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House holiday rentals in Maitland

Find and book unique houses on Airbnb

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Popular amenities for Maitland house rentals

House rentals with a pool

Guest favourite
Home in Orlando
4.88 out of 5 average rating, 124 reviews

3 BR/2BA Home w Private Pool~12 min to Airport!

SuzanneRating, 5 stars6 days ago
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.
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!!!!
Superhost
Home in Lake Mary
4.89 out of 5 average rating, 259 reviews

Gated community XL pool Home 2500sq/f

JackieRating, 5 stars2 weeks ago
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!
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!
Superhost
Home in Orlando
4.86 out of 5 average rating, 195 reviews

Year around Heated Pool 7 min from Airport!

JoseRating, 5 stars1 week 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.
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 Lake Mary
4.88 out of 5 average rating, 99 reviews

Markham Woods 4BR Pool Retreat near Attractions

LeslieRating, 5 stars2 weeks ago
Ahmad was an absolute wonderful host. After arriving a little early to town I asked about an early check in and he quickly responded to let me know I could go ahead and check in. The house is absolutely beautiful, peaceful and spotless. I very much appreciated all the little details and extra amenities. The washer and dryer works wonderful. The beds were clean and comfy, the showers were great. I loved all the storage space for our belongs as well. The location was great as well, literally within miles of anything you could need. The pool was also really nice and my kids very much enjoyed it. I will say they did get little scrapes on the bottom of their feet from the floor of the pool but that’s not a huge deal. So I would suggest water shoes inside the pool. All in all If I could give Ahmad 10 stars I would! I will definitely book this place again. By far my most favorite place I have ever booked so far.
Guest favourite
Home in Longwood
4.9 out of 5 average rating, 105 reviews

Tropical Oasis - Heated Luxury Pool - Game Room

AnandaRating, 5 starstoday
The home is great for a big family and for entertaining. Very spacious, nice kitchen, and outdoor space. Between the game room and the pool, they provided plenty of fun activities for kids.

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
Guest favourite
Home in Winter Park
4.93 out of 5 average rating, 72 reviews

Winter Park Guest Suite near UCF/FullSail/Rollins!

PaulinaRating, 5 stars1 week ago
Grear stay!!! We were extremely surprised when we walked in the door. It was exactly as the photographs. The airbnb was very clean. We did encounter a few flies in the airbnb but my son was able to get rid of them. I texted the hosts and they responded right away. They were apologetic and assured me that it had never happened before and would look into it. The very next day, they sent someone to try to figure out the problem. I believe it was because the garbage bin was next to the airbnb. Once it was moved over to the other side, we did not experience anymore flies. The airbnb was closed to Full Sail University, where my son did a one week summer program. It was also very close to grocery stores and restaurants. I was able to buy groceries and at times get them delivered. I was able to cook in there two range burner which was my number one reason for staying at an airbnb instead of a hotel. The airb had the pots, pans, and dishes. I did not rent a car and the Uber service was great.
Guest favourite
Home in Winter Park
4.85 out of 5 average rating, 54 reviews

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

DebbieRating, 5 stars3 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!
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 Winter Park
4.92 out of 5 average rating, 53 reviews

Lakefront Paradise Near Attractions

CathyRating, 5 stars2 months 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.
Superhost
Home in Altamonte Springs
4.78 out of 5 average rating, 88 reviews

Home in Altamonte Springs

KatherineRating, 5 stars2 weeks ago
Beautiful home felt very welcome experience was great no complaints thank you so much
Top Guest favourite
Home in Winter Park
5 out of 5 average rating, 40 reviews

The Winter Park Experience

MarieRating, 5 stars1 week 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 stars3 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.

Private house rentals

Superhost
Home in Winter Park
4.83 out of 5 average rating, 70 reviews

3 BR minutes walk to Park Avenue

MichaelRating, 5 stars3 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 Orlando
5 out of 5 average rating, 10 reviews

Spacious Lakefront 2 Bed Home-Close to Everything!

MichaelaRating, 5 stars2 weeks ago
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!
Superhost
Home in Baldwin Park
4.72 out of 5 average rating, 39 reviews

Walk To Bike Trail, Baldwin Lake

CynthiaRating, 5 stars5 months ago
We had a very comfortable stay. Michelle’s has a charming place close to a lovely park where we took several walks. Also the restaurants in the area are very good.
Top Guest favourite
Home in Altamonte Springs
5 out of 5 average rating, 55 reviews

Joe's Bar and Grill

RyanRating, 5 stars3 weeks ago
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!
Superhost
Home in College Park
5 out of 5 average rating, 3 reviews

Beautiful 2 Bed/1 Bath College Park Home

IanRating, 5 stars1 week 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!
Top Guest favourite
Home in College Park
4.96 out of 5 average rating, 93 reviews

Yale House in College Park 2 mi from Downtown

AspenRating, 5 stars1 week ago
Cute house with character- great place to stay! Loved that there was a grocery store within walking distance!
Top Guest favourite
Home in College Park
5 out of 5 average rating, 12 reviews

3BR Oasis DT ORL, Full Kitchen & Fenced Yard!

DomineRating, 5 stars1 week ago
Such a lovely and cute place! We will definitely be back if we are in Orlando again! The space was perfect for us and a calming retreat to come home to.❤️

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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  3. Florida
  4. Orange County
  5. Maitland
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