Holiday rentals with a pool in Englewood

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Popular amenities for Englewood rentals with a pool

House rentals with a pool

Top Guest favourite
Home in North Port
5 out of 5 average rating, 31 reviews

Charming Saltwater Heated Pool House (North Port)

TomRating, 5 stars3 weeks ago
Very beautiful place to stay at with lots of room inside and out.. pool and hot were both excellent very clean and well stocked home with a washer and dryer… host was very easy to text for anything we needed…. Thank you for letting us use your home to stay in.. we had a wonderful time thank you
Guest favourite
Home in North Port
4.97 out of 5 average rating, 35 reviews

New 4-bedroom house with saltwater pool and spa!

MichaelRating, 5 stars1 month ago
This is a beautiful, clean, well decorated home in a safe private neighborhood. The kitchen was well stocked and very spacious with lots of storage space. The patio was private with a beautiful pool that was well heated for this time of year. The beds were very comfortable. We felt right at home.
Top Guest favourite
Home in Sarasota
4.98 out of 5 average rating, 45 reviews

Serene 3BR family retreat | Firepit & POOL

ThaoRating, 5 stars1 week ago
We had a wonderful stay for our family of six. The space was spotless, cozy, and had everything we needed for a relaxing getaway. The washer and dryer (detergent provided!) were super convenient, and the dishwasher made cleanup a breeze. They also thoughtfully provided coffee, sugar, and other essentials. On top of that, the pool was fantastic—perfect for relaxing after a day out. Plus, there were beach chairs and even beach toys available, making our beach trips so much easier and more enjoyable. Everything was just perfect for our needs, and we couldn't have asked for a better experience. Location was indeed serene and safe and not too far from Siesta Beach. We looked forward to coming back to a quiet place after hanging out at Siesta Key Village. Highly recommend, these Guest Favorites have yet to disappoint! Will definitely rebook when in Sarasota in the future.
Guest favourite
Home in North Port
5 out of 5 average rating, 21 reviews

3bd 2th Solar Heat Pool Large home W/ big yard

Luis ManuelRating, 5 stars3 weeks ago
We really enjoy the place we have a woderful hoster
Superhost
Home in Venice
4.56 out of 5 average rating, 16 reviews

Lovely pool house 5 minutes from the beach

LindaRating, 5 stars12 months ago
Had a lovely stay here. Communication with Carmen was fantastic. Decorating in home was tasteful and lovely and we felt right at home.
Guest favourite
Home in Sarasota
4.98 out of 5 average rating, 80 reviews

Spacious 4BR Getaway – Perfect for Families!

DanaRating, 5 stars2 days ago
This was such an amazing place! Maksim and Lilia were outstanding hosts and super responsive!!! The house itself was gorgeous and in such a great location. We had access to so many wonderful beaches and attractions. It was truly a home away from home and we were sad to leave. It had everything you could ask for and was very comfortable and relaxing. Probably the best experience we’ve had using Airbnb!
Superhost
Home in North Port
4.82 out of 5 average rating, 44 reviews

Tropical Pool Vacation Getaway!

DustinRating, 5 stars2 weeks ago
Beautiful home, lots of thought out amenities for staying in the area.
Top Guest favourite
Home in North Port
4.95 out of 5 average rating, 40 reviews

Entire Home. 2/bd & 2/bath with Pool.

SeanRating, 5 stars2 weeks ago
Very relaxing accommodation. Neat and clean. Especially enjoyed the lanai and pool. Deanna was very responsive to any concerns.

