Vacation rentals with a pool in Ridge Wood Heights

Find and book unique homes with a pool on Airbnb

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Popular amenities for Ridge Wood Heights rentals with a pool

House rentals with a pool

Top guest favorite
A heated pool with a curved shape is surrounded by a screened patio, featuring lounge chairs positioned for relaxation. A spacious covered area showcases seating and dining options, with views of lush greenery and wooden fencing providing privacy.
Home in Sarasota
4.97 out of 5 average rating, 241 reviews

Your private retreat near Siesta Key Beach.

PaoloRating, 5 stars3 weeks ago
Excellent location, just a 10-minute drive from the beach. The house is spacious, very comfortable, and has everything you need for a relaxing stay. The pool area is beautiful and perfect for cooling off in the heat. We had a great time and would gladly return!
Top guest favorite
Home in Sarasota
4.98 out of 5 average rating, 141 reviews

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

ChristopherRating, 5 stars2 months ago
Hesitant to share how great it was because we will be back! The house is in a great location, feels like home, and had anything we could possibly need. Short drive to Siesta Key and several great beaches. Kitchen was perfect for cooking at the house. Pool was perfect for evening swims and the backyard had plenty of room for a game of catch.
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, 143 reviews

Beautifully Remodeled Home with Pool Near Siesta

NancyRating, 5 stars3 weeks ago
You will not find a better host. We mentioned that we were celebrating a birthday and Yekaterina went above and beyond what we could have even thought of! She surprised us with all of the finishing touches. She made our stay so special! Her place is amazing! The location, the space, EVERYTHING. She is absolutely incredible and we can't say enough about Yekaterina, her place, and our stay. We have been to a lot of airbnb's and many very nice, but Yekaterina is the absolute best host you will find. You will not be disappointed! This is definitely at the top of our list of "Places to stay and visit again!" Thank you Yekaterina!
Top guest favorite
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, 79 reviews

Gorgeous renovation with pool, minutes from beach

Maqenzi SheiRating, 5 stars2 weeks ago
Mimi and the other owners were very responsive and helpful. The house was perfect!
Guest favorite
Home in Downtown Sarasota
5 out of 5 average rating, 25 reviews

Serenity Springs | Private Heated Pool + Waterfall

CarolineRating, 5 stars3 weeks ago
Beautiful place! In a pretty good area to close to the beach. House was neat and tidy everything looked perfect. The pool is a plus! WiFi is slow but we didn’t really use it. Would definitely book again!
Guest favorite
Home in Sarasota
5 out of 5 average rating, 14 reviews

House of Peace oasis,heated pool, pool table, fire

ShannonRating, 5 stars1 month ago
We had an amazing stay! The house was cozy, spacious, and had everything we needed. We loved the pool and how close it was to Siesta Key—only about 15 minutes, which was perfect since our friends were staying there. The location was great, and the amenities made it feel like home. Stephanie was such a friendly and helpful host. We'd definitely stay here again!
Guest favorite
A sparkling pool is surrounded by a spacious patio, featuring lounge chairs and a vibrant red umbrella. Lush tropical landscaping creates a serene retreat, providing an inviting space for relaxation and leisure under a clear blue sky dotted with fluffy white clouds.
Home in Sarasota
4.96 out of 5 average rating, 120 reviews

Mid-Century Oasis with Pool in Arlington Park 1

MatthewRating, 5 stars2 weeks ago
This place is perfect. Everything you want in an air bnb and it’s exactly like it looks. My family and I were beyond happy with it. The pool is gorgeous. The location is amazing it’s legit 8 to 10 minutes away from pretty much anything you need or want to do. The house is quiet and the beds are super comfy. I would rent this place every year for a trip. Also the host is awesome! They were there for anything we needed or had questions about and are super nice and friendly people. Thanks again for everything!
Superhost
Home in Sarasota
4.88 out of 5 average rating, 149 reviews

Cottage On Bay (private backyard, near beaches)

MadelineRating, 5 stars1 month ago
My husband, son and I loved staying at this gorgeous property. The interior is adorably decorated and very clean and the outdoor space was perfect too. The pool was such a great addition to this house, my 4yo son has been asking to go back to the “pool house” since we left. We’re already checking schedules to see when we can come back for another visit. The location is great too- very close to siesta key beach, the village and all of the local amenities that Sarasota has to offer. I cannot rave about this property enough. I can’t wait to come back for another visit!

Condo rentals with a pool

Guest favorite
A community pool area is highlighted, featuring a clear blue pool surrounded by lounge chairs. The yellow building with arched windows stands in the background, and palm trees add greenery to the serene environment. A sunny sky enhances the overall vibrant atmosphere.
Condo in Sarasota
4.97 out of 5 average rating, 201 reviews

Gateway to Siesta Key - 1/2 Mile to the Beach

Stephanie Rating, 5 stars3 weeks ago
Excellent place, unbeatable location, very cozy and comfortable. Chris let us know we could check in early without even asking. I would gladly come back!
Guest favorite
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, 238 reviews

Cozy 1BR Beach Condo on Siesta Key!

