Vacation rentals with a pool in Ridge Wood Heights

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ridge Wood Heights

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

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Guest favorite

A screened-in patio surrounds a refreshing pool, reflecting the sky above. Outdoor seating is visible, providing a space for relaxation. The adjacent house is shown in a light blue hue, with a door leading to the interior and a shed partially seen. Lush greenery can be observed in the background.

Home in Sarasota

4.95 out of 5 average rating, 486 reviews

The Cottage At Central Park

There is no more charming place to stay! From the minute you step inside this immaculate and cozy private residence you will feel right at home. With a beautiful open kitchen, natural light that pours into every room, a spacious back porch overlooking the pool and fenced in yard with a fire pit, this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

Guest favorite

An indoor pool is enclosed within a screened area, offering a clear view of tranquil blue water and surrounding trees. Comfortable outdoor seating is visible, complemented by a sunlit patio space. Large glass doors provide access to the pool area, enhancing the open feel.

Home in Sarasota

4.96 out of 5 average rating, 127 reviews

The Bradford Cottage/Heated Pool /Mins to Siesta

If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

Top guest favorite

A caged outdoor pool is surrounded by lush tropical greenery. A floating mat is centered in the clear water, with sunlight filtering through the overhead screens, casting dappled shadows. Lounge chairs are arranged nearby, and a vibrant umbrella offers shade.

Guest suite in Sarasota

4.94 out of 5 average rating, 333 reviews

Beach & Town Posh Location! Jungle Paradise Studio

PRIME Town/Beach 3.2 miles location! *Private Studio* Access Non shared Pool. Studio w/private entrance & private patio @Designers private Home,Tropical Jungle, like Posh Resort! Quiet, residential area. Sought-after amenities. 10 min/Siesta Beach, shops, dining, & 5mins/Downtown Sarasota. Walk/local markets/ dining/movies & shopping New King bed. New 50" TV. Off street parking. No Smoking/Vaping! Wet Bar, No kitchen, lite meals only! No hotels in my exclusive area! Live like a local!

Guest favorite

A screened outdoor area features a heated pool accompanied by a spacious seating arrangement. A dining table with chairs sits shaded under an umbrella, while lounge chairs are positioned nearby. Lush greenery provides a natural backdrop, enhancing the inviting space.

Home in Sarasota

4.96 out of 5 average rating, 141 reviews

Beautifully Remodeled Home with Pool Near Siesta

It’s all about Siesta! Newly remodeled, 2 bedrooms, 2 baths, heated pool home is located in the Gulf Gate Estate neighborhood. 2,5 miles from the famous Siesta Key Beach. Great split plan bedrooms and bathrooms. High-speed Wi-FI. Located less than a mile from Publix Grocery, Gulf Gate shopping mall, grocery store, restaurants, cafes, pubs. Walking distance from the nearest convenient/gas station-7Eleven (5min). Parking for up to 3 cars maximum. Must be at least 25 years old.

Guest favorite

A sparkling pool is surrounded by neatly arranged lounge chairs on a stone patio. The building nearby features multiple balconies and large windows, allowing natural light to filter through. Lush greenery and palm trees enhance the area, creating a relaxing outdoor setting.

Apartment in Indian Beach-Sapphire Shores

4.96 out of 5 average rating, 137 reviews

Free Early Chk-in, Super Clean, Parking, Disney+.

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

Guest favorite

A heated outdoor pool is framed by palm trees and lush greenery. Light blue water is visible, reflecting the clear sky above. Several white lounge chairs are positioned on the surrounding brick patio, with a fence offering a boundary for privacy.

Apartment in Sarasota

4.88 out of 5 average rating, 148 reviews

Little gem just 6 min from Siesta+heated pool

★ Second floor 1 bedroom 1 bathroom apartment ★ "An incredible apartment and 6 star hospitality!" 🌴 Stylish Retreat Near Siesta Key & Heated Pool! Welcome to your perfect Sarasota getaway! This 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.

Guest favorite

The heated pool features a distinctive shape with a textured surface and blue tile accents. Lounge chairs are positioned nearby for relaxation, surrounded by lush greenery and colorful plants. The fully fenced backyard offers privacy, creating a tranquil outdoor retreat.

Home in Sarasota

4.96 out of 5 average rating, 208 reviews

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

"The Oasis" is a newly renovated beach cottage with heated private pool & hot tub in the heart of Sarasota. It's 5 miles to the #1 beach in the USA, Siesta Key Beach. The cottage offers 2 bedroom & 2 bathrooms, with a bonus room that can be used to sleep 6 comfortably. The one-of-a-kind fully private, fully enclosed backyard includes heated pool, hot tub, BBQ grill, outdoor dining table & fire pit for families and snowbirds to enjoy Florida living!

Guest favorite

A serene pool area is captured, featuring a turquoise pool surrounded by a screened enclosure. Comfortable lounge chairs are positioned nearby, and a decorative statue is visible by the pool's edge. Lush greenery and a wooden fence enhance the tranquil setting.

Guesthouse in Sarasota

4.99 out of 5 average rating, 139 reviews

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

Superhost

Townhouse

4.78 out of 5 average rating, 353 reviews

Relaxing Condo Retreat Minutes from Siesta Key

Welcome to Paradise! You will love this townhouse located in Sarasota and close to Siesta Key Beach. After a day at Siesta Key, Lido Key Beach or Nokomis Beach you can cool off in the beautiful swimming pool. You may like to go to Siesta Village and shop or eat at one of the many restaurants. You are just a few minutes away from St. Armand's Circle, where shopping is amazing and the restaurants known around the world.

Guest favorite

A screened-in pool area features a sparkling pool with loungers nearby. A dining table sits under a covered area, surrounded by tropical plants and lush greenery. Soft lighting fixtures hang above, creating a serene atmosphere for relaxation.

Place to stay in Sarasota

4.94 out of 5 average rating, 210 reviews

Sunshine Inn Paradise

Sunshine Inn Paradise Come as guests, stay as friends, leave as family! Step into your private oasis with a sparkling pool, outdoor shower, and deck surrounded by lush gardens. Whether you’re here to relax or explore, everything you need is here We don’t just offer a place to stay—we offer a place to belong. We can’t wait to welcome you as a guest and see you off as family.

Guest favorite

A screened enclosure surrounds the pool area, offering protection while allowing light to filter through. Tropical plants are positioned along the perimeter, complementing the spacious pool deck. Two lounge chairs with teal cushions are placed nearby, providing a relaxing spot for sunbathing.

Home in Sarasota

4.95 out of 5 average rating, 209 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.

Superhost

A secluded backyard features a heated pool surrounded by lush greenery and flowering plants. Tropical palm trees and colorful potted plants enhance the tranquil atmosphere, while the tiled pool edge adds a touch of contemporary design.

Home in Sarasota

4.83 out of 5 average rating, 254 reviews

Private Siesta Beach House Oasis with Heated Pool.

Come enjoy the #1 rated beach in the USA. A contemporary style beach house that is located in a very conveniently located 20 min from Siesta Key beach. Within .5 miles you will find a mall, Cinebistro, trendy local bars, all major banks, Trader Joe’s, Publix, and a gas station. Drive way accommodates 2 cars with street parking as well.