Maitland Vacation Rentals

  • 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
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Maitland vacation rentals

6 outdoor pools, free cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (5,457 reviews)
"Great place to stay!!"
United States
Juan
The price is P7,320
P8,235 total
includes taxes & fees
Jun 10 - Jun 11
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
2 bedrooms, desk, free WiFi

The Front Porch

The Front Porch
3.0 star property
Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The price is P7,185
P13,205 total
includes taxes & fees
May 18 - May 19
The Front Porch
Restaurant

The View Studio Suites and Event Venue

The View Studio Suites and Event Venue
3.0 star property
Orlando
8.4 out of 10, Very Good, (1,964 reviews)
"Breakfast is outstanding really nice place to stay"
United States
Leydiana
The price is P4,919
P5,534 total
includes taxes & fees
May 17 - May 18
The View Studio Suites and Event Venue
Children's play area - outdoor

Floridays Resort Orlando

Floridays Resort Orlando
3.5 star property
International Drive District
8.6 out of 10, Excellent, (11,889 reviews)
"Clean room amazing stay"
United States
Indira
The price is P7,985
P11,404 total
includes taxes & fees
May 19 - May 20
Floridays Resort Orlando
Waterslide

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, (566 reviews)
"This is one of my favorite Disney properties. The cabins are amazing!!"
United States
Mike
The Cabins at Disney's Fort Wilderness Resort
Room

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
The price is P5,198
P25,444 total
includes taxes & fees
May 18 - May 19
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
Billiards

Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym

Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym
4.0 star property
International Drive District
The price is P7,814
P28,671 total
includes taxes & fees
May 20 - May 21
Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym
Living area

Boho Nights

Boho Nights
3.0 star property
Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great location very clean awesome decor "
United States
Heather
The price is P4,421
P9,078 total
includes taxes & fees
Jun 13 - Jun 14
Boho Nights
Living area

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is P4,421
P13,684 total
includes taxes & fees
May 17 - May 18
The Blue Aztec
Interior

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.8 out of 10, Exceptional, (12 reviews)
"Great location for restaurants and river trail. Very well stocked so it is an easy and comfortable stay."
United States
Nancy
The price is P4,698
P9,388 total
includes taxes & fees
May 19 - May 20
Bella Breeze
Exterior

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (3,421 reviews)
"Enjoyed our stay"
United States
Mykhailo
The price is P8,290
P9,326 total
includes taxes & fees
May 18 - May 19
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Terrace/patio

Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (211 reviews)
"Perfect spot"
United States
PATRICIA
The price is P13,098
P14,539 total
includes taxes & fees
May 17 - May 18
Mount Dora Cottages
Exterior

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.6 out of 10, Excellent, (8 reviews)
"Location, location, location!!! What a cute and fun space. I thoroughly enjoyed my entire Jazz Loft experience. Look fwd to next trip! "
United States
Deborah
The price is P4,421
P9,078 total
includes taxes & fees
May 19 - May 20
The Jazz Loft
Lobby

Boulder Ridge Villas at Disney's Wilderness Lodge

Boulder Ridge Villas at Disney's Wilderness Lodge
4.0 star property
Bay Lake
8.8 out of 10, Excellent, (54 reviews)
"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
Private kitchen

Century Millenia

Century Millenia
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (128 reviews)
"The property was clean and well maintained.We really loved it there."
United Kingdom
Anca
The price is P6,517
P11,937 total
includes taxes & fees
May 27 - May 28
Century Millenia
Exterior

Leisure & Business Oasis-near Convention Center

Leisure & Business Oasis-near Convention Center
3.0 star property
Orlando
10.0 out of 10, Exceptional, (2 reviews)
"This listing is absolute value for your money. A great condo in a great resort in walking distance to shops and restaurants. In close proximity to the convention center and parks. "
United States
Melissa
The price is P9,960
P24,000 total
includes taxes & fees
May 17 - May 18
Leisure & Business Oasis-near Convention Center
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

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"It was a very big and convenient place "
Jessica 3-night trip
Posted 3 hours ago
Westgate Lakes Resort & Spa Universal Studios Area

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 Maitland Art Center, 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.

How many vacation rentals are there in Maitland?

Expedia has 12 vacation rentals for your stay in Maitland.

What can I see and do in Maitland?

Enjoy the outdoors at Lake Lily Park and Maitland Community 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.