An aerial view of a city with a prominent building complex, surrounded by dense greenery and a river.

Maitland Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Maitland vacation rentals

A sign with 'The Wellborn' written on it, surrounded by lush greenery and a building in the background.

1. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (348 reviews)
"Very clean and nice stay"
United States
Wade
$68 nightly
The price is $76
Nov 29 - Nov 30
Total with taxes and fees
Suites by The Wellborn
A swimming pool with lounge chairs and palm trees.

2. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (1,517 reviews)
"Would stay again"
United States
Lawana
$80 nightly
The price is $91
Dec 14 - Dec 15
Total with taxes and fees
The Point Hotel & Suites Orlando
A house with a porch, surrounded by a grassy area and a pond with lily pads.

3. Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful property in a fantastic location! We've booking this stay twice and will be back again."
United States
Lisa
$283 nightly
The price is $316
Nov 30 - Dec 1
Total with taxes and fees
Incredible Private Lakefront Cottage Retreat
A resort pool area with palm trees, lounge chairs, and umbrellas.

4. Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (5,456 reviews)
"Wonderful stay!"
United States
Christina
$96 nightly
The price is $108
Dec 10 - Dec 11
Total with taxes and fees
Marriott's Grande Vista
A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

5. Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (58 reviews)
"Everything about the house was great. Great house for the price!"
United States
Charles T.
$208 nightly
The price is $230
Nov 17 - Nov 18
Total with taxes and fees
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

6. The View Hotel Orlando, Trademark Collection by Wyndham

The View Hotel Orlando, Trademark Collection by Wyndham
3.0 star property
Orlando
8.4 out of 10, Very good, (2,234 reviews)
"Clean room, free breakfast, the crew was very nice"
United States
Djalanta
$79 nightly
The price is $89
Dec 14 - Dec 15
Total with taxes and fees
The View Hotel Orlando, Trademark Collection by Wyndham
A modern kitchen with a marble countertop, gold faucets, and a large window.

7. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (23 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
$149 nightly
The price is $167
Nov 23 - Nov 24
Total with taxes and fees
Bella Breeze
A spacious lobby with a wooden floor, seating areas, and a reception desk.

8. King Bed|Smoking|Orlando

King Bed|Smoking|Orlando
Orlando
9.6 out of 10, Exceptional, (28 reviews)
"The price is good but that is all."
United States
Robert
$53 nightly
The price is $58
Nov 16 - Nov 17
Total with taxes and fees
King Bed|Smoking|Orlando
A living room with a black leather sofa, a white coffee table, and a potted plant. There is a ceiling fan, a TV, and a door leading to a balcony with outdoor furniture.

9. The Coach House- Entire Home - 2 bedroom/3 bath - Orlando Getaway!

The Coach House- Entire Home - 2 bedroom/3 bath - Orlando Getaway!
College Park
10.0 out of 10, Exceptional, (56 reviews)
"Great location, well stocked and beds were very comfortable."
United States
Raegan S.
$303 nightly
The price is $338
Nov 16 - Nov 17
Total with taxes and fees
The Coach House- Entire Home - 2 bedroom/3 bath - Orlando Getaway!
A bedroom with a tufted headboard, striped pillows, a bed with a blue blanket, a gray rug, and a white closet with louvered doors.

10. Beautiful Studio near Int. Drive, Disney & Airport.

Beautiful Studio near Int. Drive, Disney & Airport.
Conway
9.4 out of 10, Exceptional, (25 reviews)
"Good place"
United States
Rodrigo
$135 nightly
The price is $150
Nov 16 - Nov 17
Total with taxes and fees
Beautiful Studio near Int. Drive, Disney & Airport.
A backyard with a hammock, outdoor seating, and string lights.

11. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (10 reviews)
"The loft bed was a little difficult so we ended up sleeping on the pullout couch bed instead. 4th Street Live was cool."
United States
Kelly
$135 nightly
The price is $151
Nov 22 - Nov 23
Total with taxes and fees
The Jazz Loft
A modern hotel room with a bed, white curtains, a small desk with a lamp, a refrigerator, and a microwave.

12. Private guest studio in the heart of orlando.

Private guest studio in the heart of orlando.
Orlando
9.8 out of 10, Exceptional, (68 reviews)
"The space was perfect for my weekend trip. The space was quiet and the amenities were sufficient."
United States
Kiana C.
$112 nightly
The price is $125
Nov 16 - Nov 17
Total with taxes and fees
Private guest studio in the heart of orlando.
A swimming pool with a unique light display creating patterns on the water's surface.

