Vacation rentals with a pool in Anna Maria

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Anna Maria

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Seminole

4.87 out of 5 average rating, 259 reviews

⭐️Ultimate Vacation Home🌴Tropical Heated Pool Oasis

🌴 4min to the beach! Over 200 great reviews from guests! 🕶 Huge and gorgeous 4 bedroom home. Living, Dining, AND family room with pool table! Fully equipped kitchen. 🦋⛱PRIVATE tropical outdoor area with sparkling large private HEATED pool, lounging areas, outdoor grill, FIRE PIT! ⛹️‍♂️Basketball on the driveway! If your looking for vacation home here it is! 🏖Minutes away beaches! Beach chairs and beach towels provided. Experience the charm of Florida in a home you will want to call your own

Guest favorite

Home in Bradenton

4.98 out of 5 average rating, 170 reviews

Sunshine Retreat with heated saltwater pool

A beautiful 4 bedroom 2 bath home in a very quiet neighborhood in NW Bradenton. Quiet hours from 9pm to 7am. This ideal location is minutes away from the beautiful beaches of Anna Maria Island and IMG academy. Less than a mile to grocery stores, restaurants and shopping. The house has WIFI and cable TV. Fully stocked kitchen: Pots, pans, utensils, new stainless steel appliances, coffee maker, Keurig, etc.). New saltwater pool and privacy fenced in back yard. Two stall garage for parking.

Guest favorite

Home in West Bradenton

4.99 out of 5 average rating, 139 reviews

Suncoast Beach Getaway - 10 Minutes to Gulf & IMG

Enjoy some of Florida's finest white sandy beaches. Only 4 miles/10 minutes to the shimmering Gulf of Mexico or IMG Academy. This Luxurious 3 bedroom 2 bath pool home has an additional queen futon & queen sleeper sofa. 100% remodeled by builder/owner. Over 2300 square ft. of A/C space (3 zones) all on one level with a huge private HEATED POOL. Featuring a fully stocked gourmet chef kitchen & stunning granite counters! The very large rear lanai could easily serve as a 4th bedroom. Come & relax!

Guest favorite

Home in Clearwater

4.87 out of 5 average rating, 164 reviews

Sunny Clearwater Getaway! Heated-pool/Spa

HEATED POOL FREE OF CHARGE Your new vacation spot grants you exclusive use of a fully updated 3 bedroom and 2 bathroom home with a private pool! With 3 bedrooms, 7 beds, that sleeps 12 comfortably can accommodate up to 14. This home has an amazing spacious backyard for family gatherings and overall enjoyment of the outdoor spaces.Located 8 miles from the world famous Clearwater beach, it is in a prime location with many events happening nearby.Safely situated in a quiet desirable neighborhood.

Superhost

Home in Tampa

4.83 out of 5 average rating, 158 reviews

Gathering Place Pool home Tampa/USF Bush Garden

Experience the best of Tampa when you stay at this 3-bed,2-bath vacation rental home. With all the comforts and amenities ,this property features a modern and updated interior, free WiFi, and a private pool great for relaxation and cooling off on hot summer days.This place is perfect for visiting; less then a mile you would find:Bush Garden,Adventure Island,University of south Florida, Mosi,Va hospital, moffit cancer you'll be close to great shopping, dinning, River walk,Lowry park zoo etc..

Guest favorite

Home in St. Petersburg

4.95 out of 5 average rating, 200 reviews

Stunning Home with TWO Pool Cabanas+Guest Bungalow

A 6 min. drive to Madeira Beach and miles and miles of beach coast. Stunning pool home with TWO poolside cabanas and a brand NEW poolside guest bungalow.HOME SLEEPS UP TO 14 GUESTS! Fully renovated home with 3 full bathrooms. Wifi and 8 smart televisions. Professionally designed and decorated home in a family neighborhood near dining, shopping, Walmart and beaches! This home is professionally and immaculately cleaned before every guest. Heated pool OPTION is available for additional cost.

Guest favorite

Home in Beach Park

4.85 out of 5 average rating, 101 reviews

7Beds/Pool/Grill/Billiards/Tampa/ Near Airport

This Ranch style home is in South Tampa's Beach Park community and features a large private backyard with pool. The single level home has 2928 sqft. of living space with an open floor concept that was recently renovated and equipped with all the modern amenities including hardwood flooring, granite countertops, recess lighting and more. Additional features of the home include newly installed privacy fence, outdoor kitchen, large screened pool enclosure Heated pools additional $25 per night

Guest favorite

Home in St. Petersburg

4.91 out of 5 average rating, 129 reviews

Heated Pool and hot tub luxury vacation house

Spend your vacation in luxury! The hot tub and heated swimming pool are perfect for a family vacation or a couples' retreat. In winter we keep the pool temperature at 85 degrees. Enjoy the stylish furniture, a huge luxurious master suite with a large walk-in closet and work desk, a fully equipped kitchen and all the extras you would expect at the resorts. The living room features a 75’ TV! Short drive to Madeira Beach and Treasure Island. Small parties are allowed. A lot of parking space.

Guest favorite

Home in Sarasota

4.98 out of 5 average rating, 133 reviews

Heated Pool Oasis 3BR/2BA near Siesta Key Beach

This Modern House with a heated pool near Siesta Key will be your home away from home! Renovated house has plenty of privacy, space and a lot of sunlight. Luxurious sleeping arrangements will guarantee a relaxing sleep. A quiet neighborhood with a lot of privacy and convenient proximity to all main attractions. A very spacious outdoor space at the pool will be your favorite spot for family dinners and entertainment. This house is located just 15 mins from the famous Siesta Key Beach.

Superhost

Home in Largo

4.87 out of 5 average rating, 218 reviews

Salt Water Pool&Hot Tub 4mi from Gulf Beach-slps 8

Perfect for your next FL vacation! This trendy home is equipped with full kitchen, coffee bar, ivy wall/neon sign with Polaroid photo booth for your photo ops, 3 smart TVs, indoor golf putting green, Tempur pedic mattresses, & small reading nook. Outside presents a large in ground Salt Water Pool and Hot Tub, Day bed under palm trees, Bistro set for morning coffee, &fire pit w/ high privacy fence tucked into a quiet neighborhood just 4 mi from gulf beaches!

Guest favorite

Home in Seminole

5 out of 5 average rating, 110 reviews

WOW! Heated Pool and Hot Tub! NICE! 3 mi to beach!

No Damage from Milton and Helen! Are you ready for a stylish and perfectly renovated HUGE AMAZING HEATED POOL and HOT TUB home to escape to? Then look no further! Welcome to YOUR little slice of heaven- MASSIVE 13x 30 foot heated pool, NICE HOT TUB ! Updated home.Home is a super fast 5 min drive to the closest gulf beach. Nice fenced in yard. Pool heated oct15-april 15 at no extra fee! SUPER FAST WIFI 556mbpp

Superhost

Home in Sarasota

4.93 out of 5 average rating, 134 reviews

Centrally located oasis.

Totally private fenced in compound. Very quiet street, centrally located to almost everything. Cristal clean water pool. Dining area outside. Amenities include a 50% discount off your entire bill at Cafe Baci. One of the best restaurants in town right down the street. This unit can be combined with the front unit to sleep 9.