
Family-friendly vacation rentals in Longwood
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Longwood
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Longwood family-friendly rentals
Family-friendly home rentals with a hot tub

Comfy Lake View Jacuzzi Terra Verde Resort
The house is very good, exactly as in the listing. The location is also good, there is a Walmart nearby and it is not far from Disney. Communication with the owner was good, always responding very quickly.

Private Jacuzzi-Heated ResortPool-BBQ-7 mls Disney
Tetyana's place made my stay in Orlando easy and fun, easy because checking in and out was simple and fun because there is so much to do on location. Wish I had more time to challenge my son at the pool table and ping pong table. Avoid the overpriced small hotel rooms and do yourself and your family a favor and stay at this wonderful place.

Disney 3 bed 2 bath pool hot tub RR
We thoroughly enjoyed your lovely home. It was perfect for our needs. Everything was very well-kept and clean. We especially enjoyed the hot tub after long days walking through the Disney and Universal parks! It saved our aching feet. We felt right at home immediately!

Veranda Palms Luxurious Home w/Pool & NEAR DISNEY
What a fantastic trip! Thank you so much for making our vacation stay easy and relaxed! We will def be back!

The Shire -Private Pool & Hot Tub, Close to parks!
Monica was very responsive when we had an issue with one of the bathrooms and got it promptly fixed! We have stayed at this house previously and love the location and amenities. We will be back!

Luxurious Private Retreat w/Spa & Saltwater Pool
Carrie was great! The house was beautiful and had more than what could even do with! We had a hiccup with the AC which led to a warm night after a hot day at Disney, however Carrie was so quick to resolve the issue and even allowed us to heat the pool for a night free of charge for the inconvenience. It was a lovely home that we will be staying in again our next visit to Disney! The neighborhood was easy to find and navigate. The perfect distance from the main interstates that had all food locations. The house was clean and comfortable! Carrie even made check out so seamless we had to confirm with her she didn’t want anything more for us to do! Would recommend staying here and would stay here again in a heart beat.

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*
Location, cleanliness, ease of check in and check out, instructions from the owner were all great. Just one minute south of 192, it was easy to get to the Disney Parks or Universal. It is closer to Disney but we did venture to Universal one day and it was right up I-4. It is just south of Old Town but you couldn't hear anything from there. The place was exactly like the pictures. Two bedrooms, 2 1/2 baths, 2 full on the upper floor and 1/2 on the main floor. Although we didn't use any of it, the kitchen came complete with silverware, dishes, pots and pans. A shower only in one bathroom and a bath/shower in the other. I only had a couple of questions along the way and they were answered quickly. I would absolutely stay here again.

Beautiful Home, 6Bdrm,5Bath, near Disney, Pool&Spa
Emma and Rene’s place was excellent! We have stayed in many Air BnB’s and this one was a fantastic, family friendly and all around excellent rental. The space was comfortable and there was plenty of room for everyone, it was very clean and the kids enjoyed the pool and the play area. We didn’t want to leave. The location was perfect to go to the Hideway Club and easy access to the Celebration area. We had a blast just hanging out at the property and we would highly recommend Emma and Rene’s place for your next stay. Photos were as advertised and the hosts were very responsive and accommodating. We will book this rental next time we return to the area. Thanks again for a great stay!
Family- and pet-friendly home rentals

Compass Bay 5164 AD - Beautiful and Near Disney
The house was clean and inviting, the neighborhood was quiet, and it was great being so close to Disney! The hosts were quick to respond. All in all, we had a wonderful stay!

Fantastic Award Winning Renovated 2+2 Near Disney
Great place to stay

Waterside Pet Friendly Lakefront
This will be my second time staying at Virginia’s Orlando location. My husband and I truly love it so much and will continue to stay here. Virginia is very responsive and is always checking up on you. Her description of the place is accurate. The location is lovely and is extremely safe! I have only good things to say and would recommend this Airbnb to anyone. :)

Private Pool Villa near Disney & Orlando sleeps 12
Sam was always responding to my questions and inquiries, was quick to respond, and very helpful. House was within minutes of Disney, nice pool, and plenty of grocery stores nearby, and other stores as well. The family had a great time and hope to be able to book again when we make another trip to Disney! Thanks Sam!

