Photo by Visit Orlando

Maitland Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Maitland vacation rentals

2 bedrooms, desk, free WiFi
The Front Porch

The Front Porch

The Front Porch
3.0 star property
Sanford
10.0 out of 10, Exceptional, (2)
"What a great space. 2 big bedrooms, and a great front porch apace with a hammock to watch the sunrise. Quite street just blocks from the center of downtown Sanford. I've used their properties 8-10 tines and ive never been disappointed. "
United States
Patrick
The Front Porch
Waterslide
The Cabins at Disney's Fort Wilderness Resort

The Cabins at Disney's Fort Wilderness Resort

The Cabins at Disney's Fort Wilderness Resort
4.5 star property
Bay Lake
9.2 out of 10, Wonderful, (559)
"What an awesome place to stay I will definitely be coming back "
United States
Larry
The Cabins at Disney's Fort Wilderness Resort
Living area
Boho Nights

Boho Nights

Boho Nights
3.0 star property
Sanford
9.0 out of 10, Wonderful, (7)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
Living area
The Blue Aztec

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
United States
Lisa
The Blue Aztec
Interior
Totally 80's

Totally 80's

Totally 80's
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3)
"Cute, clean, and comfortable. Located in a safe neighborhood, the house had everything we needed for a great stay. Communication was timely and smooth—highly recommend."
United States
Serge
The price is P4,729
P9,268 total
includes taxes & fees
Jan 8 - Jan 9
Totally 80's
Terrace/patio
Historic Tremain Cottages

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (34)
"Easy check in. Nice, cozy and clean room. Walking distance to all local attractions. Would definitely stay here again. "
United States
Robert
Historic Tremain Cottages
Pool
Vista Cay Resort, Next To Universal 821 3 Bedroom Townhouse

Vista Cay Resort, Next To Universal 821 3 Bedroom Townhouse

Vista Cay Resort, Next To Universal 821 3 Bedroom Townhouse
3.0 star property
Orlando
10.0 out of 10, Exceptional, (1)
"Thank you was nice "
United States
Dustin
The price is P9,101
P38,485 total
includes taxes & fees
Jan 12 - Jan 13
Vista Cay Resort, Next To Universal 821 3 Bedroom Townhouse
Exterior
The Jazz Loft

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.0 out of 10, Very Good, (6)
"The loft was very cool and unique. Loved it. I will definitely book this again."
United States
sherri
The Jazz Loft
Interior
Bella Breeze

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.6 out of 10, Exceptional, (5)
"The place was clean, cozy, and well decorated, and the amenities were wonderful! The hosts have done a great job here."
United States
Courteny
Bella Breeze
Front of property - evening/night
Siena at Bella Collina

Siena at Bella Collina

Siena at Bella Collina
3.5 star property
Montverde
9.8 out of 10, Exceptional, (71)
"Property exceptional!! Room for everyone in our family to have privacy. View so relaxing and beautiful sunrise over the lake. "
United States
Sandra
The price is P30,068
P33,375 total
includes taxes & fees
Jan 7 - Jan 8
Siena at Bella Collina
Terrace/patio
The Point by Edge

The Point by Edge

The Point by Edge
4.0 star property
Florida Center
8.4 out of 10, Very Good, (844)
"Awesome and clean place to stay for the holidays"
United States
Moses
The price is P3,405
P4,562 total
includes taxes & fees
Jan 28 - Jan 29
The Point by Edge
Interior
Enclave Swanky

Enclave Swanky

Enclave Swanky
4.0 star property
International Drive District
6.0 out of 10, (2)
"Clean, comfortable, but compact and looking worn / tired. Price point was right."
United Kingdom
Matthew
Enclave Swanky
Private kitchen
Century Millenia

Century Millenia

Century Millenia
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (107)
"Beautiful place to stay and loved that it had washer and dryer on site. Super helpful for a longer stay. Definitely recommend staying here! "
United States
Collin
Century Millenia
Exterior
The Contemporary

The Contemporary

The Contemporary
3.0 star property
Sanford
The Contemporary
Courtyard
Executive 3 Br Villa @Universal / Vista Cay/Conv.Center

