Home Vacation Home Rentals By Owner In Anna Maria, FL

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Exceptional(9)

$806.52

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Private Vacation Home

The Salted Coconut by Duncan Real Estate

Anna Maria, Florida, United States

The Salted Coconut is just a short stroll to the beautiful beaches of Anna Maria! This gorgeous home is a 3-bedroom, 3-bath with a private, heated pool. There is plenty of room to host 8 guests. The ground level floor plan makes it easy to take advantage of the backyard. The pool area is very inviting with the sun on it throughout the day and provides total privacy with mature palm trees. Enter the home and get greeted by wonderful beachy decor. This Island home offers two comfortable living areas with plenty of seating, a dining area and a stunning renovated open kitchen area. The house has wide plank flooring throughout with beautiful area rugs. There is also a full laundry room inside the house. This property also comes with a beach cart. With only 8 houses to the Park Avenue beach access the provided beach cart makes this short walk even easier. Get to know the Island and explore its little side streets or take the easily accessible free Island trolley! A stop is just down the street.brbrHIGHLIGHTSbrbr1,900 sq. ft. brbr301 sq. ft. of deck spacebrbrPrivate pool (30 x15 ft.)brbrLuxury Rental brbr0.5 miles from bay access brbr0.2 miles from beach accessbrbrBEDROOMSbrbrSleeps 8brbrPrimary Bedroom: King EnsuitebrbrSecond Bedroom: King Ensuite brbrThird Bedroom: Twin & Twin w/Twin TrundlebrbrFront sitting area: Queen SleeperbrbrBATHROOMSbrbrPrimary Bathroom: Walk-in ShowerbrbrSecond Bathroom: Walk-in ShowerbrbrThird Bathroom: Shower/Tub Combo brbrEXTERIORbrbrAfter a long day at the beautiful beaches of Anna Maria freshen up with the outside shower. Hop into the 30 ft. by 15 ft. lap pool for another round of swimming. There is a wading area at one end which is great for splashing with the kids or just to unwind and cool your toes. Relax back and enjoy evening cocktails in the covered patio area with a outdoor big screen TV for watching your favorite games. Cooking fresh seafood on the grill. This is Island living and outdoor dining at its best.brbrThe pool heat is $150.00 a week. Pool heaters in private homes are locked for your safety and controls must not be tampered with as they are monitored by the pool company. 86 F is the highest heat temperature setting which might not be always reached. Please note if cold days and nights occur, water temperatures will drop and may stay cooler longer. Pool heaters will not operate and will automatically shut down if outside temperatures get too cold. While we take every precaution to ensure that pools are heated as specified, weather conditions may affect the temperature of the pool. Nothing can be done about this issue. Outdoor spas are not hot tubs and require heat at the additional cost. The temperature of a spa is typically set at the same temperature as the pool. In the event of pool equipment malfunction during your stay, Duncan Real Estate will expedite repairs as quickly as possible. It may be necessary to close swimming pools for maintenance purposes. No refund or rent adjustment will be made for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities. brbrThere are three designated parking spaces in the driveway for this property. brbrThis property welcomes weekly rentals from Saturday to Saturday. Please inquire for any other dates. brbrPlease keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrAmenities Include:brbr- Bedroom 1 King, Ensuitebrbr- Bedroom 2 King, Ensuitebrbr- Bedroom 3 Twin & Twin w/Twin Trundlebrbr- Queen Sleeperbrbr- Bathroom 1 Walk-in Showerbrbr- Bathroom 2 Walk-in Showerbrbr- Bathroom 3 Shower/Tubbrbr- Hot Waterbrbr- Beach Access 0.2 milesbrbr- Ground Level Ybrbr- Central A Cbrbr- Cental Heatbrbr- Sqft under a c 1900brbr- Free Parkingbrbr- Parking Spots 3brbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Stovebrbr- Ovenbrbr- Cookwarebrbr- Toasterbrbr- Blenderbrbr- Keurigbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Dining Tablebrbr- High Speed WIFIbrbr- TV 5brbr- Cable Channelsbrbr- Washerbrbr- Dryerbrbr- Ironbrbr- Ironing Boardbrbr- Cleaning Kitbrbr- First Aid Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Carbon Monoxide Alarmbrbr- Private Pool Ybrbr- Pool Dimensions 30 x 15brbr- Sun Loungersbrbr- Patiobrbr- Outdoor Diningbrbr- Outdoor Showerbrbr- Propane Grillbrbr- Beach Amenitiesbrbr- Exterior Outlet Ext cord from garagebrbr- Mold Free Certificatebrbr- Duncan Emerald Clubbrbr
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Exceptional(2)

