The beautiful suburban city of Maitland, Florida attracts thousands of visitors every year. It has a nice, warm climate almost all year round, making it more fascinating to explore the nooks and corners of this city. Old souls will definitely fall in love with the several century-old homes, such as Arthur O’ Heir House and Chadbourne Hall that are well preserved and open for tours. From their wildlife rehabilitation center to the astounding parks and lakes, a soothing journey will never cease for nature lovers. If you want an exciting adventure, visit magical attractions such as Walt Disney World, Universal Studios, and Marine Land. To make your visit more memorable, we made you a list of the best accommodations. Continue reading find out the top Airbnb vacation rentals in Maitland, Florida.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 02, 2025.
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1. Cozy guest suite near different theme parks (from USD 99)
With over 300 amazing reviews from previous guests, this single-level guest suite has been listed among the best Airbnb accommodations in the area due to its excellent features and great location. Set in a quiet neighborhood, staying here will be convenient since there are different shops and restaurants nearby. This suite is guaranteed to give you lots of home comforts with their cozy beds, luxurious bathroom, and enough storage to keep your things in. A TV and Wi-Fi are provided as well, so you can have fun while still being indoors. If you want to explore more of the great outdoors, visit Universal Studios, Disney World, and Fun Spot.
Top guest reviews
Host:
the host is very niceamazing host mondern and stylishthe owner was very friendly and made sure to do everything he can to accommodate methank you for being a super hostnadeem truly is a super hostLocation:
close to winter park and easy access to freewayvery cute and stylish placehuge walk in showerspacious and in a great locationspacious nicely decorated guesthouse located in a very quiet neighborhoodCleanliness:
clean and comfortableit was clean and updatedgreat clean place very spaciousvery clean quiet and plenty of privacyclean and well appointed in an upscale neighborhoodRead more reviewsAmenities & Room:
the smart tv wasn't fully set up but the wifi worked fine for my laptopkitchen is very nice as well though lacks a stove
2. Modern studio home with private entrance and parking (from USD 50)
This studio-type home is set in a family-friendly and peaceful neighborhood. The whole place is spotless and has adequate space to host four people. The furniture and appliances all in good condition for every booking. Visitors will also be assured of a safe stay since it has a private entrance and security features, including cameras, a fire extinguisher, carbon monoxide alarm, and smoke alarm. Approximately 25 minutes away, you can spend a thrilling afternoon adventure in nearby theme parks.
Top guest reviews
Cleanliness:
the room is nice and clean roomvery nice and clean loved itvery nice studio very clean and comfyadequate space clean great valuethe studio was nice and clean and cute and cozy would definitely stay here againRead more reviewsAmenities & Room:
great amenities and the a/c worked great which was a huge plus for us
3. Exquisite and disabled-friendly guest house (from USD 120)
Experience being royalty in the household in this impeccable guest house adorned with all the luxuries you’ll need. Have a comfortable rest on the queen and king beds or sit in the lavish living room while watching Netflix. It also received plenty of excellent plaudits from previous guests due to its location being close to different grocery stores, shopping malls, restaurants, and beaches. This is a perfect accommodation for everyone, either you’re a solo traveler or a group of four. The whole place is also thoughtfully established for people with accessibility needs as there are flat paths, lights, and no curbs all around the area. Truly one of the best vacation rentals out there!
Top guest reviews
Host:
kim was the perfect hosta++ kin was an excellent host she was very friendly and always provided a timely responsekim was super kind helpful and a flexible hostshe was also too kind and got cinnamon rolls for my family and igreat place to stay and the host responds quicklyLocation:
this is an excellent place in a good location for travelers to the oviedo winter park maitland areaeven though it was a tricky place for my family to find it ended up being a wonderful surprisethe living/dining area provides a relaxing place to unwindCleanliness:
it was clean and cozyclean beautiful place well furnishedsuper relaxing and cleanthis is a very clean and peaceful placevery clean and had everything we neededRead more reviewsAmenities & Room:
excellent amenities extremely spacious and cozyhumidifiers in each room really helped with overall comfortboth bedrooms had 65” smart tvs and the beds were big and comfortablewe definitely slept like babies the living-room was also spacious with a huge tv
4. Stunning bungalow house with private pool (from USD 95)
Bring your swimsuits and have fun under the warm sun of Florida. This bungalow-style guest house features a heated pool with waterfalls to let you have a lovely swim at any time of the day. You are free to roam around the spacious yard or go to the lake nearby. The house has luxurious furniture and amenities such as a large bed, an indoor fireplace, Wi-Fi, and cable TV to let you have a comfortable stay in a secluded location. Nonetheless, the place is adjacent to the commuter train tracks and accessible to taxi services so that you can explore the city. Being surrounded by nature is also one of its great aspects of renting this place as it makes the house a perfect place for relaxation.