MeganRating, 5 stars2 weeks ago
We highly recommend staying at Bill’s! He was very accommodating and answered all our questions very quickly. The condo was very clean- the linens and towels smelled so fresh- and had everything you needed for the perfect beach day. The pool area was also beautiful. The location of the condo was perfect! The private beach area was a short walk across the street and way less crowded than the touristy siesta key beach area. However, that area of beach was about 1/2 mile walk down the beach and made for a good lunch/bathroom spot since there aren’t restaurants/bathrooms on the private beach access. We made great use of the free trolley as there were stops right near the condo. We recommend using the breeze app to make tracking the trolley easy. If you’re in a rush, Ubers are also readily available and usually less than $10 and less than a ten minute ride to everywhere you’d want to go- ie. Siesta Key Village, Captain Kurt’s etc. We would definitely stay here again.
Guest favorite
A spacious swimming pool is surrounded by palm trees and lounge chairs, reflecting clear blue skies. The pool area is well-maintained, and the building's balcony overlooks the pool, providing a serene atmosphere for relaxation.
Condo in Siesta Key
4.9 out of 5 average rating, 119 reviews

Crystal House on Siesta Key Beach

BiancaRating, 5 stars1 week ago
We loooved it here! The space was perfect for our family. I cooked several meals and the kitchen had everything I needed. The location was convenient to grocery stores and walking distance to local restaurants and ice cream shops. The trolley stop is right at the resort so very convenient free rides to downtown Siesta Key was one of the highlights of our trip. We also grilled in the back of the resort by the bay which was nice! Oak trees all around. The pool was perfect temp. The fob didn’t work for one of the gates but there were three others we were able to get in without issue. The beds and pillows were soooo comfy. The ONLY issue we had was from the pics on the original post it appeared the walk to the closest public beach access was 2 min but it was actually 15. In the Florida heat that was rough but we pushed through! Oh and last thing, the scooters were a hit with everyone in our family. So much fun! 😆 Thank you so much for giving us an amazing stay!!
Superhost
A two-story building with a light yellow exterior is situated among palm trees and lush greenery. The entrance features a covered porch, and the pathway is lined with flowering plants, leading to the parking area and common spaces.
Condo in Lido Key
4.8 out of 5 average rating, 104 reviews

LIDO KEY 1 BR/1Bath Heated Pool 16

ChrisRating, 5 stars9 months ago
Had a great stay and everything was as listed. Clean and convient, quiet location, 5 minute walk to the beach. Was located right across from both pool and laundry room (quarters only) which was great. William also provided beach chairs and umbrella as well as small cooler which was exactly what I needed
Guest favorite
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, 149 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

AnnRating, 5 stars3 weeks ago
Great stay, the location, the amenities all were wonderful. Melissa and Brandon were super responsive and the place had more essential stocked than most of the other places we have stayed, which was very thoughtful. Melissa also had a regular coffee pot sent out to us right away, since we don’t use Keurig’s which was super nice and very much appreciated. We would definitely come back!
Guest favorite
A large heated pool is surrounded by sun loungers and palm trees, providing a relaxing outdoor space. The backdrop features a two-story building with balconies and red roofs, enhancing the inviting poolside atmosphere.
Condo in Bradenton Beach
4.88 out of 5 average rating, 121 reviews

Charming and Updated 1 Bedroom in Runaway Bay

MeleahRating, 5 stars3 weeks ago
My fiancé and I really enjoyed our stay at David’s place in Bradenton! The space was super clean and had everything I needed for a comfortable stay. Communication was excellent throughout; the host was responsive, helpful, and always timely with their messages. One of the best parts was the beach access—super convenient, and the place was stocked with everything from a beach cart, umbrellas, chairs, and beach towels etc. which made days at the beach so easy. There were also a few great local tips provided, which I definitely took advantage of. Honestly, I wouldn’t change a thing. I’d absolutely stay here again and highly recommend it to anyone visiting the area. Thank you for a wonderful stay!
Guest favorite
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, 109 reviews

Siesta Key Beach Front Condo

JenniferRating, 5 stars2 weeks ago
Another wonderful trip to Siesta! This is our third stay in one of Evan’s places, and we were not disappointed. This unit had a great view of the Gulf (this particular building has the most direct view, without the parking lot!), and the screened in lanai was amazing! As always, the unit was clean, well-stocked, and a perfect home away from home. Already counting down the days till we return!
Top guest favorite
Condo in Bradenton
4.98 out of 5 average rating, 206 reviews

Shorewalk full condo IMG Beaches Anna Maria

FrankRating, 5 stars1 week ago
I've stayed in Shorewalk 4 different times now, but you're place has been the best, by far. Super clean and accommodating. Great communication and always quick to respond. Thank you!

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