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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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Top guest favorite

A covered outdoor dining area is featured, furnished with a round table and four cushioned chairs. The space is positioned adjacent to the private pool, surrounded by a screened enclosure that allows for natural light and a view of the pool.

Bungalow in Sarasota

4.91 out of 5 average rating, 359 reviews

Pool & fenced-in yard in downtown edge bungalow

This 2 bed-2 bath house is a homey Florida bungalow with wood floors and lots of natural light, located in a quiet neighborhood on the downtown core edge. Enjoy a spacious and private, fenced-in backyard with pool, covered grill and eating area. The home is minutes away from the Legacy Trail, the new Bay Park, Payne Park, dining, live music, bars, theatres, opera house, performance venues, comedy club, antiquing, kayak launches, tennis and basketball courts, farmer's market, shopping and more.

Top 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, 504 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!

A private pool area is surrounded by a screened enclosure, featuring turquoise water and a white pool deck. Comfortable seating arrangements are placed nearby, along with potted plants that enhance the serene environment. The space is well-lit by natural sunlight filtering through the enclosure.

Home in Sarasota

4.81 out of 5 average rating, 156 reviews

1 House 1400sq. ft. 12 min from Siesta Key!

12 min. from Siesta Key Beach!! Perfect cozy vacation home in quiet, friendly neighborhood. Central to lots of shopping/restaurants. 1-king, 1-queen, bunk beds w/ 1-full & 1-twin. Dog & cat friendly w/ large private fenced yard, & 1-men's & 1-women's bike. Air hockey table w/ board games & pool toys. Fully loaded kitchen & W/D. Spacious living w/ large sectional, swing chair, & all bedrooms come w/ TVs & free Netflix & Hulu. Looking forward to hosting you! Message me anytime w/ questions.

Home in Sarasota

4.92 out of 5 average rating, 24 reviews

Coastal Calm - 3BD/2BA Heated Pool Near Beaches

Just a short drive to Siesta Key Beach, Downtown Sarasota, and top local attractions! Explore Marie Selby Gardens, rent a boat to go fishing, visit UTC for shopping and dining experiences, see animals at Jungle Gardens, indulge in Amish cooking at Pinecraft Amish Village, and more! Enjoy time together at local family parks, great restaurants, and vibrant churches like South Shore Community Church. We've thoughtfully equipped our home to make your stay as fun and comfortable as possible!

A private fenced yard features a large swimming pool surrounded by a patio. Two lounge chairs are positioned nearby on a sunlit deck. A covered porch is visible in the background, offering additional seating options. Lush greenery borders the space, enhancing relaxation.

Home in Sarasota

4.89 out of 5 average rating, 84 reviews

Gorgeous renovation with pool, minutes from beach

Light, bright and newly renovated. Beautifully decorated 3 bedroom home minutes from Siesta Key and downtown. The spacious modern kitchen has a slider that leads to covered porch and large pool with private fenced yard. A second slider from the porch leads to the master bedroom with master bath and walk in closet. Open living room and 2 additional big bedrooms make the house perfectly comfortable for 6. Everything you need is right here! Siesta Key Beach Distance - 16 Min; 6.1 Mi

Top guest favorite

A private courtyard featuring a heated pool is surrounded by lush tropical landscaping. Comfortable lounge chairs are positioned beside the pool, and a small fountain adds a soothing element. A cozy seating area is visible near the entrance to the adjoining building.

Home in Indian Beach-Sapphire Shores

4.94 out of 5 average rating, 125 reviews

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

Top guest favorite

A fenced backyard showcases a heated pool surrounded by landscaped areas. Lounge chairs are positioned beside the pool, inviting relaxation. Sunlight reflects off the water, while a screened lanai provides a shaded space for enjoyment.

Home in Sarasota

5 out of 5 average rating, 18 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.

A clear blue swimming pool is surrounded by a brick patio, with lounge chairs positioned nearby. Lush palm trees and greenery are visible in the background, providing a serene atmosphere. The pool's inviting water reflects the bright blue sky above.

