Maitland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Maitland vacation rentals

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, (4,850 reviews)
"Clean, convenient amenities and beautiful grounds."
United States
Mary
The price is CA $201
CA $226 total
includes taxes & fees
Apr 10 - Apr 11
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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, (1,749 reviews)
"Great place and good breakfast "
United States
Suleidy
The price is CA $116
CA $131 total
includes taxes & fees
Apr 7 - Apr 8
The View Studio Suites and Event Venue

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

The Front Porch

The Front Porch
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The Front Porch

Floridays Resort Orlando

Floridays Resort Orlando
3.5 star property
International Drive District
8.6 out of 10, Excellent, (11,764 reviews)
"Room very clean staff excellent "
United States
Jose
The price is CA $219
CA $300 total
includes taxes & fees
Mar 26 - Mar 27
Floridays Resort Orlando

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall
3.5 star property
Orlando
9.2 out of 10, Wonderful, (2,533 reviews)
"The whole stay was fantastic!!"
United States
Kristen
The price is CA $249
CA $315 total
includes taxes & fees
Apr 7 - Apr 8
Florida Hotel & Conference Center in the Florida Mall

Villatel Orlando Resort, Apartments by Marriott Bonvoy

Villatel Orlando Resort, Apartments by Marriott Bonvoy
4.0 star property
Orlando
9.4 out of 10, Exceptional, (71 reviews)
"Great accommodation"
United Kingdom
Lisa
The price is CA $1,143
CA $1,355 total
includes taxes & fees
Mar 22 - Mar 23
Villatel Orlando Resort, Apartments by Marriott Bonvoy

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 Blue Aztec

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.4 out of 10, Exceptional, (63 reviews)
"Great little cottage, it was easy to locate and access the property. Nice quiet area and we really enjoyed our stay."
United States
Anna M.
The price is CA $97
CA $196 total
includes taxes & fees
Mar 31 - Apr 1
Tiny Hidden Cottage

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.6 out of 10, Exceptional, (8 reviews)
"Cute little cottage with basic amenities. Very convenient location to get to Sanford airport. Would definitely stay again. "
United States
Jacob
Bella Breeze

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, (3,141 reviews)
"Was a great stay."
United States
Ger
The price is CA $162
CA $183 total
includes taxes & fees
Apr 11 - Apr 12
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.4 out of 10, Very good, (7 reviews)
"Amazing! They had everything I needed and were so flexible as I almost needed to extend my stay due to the storm. The vibe was great, very cool and seamless check in and access. Close to everything needed. I will definitely be returning! Can’t wait."
United States
Rae
The Jazz Loft

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, (563 reviews)
"Our family of 6 stayed in the Cabins and it was perfect! Loved the overall feel of the resort and the cast members were amazing, as always. "
United States
gabrielle
The Cabins at Disney's Fort Wilderness Resort

Boho Nights

Boho Nights
3.0 star property
Sanford
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Orlando
9.8 out of 10, Exceptional, (11 reviews)
"Great host, and stayed connected with us."
United States
Christopher
The price is CA $143
CA $354 total
includes taxes & fees
Apr 7 - Apr 8
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
9.2 out of 10, Wonderful, (96 reviews)
"Pet amenities are great. Food bowls, toys, etc. Beds and pillows super comfortable. Host is fabulously helpful. "
United States
Fran G.
The price is CA $198
CA $463 total
includes taxes & fees
Mar 16 - Mar 17
Eastpark. Pet friendly! Lake Nona

Premier Resort Condos Near Universal

Premier Resort Condos Near Universal
3.0 star property
Florida Center
9.6 out of 10, Exceptional, (7 reviews)
"Great"
United States
Russell
The price is CA $108
CA $237 total
includes taxes & fees
Mar 18 - Mar 19
Premier Resort Condos Near Universal

Tranquil 3-bedroom house in Sanford with AC, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi
Sanford
9.8 out of 10, Exceptional, (23 reviews)
"Beautiful place to stay near the airport "
United States
Rodney
The price is CA $196
CA $378 total
includes taxes & fees
Mar 15 - Mar 16
Tranquil 3-bedroom house in Sanford with AC, WiFi

Orlando Spring Break Stylish Retreat with Private Pool & Magical Night Lights

Orlando Spring Break Stylish Retreat with Private Pool & Magical Night Lights
Lake Mary
9.8 out of 10, Exceptional, (48 reviews)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
The price is CA $170
CA $387 total
includes taxes & fees
Apr 6 - Apr 7
Orlando Spring Break Stylish Retreat with Private Pool & Magical Night Lights

Premium Condos near Universal Studios

Premium Condos near Universal Studios
3.5 star property
International Drive District
9.4 out of 10, Exceptional, (34 reviews)
"Awesome place. "
United States
Ryan
Premium Condos near Universal Studios
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Maitland Hotel Reviews

Find out more about Maitland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Maitland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.

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

Magical Stay Near Universal Studios Florida: This vacation home rental outside of Maitland is equipped with a garden, air-conditioning, and free WiFi to help you feel comfortable during your stay.

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.