
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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Ridge Wood Heights rentals with a pool
House rentals with a pool

Your private retreat near Siesta Key Beach.
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!

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

Beautifully Remodeled Home with Pool Near Siesta
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!

Gorgeous renovation with pool, minutes from beach
Mimi and the other owners were very responsive and helpful. The house was perfect!

Serenity Springs | Private Heated Pool + Waterfall
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!

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

Mid-Century Oasis with Pool in Arlington Park 1
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!

Cottage On Bay (private backyard, near beaches)
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

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

Cozy 1BR Beach Condo on Siesta Key!
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.

Crystal House on Siesta Key Beach
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!!

LIDO KEY 1 BR/1Bath Heated Pool 16
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

Siesta Key Ground Floor Condo 2BR On Trolley Line
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!

Charming and Updated 1 Bedroom in Runaway Bay
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!

Siesta Key Beach Front Condo
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!

Shorewalk full condo IMG Beaches Anna Maria
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!
Destinations to explore
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Seminole Vacation rentals
- Tampa Vacation rentals
- Central Florida Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Fort Lauderdale Vacation rentals
- Gold Coast Vacation rentals
- Miami Vacation rentals
- Rentals with a washer and dryer Ridge Wood Heights
- Pet-friendly rentals Ridge Wood Heights
- Rentals with beach access Ridge Wood Heights
- Rentals with outdoor seating Ridge Wood Heights
- Family-friendly rentals Ridge Wood Heights
- Rentals with a patio Ridge Wood Heights
- House rentals Ridge Wood Heights
- Rentals with a fire pit Ridge Wood Heights
- Kid-friendly rentals Ridge Wood Heights
- Rentals with pools Sarasota County
- Rentals with pools Florida
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park