
Kid-friendly holiday rentals in Englewood
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Top-rated family-friendly rentals in Englewood
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Popular amenities for Englewood family-friendly rentals
Kid-friendly house rentals

Perfect Getaway with the pool
Beautiful home with comfortable bed, was just my husband and I and our 2 small dogs. Can only comment on the master with king bed. Home is beautifully decorated, well taken care of and in a good location. The shower was absolutely amazing. Our favorite part! The fenced yard was perfect for our dogs, it’s secure all the way around so they could run around and enjoy the yard. Would have liked a bigger comfy couch, and ice and water dispenser. That’s all I felt was missing. Great home, beautiful pool. Water was perfect temp. We enjoyed it very much!

Comfy Cape house 4 beds/2baths/heated pool/Jacuzzi
It felt like home! Beds were so comfortable! Pool was nice! Neighborhood was nice! It was close and convenient to everything.

Heated Pool + Hot Tub | Summer Family Escape
Wonderful place, comfortable and cozy house. Jacuzzi, swimming pool is just wonderful. The house has everything you need for relaxation.

Sunny Casa
Eric’s home is a beautiful themed beach home in a quiet neighborhood. The house is well equipped with everything that a family with children needs on vacation. Plenty of pool/beach towels, chairs, wagon, umbrella, toys and even a sifter for finding lots of shark teeth! Plenty of gorgeous beaches are within a 20 min drive. While not at beaches, the kids enjoyed the pool and all the lizards outside! Bonus was the cleanliness of the home and the comfort of the beds. My only wish is that we could have stayed longer!

Family Friendly Pool Home! Heated pool & hot tub
It was a great vacation! Nice, spacious house. The kids were very happy with the pool, and we were happy with the jacuzzi. 😁 Clean, well-kept house. There is everything you need and even more than expected! Oksana is a very friendly and helpful hostess! If we plan a trip to this city, we will be happy to come back! I recommend!

Fun Filled Game House
This is a beautiful home in a quiet safe neighborhood. The game room was great! There was a few maintenance items we alerted the host to. Only 1 effected our stay, propane bottle ran out and there wasn't a backup available. The listing indicated a firepit was available but seems it was stolen from the yard. Host was responsive to any concerns and problems were resolved or we just let it go. Hosts are at the mercy of their contracted cleaning service when they are not local themselves. We had a very nice stay.

My Favorite Florida Gateway! Full kitchen too.
Nice clean places to stay. Exactly as described online. Very responsive host! Would definitely book again!

Cozy Home with Heated Pool
The house was very nice and comfortable and the Host Elina was very responsive and helpful. Would recommend and would stay here again.
Family-friendly apartment rentals

UNIT 2 AT SIESTA KEY COTTAGE
Absolutely delighted with this establishment. Very comfortable and conveniently located. Proximity to the breathtaking beach is a notable advantage. The owners demonstrated exceptional hospitality, accommodating our needs and promptly addressing any queries. I would definitely revisit this location.

Near Siesta Key Beaches - Quiet 1 BR apt
Ed & Bunny’s provided such a wonderful place to stay! My husband and I enjoyed the peaceful atmosphere. Everything was exactly as described and very easy to get to from the Sarasota/Bradenton airport. It was also close to the beach! They are absolutely wonderful hosts and we hope to have an opportunity to stay again!

Pets friendly modern studio 5 mi to Siesta Key
Good location and host was accommodating.

Good Times & Tan Lines
This is a comfortable, quiet apartment walking distance to all the great events on Dearborn Street. Renee is a great host and always responsive. We have stayed in her rentals several times over several years, and will be back.

The Oz Tree House over looking Hot tub, Pool
Very cute boho type studio apartment. Very nice quaint backyard. Nice quiet neighborhood. Very close to beaches and shopping. Plenty to see and do. Liked the bikes and hot tub. Great additions.

Newly Renovated - Modern Apartment - 2 of 4
Listing was as described. Was near the highway so some sound cut through but overall place was beautifully kept and felt right at home. No one bothered me as well so that’s a plus. I would return.

LUX VILLAs close to sparkling Siesta Beach.
My two boys and I truly enjoyed the condo. It was clean, tidy, roomy, well-equipped, and conveniently located. The community was quiet and peaceful. My boys loved the pool and I loved the hot tub. We were extremely pleased. While we were given a unit that differed from our original request, we understood the reason given and we were in no way disappointed with the new arrangement. The unit was perfect for us and we would definitely return. Bea and her assistant were quick to respond to my questions prior to arrival. We had no issues during our stay, so we never needed to communicate while we were there. Check-in and check-out were both extremely easy.

Siesta Key Condo. Sit by the water !
We loved our stay here. The place was well wiped for the beach and plenty of towels. We enjoyed the beach, the pool, and used the hopper to go eat yummy seafood. Elvis communicated quickly and we thoroughly enjoyed our time here.
Family-friendly apartment rentals

Sunset Beach
The location - right on the beach - is superb. Great covered porch looking right out on the beach. The unit has some of the things to help spend a day on the beach - chairs, umbrella, etc. the kitchen is small but entirely sufficient and well stocked with kitchen/dining things. Comfortable bed. Plenty of closet and drawer space. Really enjoyed my stay at the unit and in Englewood.

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!

Gulf Side Condo Englewood Florida
A very peaceful condo with a great view. Easy walk to the beach or sit on the comfy balcony and enjoy the view. The condo was very cute but spacious. It’s also a short walk to the nearest restaurant with entertainment. The island is still working to recover from the devastating hurricanes but this place was a slice of heaven. Also very good communication.

Best Deals on Siesta Key
It was beautiful and pristine great location we loved it so much!!! Can’t wait to stay again next year!

Cozy Condo With Heated Pool
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!

Sea Club 2-Relaxing Siesta Key Condo-Mermaids Rest
Great location. Easy walk to the beach. Enjoyed the swimming pool. Listing was accurate and was a nice layout with plenty of everything that was needed for a great stay.

Seaside Sanctuary
The listing was exactly as pictured. Easy to find parking acrossed from listing. It was quiet during our stay and Christian was very quick to respond to messages. We liked the private beach access. We liked the trolley stop that is very close to the listing-if we didn't use the trolley, we walked and enjoyed it very much! Overall this was a excellent location to enjoy all of Siesta Key!

The Key to a Great Vacation!
We had an amazing stay here! The location was everything. Being able to walk across the street and have private beach access was so nice. We saw dolphins every night off the dock. We can’t wait to come back.
Quick stats about holiday rentals that are kid-friendly in Englewood
Total rentals
140 properties
Nightly prices starting at
£53 before taxes and fees
Total number of reviews
4.7K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
70 properties have a pool
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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
- River Strand Golf and Country Club
- Myakka River State Park
- Lovers Key Beach
- Tara Golf & Country Club
- Lakewood National Golf Club
- South Jetty Beach
- Van Wezel Performing Arts Hall
- Englewood Beach
- Tarpon Bay Beach
- Boca Beach
- North Jetty Beach
- Del Tura Golf & Country Club