
Vacation rentals with a pool in Maitland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Maitland
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Maitland rentals with a pool
House rentals with a pool

3 BR/2BA Home w Private Pool~12 min to Airport!
Alyssa was a great host, easy to communicate with & fast responding. Place was well kept, spacious & peaceful. Had a great stay, thanks!

King Bed | Grill | Pets | Central Location!
David was great with communication, and the pla e was perfect for our graduation celebration. thanks

The Cypress House
All I can say is wow to this cute little oasis!! So fun and relaxing just make sure to bring bug spray. Totally worth every bite for the relaxing trip.

Gated community XL pool Home 2500sq/f
Was a perfect house for my friends and I to relax at after each day of exploring the area. Quiet neighborhood and the pool was very relaxing.

Spacious Getaway ~ Heated LED Pool & Ping Pong
We had a great time at Carlos’s and Nicole’s house. The house was spacious and clean. We really enjoyed the pool and the quiet neighborhood. The location was perfect for our outing with lots of great restaurants within a couple miles. Thanks again! -The Arnold’s

Rate Discount~ Pool~Private Country Retreat
In town for a baseball tournament. Location to the fields was great — less than a 10 minute drive! Everything was clean. We enjoyed the pool after a hot day at the field. We appreciated the grill and used it to make some hamburgers and hot dogs. Kitchen was well equipped. Would definitely stay again if we need to be in the area.

2-bedroom home with pool near Kings Landings!
Good location with a pool! Easy access to highways. Yohana was very informative and responsive! Pool toys and towels were a great bonus! Everything we needed for our stay.

Private Pool at Flamingo Cottage
Rented the home for my daughter's pre-wedding trip. We used to live in Sanford, so very familiar with the area. Great location between the beaches and theme parks. Lots of good local shopping and restaurants as well. The home had everything we were looking for. Very cozy, great amenities, and private. Would definitely rent this home again.
Condo rentals with a pool

Deluxe Studio:Lakeview, parking, pool
Had such a good father son trip here, everything was great and we loved the condo!

ORLANDO SUITE@ UNIVERSAL/DISNEY/CONVENTION CENTER
I enjoyed my time here. Definitely recommend

King Bed Small Studio Disney World Universal
Laura’s place was wonderful for my husband and I. It was our first time to Kissimmee. It is a very short distance from the parks and attractions. It was also close to quality restaurants and convenient gas stations. Laura’s studio was clean and represented what was expected from the photos. This is a very cozy location with pool and hot tub. Laundry and snacks were easily accessible. Overall, it was a wonderful stay and the price was in our budget!

Studio close to Universal Studios + free Netflix
Great Stay,Check In Was Easy You Go Right Up To Room With The Codes They Provide. Room Looks Just Like Picture, Everything Was Clean And Set Up Perfect For A Studio. Everything Is Also Close To Where You Stay.

Maria Luz Studio-Huge Terrace/Universal area.
I LOVED THE EXPERIENCE!

VCR2-108 Deluxe New Apartment - Convention Center
Great location close to event venue, Parcs, shops, etc Quiet area, very clean. Larissa and Rosely did a great job making you feel at home and are great hosts, very responsive. Nice swimming pool too. Would go for it again if I would go to Orlando!

Modern Studio with Private Terrace near Universal
Nicoleta’s place was beautiful and well maintained. She was very helpful with accommodating our check out time and left very clear instructions for check in and check out. We enjoyed our stay and will be back again!!!

Disney & Epic Free Shuttle, Kitchen
We enjoyed our stay at Ryan’s place! The place was pristine and just as pictured. I loved the extra towels, blankets, and stocked coffee station. Ryan was communicative (without being annoying) and was extremely accommodating! We didn’t use the shuttle service for the parks, since we had a vehicle, so I can’t comment on that. My kids enjoyed late night swims after days at Universal Studios and Epic Universe, which were both about a 20-minute drive from the place. I would definitely recommend this place to anyone who will be visiting Disney or Universal Studios!
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
I can’t say enough good things about this Airbnb – it was absolutely incredible from start to finish. The space was spotless, nicely decorated and had every amenity we could have possibly needed (and then some!). It truly felt like a home away from home, with thoughtful touches throughout that made our stay extra special. The host was communicative welcoming and very helpful!

Family Retreat Near Disney with Pool & Hot Tub!
Place was nice with nice amenities. Kids rooms are very cute.

Beautiful Lakeview Retreat Drivable to Theme Parks
This place was perfect for our two families (10 people in total) while we visited Legoland. Kitchen and hangout space was great.

Sleeps 25! Resort Home near Parks | Coconut Breeze
Excellent space. Looks exactly like the pictures and was very well stocked!

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.
Quick stats about vacation rentals with a pool in Maitland
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
1.1K 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
- SeaWorld Orlando
- Universal Orlando Resort
- Playalinda Beach
- Disney Springs
- ESPN Wide World of Sports
- Titusville Beach
- Amway Center
- Daytona International Speedway
- Epcot
- Reunion West
- Magic Kingdom Park
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Island H2O Water Park
- Walt Disney World Resort Golf