$1003.24

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Private Vacation Home

Isla Living 3 Bed / 2 bath / Waterfront / Kayaks

Anna Maria, Florida, United States

** Damage from the storm restored! Open for Bookings! **brbrYour Private Oasis Awaits at Isla Living! Discover a haven of comfort and style in our meticulously curated vacation rental accommodations. Immerse yourself in modern amenities and local charm, where each space tells a unique story. Whether you seek a cozy retreat, a vibrant urban escape, or a scenic getaway, our listings cater to every taste. Experience the warmth of hospitality and the joy of discovery as you make memories in homes that feel like your own.
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$735.58

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Private Vacation Home

Palmetto Beach House ground level steps from the beach

Anna Maria, Florida, United States

Bring the whole family to this great beach house with lots of room for fun.brJust one house off the beach in beautiful Anna Maria. Well maintained large old Florida beach house with many large common areas to gather. 4 bedrooms , 3 baths, pool room, two large outdoor patios and grill, and an indoor porch too. Two kitchens, two living rooms, and two sets of washers and dryers. It can also be rented separately / upstairs or downstairs , 2 bedrooms each. Close to restaurants and Pine Street, full house access! One bedroom and most living areas are ground floor. This is a rare beauty steps from the beach! large outdoor and indoor gathering areas. Beachchairs and toys provided.brlinens providedbrbedrooms-br1 king downstairsbr1 queen+1 single upbr1 king upbr2 twins upbrkitchen fully stocked with cookware and eating utensilsbrkeuregbrcharcoal grillbroutdoor shower for rinsing offbrhurricane policy--- if a hurricane is predicated to hit on your dates or up to a week BEFORE your stay, your money is refunded.br- no pets or smoking . $500 fine for either
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Exceptional(65)

$867.04

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Private Vacation Home

Luxury AMI Home - Heated Pool & Spa - Steps to Beach - Ocean Views

Anna Maria, Florida, United States

• Custom-built 5BR/4.5BA retreat on Anna Maria Island’s quiet North Shore—just one house from the beach!brbr • Gorgeous ocean views from the porch—perfect for morning coffee or sunset cocktailsbrbr • Private heated pool & spa in a shaded backyard oasisbrbr • Spacious 3,200 sq. ft. layout—ideal for families and groupsbrbr • Professionally decorated with wood floors, marble countertops, stainless appliances, and custom cabinetrybrbr • Dining table seats 10 for memorable group gatheringsbrbr • 5 King bedrooms: Primary suite w/ private bath & shower on 3rd floor near kitchen/living; 4 guest rooms on 2nd floor (2 ensuite, 1 Jack & Jill)brbr • Crib, Pack & Play, and high chair provided for familiesbrbr • Elevator access to all levelsbrbr • Grill at home or dine at local restaurants just blocks awaybrbr • Enhanced security: driveway/pool gate cameras (no interior surveillance)brbr • No hidden fees—our rates are all-inclusive!brbrBook your Anna Maria Island escape—luxury, comfort, ocean views, and only steps from the sand!
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$315.3

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Private Vacation Home

Palmetto Beach house hideaway 1 house from beach on beautiful AMI

Anna Maria, Florida, United States

This house is steps from the most desirable part of the beach on Anna Maria Island. It is one house back from the beach as pinpointed in the photo section. It is a short walk to restaurants and Pine street. Catch the free trolly to travel up and down the Island. This house is in the city of Anna Maria.brThe spacebrThis listing is for rental of the second floor of this large house. It has its own entrance, parking, and everything on the listing. The house can be opened up and the first floor rented too for larger groups. See my other listings.brbrOther things to notebrHurricane policy-brIf a Hurricane is predicted to hit at the time of your reservation, or up to one week BEFORE, your money will be refunded upon request.brNo pets or smoking!
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Exceptional(32)

$1333.9

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Private Vacation Home

On the Beach Block! Luxury home, Pool and Spa, stay and relax with your friends!