13. Disney Pool Days & Hammock Naps Book Your Escape NOW!

Disney Pool Days & Hammock Naps Book Your Escape NOW!
Lake Mary
9.8 out of 10, Exceptional, (71 reviews)
"The Property was very clean ! Super convenient location and the perfect size for a family with 2 younger children ! Suzy was super nice !"
United States
Gary
$226 nightly
The price is $251
Dec 1 - Dec 2
Total with taxes and fees
Disney Pool Days & Hammock Naps Book Your Escape NOW!
A resort pool with a central water feature, surrounded by palm trees and lounge chairs.

14. 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, (4,280 reviews)
"loved everything about the stay!"
United States
yoselin
$96 nightly
The price is $108
Dec 13 - Dec 14
Total with taxes and fees
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
A two-story house with a front porch, a driveway, and a well-maintained lawn.

15. ⛲️Walk to Lake Eola & restaurants

⛲️Walk to Lake Eola & restaurants
Thornton Park
9.2 out of 10, Wonderful, (54 reviews)
"Very well situated."
United States
Al F.
$165 nightly
The price is $184
Dec 1 - Dec 2
Total with taxes and fees
⛲️Walk to Lake Eola & restaurants
A bedroom with a bed, a ceiling fan, a stained glass window, and a door leading to another room.

16. TINY unit in cottage in the middle of Downtown

TINY unit in cottage in the middle of Downtown
Downtown Orlando
9.8 out of 10, Exceptional, (24 reviews)
"The unit was nice and clean. It was a close walk to the Kia Center. In a pretty quiet area."
United States
Paula
$142 nightly
The price is $158
Nov 17 - Nov 18
Total with taxes and fees
TINY unit in cottage in the middle of Downtown
A single-story house with a covered porch, a brick pathway leading to the entrance, and a fenced backyard.

17. “The Clementine” Boho Home in Orlando’s Food Scene

“The Clementine” Boho Home in Orlando’s Food Scene
Park Lake - Highland
9.6 out of 10, Exceptional, (27 reviews)
"A phenomenal stay!"
United States
Samuel S.
$206 nightly
The price is $230
Nov 29 - Nov 30
Total with taxes and fees
“The Clementine” Boho Home in Orlando’s Food Scene
A bedroom with a bed, a ceiling fan, and artwork on the walls.

18. Downtown Private Efficiency Lake Eola Central Business District

Downtown Private Efficiency Lake Eola Central Business District
Downtown Orlando
9.6 out of 10, Exceptional, (68 reviews)
"It's a nice spot tucked right in the heart of Orlando! Perfect for solo travelers or couples. It's bigger and better than the hotels nearby. Plus it includes free parking and is cheaper than a hotel!"
United States
Noah
$150 nightly
The price is $168
Nov 22 - Nov 23
Total with taxes and fees
Downtown Private Efficiency Lake Eola Central Business District
A modern kitchen with grey cabinets, a wooden countertop, and a built-in stove.

19. Lake Eola view 1 bedroom Thornton Park

Lake Eola view 1 bedroom Thornton Park
South Eola
10.0 out of 10, Exceptional, (15 reviews)
"Clean and quiet spot with an easy check-in process. Super close to the lake with lots of restaurants within walking distance. Parking was easy to access and made getting in and out quite easy."
United States
Caroline V.
$170 nightly
The price is $189
Nov 18 - Nov 19
Total with taxes and fees
Lake Eola view 1 bedroom Thornton Park
A living room with a sofa, a coffee table, a TV, and a door with an emergency exit sign.

20. Thornton park oasis 1 bedroom

Thornton park oasis 1 bedroom
Thornton Park
10.0 out of 10, Exceptional, (24 reviews)
"Stayed a second time great location and great hosts "
United States
Cassidy T.
$156 nightly
The price is $174
Nov 16 - Nov 17
Total with taxes and fees
Thornton park oasis 1 bedroom
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.
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Top Maitland Hotel Reviews

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"I absolutely love the convenience of staying at the airport."
Kimberly 1-night trip
Posted less than an hour ago
Hyatt Regency Orlando International Airport

Find out more about Maitland

Everything you need to know about Maitland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Maitland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Maitland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Maitland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Maitland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Maitland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $85 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Maitland rentals

At Expedia, we put the best Maitland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Maitland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Maitland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Maitland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Salt Pool, cozy House near Downtown and International Airport: This vacation home rental outside of Maitland is located in the city center and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchenette with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 Maitland Historical Society and Enzian Theater. 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.