Skip to content
Some info has been automatically translated. Show original language

Vacation rentals in Maitland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Maitland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Home in Maitland
The Butterfly Bungalow near Park Ave
This lovingly restored, 1950s bungalow is in the heart of historic Maitland and Winter Park. Visit the beautiful Rollins College, explore restaurants and shops lining the cobblestone streets of Park Ave, or take a stroll around Maitland's Art and History center. Close to grocery stores and the SunRail station, this cozy gem makes the perfect retreat. Downtown Winter Park - 1.5 miles Whole Foods - 0.8 miles Publix - 0.8 miles SunRail - 1.7 miles Downtown Orlando - 8 miles
$130 per night
SUPERHOST
Rental unit in Maitland
The painter studio
Artsy studio/ efficiency 8 miles away from Downtown Orlando, 18 miles from Universal Studios, perfectly located for tourist or locals who are looking for a contemporary and cozy place to stay. I-4 is only five minutes away, you can count with a great atmosphere and comfort. Plenty of restaurants around the area. Anything from local breakfast and bars to more upscale fine dining experiences. Perfect space to enjoy a wonderful vacation.
$76 per night
SUPERHOST
Private room in Maitland
Great private bedroom and bath in Maitland
Located less than 20 minutes away from Downtown Orlando, Full Sail University, UCF, and Rollins College. You are also less than 5 minutes away from great restaurants and the local supermarket. The room features a private entrance, free parking and everything one would expect to find in a regular hotel room.
$48 per night
SUPERHOST

Stay near Maitland's top sights

Photo of Enzian Theater
Enzian Theater77 locals recommend
Photo of Luke's Kitchen and Bar
Luke's Kitchen and Bar14 locals recommend
Photo of Kraft Azalea Gardens
Kraft Azalea Gardens26 locals recommend
Photo of First Watch
First Watch7 locals recommend
Photo of ANTONIO'S Maitland
ANTONIO'S Maitland17 locals recommend
Photo of RDV Sportsplex Athletic Club
RDV Sportsplex Athletic Club5 locals recommend

Other great vacation rentals in Maitland

Guest suite in Winter Park
Romantic Villa at Winter Park 1Bed 1Bath
$97 per night
SUPERHOST
Guesthouse in College Park
Tiny Cottage - 3 MI to Dwntwn & 18 MI to Disney
$75 per night
SUPERHOST
Home in Maitland
Bonheur Ala Maison - Boasts beauty comfort extras
$223 per night
Home in Maitland
Cheerful 3 Bed home with pool Winter Park/Maitland
$199 per night
SUPERHOST
Guesthouse in Maitland
Hosted
$89 per night
SUPERHOST
Condo in Orlando
NEW Stylish 2-bdrm 2-bthrm condo w/ free parking
$90 per night
SUPERHOST
Condo in Winter Park
Only 3 blocks to shops and restaurants of Park Ave
$160 per night
SUPERHOST
Private room in Orlando
Saltlake Oasis
$40 per night
SUPERHOST
Rental unit in Altamonte Springs
St.John suite
$82 per night
SUPERHOST
Private room in Winter Park
Top Floor Private Brand New Studio.
$43 per night
SUPERHOST
Rental unit in Maitland
Entire 1 Bedroom Luxury Suite
$110 per night
SUPERHOST
Private room in Orlando
Private Room in Resort Style Condo
$56 per night
SUPERHOST

Stays in Eatonville

Guesthouse in Orlando
Sunshine Escape Guesthouse ☀
$71 per night
Condo in Orlando
NEW Stylish 2-bedroom 2-bath condo W/free parking
$90 per night
SUPERHOST
Tiny home in Orlando
~Hideaway Casita~ private studio guesthouse
$74 per night
SUPERHOST
Rental unit in Winter Park
Apt G - Poolside in the Heart of Winter Park
$169 per night
SUPERHOST
  1. Airbnb
  2. United States
  3. Florida
  4. Orange County
  5. Maitland