Top guest reviews
Host:
great hosts and lots of hospitalitygreat hospitality and very responsive to any questionsthe host was very responsive and attentivewonderful hosts who made us feel very welcomethe hosts were very welcoming and replied quickLocation:
awesome pool house great location close enough to anything you want to do near orlandothis is an amazing find in a great location for all that central florida has to offerthis is a perfect place that sits quietly away from everything but close enough for anything you wanna domy vehicle was in a very safe locationgood place to stay for the priceCleanliness:
place was very cleanimpeccably clean we were greeted upon arrivalvery clean and flexible hostsvery clean and beautiful locationvery clean and pool was refreshingRead more reviewsAmenities & Room:
loved the pool table foosball and air hockey toobeautiful pool house and entertaining amenitiespool is great with lake view also outdoor grill area was amazing to cook and spend time relaxingthe lake and pool and patio were also beautifuloutdoor covered patio area is perfect for lounging and enjoying the pool
5. Vintage home with modern amenities (from USD 87)
Have the absolute vacation in this little place of zen set in an ideal location for tourists. It features a queen bed, a sofa bed, a full kitchen, and a furnished bathroom for three guests. The whole place is equipped with exquisite sculptures, great artworks, and stylish furniture to spice up the cozy ambiance of this vintage home. Amid the classic setup of this guest home, you can still connect to the world through Wi-Fi internet and a smart TV. Have fun outdoors while watching great movies in the Enzian theater or visiting the famous tourist attractions on Winter Park, both of which are just a few minutes away.
Top guest reviews
Host:
the host was fabulousemily was a gracious hostemily is a great host and made us feel at homeemily was an excellent hostemily was communicative and helpfulLocation:
cute place in a great locationgreat place to stay near restaurants and shoppinggreat place in a great location :)perfect location and near lots of shopping and winter parkvery close to stores and beautiful parkCleanliness:
clean organized comfortable with everything you needit was quiet and cleanthe space itself is clean cozy and has everything you could needlovely guest house sparkling clean and full of charmemily’s place was clean and just like the photosRead more reviewsAmenities & Room:
the cottage has so many amenities - the kitchen was my favoritethe cottage was very comfortable and had plenty of amenitiesthe bed & especially the cushions were so comfortableemily’s cottage was cozy with lots of homey touches super comfy bed and furniture and a very interesting historygreat hot water and comfortable furniture as well as an adequate kitchen if you want to cook
6. Fully furnished house in an accessible location (from USD 199)
Vacationing comes easy in this luxurious house that has all the things you need to feel the comforts of home. It is suitable for all ages as it provides books, games, and toys. It also has a large private pool. Your fur babies are welcome to have fun as well once you paid the one-time USD 50 fee for each pet. You will love all the areas of this quirky home as it features elegant furniture and lovely decorations. With all these excellent qualities, the location is the main highlight. It is located in a quiet neighborhood, and it is close to restaurants, shopping malls, hospitals, and local attractions. Visitors will also be relieved to know that it is easy to go around and out of the area with the several transport services available.
Top guest reviews
Host:
the hosts were lovelyjan & paul were great hostsour hosts were very welcoming and responded to questions quickly and kindlyshe was kind and quick in our correspondenceawesome house with great hostLocation:
great location and loved the poolgreat location from disney far enough away but still easy to get toabsolutely lovely week get away to close out our summerthis is a great place to stay located conveniently to everything we neededvery well decorated great location everything was close by without the feel you're in the inner-cityCleanliness:
very clean and welcomingclean and cozy placethe house was very clean and orderlythe house was very clean and welcoming with some fantastic decorthe weather was too cool to use the pool but it did look very clean and invitingRead more reviewsAmenities & Room:
the pool and patio were wonderfulin conjunction with the air conditioner the inside of the house stays coolthe patio and pool are perfectwe loved the pool even on rainy days we would sit on the patio and watch the rainreally enjoyed the grill and patio setting and loved getting to enjoy the pool with my family
7. Impeccable home close to tourists attractions (from USD 108)
This fully functioning guest house is centrally located near all the beautiful local places that you would want to visit. Famous attractions such as Winter Park Avenue and Birds of Prey Sanctuary are just a few minutes away from the neighborhood. It receives excellent feedback from previous visitors because of its location in a quiet community that is close to roadways, public bus transportation, and the Sunrail Transit system. Indeed, the location is the main highlight. Still, the nicely furnished interior and homey atmosphere completes the outstanding quality of this booking.