Condo in Sarasota

4.86 out of 5 average rating, 123 reviews

Anchor house +6 min. from Siesta Beach+heated pool

★ "Ground 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 600 sq. ft. 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.

Top guest favorite

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

Home in Sarasota

4.93 out of 5 average rating, 100 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

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, 214 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 & snowbirds to enjoy Florida living!

Top 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, 141 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!

Top guest favorite

Home in Sarasota

4.98 out of 5 average rating, 143 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! :-)

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Popular amenities for Ridge Wood Heights rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

Home in Siesta Key

4.99 out of 5 average rating, 86 reviews

Relax in a Private Tropical Retreat on Siesta Key!

Top guest favorite

A large, heated pool is enclosed within a screened patio, with clear water inviting relaxation. The surrounding area is spacious, featuring concrete flooring and a view of well-maintained landscaping beyond the pool, offering privacy and tranquility.

Home in Sarasota

4.98 out of 5 average rating, 148 reviews

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

A screened-in backyard features a private pool with clear water, surrounded by several lounge chairs and a dining set under a shaded area. The exterior of the house is visible, showing large windows that allow natural light to enter the indoor spaces.

Home in Sarasota

4.93 out of 5 average rating, 15 reviews

House w/Pool, Hot Tub & King beds close to Siesta!

Top guest favorite

A private backyard space features a stone-paved area surrounded by lush greenery and landscaping. Two outdoor chairs are positioned adjacent to a small stone table, complemented by terracotta planters. A birdbath adds a charming focal point amidst the serene environment.

Home in Sarasota

4.98 out of 5 average rating, 137 reviews

Take a Siesta off Bahia Vista

Top guest favorite

A private backyard is highlighted by a welcoming pool surrounded by well-maintained pavers. Two yellow lounge chairs are positioned nearby, and a vibrant patterned towel is draped over a lounger. The screened porch provides additional space for relaxation, with a fenced area visible in the background.

Home in Sarasota

4.97 out of 5 average rating, 120 reviews

Sunshine House, close to Downtown

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, 268 reviews

Private Siesta Beach House Oasis with Heated Pool.

A private pool area is framed by lush tropical landscaping, featuring palm trees and vibrant plants. Comfortable lounge chairs are positioned beside the inviting blue water. A boat dock can be seen in the background, offering scenic views of the bay.

Home in Sarasota

4.96 out of 5 average rating, 71 reviews

True Island Living House/beach/water views

A crystal-clear swimming pool is surrounded by lush tropical vegetation. The gently curving pool shape complements the inviting aqua water, while a concrete deck provides ample space for relaxation. Bright blue sky with fluffy clouds can be seen overhead, enhancing the outdoor atmosphere.

Home in Sarasota

5 out of 5 average rating, 6 reviews

Sarasota Dreaming!

Condo rentals with a pool

Top guest favorite

A large, inviting pool is visible, featuring clear blue water and buoyed safety floats. Surrounding areas include shaded lounge chairs and tables for relaxation. The pool area is enclosed by a black fence, with bright sky and palms adding to the atmosphere.

Condo in Siesta Key

4.93 out of 5 average rating, 112 reviews

Beautiful White Sand Siesta Key Beach

The image features a sparkling blue pool surrounded by a spacious patio area. Palm trees and lush greenery enhance the scenery, while the nearby Tiki Hut provides shaded seating. The backdrop includes a serene view of the water, with boats visible in the distance under a partly cloudy sky.

Condo in Siesta Key

4.84 out of 5 average rating, 244 reviews

Cozy 1BR Beach Condo on Siesta Key!

Top guest favorite

Condo in Siesta Key

4.97 out of 5 average rating, 331 reviews

On the Beach; Siesta Key SunBum Studio

A modern living area features a comfortable sectional sofa, accented by textured cushions. A flat-screen TV is mounted on the wall above a wood panel, while large sliding doors invite natural light and provide access to the patio. Indoor plants add a touch of greenery.