View the Disney fireworks from your pool!
This is the second time I've stayed at Mrs. Judy's and both times have been wonderful. I can't say enough good things about the house or our hosts. I plan on staying here every time I'm in the area. I would highly recommend this place to anyone traveling to the Kissimmee Orlando area. Plus you can't beat hosts like Mrs Judy and Mr Harlan.

Pet-Friendly 3BR Condo close to Disney
The space was perfect for my family. We enjoyed the pool and location was perfect for stores, and near the convention center where my daughter had a competition. Great communication with host was quick to respond.

Historic Sanford Sunshine Cottage w/ Treetop suite
This was a really fun, unique place to stay while we were in town for a family wedding. We particularly enjoyed hanging out on the screened porch upstairs. Sara was really accommodating with an early check-in when we ended up on a very early morning flight, which was SO appreciated. We’d definitely stay again.

A Home Where Eclectic Luxury Meets Affordability
We enjoyed our stay and would recommend this Airbnb if you’re looking for a place to stay in the area! The house was very clean, beds were comfortable, great location, and had everything we needed.
Family-friendly home rentals with a pool

Hidden Treasure Very Comfy! Pool Home - Sleeps 6
Wonderful place to stay!! Neighborhood was quiet, house was just as pictured. Pool heat worked out very well for our stay. Property management team stopped by to make sure the trash made it to the road, had the pleasure of speaking with him for a while he seemed to take real pride in the property all the way around a great home for a wonderful price wouldn’t mind to stay again at all!!

Welcoming fully equipped villa in Davenport
We have rented Jane and Brian’s villa now for several years in a row and it is our home away from home! The villa is always clean and welcoming! Although the villa is self serving, it also comes with an abundance of items to start you off and keep you comfortable during your stay. The beds are comfortable, and there are plenty of seating options inside and out. The lanai and pool area is always clean and very spacious. The location is perfect in a quaint neighborhood with access to everything you can think of. Communications with the hosts are quick and pleasant! Once again we have no complaints and can’t wait to return next year. Thank you Jane and Brian for sharing your villa with us!

Spacious Bungalow with Private Pool and Courtyard
We had the best time. We loved the sun room. we stayed in there the most. Would definitely rent again

Majorca Paradise: Townhome Near Magic Disney
Beautiful location, felt safe, plenty of space and the kids enjoyed the pool

Remy's Refuge: Stylish 4BR - 10 min to Disney!
This was our second time staying at Trevor and Amanda’s place and it was just as good as the first time. The place is in a great location very close to the Disney parks. The pool area is beautiful especially looking over the lake. Their home is clean, comfortable and has everything that you need. We really enjoyed our stay and are looking forward to visiting again soon.

Amazing family home with pool near Disney
We had a great time, it is prepared considerately for guests and was close (20 min drive) to disney world where we went every day.

Beautiful 4 bed home, south-facing pool,games room
This home was fabulous! We had college athletes in the area playing their sports for 8 days … this was the perfect getaway after long days in the sun! The home is very nice and well stocked. We will come back again next year!

3 bedroom Orlando Florida pool home
Jeff was very helpful. We booked last year and we had some major changes in our family and he had no problems accommodating us. Very responsive. The place was very clean. We are already planning our trip next year!
Quick stats about vacation rentals that are family-friendly in Longwood
Total rentals
40 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
2K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Disney Springs
- SeaWorld Orlando
- ESPN Wide World of Sports
- Daytona International Speedway
- Universal Orlando Resort
- Reunion West
- Amway Center
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
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- Disney's Hollywood Studios
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- Blue Spring State Park
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- Aquatica
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