
Vacation rentals with a pool in Longwood
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Top-rated rentals with a pool in Longwood
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Popular amenities for Longwood rentals with a pool
House rentals with a pool

3Bd/ 2 Ba Sleeps 7! Calabria (9013 MC)
Rodrigo’s place was absolutely perfect for us. 2 adults 2 kids doing the Disney parks. 15 minutes from the parks, lots of shops, takeaways and restaurants super close. Property was as described and pictured. Location was ideal. Very quiet and peaceful. I am seriously struggling to fault it, if I was being super picky maybe some outside lights for the pool area at night would be good. Will come again on our return to Orlando for sure.

3 BR/2BA Home w Private Pool~12 min to Airport!
Had a nice stay with family and friends at Alyssa’s place along with 2 dogs. Was so nice to be able to bring out pets along on vacation. The house was clean, beds were comfortable, lots of space. I Spent most of my time out in the pool which was amazing.

Quiet Place, convenient to everything!
The home is as described. Nice and Clean. Quiet neighborhood. Highly Recommend!!!!

Private pool home near Downtown
Great house. Great host. Always attentive and responsive. 2nd stay. Will go for a 3rd

Pool + Heated spa Family friendly King suite Oasis
What an amazing 2 weeks with family!! Don’t hesitate to book this GEM of a home! It’s beautiful, peaceful (on a culdesac) SUPER QUIET at night, great spots to eat at the waterfront and all around Minneola in general. We had an issue with warming the spa and both were very responsive, ordered the part and within 2 days its was perfect. This house had EVERY amenity you would need and then some…games indoor and outdoor, kids books, fire pit, swing, blankets to cozy up on couch, dog bowls, leashes, toys etc. They truly make you feel like it’s home. We can’t rave about it enough!! We were only a short half hour drive away from Disney also. Our 2 small dogs absolutely LOVED chasing lizards and frogs around the pool area! We would LOVE to come back if they would have us! Thank you again for being such great hosts! All you do to make your guests feel comfortable at home does NOT go unnoticed! Until next time beautiful Clermont/Minneola!!! 💕

Modern Tropical House Heated Salt Pool
I had a wonderful stay at this property. The host provided clear and concise instructions, making the check-in process seamless. The house itself is beautiful, offering a perfect balance of privacy and comfort. Renting the entire place gave us the space we needed, and it came equipped with all the essentials. Highly recommend for anyone looking for a relaxing and practical getaway!

The Orlando Retreat.
My family and I stayed here for a few days in we generally enjoyed our stay. The bonus was that it was pet friendly and the pool was a nice touch! It being close to the road did not bother us, we actually really didn’t hear any noise everyone slept peacefully. My dog loved the yard. Everything was comfortable. Universal was only like 20mins away so the back the forth wasn’t an issue. Thank you again!

BBQ Grill | Wi-Fi | Pool Access | 20 Min Disney
Wonderful hosts, had a great experience. I would definitely revisit if the opportunity comes again.
Condo rentals with a pool

Location,Location 3bd 2bth near parks conv.ct/Int.
Working with Isabela, was easy. The place was perfect for our needs. Beautiful, easy access to local attractions. Would highly recommend.

Maria Luz Studio-Huge Terrace/Universal area.
Fantastic and Wonderful! This place has by far been the best!

VCR1-305 Reserve Deluxe Condo - Convention Center
My family and I truly enjoyed our stay! We were in walking distance to Publix and some great restaurants which was great!!! We ere also around 10 minutes from the Parks, malls, and outlet malls which made calling an Uber for transportation very affordable! The pool was absolutely amazing!!! They had bar at the pool which heighten our enjoyment and relaxation! Definitely would recommend and be back again!

2-104 Legacy Dunes, Lake View, Heated Pool, Gym
We loved the condo. It was beautiful and we enjoyed it. The only complaint we had (which was out of Anthony’s control) is the neighbors above us were loud and woke us up a few times with the stomping. Other than that, it was awesome! We would stay with Anthony again.

Disney & Epic Free Shuttle, Kitchen
Ryan's place was awesome! It was convenient to everything nearby as well as suited all of our needs. Ryan was a great host as he was quick to respond to anything we had questions about. I'd definitely stay here again! 10/10 for sure!!!!

LUXURY ONE BEDROOM CONDO NEAR UNIVERSAL
Great stay - very close to Universal and nearby attractions. Fast communication and the pool was a plus. Thank you!

Lovely studio near Universal
The place was really nice and comfortable inside. On top of that it’s extremely close to many restaurants and made it very convenient going to Universal. It’s an Amazing spot to stay and would definitely recommend it for anyone.

3161-107 Resort Lake View Disney Universal Orlando
Wonderful Stay! I had a fantastic experience staying at this Airbnb! The place was spotless, exactly as described, and even more charming in person. The location was perfect, close to everything I needed. I really appreciated the thoughtful touches throughout the space, which made it feel extra cozy and welcoming. I would definitely stay here again and highly recommend it to anyone visiting the area!
Home rentals with a private pool

Disney's Championsgate: Private Pool & Arcade Fun!
This property was very nice and matched the photos to a T. The house was spotless & very spacious. The renovated design was modern and the themed rooms were perfectly executed. The only downside was the check-in process at the gate, but after a quick phone call, the issue was resolved. I absolutely loved the space. 10/10.

Minniehaha Castle Retreat
This house was ideal for our weekend. Everything we needed was provided, and the extras pillows, towels, and toiletries were a nice touch. The pool water heater was a great addition, making the water perfect for the time of year ($10 a day was worth it) . We enjoyed our stay and would recommend it to others.

Airy, Stylish Home with Pool Heat Included in Davenport
Had a great stay at Phil's place. The home was perfect for mother's day weekend. My daughter loved the pool. The home was clean! 10/10 recommend.

Visit Disney World from a Sunny Home with a Pool
Home was beautiful! area was quite and close by of of attractions and restaurants. Only thing I advise is bringing extra wash towels, they are not provided. We went to Walmart which is literally right around the corner.

Family Retreat Near Disney with Pool & Hot Tub!
This home is just at pictured. Has everything you’ll need. Grill and propane being available on site were a very nice bonus. Hot tub and heated pool were fantastic after walking all day. Host was amazing and communication was very quick. Highly recommend this place and location

Sleeps 20! Near Disney w/ Pool | Twice-as-Nice
Place was nice. It had a lot of amenities that we enjoyed. The game room and pool table was fantastic. Rooms were nice and comfortable. Would definitely stay again.

Amazing Dream Solterra Villa -Disney/club/pool/spa
They house is exactly like described and had a lot of room. The cleaning could be a bit better, but they apparently had a very short turn-around. Be prepared to have parties going on around you. They do not enforce the noise ordinance at midnight like they should. We were not their to party, so this did have an affect on some of our guests. Overall, it was a pleasant stay. Edward is a super host for a reason. He always returned my emails and texts. When we needed something he was sure to get it to us. He made us feel comfortable about this purchase from the very beginning.

Private Oasis with Pool & Spa- 3400clr
The home was beautiful & exactly as described.
Quick stats about vacation rentals with a pool in Longwood
Total rentals
10 properties
Nightly prices starting at
G$2,091 GYD before taxes and fees
Total number of reviews
800 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
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- ChampionsGate Golf Club
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- Island H2O Water Park
- Blue Spring State Park