Anna Maria, Florida, United States

Villa La Concha by Anna Maria Island AccommodationsbrVR16-000446brbrWelcome to Villa La Concha, a luxurious six-bedroom, four-and-a-half-bath vacation rental just a one minute from the white sands of Anna Maria beach! Perfect for large families or groups, this coastal retreat features a private pool and hot tub, game room, and multiple outdoor entertaining areas. Whether you’re here to relax poolside, explore Pine Avenue’s shops and restaurants, or enjoy Gulf Coast adventures, this home is designed for the ultimate Anna Maria Island getaway.brbrHighlightsbr• 1-minute/ 7 houses to Anna Maria beachbr• 6 Bedrooms / 4.5 Bathroomsbr• 5 King beds, 1 Twin-over-Twin bunk bedbr• Private heated pool with hot tub and swim-up tablebr• Game room with Ping Pong and Foosballbr• BBQ grill and outdoor dining areabr• Multiple balconies with seatingbr• Parking for 4 vehiclesbr• Washer and dryerbrbrStep outside to your private tropical oasis. The heated pool includes a fun swim-up table and a bubbling hot tub, perfect for relaxing after a day at the beach. The covered patio offers plush seating, outdoor dining, TV, and a BBQ grill for unforgettable family meals al fresco. Indoors, the game room keeps the fun going with Ping Pong, Foosball, and classic games for guests of all ages.brbrThe home’s open and airy design creates a welcoming atmosphere with abundant natural light. The living room is furnished with cozy seating and TV, ideal for family movie nights. The modern kitchen comes fully equipped with stainless steel appliances, plenty of cabinet space, and all the cookware and utensils needed to prepare group meals. A large dining table brings everyone together for meals.brbrThe primary suite is a private retreat with a king bed, ensuite bathroom with double vanity and walk-in shower, and a private balcony for morning coffee or evening breezes. Two additional king bedrooms on the second floor each include ensuite baths with walk-in showers, and one also features a private balcony. The third floor offers two more king bedrooms, plus a twin-over-twin bunk room that’s perfect for kids, along with a hallway bathroom with a shower/tub combo.brbrRoom Detailsbr-Primary Bedroom, 3rd Floor: King bed, private balcony, ensuite bathroom with double vanity and walk-in showerbr-Second Bedroom, 2nd Floor: King bed, balcony, ensuite bathroom with walk-in showerbr-Third Bedroom, 2nd Floor: King bed, ensuite bathroom with walk-in showerbr-Fourth Bedroom, 3rd Floor: King bedbr-Fifth Bedroom, 3rd Floor: King bedbr-Sixth Bedroom, 3rd Floor: Twin-over-Twin bunkbrbrThis home also includes Wi-Fi, multiple balconies with seating, a washer and dryer, and an outdoor shower to rinse off after beach days. With a central location near Anna Maria beach and just minutes from Pine Avenue’s shops and restaurants, guests can easily explore the island by bike or hop on the AMI trolley.brbrWith its private pool and spa, spacious game room, and prime location near Anna Maria beach and Pine Avenue, Villa La Concha is the ultimate vacation rental for families and groups. Book your stay today with Anna Maria Island Accommodations and experience the perfect blend of fun, comfort, and island luxury!brbrbr-br*Please note: This home is strictly an animal-free zone due to severe allergies. Due to this homeowner allergy, we are unable to welcome any animals including service and/or emotional support animals. brbr*Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrThis home is managed by Anna Maria Island Accommodations, 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.brPlease see our Anna Maria Island Accommodations Rental Policies for full details.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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Exceptional(9)

