Holiday rentals with a pool in Ridge Wood Heights

5 out of 5 average rating, 21 reviews

Poolside Paradise on Quiet Cul-de-Sac Near Beach

Your family-fun pool and beach vacation starts here! Your group will love the quiet cul de sac, screen-enclosed pool, fully equipped kitchen, and 1-level living with no stairs to climb. Grab the supplied beach accessories and head to beautiful Siesta Key beach, voted the country’s No. 1 beach, 4.7 miles away. Enjoy outdoor living that includes splashing in the pool, grilling and dining on the patio or relax in the heated pool or beachside. You’ll be close to dozens of Sarasota attractions, too!

Superhost

4.5 out of 5 average rating, 8 reviews

Waterfront pool house 3bed/2ba

Escape with your entire family to this waterfront paradise pool home with 3 spacious bedrooms providing ample space for everyone to unwind. Enjoy the serenity of the beautiful Phillippi Creek from our delightful pool area, perfect for relaxation and fun in the sun. Just 2 minutes away, discover top restaurants, markets, and shops in Sarasota's vibrant neighborhood. Plus, you're only a short 10-minute drive from the renowned Siesta Key Beach, voted the number one beach in the U.S.

5 out of 5 average rating, 14 reviews

Renovated charmer w/ heated pool

Your family will be close to everything when you stay at this centrally-located place - 2 miles from Siesta Key Beach and 3 miles from downtown Sarasota. The house is fully renovated and the property enclosed with 8ft fence ensuring complete privacy. The spacious landscaped backyard with screened lanai and heated pool provides for a perfectly enjoyable and relaxing time. The 2 bedroom, 2 bathroom home is elegantly yet practically appointed for a comfortable stay for 4 people.

Flat in Indian Beach-Sapphire Shores

4.96 out of 5 average rating, 142 reviews

Free Early Chk-in, Super Clean, Free Parking,Bikes

Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb property on the main road 1 mile from downtown Sarasota. Discover over 60 enticing amenities, from a secure room safe to a luxurious, indulgent bed. Just a stone's throw away from downtown Sarasota, Lido Beach, and essential amenities like grocery stores and pharmacies, our corner apartment with a dazzling wrap-around patio is your perfect hideaway. Bicycles at your disposal. Book now

4.93 out of 5 average rating, 106 reviews

5Stars Tiki, Heated Pool, Close to Beaches and ALL

Beautiful home with amazing pool and landscape, 15 minutes from Siesta Key Beach, 25 minutes from Lido Key Beach and Venice Beach. Close to grocery stores, parks, biking trails, shopping and restaurants. Enjoy the pool, entertain your family in our tiki bar, meditate in our amazing backyard or rest in our tastefully decorated bedrooms. Two pets under 30 pounds are allowed. Our pet fee is $150/dog. Please enter your pet when you complete the reservation.

5 out of 5 average rating, 20 reviews

Sun & Swim Villa W/ Fence + Pool by Siesta Key!

Modern home w/ private heated pool, Smart TVs, & Giant Jenga! Perfect for families as it comfortably sleeps 16 people and is located in a peaceful neighborhood. 4 Miles away from the Siesta. -Fully Fenced -2 Walk In Showers! -Unlimited High-Speed internet. -Keurig Coffee Maker w/ K Cups -Crock Pot Slow Cooker -3 Rooms with King Beds -Room with 2 Bunk Beds (Twin Top, Full Bottom) -Living room features a double sleeper sofa plus 2 roll away cots available

4.96 out of 5 average rating, 184 reviews

The Palms-Private Heated Pool Hot Tub-5mi to beach

THE PALMS is a single-family home with heated private pool in the heart of Sarasota. The home is 5 miles to the #1 beach in the USA, Siesta Key Beach. It offers 3 bedrooms, 2 bathrooms, a large living space & screened-in outdoor sunroom. The fully private, fully enclosed outdoor space is one-of-a-kind with a modern pool, hot tub, BBQ grill, fire pit, beach bar, outdoor TV & lounge chairs for families & snowbirds to enjoy Florida living in style!

Superhost

Apartment in Sarasota

4.93 out of 5 average rating, 114 reviews

Sunshine house +6 min. from Siesta +heated pool

★ "Second floor 1 bedroom 1 bathroom apartment" 🌴 Stylish Retreat Near Siesta Key & Heated Pool! Welcome to your perfect Sarasota getaway! This is pet-friendly home offers a heated pool access, and a prime location just 6 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.

4.98 out of 5 average rating, 141 reviews

Beautiful 3 Bd, 2 bth Pool Home Near Siesta Key!

Stay in your own very private oasis in this 3 BR, 2 BA home with a heated pool. Well-appointed and newly updated kitchen. Large living room with 14-ft. ceilings & huge flatscreen TV's in 3 rooms. Shopping center is a 10 minute walk with fine dining, a grocery store, ice scream, salon and more. All of this and just a few miles to Siesta Key beach and downtown! The reviews say it all! :-)

4.95 out of 5 average rating, 213 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

By customers requirements from April 1st will be HEATED POOL! Living room has a sectional with pull out full size bed. 1st. bedroom king size bed, 2nd. bedroom queen size bed. House great for families, located within 10-15 mins of siesta key beach #1 beach in US. 10 minutes from Sarasota Downtown. NOTE: We allow ONLY dogs till 30lb. For Extra 150$ fee.