Executive 3 Br Villa @Universal / Vista Cay/Conv.Center

Executive 3 Br Villa @Universal / Vista Cay/Conv.Center
3.5 star property
Orlando
9.2 out of 10, Wonderful, (51)
"Its amazing really luxury and comfortable. "
United States
Miguel
The price is P8,489
P29,898 total
includes taxes & fees
Jan 8 - Jan 9
Executive 3 Br Villa @Universal / Vista Cay/Conv.Center
Front of property
Premium Condos near Universal Studios

Premium Condos near Universal Studios

Premium Condos near Universal Studios
3.5 star property
International Drive District
9.4 out of 10, Exceptional, (28)
"Awesome place. "
United States
Ryan
The price is P4,734
P9,250 total
includes taxes & fees
Jan 26 - Jan 27
Premium Condos near Universal Studios
Bar (on property)
Premier Resort Condos Near Universal

Premier Resort Condos Near Universal

Premier Resort Condos Near Universal
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (4)
"Great"
United States
Russell
The price is P5,266
P10,912 total
includes taxes & fees
Jan 12 - Jan 13
Premier Resort Condos Near Universal
Fountain
Vista Cay Resort by Casiola Vacation Homes

Vista Cay Resort by Casiola Vacation Homes

Vista Cay Resort by Casiola Vacation Homes
3.5 star property
Orlando
8.8 out of 10, Excellent, (183)
"Nice place, comfortable. "
United States
John
The price is P9,905
P25,315 total
includes taxes & fees
Jan 7 - Jan 8
Vista Cay Resort by Casiola Vacation Homes
Interior
Beautiful Modern Condo in Prime Location

Beautiful Modern Condo in Prime Location

Beautiful Modern Condo in Prime Location
4.0 star property
Orlando
Beautiful Modern Condo in Prime Location
Lobby
Boulder Ridge Villas at Disney's Wilderness Lodge

Boulder Ridge Villas at Disney's Wilderness Lodge

Boulder Ridge Villas at Disney's Wilderness Lodge
3.5 star property
Bay Lake
8.8 out of 10, Excellent, (54)
"Looking for perfect compliment to your ultimate Disney World experience? Look no further than the Wilderness Lodge Villas. Not only are the rooms cozy and comfortable but the rustic atmosphere is spot on. After a long day at the Magic Kingdom, there is no better experience than taking the boat back to the lodge, especially at night. You can either recharge your batteries and go back, or you can enjoy all the amenities and atmosphere of the lodge. The only negative was that the food selection at...
United States
David O.
Boulder Ridge Villas at Disney's Wilderness Lodge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Maitland Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
" Beautiful apartment like room. It was comfortable and had plenty of space. The pool area is nice and the hot tub was a comfortable temperature. I was able to check in early which I appreciated. "
Marlene 1-night trip
Posted 20 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Find out more about Maitland

Search for holiday rentals in Maitland on Expedia! You can easily find your home rentals, villas, holiday apartments in Maitland using one of the methods below:

  • View our selection of featured holiday rentals in Maitland
  • Use the map to find apartments and other holiday homes in the Maitland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Maitland while they last

Look no further and take a look at our great range of rental properties in Maitland!

Frequently asked questions

Can I find vacation rentals in Maitland?

Yes, there are vacation rentals in Maitland near Lil 500 Go-Karts, or you can go with a secluded option if you want a relaxing stay. Visitors like the top-notch restaurants and shops in Maitland. Make sure you have time to check out the art and temples during your trip.

What are some of the best vacation rentals that Maitland has to offer?

Westgate Blue Tree: This vacation home rental outside of Maitland has daily housekeeping and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a stovetop, a microwave, and kitchenware.

How many vacation rentals are there in Maitland?

Expedia has 11 vacation rentals for your stay in Maitland.

What can I see and do in Maitland?

Enjoy the outdoors at Kewannee Park and Lake Lily Park, or simply take in cultural attractions like Enzian Theater and Maitland Historical Society. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are vacation rentals like in Maitland?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Maitland. Vacation rentals offer extras such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.