
Vacation rentals with a pool in Englewood
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Englewood
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Englewood rentals with a pool
House rentals with a pool

3bd 2th Solar Heat Pool Large home W/ big yard
Justin was very responsive to any questions or concerns we had. Setting was private and spacious. Plenty of yard for our dog to roam.

Centrally located oasis.
The place was mostly what it said it would be, the pictures are accurate. Was pretty nice and cozy. Had lots of privacy, which was really nice. House was clean and had all of the amenities that were promised. Bed was really comfortable. The only drawback was that the pool was a little dirty, looked like it hadn’t been cleaned for a few days before we got there but it wasn’t that big of a deal.

Spacious 4BR Getaway – Perfect for Families!
We stay at a lot of Airbnb's and found this one to be particularly easy and satisfying. The place was exactly as described in the listing. One nice thing is it was better-stocked than many, with things like coffee, basic seasonings and other non-perishable items were there. Lots of extra towels/pillows/blankets, shower soap, dishwasher soap, washing machine soap - stuff like that was all ready to go.

Beautiful House with Heated pool
Our girls trip weekend was a huge success!! We all had a wonderful stay here and we didn’t have a single complaint. Check in was super easy and went off without a hitch. The house is exactly as pictured, very open and comfortable. We did not have a single issue while staying! Highly recommend staying here, I promise we will be back!

Tropical Pool Vacation Getaway!
We absolutely loved the home. It was super clean and just as advertised. Our little boy loved the heated pool. It was perfect. The neighborhood is quiet and convenient to lots of restaurants. Beds are comfortable. I would not hesitate to stay here again.

Spacious Canal Oasis With Private Pool & BBQ Area
We had a great mini vacation with our dogs enjoying the water and pool/spa. The place was very spacious and close to everything we wanted to do. Phong was very responsive and helpful throughout our stay. We would definitely come back.

The Parsonage-Private Villa-Heated Pool & Spa.
Michelle's place was a great place to stay while our team was in town for work. Michelle was always responsive and accommodating. If available, we will most certainly stay again in the weeks to come.

Beautiful, Spacious Heated Pool Home
The photos didn't do the place justice. Very beautiful, well kept and quiet. Pool had lots of inflatables etc., very clean and great for the whole family. Great furnishings, lots of towels/linens and fully functional appliances. Flexible with check-in, very responsive and helpful. Thank you Alice for all you do!
Condo rentals with a pool

Condo With Heated Pool, Beaches Only Minutes Away
I thoroughly enjoyed the ARBNB . It was very clean and I felt like I was right at home . The kitchen was well stocked and the appliances worked perfectly . I loved the washer and dryer! It was close to restaurants and beaches . The location was quiet and close to beaches . Would highly recommend property to anyone traveling. Plus the pool was clean and close to unit !

Lovely 2 bedroom condo with pool & tennis courts
This is our second year staying in this complex. There are many walking trails that are a short drive, close to several beaches, restaurants and grocery stores.

Our House at the Beach Luxury Condo
This is the perfect location- balcony overlooks over Siesta Beach, trolley pick up right in front of building and walkable to the village. The simplicity of check in to check out! This was our first trip to Siesta Keys. Every location is easy to get to and close to all the other Gulf Beaches. We didn’t need to contact the host for anything because it was all there and exactly as described. Another perfect vacation in the books and we will be back!

Siesta Village Short Walk to Beach w heated Pool
This place was fantastic with everything we needed. It was close to everything and a short drive to some of the other local activities. Short walk to multiple beach entrances and a cart, chairs, umbrella, etc. was all available to take to the beach. There’s a local shuttle that takes you all over the island for free and a market around the corner that’s fully stocked with everything you need to cook some meals there. We did the night time LED kayaking and then did the Mangrove Eco Tour with Kayaking SRQ, ask for Kaleb for the mangrove tour, the man knew everything about the area, its history, conservation, and gave some great restaurant and attraction recommendations in the area. Or… just hang out at the beach. We were there during tropical storm Debby and Kathryne communicated with us throughout. Absolute amazing stay… even with a tropical storm! We can’t wait to come back.

Lovely Top Floor Condo with Sunset Views
We had a wonderful time during our vacation here as we were also visiting with family.. The rental was cozy and had all accommodations we needed. Beautiful area and grounds. Only issue was the elevator on the unit’s side acted up while there mid week. Another elevator was accessible on the other side to use. Would definitely return.

Peaceful retreat, pool, hot tub, near Siesta Key!
Great place to stay! It was a very safe community with nice extras and was pretty close to the beaches. So nice to have the extra beach supplies to go shark tooth hunting at Caspersen Beach. The condo was clean and spacious.

Siesta Key Beach Front Condo
We loved our stay! Ideal location across from siesta key beach and one mile walk or free trolley ride into town with lots of restaurants, shops and a gourmet supermarket. The condo was clean, comfortable and well stocked and Evan was very responsive to any questions we had.

Cozy Condo With Heated Pool
We loved our stay. Less than 10 minutes from the beach. The kids found all kinds of shells and sharks teeth. Lots of restaurants close to the property. Kids loved the pool on property. We have 6 in our family and and had plant of room for everybody. We would definitely stay at the property again.
Quick stats about vacation rentals with a pool in Englewood
Total rentals
390 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
8.8K reviews
Family-friendly rentals
320 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
150 properties have a dedicated workspace
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