$574.78

/ Nightly
Private Vacation Home

Cute Cottage Near Beach and Shops

Anna Maria, Florida, United States

Bikini So Tiny by AMI Locals brbrWelcome to Bikini So Tiny, a charming one bedroom, one bath pet-friendly vacation rental that captures the character of historic Anna Maria Island with modern comforts. Located right on lively Pine Avenue, you’ll be just a five-minute walk to the beach and steps from boutique shops, local eateries, and island attractions. This retreat is perfect for couples, small families, or solo travelers looking for an authentic island experience! brbrHighlights br- 5-minute walk to Anna Maria Beach br-1 Bedroom / 1 Bathroom and Den br-Queen bed and Queen sleeper sofa br-Private patio with BBQ grill and outdoor seating br-Washer and dryer br-Dedicated workspace br-Near Pine Avenue shops, restaurants, and galleries br-Dog friendly br- 1 Parking space brbrRelax in your private backyard oasis, surrounded by tropical palms. The covered porch offers a shady retreat with Adirondack chairs and an outdoor dining table, perfect for enjoying casual meals after a day at the beach. Fire up the BBQ grill for an island cookout or simply unwind with a cool cocktail. brbrStep inside to a cheerful coastal cottage filled with natural light. The living area features a plush sofa, TV, and elegant décor, while a nearby desk provides a convenient workspace for remote work or study. The kitchen is fully equipped with essentials like a coffee maker, blender, toaster, and cookware, making it easy to whip up snacks, light meals, or morning coffee. Gather around the dining table to enjoy home-cooked meals together. brbrThe primary bedroom offers a queen bed, luxury linens, and a TV, with an ensuite bathroom that includes a shower and tub combination. The den doubles as a versatile second space, featuring a queen-sized sleeper sofa, perfect for kids or additional guests. brbrRoom Details br-Primary Bedroom: Queen bed, smart TV, ensuite bathroom with shower and tub combo br-Den: Queen sleeper sofa brbrThis home also includes a washer and dryer, Wi-Fi, and a pet-friendly policy with host approval. With its unbeatable Pine Avenue location, you’ll enjoy easy access to the Anna Maria Island trolley, making it simple to explore nearby Bean Point Beach and attractions. brbrFrom morning coffee at nearby cafés to sunset strolls along the Gulf, Bikini So Tiny places you in the heart of everything Anna Maria has to offer. brbrBook your stay at Bikini So Tiny today and enjoy the laid-back charm, historic touches, and modern conveniences of this one-of-a-kind island retreat! brbr- br1 car maximum is able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our AMI Locals Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
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Exceptional(74)

$510.31

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Private Vacation Home

Beautiful, decorated and furnished, spacious Great Room family & kid friendly,

Anna Maria, Florida, United States

Beautifully decorated and furnished home located an easy walk from Gulf beaches and Tampa bay. Includes a master suite with king size bed, two additional queen bedrooms, lower level playroom off the pool, porch off of kitchen, large heated pool, Weber Gas grill, Smart HDTV, High Speed Wireless Internet, phone service with free calls to US and Canada, very well equipped Kitchen, kid friendly, Pack N Play, High Chair, Jogging Stroller, Bikes for adults and some youth size, tow behind bike carts to take to the beach, Beach Chairs, Beach Towels, Kids Sand Toys.brbrSand Bar Restaurant on Gulf end of street and Waterfront Restaurant on Bay end of Street, City Pier, Rod N Reel Pier and many other shops and restaurants within easy walk or bike ride. Kayak & Golf cart rentals nearby, brbrBusch Gardens an hour away, Ringling Bros.Barnum and Bailey Circus Museum, Theater and Cultural opportunities in Sarasota and surrounding areas.
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Exceptional(22)

