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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Condo in Lido Key

4.96 out of 5 average rating, 132 reviews

Lido-Key- Tiny Studio Holiday Cottage-A

**No Kids allowed** Lido Key- 7-10 min walk to the beach & St Armands. Quaint main floor tiny (smaller than a hotel room) studio is in a Great location and an affordable way to enjoy this popular area. This cozy cottage features a Queen size bed, refrigerator, stove, microwave, coffee maker, washer & dryer, and fully stocked cooking items & dishes, There is a pull-out large kitchen table. Beach chairs, umbrella & towels are provided. Located at 170 Roosevelt Dr Drive, Sarasota, Fl 34236.

Guest favorite

Home in Sarasota

4.95 out of 5 average rating, 450 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!

Superhost

Home in Sarasota

4.82 out of 5 average rating, 129 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.

Guest favorite

Guest suite in Sarasota

4.93 out of 5 average rating, 307 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

Home in Sarasota

4.84 out of 5 average rating, 115 reviews

Heated Pool 3bd/2bt Home 3 Miles to Siesta Beach!

NO PETS! The BEST rental option to complete all your vacation planning! Everything remodeled and brand new in this 3 bed, 2 bath with heated pool home only 3 miles from Siesta Key Beach. Centrally located to Shopping, Restaurants, and Downtown! Book today! Siesta Key Beach Distance - 15 Min #sarasota #market #florida #floridaliving #realestate #realty #realestateagent #property #properties #renovation #dreamhome #russianrealtor #russianrealtorsarasota

Guest favorite

Home in Sarasota

4.95 out of 5 average rating, 195 reviews

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

"The Oasis" is a newly renovated beach cottage with a 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 bath, with a bonus room which 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 snowbirds & families to enjoy Florida living in style!

Guest favorite

Rental unit in Sarasota

4.88 out of 5 average rating, 121 reviews

Little gem just 6 min from Siesta+heated pool

★ "Second floor 1 bedroom 1 bathroom apartment" ★ "An incredible apartment and 6 star hospitality!" • 6 min drive from Siesta • Shared heated pool just 200 feets • Screened lanai • pet friendly, no pet fee, no deposit • Fully stocked kitchen • 555 sqft home • walking distance Publix, restaurants, bars • 30 min. drive from SRQ Airport • 60 min. drive from Tampa Airport • 8 min. drive from I-75 • 20 min. drive from the downtown and St. Armand Circle

Guest favorite

Guesthouse in Sarasota

4.99 out of 5 average rating, 132 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!

Guest favorite

Home in Sarasota

4.98 out of 5 average rating, 136 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! :-)

Guest favorite

Place to stay in Sarasota

4.95 out of 5 average rating, 185 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

Condo in Siesta Key

4.94 out of 5 average rating, 190 reviews

Siesta key getaway!

perfect and very comfortable 4th floor condo with elevator, screened in lanai, fully stocked kitchen and full bath. laundry facilities on the premises, a tennis court. We supply beach chairs, umbrellas, a rolling cooler and big beach bag. There is a beautiful dock on the intercoastal side of us with picnic chairs, grills, and you may even see dolphins playing !

Superhost

Home in Sarasota

4.82 out of 5 average rating, 225 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.