and guest bedroom with twin beds. There are two balconies on this floor. One facing east for beautiful sun and moon rises and one on the west side for lovely sunsets.brbrOn the third floor is the master bedroom ensuite that is very spacious and offers a work space among the tree tops. If you have to work, you will be surrounded by nature and comfortable quiet space. The second guest bedroom has a full size bed and another balcony for views of the nature preserve and sunsets.brbrAll of this within minutes to shopping, eateries, grocery and Most importantly the Beach! The free trolley stop is just outside the entrance to take you to other areas of our Island Paradise. brbrThe heated swimming pool is just outside your front door. There are plenty of tables, chairs and loungers to enjoy the sun. There is also a pool side changing room, if needed.brbrAmenities Include:brbr- View: Mangroves/Tree topsbrbr- Beach Distance: 2.5 blocksbrbr- Pool, Heated: Yesbrbr- Beach Access: Publicbrbr- Pool: Yesbrbr- TV Cable/Satellite: 3 TV's/Cablebrbr- Internet Access: Yesbrbr- washer dryer: Yes/Stackbrbr- Bed Size 1st/Master: Kingbrbr- Bed Size 2nd Rm: Fullbrbr- Bed Size 3rd Rm: 2 Twinsbrbr- Beds Pull-out: Yesbrbr- Floor No.: 2 living levels above garagebrbr- Parking: Two car garage (tandem)brbr- Patio: Open air balconybrbr- Balcony: Two-One east and one westbrbr- Bbq Grill: Yes, gasbrbr- TVs/Vcr/Dvd: 3brbr- Furnished: Yesbrbr- Master Bath Features: Walk-in showerbrbr- Walk-In Shower: Yes. Twobrbr- Community Features: Poolbrbr- Garage: Yesbrbr- Bus Service Avail.: Publicbrbr- Minimum Stay: One weekbrbr- Agent: Lisa Varanobrbr- Office: Anna Maria Islandbrbr
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$391.83

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Private Vacation Home

Beach Bliss managed by Beach Retreats FL Anna Maria Island

Holmes Beach, Florida, United States

Beach Bliss by Beach Retreats Vacation Rentalsbr 320 64th Street, Holmes Beach, FL 34217br 3 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub | Walk to Beach | Pet-Friendlybr VRC17-000113br✨ Fully Renovated February 2025 ✨brWelcome to Beach Bliss, a beautifully updated 3-bedroom, 3-bathroom bungalow just minutes from the white-sand beaches of Anna Maria Island. With a private backyard oasis, modern finishes, and a prime Holmes Beach location, this home is the perfect island escape for families, couples, and groups of friends.br ​​​​​​​While most of our properties rent only from Saturday to Saturday, exceptions can be made. Please reach out to us prior to booking if you would like to arrive or depart on alternate dates, or stay for fewer than 7 nights. We would love to host you!br HighlightsbrNewly renovated in 2025 – everything fresh and modernbrJust a short walk to the beachbrHeated private pool & hot tubbrOutdoor lounge space with sun & shade seatingbrPet-friendly – up to 2 dogs allowed (with fee)brIncludes 4 beach chairs, umbrella & beach wagonbrFree AMI trolley stop only 1 minute awaybr Inside Your BungalowbrBedroom 1: King bed + ensuite bathroombrBedroom 2: King bed + ensuite bathroombrBedroom 3: Two twin beds with hall bath accessbrGourmet kitchen with stainless steel appliances & everything you need to cook at homebrSpacious, open living area with Smart TV and cozy seatingbrDining area for family meals or game nightsbr Your Backyard OasisbrLarge, heated pool & spa with plenty of space for loungingbrOutdoor dining & seating areas for BBQs, cocktails, or quiet mornings with coffeebrFenced backyard for privacy & petsbr Explore Anna Maria IslandbrFree Trolley: hop on just steps from the home and explore the island car-freebrStroll to local favorites: The Waterfront, Skinny's Burgers, The Sandbar, and morebrNearby activities: parasailing, sunset cruises, paddleboarding & bike rentalsbrEasy access to Bean Point, Bridge Street & boutique shopsbr Pet-Friendly StaybrBring your furry friends along—Beach Bliss welcomes up to 2 dogs (with $150 non-refundable per-pet fee). Please disclose pets at booking.br Booking & CancellationbrNo cancellation fees!brCancel 60+ days before arrival → Full refundbrCancel within 60 days → No refundbrExtended stays & bookings $20,000+ → Full payment 90 days prior, non-refundablebr$500 deposit due at booking; balance due 60 days priorbrFor reservations 21+ nights or $20,000+ → 10% deposit due at time of booking.brThird party travel insurance cost is due at time of purchasebrThird-party travel insurance through Beach Retreats is non-refundablebrNo changes permitted within 60 days of arrival or during staybrWe highly recommend cancelation insurancebr​​​​​​​ This home can accommodate up to 3 vehiclesbr Quiet hours at 10p-7a: please respect neighborsbr✨ Whether it's a sun-soaked beach vacation, a family retreat, or a pet-friendly getaway, Beach Bliss offers the perfect Anna Maria Island escape.br Book now at BeachRetreatsFL.com
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