
House holiday rentals in Maitland
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Top-rated house rentals in Maitland
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Popular amenities for Maitland house rentals
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!

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!

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney
We where in Orlando to go to my granddaughters graduation & this home just made it a perfect vacation - so comfortable - & clean & the pool & outside area was amazing !!

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.

Tropical Oasis - Heated Luxury Pool - Game Room
Booked the house for the heated pool, backyard, open kitchen and bright dining area overlooking the backyard... we were not disappointed. The pictures definitely represent the house. The heated pool was adjusted to just the right temp; the backyard was open, spacious and private; the kitchen had updated appliances with an open floor plan and plenty of countertop space; and the bright dining area off the kitchen overlooking the backyard had large clean windows. While the house was larger than our needs in terms of occupancy, the things we wanted and enjoyed were worth the upgrade. Laura was also very responsive to any questions we asked or concerns we had.
Weekly house rentals

Cozy Blue Bungalow
This is our second time there We enjoyed staying there . Paul is just a phone call away and very quick respond . When we look to stay in the area the blue bungalow is the place to stay

Cozy home 5min to Park Ave and Downtown Orlando
The location of the Airbnb was perfect for me! It was walkable to the venue I needed to go to, and it was so close to everything Winter Park has to offer. The decoration inside the house was well suited for the space, and I really loved my experience here. I would definitely book this again next time I’m in the area.

Lakefront Paradise Near Attractions
What a lovely home this is. Very thoughtfully done and beautiful setting. Our contact person Gabriel was very very responsive. There were three couples staying here together and there was plenty of room to enjoy visiting or alone time.

New built Private Studio Orlando/Winter Park area
This sweet little suite met all my needs for a week visiting friends. There was an internet problem one day, but Diana stayed in communication with me and the malfunction was corrected in a timely manner. The place is clean and well-appointed. I highly recommend it, and I would definitely return.

Home in Altamonte Springs
Beautiful home felt very welcome experience was great no complaints thank you so much

The Winter Park Experience
The host was incredible and attentive to every detail. From start to finish the experience was seamless. The host was responsive and accommodating and made sure we felt like home when we were staying there. The host went above and beyond for us. There are not enough good words for me to say about the host, we highly recommend staying here. 12/10 experience

May Discounts! Close to Disney & Universal Parks!
Everything was perfectly fine, only upon entry the floors definitely were not swept well or mopped. As far as just that the stay was great. Video games were a treat for us, got to jam out on guitar hero and enjoy my time there. Definitely recommend the stay !

Orlando Poolside Oasis
My friends and I really enjoyed the house it was very clean, well-organized, and overall a great place to stay. We didn’t encounter any issues, except for the lack of lighting in the backyard at night, which made it difficult to use the pool after dark. It wasn’t a major problem, but having some outdoor lights would definitely be a nice addition. Other than that, everything was perfect! The owners were very helpful and even allowed us early check-in, which we truly appreciated.
Private house rentals

Winter Park Guest Suite near UCF/FullSail/Rollins!
We came from South Carolina to visit our son who is a musician that recently graduated from Full Sail. Valerie's place is in the same neighborhood where he stays. The studio was just as pictured and described - cute, cozy, and quiet! It makes me want to convert our garage into an in-law sweet because of how perfectly everything was done!

3 BR minutes walk to Park Avenue
Solid place with great proximity to restaurants.

Charming Bungalow in Winter Park
Loved the stay at this place! The instructions were clear on how to get to the parking and the large kitchen island was a great gathering spot. This house had more than enough space for what our needs were. Host was very responsive. Thank you for having us!

Spacious Lakefront 2 Bed Home-Close to Everything!
Personally I was sad to leave! Such a lovely location and getting to enjoy the views from the kitchen island or hanging out on the dock every day was so peaceful. Just the kind of vacation I needed to get me through the rest of my year 🌴 Our host was very kind and responded very quickly! Book a stay here!

Lake Front Home near Winter Park!
There were four of us. we absolutely loved our stay. the house was very clean and comfortable. we loved the awesome kitchen and how roomy the whole place was. the outside porch was especially nice. waking up each morning and having our coffee out on the porch was super. there were plenty of towels and blankets. we were not far from restaurants and grocery stores. when we had a question for Richard he responded in a very timely manner. we would highly recommend this house as a clean and safe place to stay.

Joe's Bar and Grill
Second time at Joe’s. Among the best AirBnB’s in our extensive experience! Stocked with every little thing you might want (ie: instant read thermometer for grilling). Joe reached out to help before I even had a chance to ask about the WiFi (wife had unplugged router by accident) and opened the garage door when my kids locked themselves out. House is private and quiet and the pool area is awesome. Lot of activities within easy reach. Such an easy, comfortable stay. Thanks again Joe and crew!

Beautiful 2 Bed/1 Bath College Park Home
We had a wonderful stay at Alec’s place! He was very communicative and provided clear, easy-to-follow instructions. Check-in was smooth and flexible. Really appreciated being able to check in early after a long red-eye flight. The space was clean, comfortable, and located in a quiet residential neighborhood. Would definitely recommend staying here!

Stunning Modern 2/2 Home in Hip Enclave near DT
Beautifully remodeled home in popular area. Bathrooms, kitchen and common areas exquisite. Host is very accommodating and responsive.
Quick stats about house rentals in Maitland
Total rentals
60 properties
Total number of reviews
1.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
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- Fitness-friendly rentals Maitland
- Pet-friendly rentals Maitland
- Rentals with pools Maitland
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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