
Kid-friendly holiday rentals in Englewood
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Top-rated family-friendly rentals in Englewood
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Englewood family-friendly rentals
Kid-friendly house rentals

Tropical Poolside Paradise: Sleeps 6, Pet-Friendly
Beautiful home, matched the description/ pictures very well. Very welcome and comforting feeling when walking inside the home

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. đ 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.

Fresh big house in the jungle
It is wonderful place very quiet and well organized, a lot of space very cozy and convenient

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

Brand New Home near Warm Mineral Springs
We enjoyed our two month stay at Viktoriyaâs beautiful new home. The house is well maintained - the kitchen has all the amenities allowing you to feel like youâre at home. The neighborhood is very quiet and we enjoyed our walks. Viktoriya is a wonderful hostess and is very welcoming and responsive to any questions you might have. Looking forward to our stay in 2026.

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.

Briarwood - Two Cozy space, One perfect stay!
Very clean and spacious accommodations. We had 3 couples and an adult child in our party. The owner allowed early checkin in for us and was very attentive when we needed air conditioning adjustment. The only negative was that the air conditioning window unit in the mother in law suite is very loud. Youâll want to have a white noise maker. The units were well equipped and theres a nice family sized table for eating meals together.
Family-friendly apartment rentals

UNIT 2 AT SIESTA KEY COTTAGE
At the age of 43 I finally faced my greatest fear and flew to Siesta Key. Anna & Thomas made our experience even more amazing with beautiful accommodations, local recommendations, and clear communication. Thank you for the memories we will have for a lifetime!

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

Cozy 1 Bedroom Near Downtown
Thanks Gabriela, Your accommodations were just what we needed. Close to oleâ town Englewood with the variety of shopping and food choices!

Good Times & Tan Lines
The apartment was very roomy, clean and we loved the well-stocked kitchen with the beautiful countertops and all the cooking utensils that you could want. Renee is an excellent host, very responsive! It was great to enjoy morning coffee out on the balcony!

The Oz Tree House over looking Hot tub, Pool
Te was an amazing host. I had a couple questions before we even checked in, and she answered us very promptly. I loved the Zen Boho very chill spot looking out at the little garden oasis was very peaceful. We took advantage of the hot tub, which was nice very tranquil setting. We would definitely return..

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 thatâs a plus. I would return.

Near Beach and Walk to Restaurants. Comfortable
Top notch host, great communication, amazing food recommendations, tidy, great location less than 10min drive to the beaches and downtown Venice/Nokomis. Will definitely book again!!

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.
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.

Key Condo located on Manasota Key
This is the third time I've rented in this complex. The location is unbeatable - private beach, beautiful Gulf view from the beach, beach accessories were in good condition and a bonus kayak to use during the serene mornings. Definitely cannot beat the sunsets! The condo is by far the cleanest I've ever rented via Airbnb - thank you for that! The kitchen has everything - we cooked every meal. There are several restaurants within walking distance. Already booked for 2026!

Condo With Heated Pool, Beaches Only Minutes Away
We were pleasantly surprised by Nicoleâs apartment. It was extremely clean, lots of towels, linen, well appointed kitchen and everything else needed to make it like home. We didnât 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.

Entire Beachside Condo! Donât worry Beach Happy!
We had such an amazing stay! The location is steps to the beach, steps to the pool and walking distance to several restaurants and shops. Our condo was AMAZING! Everything was very modern and absolutely beautiful. There were so many thoughtful bonus touches that made our family feel right at home. I am SO glad we chose this gem of a spot for our trip!

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.

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. Itâs 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
We enjoyed our stay at this property. It was our first time staying on the south end of the island, and we found the location to be ideal. The property is conveniently situated just steps from the beach (with a private beach access) and close to many popular restaurants. The quaint ambiance of the property was a welcome addition to our experience. We also appreciated the private deck, which provided a comfortable and secluded space for our stay.

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 didnât have time to use the paddleboard but itâs an awesome bonus. We would definitely stay again!
Quick stats about holiday rentals that are kid-friendly in Englewood
Total rentals
140 properties
Nightly prices starting at
ÂŁ53 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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- Crescent Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Manasota Key Beach
- Myakka River State Park
- River Strand Golf and Country Club
- Lakewood National Golf Club
- Van Wezel Performing Arts Hall
- Tarpon Bay Beach
- South Jetty Beach
- Boca Beach
- Lovers Key Beach
- Englewood Beach
- Del Tura Golf & Country Club
- Public Beach - 100 Broadway
- Waterlefe Golf & River Club
- Stump Pass Beach State Park
- Gasparilla Island State Park
- Bonita Beach Dog Park
- Manatee Park
- Tara Golf & Country Club
- Marie Selby Botanical Gardens