Condo rentals with a pool

Guest favourite
Condo in Sarasota
4.89 out of 5 average rating, 55 reviews

Siesta Key Condo, Heated Pool, Newly Renovated

PaulaRating, 5 stars2 months ago
It was a lovely place with so many amenities that made you feel at home! Comfortable beds, nice appliances, great shower pressure, ceiling fans in every room. Lots of towels. The only thing we missed was a lanai but we were A-ok without it!
Superhost
Condo in Englewood
4.87 out of 5 average rating, 47 reviews

Condo With Heated Pool, Beaches Only Minutes Away

DanRating, 5 stars1 month ago
We were pleasantly surprised by Nicole’s apartment. It was extremely clean, lots of towels, linen, well appointed kitchen and everything else needed to make it like home. We didn’t need to buy or bring anything for the beach because we had beach chairs and an umbrella which were in really great shape. The apartment is within a short driving distance to beaches, stores, restaurants and shop. We had a great time and felt right at home. We highly recommend her place to anyone vacationing in the area.
Guest favourite
Condo in Osprey
4.92 out of 5 average rating, 12 reviews

Lovely 2 bedroom condo with pool & tennis courts

CariRating, 5 stars1 month ago
This condo was even cuter in person than it was in the photos. It was super clean, safe, spacious, had a gorgeous screened in balcony that looked out over the pool, and was centrally located really close to groceries, restaurants, multiple beaches, and more. We stayed here as a family of 4 and the kids had their own room and bathroom and we had a master with en suite. I saw another review that said there is a little noise from the busy road outside but you really only notice it if you're trying to sleep with the windows open. We originally booked a hotel that ended up being awful so I found this place last minute and they were able to get us in the very next morning. They let us check in early since we were kind of stranded, and walking in was like a breath of fresh air. Highly recommend this place for 2-4 people!
Guest favourite
Condo in Siesta Key
4.96 out of 5 average rating, 69 reviews

Siesta Key Oasis with Gulf Views

StephanieRating, 5 stars3 days ago
This was our second time staying here. Love the location. Love the area. Thanks again for a wonderful stay. See you next year!
Guest favourite
Condo in Siesta Key
4.87 out of 5 average rating, 101 reviews

Siesta Village Short Walk to Beach w heated Pool

CoryRating, 5 stars9 months ago
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.
Guest favourite
Condo in Sarasota
4.97 out of 5 average rating, 66 reviews

Peaceful retreat, pool, hot tub, near Siesta Key!

MariaRating, 5 stars2 days ago
My husband, daughter , and I rented Suzanne’s place for a 4 night , birthday getaway. The place has self check in and was easy to access with a code. The condo was absolutely spotless and a lot bigger than I imagined. The decor was lovely and definitely had a home feel . Tastefully decorated. The surrounding area is also beautiful and very, very peaceful. We’ve been to Sarasota before, and Suzanne‘s place is just a little bit further away from Siesta Key beach than what we’re used to but close enough that it was not a problem at all. The beds were comfortable. Check out instructions were clear and written down. I would definitely go back. Our stay was great!
Superhost
Condo in Englewood
4.78 out of 5 average rating, 46 reviews

Cozy Condo With Heated Pool

NatalieRating, 5 stars1 month ago
Perfect stay for my family! It had everything we needed and more. The beach chairs, mats & cooler made our beach days more enjoyable. Washer and dryer worked great and kitchen had everything we needed. We didn’t have time to use the paddleboard but it’s an awesome bonus. We would definitely stay again!
Superhost
Condo in Sarasota
4.92 out of 5 average rating, 38 reviews

Top Floor Beautiful View Condo-Shore To Please

JolieRating, 5 stars1 week ago
This is the perfect vacation rental! The condo is spacious and very well maintained. Has lots of amenities to offer. The location could not be more ideal… walking distance to Siesta Key beach ( right across the street). Has a stop in front of the building for Siesta Key trolley that takes you to Siesta Village. Kathy is a fantastic host. Very accommodating and replies quickly. We could not have asked for a better place to stay and looking forward to going back!

Quick stats about holiday rentals with a pool in Englewood

  • Total rentals

    490 properties

  • Total number of reviews

    10K reviews

  • Family-friendly rentals

    410 properties are a good fit for families

  • Pet-friendly rentals

    100 properties allow pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    480 properties include access to Wi-Fi

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