
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.
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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!
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!!!!

Gated community XL pool Home 2500sq/f
Heidy’s house was wonderful! Very clean and well stocked. The pool and backyard were very peaceful, we spent a lot of our time out on the patio. The master king bed was super comfortable! Heidy left us some cold water in the fridge which was needed upon arrival, June is very hot in Florida! Would 100 percent 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.

Private Pool at Flamingo Cottage
Our family stayed at Marilyn’s home for a few days to relax and enjoy her pool during our kiddo’s graduation week. She was very accommodating, had clear requests and instructions, and was quick to respond to my own messages. There were zero issues with communication or amenities. Thanks for an easy trip, Marilyn!

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

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.

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!
Condo rentals with a pool

Studio near Universal Studios with great view
The apartment BNB was really great and exactly as described with all basic amenities provided. Super close, walkable distance, to a variety of restaurants with different cuisines. Universal Studios is a close 10 mins drive/uber ride away. The studio feels super cozy, the view from the balcony is also very nice. Laundry room is right next to the unit which was very convenient. Hosts are quick to respond to any messages/questions you may have. Enjoyed my time at this Airbnb!

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.

VCR2-108 Deluxe New Apartment - Convention Center
We like this apartment very much. it's new and clean, location is also good, whole environment is good. The host reply very fast. will book it again when next time come. only not convenient is that can't stock luggage before check in and after check out.

3150-303 Resort Pool View Disney Universal Orlando
The place was clean and the host had excellent communication.

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

Disney & Epic Free Shuttle, Kitchen
Great area to stay and awesome host!

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!

3BR Condo w Resort Access near Epic Universe
Dennis was super responsive & answered all of my questions throughout our stay. The space is even better than in the photos! Pool was amazing, couch was AWESOME! close to everything. Quiet, safe, we had a blast here & will 100% be back!!
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
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!
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 16! Pool + Arcade | Orlando Resort Retreat
Pictures shown is exactly how the place looks. Felt secure in the neighborhood. Plenty of amenities. Pool and hot tub was a plus. Game room was also a plus for the little ones.

Private Oasis with Pool & Spa- 3400clr
The home was beautiful & exactly as described.

Vacation Resort Home Right Outside of Disney World
We evacuated our coastal home ahead of a hurricane and found this pet-friendly rental to be exactly what we needed. The house was fun, which helped lift our spirits during a difficult time. However, the real highlight was the hosts, who were incredibly accommodating and gracious, making an extremely stressful situation much easier to manage.

Wr001or (1stfororlando)
Quick stats about vacation rentals with a pool in Maitland
Total rentals
30 properties
Nightly prices starting at
R357 ZAR 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
- Universal Orlando Resort
- SeaWorld Orlando
- 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