Top guest reviews
Host:
the host is very goodfirmin is a gracious host and very kind and honestjust an overall great host" that was really a smart answer to protect the host not the guestsit was a pleasant stay very quiet place and its manager very attentive at all timesLocation:
awesome location for discovering the cityfantastic spot close to winter parka really wonderful house in a great locationclose to restaurants and easy to get togreat location less than 5 minutes from many restaurants and not far ways from downtown winter parkCleanliness:
nothing fancy but extremely cleanspace was clean quiet and comfortableit was very clean and the house is pretty bigthe house was very clean and well keptthe house was very clean and lots of roomRead more reviewsAmenities & Room:
very clean and comfortable with an amazing cactus tree in the backyardthe couches were comfortable to relax on in the eveningsspacious comfortable home with lots of character
8. Spacious house with comfortable workspace
Having your most awaited vacation in Maitland could never go wrong while staying in this cozy and spacious guest house. You are assured to have a wonderful stay, and even working from here wouldn’t be so stressful as a dedicated workspace and WiFi are available for your convenience. It sits in a peaceful residential area that provides great proximity to shops, restaurants, and tourist spots in Winter Park Village. The famous Enzian Theater is also just a couple of blocks away, so you could enjoy a nice movie night during your stay.
Maitland, Florida, United States
1.05 km (0.7 mi) from Lake Lily ParkTop guest reviews
Host:
tyler is a very helpful hosttyler is a great hosttyler was wonderful to work with and a great hosttyler was very responsive when we had a couple of questionstyler was an attentive host and our stay was smooth and enjoyableLocation:
great location and cute placegreat location in winter parkthe neighbourhood is safe peaceful and quiet and the location is idealreally nice place and great locationsafe location with easy check in/outCleanliness:
extra clean and uncluttered insideimmaculately clean lots of spacea clean spacious and well equipped housethe place was super clean very comfortablethe home was clean and beautiful decoratedRead more reviewsAmenities & Room:
the beds were very comfortablebeautiful home - big rooms with high ceilings ( great for tall people )
9. Brightly lit mid-century house with modern amenities
Do you want to stay for a while in a high-end accommodation? Look no further as this newly renovated house is set to give you the best vacation experience in Maitland. It has high ceilings and a wide floor plan that makes you comfortable, as well as windows that allow the cool breeze and natural lights to enter. The whole place is spotless, and the bed linens are always new. Preparing your favorite meals in the full kitchen is so much more enjoyable as it is fully stocked with all the things you could need. You’ll have home security devices, a fully fenced yard, and a carport for your car so your privacy and safety are guaranteed. Additionally, it is located in a residential area, so you’ll have easy access to an Uber or Lyft.
Maitland, Florida, United States
2.39 km (1.5 mi) from Lake Lily ParkSuperhost
Accommodates: 6
Top guest reviews
Host:
she was very caring and attentiveshe was highly responsive and accommodatingstacy is a fantastic hostshe is a great host and offers a great place to staythe best host and airbnb you can experience in the orlando areaLocation:
the neighborhood is great and the location is very centrally locatedsuper close to winterpark(5-10 min)several supermarkets 5 min awaythe dogs loved the big backyard and walk friendly neighborhoodi loved how open the house was and the location is greatthe location was perfect quiet neighborhood and perfect for a long stay with the pupsCleanliness:
very clean and tidyit's clean and organizedawesome house very clean and modernit's clean comfy and very stylishthe place: pristine clean immaculate like it is advertisedRead more reviewsAmenities & Room:
there are plenty of charging outlets and wifi was excellentthe closet in the front room had a hanging rod that was the perfect length for my dressthis house has everything you will need fully stocked kitchen beautiful fenced in backyard stylish furnishingsher home was immaculate well-stocked and comfortable with beautiful features and tasteful decor
Get ready for a fun-filled adventure
With all the excellent places to visit in Maitland, a top-notch vacation rental is what you need to start off your journey. Check out the accommodations listed above and pick what you want to check out the most.
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