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House holiday rentals in Maitland

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Maitland

House rentals with a pool

Superhost
Home in Altamonte Springs
4.82 out of 5 average rating, 129 reviews

Quiet Place, convenient to everything!

FrancisRating, 5 stars1 month ago
The home is as described. Nice and Clean. Quiet neighborhood. Highly Recommend!!!!
Guest favourite
Home in Casselberry
4.87 out of 5 average rating, 100 reviews

Cozy 4/2, King Beds, Pergola, Hot Tub & Pool

BeverlyRating, 5 stars1 week ago
Very nice inside and spacious backyards closed in games for the children and family to do lots of beds I like that you can shut the master door and everybody can still get to the bathroom as a huge thing for me.
Guest favourite
Home in Orlando
4.9 out of 5 average rating, 146 reviews

Modern Tropical House Heated Salt Pool

LuisRating, 5 stars3 months ago
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!
Guest favourite
Home in Orlando
4.88 out of 5 average rating, 202 reviews

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney

JoyceRating, 5 stars3 weeks ago
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 !!
Superhost
Home in Orlando
4.86 out of 5 average rating, 195 reviews

Year around Heated Pool 7 min from Airport!

JoseRating, 5 stars6 days ago
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.
Guest favourite
Home in Sanford
4.87 out of 5 average rating, 245 reviews

Private Pool at Flamingo Cottage

KristenRating, 5 stars3 weeks ago
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!
Top guest favourite
Home in Ocoee
4.96 out of 5 average rating, 110 reviews

BBQ Grill | Wi-Fi | Pool Access | 20 Min Disney

BillRating, 5 stars1 week ago
Wonderful hosts, had a great experience. I would definitely revisit if the opportunity comes again.
Guest favourite
Home in Longwood
4.89 out of 5 average rating, 104 reviews

Tropical Oasis - Heated Luxury Pool - Game Room

AnneRating, 5 stars1 month ago
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

Superhost
Home in Altamonte Springs
4.88 out of 5 average rating, 32 reviews

Cozy Blue Bungalow

EdwinRating, 5 stars2 weeks ago
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
Top guest favourite
Home in Sanford
4.97 out of 5 average rating, 256 reviews

Clean, cozy home in a GREAT location

JenniferRating, 5 stars1 week ago
So this was my SECOND stay with Danie in 2 months. This place DOES NOT DISAPPOINT!!! This is such a well-appointed home with everything you need to feel at home! The neighborhood is quiet and feels very safe, the back yard is an oasis of peace, and cooking a meal to eat in the breakfast nook or at the gorgeous family-sized trestle table is a joy! There is plenty of space for everyone to feel comfortable...I was there with my friend and our two teenagers. We cooked together and enjoyed movies on the nice big TV in the living room, where everyone had plenty of room to stretch out. Plenty of hot water (we all had to shower after going to the parks in Orlando) and soft towels. We slept like babies and awoke refreshed and ready for the next day. We enjoyed watching the squirrels and birds from the screened porch while sipping our coffee. Danie's place is home away from home! Thanks so much for this wonderful escape that feels so friendly and familiar every time I come back!
Superhost
Home in Winter Park
4.86 out of 5 average rating, 21 reviews

Cozy home 5min to Park Ave and Downtown Orlando

JayneRating, 5 stars1 week ago
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.
Guest favourite
Home in Winter Park
4.92 out of 5 average rating, 53 reviews

Lakefront Paradise Near Attractions

CathyRating, 5 stars1 month ago
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.
Top guest favourite
Home in Winter Park
5 out of 5 average rating, 40 reviews

The Winter Park Experience

MarieRating, 5 stars4 days ago
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
Guest favourite
Home in Altamonte Springs
4.95 out of 5 average rating, 86 reviews

Orlando Poolside Oasis

DarielRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Casselberry
4.93 out of 5 average rating, 40 reviews

May Discounts! Close to Disney & Universal Parks!

BrandonRating, 5 stars1 week ago
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 !
Guest favourite
Home in Altamonte Springs
4.93 out of 5 average rating, 44 reviews

Lakefront House ~ Pool ~ 5 Star Location

JonRating, 5 stars1 week ago
WOW! What a great place. Very picturesque. Enjoyed the lakefront, pool, private. Location is close to the Altamonte Mall and alot of retail, restaurants, etc - however, the location is tucked away and you would never know it.

Private house rentals

Guest favourite
Home in Winter Park
4.93 out of 5 average rating, 71 reviews

Winter Park Guest Suite near UCF/FullSail/Rollins!

AngelRating, 5 stars4 weeks ago
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!
Guest favourite
Home in Winter Park
4.85 out of 5 average rating, 54 reviews

NEW! ☀Bungalow+Patio+FirePit! Close to Everything!

DebbieRating, 5 stars2 weeks ago
Overall our stay was great! The only snag was the place hadn’t been cleaned when we arrived due to a booking/communication error. Greg immediately responded and had cleaners there within the hour. Once It was cleaned the place was immaculate and our stay was peaceful - exactly what we were looking for!
Superhost
Home in Winter Park
4.83 out of 5 average rating, 70 reviews

3 BR minutes walk to Park Avenue

MichaelRating, 5 stars2 weeks ago
Solid place with great proximity to restaurants.
Guest favourite
Home in Orlando
4.98 out of 5 average rating, 45 reviews

Charming Bungalow in Winter Park

TaralynnRating, 5 stars1 week ago
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!
Guest favourite
Home in Casselberry
4.98 out of 5 average rating, 44 reviews

Sunset Lake Retreat

LavonneRating, 5 stars3 weeks ago
Comfy beds - I swear that’s a rare find nowadays! If you like a soft, cozy bed - this master bedroom has you covered! The house is somehow even more beautiful than the photos. It was easy to find, door code made it easy to access and even though we just stayed one night, we felt right at home. Highly recommend this home!
Guest favourite
Home in Maitland
4.91 out of 5 average rating, 80 reviews

Lake Front Home near Winter Park!

NancyRating, 5 stars1 month ago
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.
Guest favourite
Home in Casselberry
4.92 out of 5 average rating, 25 reviews

Blue Villa | 8 PPL | Heated Pool | BBQ | Top Area

DebbieRating, 5 stars6 days ago
The palace looked exactly like your pictures! The pool was perfect! Great communication
Superhost
Home in College Park
5 out of 5 average rating, 3 reviews

Beautiful 2 Bed/1 Bath College Park Home

IanRating, 5 stars6 days ago
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!

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

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