
Holiday 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.
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Popular amenities for Maitland rentals with a pool
House rentals with a pool

3 bedroom Villa in Kissimmee
I cannot say enough good things about Raymond & our stay. I travel a lot for my son’s lacrosse team & this was our favorite Airbnb so far! Raymond is very responsive & kind! I hope it’s available to book next year when we return.

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

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.

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney
The place was amazing! The private pool and hot tub were exactly what we needed during a week of visiting theme parks. The backyard is so relaxing. Shopping and dining is very close as are the Universal parks and the airport. You can't beat the location! Would definitely stay here again! Thanks for a great stay!

Year around Heated Pool 7 min from Airport!
Super nice, pictures do not do it justice. Upgrades clearly done little by little. Pool is amazing, outdoor area great, cozy yet spacious. Would book here again and again. 20 min from Camping World Stadium, 15 min from Downtown Orlando truly accurate, easy in and out from main road and highways.

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

Traveler's Dream - King Bed, Pool, Games, Disney+
We really enjoyed our stay. It was comfortable, clean, and had everything we needed. Thank you for being such a great host—we’d love to come back in the future!

Country Pool home on 2 acres-30 minutes to Disney
Natalie’s home was the perfect vacation spot for our family. It’s tucked away in a super quiet, secluded area, which made it feel like our own private retreat. The house itself was spacious, spotless, and really comfortable. The highlight for us was definitely the pool. It was clean, relaxing, and perfect for cooling off after a day of exploring. Our toddler especially loved swimming and had a blast on the swings and slide in the yard. Another plus was the location, we were just a short drive from both Kelly Rock Springs and Wekiwa Springs, which made planning our days really easy. We’d absolutely stay here again. Thank you, Natalie, for such a great stay!
Apartment 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.

Studio close to Universal & Epic + free Netflix
Everything we could ask for and more at this sweet little spot near Universal Orlando!

Modern Studio with Private Terrace near Universal
She was amazing! And sooo nice! We will definitely visit again!

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!

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!

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!

Close to all Disney entertainment.
I like and love this place and I will recommend all guest to stay in this place. so peaceful to stay there
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.

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.

Gorgeous 9bd (sleeps 24) In the Solterra Resort!
Quick stats about holiday rentals with a pool in Maitland
Total rentals
30 properties
Nightly prices starting at
₹1,720 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
- Universal Orlando Resort
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- Playalinda Beach
- ESPN Wide World of Sports
- Titusville Beach
- Amway Center
- Epcot
- Daytona International Speedway
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park