Kid-friendly holiday rentals in Englewood

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Englewood family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Port Charlotte
4.97 out of 5 average rating, 39 reviews

Tropical Poolside Paradise: Sleeps 6, Pet-Friendly

JessicaRating, 5 stars2 weeks ago
Beautiful home, matched the description/ pictures very well. Very welcome and comforting feeling when walking inside the home
Top guest favourite
Home in Port Charlotte
4.96 out of 5 average rating, 23 reviews

Family Friendly Pool Home! Heated pool & hot tub

NataliiaRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Cape Coral
4.92 out of 5 average rating, 88 reviews

Fun Filled Game House

PamRating, 5 stars1 week ago
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.
Superhost
Home in North Port
4.78 out of 5 average rating, 32 reviews

Fresh big house in the jungle

ElenaRating, 5 stars1 month ago
It is wonderful place very quiet and well organized, a lot of space very cozy and convenient
Guest favourite
Home in Rotonda West
4.9 out of 5 average rating, 42 reviews

My Favorite Florida Gateway! Full kitchen too.

MelissaRating, 5 stars1 week ago
Nice clean places to stay. Exactly as described online. Very responsive host! Would definitely book again!
Guest favourite
Home in North Port
5 out of 5 average rating, 15 reviews

Brand New Home near Warm Mineral Springs

JohnRating, 5 stars3 weeks ago
We enjoyed our two month stay at Viktoriya’s beautiful new home. The house is well maintained - the kitchen has all the amenities allowing you to feel like you’re 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.
Top guest favourite
Home in North Port
4.85 out of 5 average rating, 13 reviews

Cozy Home with Heated Pool

EricRating, 5 stars2 weeks ago
The house was very nice and comfortable and the Host Elina was very responsive and helpful. Would recommend and would stay here again.
Superhost
Home in Venice
5 out of 5 average rating, 3 reviews

Briarwood - Two Cozy space, One perfect stay!

LisaRating, 5 stars3 weeks ago
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. You’ll 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

Superhost
Flat in Sarasota
4.79 out of 5 average rating, 226 reviews

UNIT 2 AT SIESTA KEY COTTAGE

DerekRating, 5 stars11 months ago
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!
Guest favourite
Flat in Sarasota
4.88 out of 5 average rating, 155 reviews

Pets friendly modern studio 5 mi to Siesta Key

KristinRating, 5 stars3 weeks ago
Good location and host was accommodating.
Guest favourite
Flat in Englewood
5 out of 5 average rating, 5 reviews

Cozy 1 Bedroom Near Downtown

LynnRating, 5 stars1 month ago
Thanks Gabriela, Your accommodations were just what we needed. Close to ole’ town Englewood with the variety of shopping and food choices!
Top guest favourite
Flat in Englewood
5 out of 5 average rating, 53 reviews

Good Times & Tan Lines

KevinRating, 5 stars1 month ago
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!
Top guest favourite
Flat in Englewood
4.97 out of 5 average rating, 260 reviews

The Oz Tree House over looking Hot tub, Pool

AndreaRating, 5 stars1 week ago
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..
Superhost
Flat in Punta Gorda
4.92 out of 5 average rating, 131 reviews

Newly Renovated - Modern Apartment - 2 of 4

WilliameRating, 5 stars9 months ago
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.
Superhost
Flat in Nokomis
4.88 out of 5 average rating, 48 reviews

Near Beach and Walk to Restaurants. Comfortable

RoseRating, 5 stars2 weeks ago
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!!
Superhost
Flat in Sarasota
4.86 out of 5 average rating, 29 reviews

LUX VILLAs close to sparkling Siesta Beach.

MarciaRating, 5 stars5 months ago
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

Top guest favourite
Apartment in Englewood
4.95 out of 5 average rating, 111 reviews

Sunset Beach

TomRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Englewood
4.9 out of 5 average rating, 60 reviews

Key Condo located on Manasota Key

CorinnaRating, 5 stars1 week ago
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!
Superhost
Apartment in Englewood
4.87 out of 5 average rating, 47 reviews

Condo With Heated Pool, Beaches Only Minutes Away

DanRating, 5 stars3 weeks 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.
Superhost
Apartment in Englewood
4.79 out of 5 average rating, 117 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

HeidiRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Englewood
4.84 out of 5 average rating, 73 reviews

1 bdrm | Steps away to Private Beach w/Dock Access

SteveRating, 5 stars2 weeks ago
Good value for a nice spot right by the beach and walking distance to restaurants etc.
Superhost
Apartment in Englewood
4.93 out of 5 average rating, 134 reviews

Gulf Side Condo Englewood Florida

JRating, 5 stars3 months ago
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.
Superhost
Apartment in Sarasota
4.73 out of 5 average rating, 128 reviews

Best Deals on Siesta Key

StevenRating, 5 stars1 month ago
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.
Superhost
Apartment in Englewood
4.78 out of 5 average rating, 46 reviews

Cozy Condo With Heated Pool

NatalieRating, 5 stars3 weeks 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!

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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Englewood
  6. Family-friendly rentals