Condo in Siesta Key

4.85 out of 5 average rating, 105 reviews

Siesta Key Condo: Beach, Pool & Village Fun!

Top guest favorite

Condo in Bradenton

4.96 out of 5 average rating, 111 reviews

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

A clear heated pool is seen with shimmering blue water, accompanied by several lounge chairs positioned around the poolside. The area is landscaped with greenery, and a shaded pavilion is observable in the background.

Condo in Longboat Key

4.87 out of 5 average rating, 110 reviews

Sunset and beach view from your balcony Unit 403

A large heated pool is visible, surrounded by lounge chairs for relaxation. Tall palm trees frame the area, and the building's exterior provides a backdrop. The clear blue water reflects the sunny sky, inviting guests to enjoy a refreshing swim.

Condo in Sarasota

4.86 out of 5 average rating, 152 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

A large heated outdoor pool is surrounded by lounge chairs, offering ample space for relaxation. The pool area is framed by palm trees, with a view of the condominium building and parked cars in the background, creating a welcoming environment.

Condo in Siesta Key

4.94 out of 5 average rating, 113 reviews

Siesta Key Beach Front Condo

Other vacation rentals with a pool

An outdoor dining area is presented next to a heated pool, featuring a table set with plates of food and drinks. A gas grill is nearby, and the pool is enclosed by a mesh screen. Lush greenery is visible through the enclosure, enhancing the serene environment.

Home in Sarasota

5 out of 5 average rating, 7 reviews

Paradise on Prospect w/ Htd Saltwater Pool

A spacious pool area is enclosed by a screened-in lanai, featuring a heated pool with a shallow entry. Several lounge chairs are positioned around the pool, and tropical foliage is visible in the background, enhancing the outdoor space.

Home in Sarasota

4.9 out of 5 average rating, 49 reviews

2 Blocks from Legacy Traill + Pool + Pool Table

Top guest favorite

A large, inviting pool is surrounded by lush greenery and tall pine trees. Several lounge chairs are visible around the pool area, with bright sunlight reflecting off the clear water. The depth marker indicates a shallow end of 3 feet 6 inches.

Villa in Sarasota

5 out of 5 average rating, 33 reviews

Vacation Villa/Resort Pool 4 miles to Siesta Key

The image shows a tranquil poolside setting with lounge chairs arranged beside a heated pool. A decorative tray with candles is placed in the foreground, surrounded by smooth stones. Soft lighting from the surrounding plants creates a relaxed atmosphere as evening approaches.

Apartment in Sarasota

4.97 out of 5 average rating, 35 reviews

Modern 2/1+ shared, heated pool +4 min Siesta

The spacious living area is accentuated by natural light streaming through large windows. Features include a modern white sofa, a comfortable gray chair, and a round table with vibrant yellow chairs. A sleek kitchen area with stainless steel appliances is visible in the background.

Condo in Sarasota

4.9 out of 5 average rating, 49 reviews

Updated condo minutes to Siesta Key Beach

Top guest favorite

A living area is presented with a blue sofa featuring red accent pillows and a glass coffee table. A matching chair is included. A large piece of wall art displays leaves, while a sliding glass door leads to a patio area, allowing natural light to fill the space.

Apartment in Sarasota

5 out of 5 average rating, 9 reviews

Walk to Siesta Key Beach-1 BR

A vibrant backyard area features a heated saltwater pool surrounded by smooth stone tiles. Red lounge chairs are positioned on the patio, providing a space for relaxation under the clear blue sky. Lush greenery and a wooden fence offer privacy and a tranquil environment.

Home in Sarasota

4.88 out of 5 average rating, 60 reviews

Cozy Coastal - 2bd/2bath with Heated Pool and Spa!

Top guest favorite

Home in Sarasota

4.96 out of 5 average rating, 25 reviews

Sarasota Pool Home| Hot-tub| 2-miles to Siesta

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