
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

Manasota Tree House - steps from the beach & bay
We had a fantastic week at the Manasota Tree House. Jennifer was quick to respond and made everything easy from start to finish. The home is beautifully decorated and felt warm and inviting. The location is perfect. Just a short walk to the beach, and the private pool was a great bonus. We’d definitely love to come back.

Seas The Day! No cleaning fee's! Heated pool.
⭐️⭐️⭐️⭐️⭐️ We had a great stay! The home was super clean, well-organized, and perfect for families. One of our favorite touches was the informational binder — it included clear house rules along with tons of helpful recommendations for local attractions, restaurants, and activities. Very nice! The house had everything we needed to stay entertained: a private pool, pool table, ping pong, cornhole, and even bikes in the garage. They also provided everything we could need for a beach day which made heading to the beach super easy and fun. It truly felt like the hosts thought of everything to make our trip enjoyable and stress-free. Check-in and check-out were seamless, and the whole experience exceeded our expectations. Highly recommend this stay!

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.

Saltwater Serenity Villa/ Dock/ Heated Pool/
We had a wonderful stay at this beautiful home! We loved that they had basically everything you might need. They even had a high chair and pack n play which was really useful with our 11 month old. The area is peaceful and quiet but still close to restaurants/grocery stores. Our favorite part of the stay was watching the sunset while relaxing in the pool.

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!!

Private Oasis with Heated Pool *Close to beaches*
It was such a great experience staying here. Alexis went above and beyond to make our stay perfectly. Personally, I think it’s even nicer than what the pictures show. The house is beautiful. The quotes around the house are incredible. The book that is provided with everything to do in town is amazing. It was very clean and had everything we needed to make our stay perfect. The pool was nice and warm. There were so many pool toys/ floats to pick from. Everything you could possibly imagine for the beach! The list goes on. 10/10. Will absolutely book again when we come back! 😍

Private pool and well equipped for vacay!1071HS
Mike was a great host, friendly and very helpful. The house was well appointed and very clean. would definitely stay there again.

A little slice of heaven 15 mins from beach
Nice and roomy! Close to family residences and the beaches!
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!

1 bdrm | Steps away to Private Beach w/Dock Access
Good value for a nice spot right by the beach and walking distance to restaurants etc.

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!

Vacay on the Beach !
We had a great time! Loved the private beach access right in front! Beautiful location. Close to everything. It was a bit challenging to see the apartment number’s to know where to park. The place was nice, fully stocked both for in home use, and for at the beach. We didn’t know they were doing remodeling work at the place though. There was some noise going on from workers doing construction. The pics showed a deck walkway to the beach with an outdoor shower, but it was in reparations while we were there. So not in use. We could still easily walk out to the beach. The communication with the host was great, really appreciated that as we had some questions while there. Great time overall!

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, Penthouse!
I had so much fun on my vacation because of the place and its location. Its super clean, very well decorated, gives you that beach house feel. It was nice being right across the street from a beautiful beach, and having beach chairs to use. It was also nice not having to get in the car and having to drive anywhere for dinner, we tryed almost all of the local resturants, and found a favorite. Theres even a free local shuttle ! This is an awesome place id love to come back to.

Waterfront Condo in Cape Haze
We enjoyed sitting on the balcony and watching the boats and wildlife. There was a dolphin that swam around the dock. The apartment is very well supplied with everything you need to make your stay relaxing and easy. The pool was very clean although the surrounding area had been damaged with the storm in Oct 24.

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
- Gasparilla Island State Park
- Blind Pass Beach