
Holiday rentals with a pool in Manatee County
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Top-rated rentals with a pool in Manatee County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Close to IMG + Pool + Outdoor Kitchen & Projector!
Welcome to Happy Daze! ☀️😎A spacious 3-bedroom, 2-bathroom Heated Saltwater Pool home with outdoor kitchen nestled on a peaceful lake only 5 miles to the picturesque Anna Maria Island beaches. This inviting residence offers accommodations for up to 7, making it an ideal retreat for families & friends. 5 miles - Anna Maria Island Beaches 3 miles - IMG Sports Academy 3 miles - Downtown Bradenton 1 mile - Hiking, 20 Covered Pickleball Courts, Disc Golf, Playgrounds & Skate Park at GT Bray Park.

Guest House with Hot tub & Heated Pool
Welcome to your serene retreat in sunny Florida! This beautifully finished 1-bedroom, 2-bathroom mother-in-law suite offers luxury, comfort, and privacy. With a heated pool and hot tub, we offer year round outdoor relaxation. Step into your own private oasis with a separate entrance and secluded patio, ideal for morning coffee or evening relaxation. Located in a quiet neighborhood backing up to a protected preserve, offering peace and natural beauty. Beach gear provided for easy beach days.

Summer House longboat key
Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach. minutes from St Armand’s circle. feel free to reach out with any questions or requests

Sun-Kissed Memories!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

Sunrise Villa - Tropical 3 bedroom home with pool
Relax with the family at this tropical oasis. Sunrise Villa sits in the corner of a quiet cul-de-sac, just a quarter mile from Palma Sola Bay and 5 miles from the quaint island of Anna Maria and its sandy white beaches. Enjoy the tropical backyard paradise and the abundance of restaurants, beaches, and entertainment in close proximity. Lounge by the pool, take a bike ride along the bay, take a short bike/car ride over to the island, or take a short car ride to downtown Bradenton.

Beach, Village, Dock & Private Pool! One-of-a-kind
Fully Restored Post-Hurricane and Ready to Welcome You!! RCC in Siesta Key is a one-of-a-kind coastal cottage perfectly located between the beach, canal, and village. Enjoy a private heated pool, private dock, and one of the best locations on the island. This 1,500 square foot standalone bungalow has been fully restored with fresh post-hurricane updates. If you want a charming, private beach home with no shared walls and no condo feel, you have found the right place!

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI
Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

Palm Retreat Gold: Luxury Edition of #1 Rental
High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

Pool & Spa Oasis • Tiki Hut • 10 Min to Siesta Key
🌴 Heated Pool • Spa • Tiki Hut • 10 Min to Siesta Key Private pool oasis just minutes from Siesta Key — designed for relaxing days and unforgettable nights. Enjoy a heated pool, spa with waterfall, tiki hut lounge, and a fully screened lanai for indoor-outdoor living. Relax poolside, play outdoor games, and unwind under ambient evening lighting. Perfect for families, couples, and groups seeking a memorable Florida getaway.

Sarasota's Luxury Oasis
Stay in comfort and style at this centrally located home just minutes from Siesta Key, downtown, and Sarasota’s best restaurants. Enjoy your own private pool, spa, and thoughtfully designed interiors. Whether you're traveling as a couple, family, or group of friends, this is the perfect spot to relax, reconnect, and explore everything Sarasota has to offer. Walk to parks, local cafes, and more!

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Rhodes Retreat - Beautiful Pool and Backyard Space
Bright and newly renovated home for a delightful family escape in Sarasota. Central location near beaches, shopping, and downtown, yet nestled in a serene neighborhood. Short walk to charming Amish Village of Pinecraft. Ample parking, garage, and spacious front yard. Option to book separate secondary unit. Siesta Beach 8.7mi, Lido 5.8mi. VR24-00264
Popular amenities for Manatee County rentals with a pool
House rentals with a pool

Pool, Spa, & Private Gym in the Heart of Sarasota

Useppa Villa

Private Pool +Game Room Near Siesta Key | Sleeps 9

SLeePs18+2babyCrib-Hotub-2kingSuites-IMG-picklbal

Luxury Canal-Front Home + Heated Pool Near Beach

ON SALE - Canalfront, Pool, Grill, Dock

Grotto Pool Oasis | 3BR Near IMG & Beaches

Private Heated Pool Retreat for Two Families
Condo rentals with a pool

Palms Villa: Cozy & Minutes from Anna Maria Island

The Honeymoon Suite on Siesta Key Beach

On the Beach; Siesta Key SunBum Studio

Luxury 3/3 Margaritaville Resort

Comfy Siesta Key Condo

A&A's Paradise near IMG & Anna Maria beaches

Sunset and beach view from your balcony Unit 403

Cozy 2 bed/2.5 bath townhome
Other holiday rentals with a pool

5 stars! ⭐️🏖 HotTub&Pool-4BR/2BA 5 miles to beach!

Charming Bungalow w/ Pool; Minutes to Beaches

Heated Pool • Game Arcade • Family Putting Oasis

Beautifully Remodeled Charming Condo in Sarasota

Luxury Lido Key Getaway on St. Armands Circle

Spacious Gated Townhome w/Pool Access Near Beaches

Stylish Pool Home • Near IMG & Beaches • Top Rated

Sunshine House- Sarasota Pool Retreat
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Coquina Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- Manasota Key Beach
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park
- Things to do Manatee County
- Tours Manatee County
- Nature and outdoors Manatee County
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- Art and culture Manatee County
- Things to do Florida
- Sightseeing Florida
- Wellness Florida
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- Sports activities Florida
- Things to do United States
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