
Holiday rentals with a pool in Englewood
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Top-rated rentals with a pool in Englewood
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Popular amenities for Englewood rentals with a pool
House rentals with a pool

Englewood, Fl 2 bedroom home with heated pool.
We have stayed at this house before and always enjoyed the amenities, location and our very responsive host. We had a great time this year as well and would definitely rent it again.

Specious Golf Getaway: Heated Pool/Sunset n.Beach
This is a beautiful, well kept home. The house was conveniently located for our Tarpon fishing trip in Boca Grande. Well equipped kitchen and comfortable beds. We found the Pool welcoming and relaxing. Our host, Mary, was friendly and provided great information about the local area.

Malvia’s Oasis-10 min from the Beach+Heated Pool
Family vacation with two younger kids, the house was perfect. We loved the private pool, lots of space, and close to everything we needed. Have been coming to Englewood for over 15 years and definitely would stay here again.

Endless summer
Place was exactly as described. Everything worked as expected. It was nice to have all the beach equipment that we needed (towels, chairs, cooler, shark teeth sifter) and it was less than 10 minutes to the beach. Manasota beach was nice but didn't have as much parking. Blind Pass was a couple minutes further, much more parking, and we were able to find almost 200 shark teeth! Pool was refreshing for a midday dip and we loved how the lanai area had a window that opened to the kitchen.

Englewood Cottage with Pool, Hot Tub, and Fire Pit
As a Floridian who travels frequently and has been in a lot of rentals across the state, I was very impressed with Maria's place. The house was welcoming from the second you walk in. Maria has beautifully decorated every room, very unique Floridaesque pieces, down to the hand towels. Although it was just my daughter and me, I imagine this would be plenty of space for a bigger family. The backyard is amazing; I loved walking around and looking at the landscape. Even though there is a busy road nearby, it felt very secluded. Even though we ended up not bringing our dog, we enjoyed feeding our fish friends every day. There are several restaurants in the area to choose from, for breakfast/lunch/dinner. Nice central location, we took day trips to Sanibel and Boca Grande to ride our bikes, visited the Edison/Ford estate in Ft Myers. It was nice to relax in the pool/hot tub after returning "home" at the end of the day. I would definitely recommend this oasis to anyone looking for a rental.

*Pinehurst Paradise* Pool-3 Bed/3 Bath-Golf View
im a frequent Rotonda West visitor and Dawn's place was immaculate. nice clean home and the kiddos enjoyed the pool! looking forward to staying in Dawn's home more often!

6min to Beach. Saltwater Pool, Jacuzzi. Fits 8ppl.
Loved this spacious home! Because of a recent downpour, pool needed attention. Galina sent the pool guy out immediately!!! She even checked back with us to make sure he came and cleaned the pool!!

Pool Home - 10 Min from Beach
The whole house including the pool is very well maintained. We felt at home from the very first moment. The equipment leaves nothing to be desired and we will gladly come back one day. Best regards from Germany Markus & Gaby
Condo rentals with a pool

Entire Beachside Condo! Don’t worry Beach Happy!
This is the third time we’ve stayed at this location and it does not disappoint! The place has been renovated and looks great! The host is clear and we had no issues getting into the condo. I used the laundry room and that was straight forward. The location is so close to the beach. We enjoyed our time and plan to come back!

Vintage Villa, Thirty-Five
This is our second year staying here. It was wonderfully peaceful this last weekend, just like last year. The beach is less than two minutes walk from the door. The kitchen had everything we needed in it. Plenty of beach items for use in the closet. The bathroom had more than enough towels and TP. We also used the pullout couch for our children, and they were very comfortable. we hope to book again soon, thank you!

Spacious 2BR 2BA Beach Condo for Perfect Vacation
Great place looked exactly like the listing, well appointed kitchen! Good location near many amenities. Only thing that would have made it better if there were beach chairs and an umbrella for the beach.

Steps to Water! Beach to Bay, Pool and Dock
We really enjoyed our stay. It was a beautiful area. We found lots of sharp teeth. The condo was amazing. It was clean had so many extras. We couldn't ask for a better place to stay.

6 min to Siesta Beach | Heated Pool | Lake View
Doris's AirBnB was exactly as listed. It was very clean. The neighborhood was quiet. It was in the perfect location. We had no problems at all. I would definitely book again.

Chillax on the Beach or by the Bay!
Loved this location! Easy access to all water types... gulf ocean, Lemon Bay, and a nice pool. Walking distance to several great restaurants including one with live music every night. Great place and a very friendly, communicative host. Will happily stay there again.

Siesta Key Beach Front Condo
Our stay was exactly what we wanted. Our host, Evan, was great and quick with any questions we had. The condo was located very close to Siesta Key Beach, and we didn't have to drive more than 20 minutes to get to anything that we wanted to around that area, some things even within walking distance. Everything we could have possibly wanted was provided in our home, which really made the week stress-free. We would definitely stay here again!

Near beach. Daily rentals. Pool. king bed
Exactly what we wanted. Great Location, clean and comfortable condo. Super close to the beach.
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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- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Manasota Key Beach
- Lovers Key Beach
- River Strand Golf and Country Club
- Myakka River State Park
- North Jetty Beach
- South Jetty Beach
- Marie Selby Botanical Gardens
- Englewood Beach
- Tara Golf & Country Club
- Van Wezel Performing Arts Hall
- Lakewood National Golf Club
- Blind Pass Beach
- Stump Pass Beach State Park