$1496.94

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Private Vacation Home

Reef Romance managed by Beach Retreats FL Anna Maria Island

Anna Maria, Florida, United States

It's all about location on vacation, and Reef Romance does not disappoint! Sail away to this beautiful four-bedroom, four-and-a-half-bathroom custom-built home for a dose of luxury at the beach. Located on the prestigious north end of Anna Maria Island, you're just a few houses away from the beach with no busy road to cross.brbrStunning inside and out, Reef Romance features only the best amenities for your beach vacation. From the gourmet kitchen to the primary suite, every detail has been meticulously planned. Stainless steel kitchen appliances, flat-screen TVs, hand-tiled walk-in showers, and more are all waiting for you. Enjoy floor-to-ceiling sliding glass doors on both sides of the primary suite, leading you out to the spacious open-air decks. Each room is professionally decorated with custom finishings.brbrAfter you have explored Reef Romance inside and out, head to the back of the home and discover your tropical oasis. A private heated pool, large spa, and gas grill are all ready to go for your vacation. Take the winding outdoor staircase up to one of the open-air decks for a peaceful view while you sip a refreshing beverage. There is also an outdoor TV so you don't miss a second of the big game. And, since you're just three houses down from the beach, it won't be long before you're savoring the powder-soft sand between your toes. Adventure is waiting around every corner!brbr​​​​​​​We might be only 7 miles long but Anna Maria has everything you could need for your perfect beach vacation. Traveling with a little one All our homes come with pack & plays and highchairs. Needbrmore Several great rental places have everything from baby gates to golf carts, and they will drop them right off at your vacation property for you. No need to pack beach towels as we providebrthose for you.brRemember we are laid back and on Island time - Flip-flops and shorts are ok for breakfast, lunch, and dinner no need to overpack you will most likely be in your cutest bathing suit or bikini anyway.brNo need to pay the crazy high fees to check all those bags! With Publix, CVS, and Walgreens right on the island, you can grab any sunscreen, hair product anything needed, why haul it all with you brbrBook with confidence: brNO CANCELATION FEES Cancellation Policybr $500 deposit due at time of booking; balance due 30 days prior to arrival brFor reservations 21+ nights or $20,000+ → 10% deposit due at time of booking. brCancel 60+ days before arrival → Full refund (no fees). brCancel within 60 days of arrival → No refund. brCancellations must be made in writing and received by Beach Retreats on or before the 60-day deadline. brOnce paid, it's non-refundable. brExtended stays (over 2 weeks) or bookings over $20,000 → Full payment due 90 days before arrival; once paid, it's non-refundable. br​​​​​​​Third party travel insurance cost is due at time of purchase brThird-party travel insurance purchased through Beach Retreats is non-refundable.brIf the Guest needs to shorten their stay or change to a different property, it must be done outside of the 60-day cancellation period, or normal cancellation rules apply. No changes are permitted during the stay. brbrWritten notice is required to cancel a reservation; an email from the address associated with the reservation is acceptable as written notice.brbrIf Guest needs to shorten their stay or change to a different property, the normal cancellation policy applies. No changes are permitted during the stay.brbrRentals typically run Saturday to Saturday, If you are looking for a stay that is not a 7-night rental or would like to begin your vacation on a day other than Saturday please send us an email to reservations@beachretreatsfl.com as we can sometimes accommodate alternate reservations.br​​​​​​​“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” Rentals typically run Saturday to Saturday, If you are looking for a stay that is not a 7-night rental or would like to begin your vacation on a day other than Saturday please send us an email to reservations@beachretreatsfl.com as we can sometimes accommodate alternate reservations. brbr This home features Silicon Travel. With Silicon Travel's firewall place in place, you can prevent internet access to any malicious activity in a Vacation rental home. Any guest device (WebCam, Baby Monitor, etc) can be added for a set time and will be removed automatically upon departure. brbr This home can accommodate up to 4 vehicles
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Home Most popular vacation rentals in Anna Maria

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Exceptional(22)

$1989.44

/ Nightly
Private vacation home

Summer Strand Resort like pool, close to beach, kayak w/ manatees, Rooftop Deck

Anna Maria, Florida, United States

Bed 4

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Bath 4

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Sleep 8

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Exceptional(22)

$2381.19

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Private vacation home

NEW! Meet Me At Sunset! 3 Homes from the Beach!

Anna Maria, Florida, United States

Bed 4

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Bath 4

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Sleep 8

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Exceptional(22)

$2367.68

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Private vacation home

Beachfront Home | Pool + Spa | Games | Ocean Views

Anna Maria, Florida, United States

Bed 4

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Bath 4

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Sleep 8

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Exceptional(22)

$2337.14

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Private vacation home

Palmetto Paradise~Heated Pool/Spa, Steps to the Beach!

Anna Maria, Florida, United States

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Bath 5

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Sleep 8

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Exceptional(22)

$2162.54

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Elegance~Gorgeous! Arcade!~ Heated pool/spa~North End!

Anna Maria, Florida, United States

Bed 7

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Bath 7

Bath

Sleep 14

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Exceptional(22)

$1896.38

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Private vacation home

Snook Lookout: Canal Home, Pool, Game Room, Putting Green by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bed 5

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Bath 5

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Sleep 8

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Exceptional(22)

$1761.71

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Private vacation home

Luxury Villa with Rooftop Deck, Putting Green, and Pool/Spa!

Anna Maria, Florida, United States

Bed 7

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Bath 7

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Exceptional(22)

$1888.73

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Private vacation home

Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak, SUPs & MORE

Anna Maria, Florida, United States

Bed 5

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Bath 5

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Sleep 14

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Exceptional(22)

$2397.49

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Apartment

Cloud 9 - BeachFront Splendor

Anna Maria, Florida, United States

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Bath 6

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Exceptional(22)

$1926.55

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Sundowner Beach: Luxury Gulf-front, stunning views

Anna Maria, Florida, United States

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Bath 5

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