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Maitland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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, (344 reviews)
"The check in process was smooth and did not require any front desk it was perfect for a quick stay! The room was pretty big for the price! and very clean. The property itself was cute and cozy they had a very cool common area! Love this stay"
United States
Dustin
$93 nightly
The price is $105
Nov 23 - Nov 24
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, (1,485 reviews)
"This is a great place to stay"
United States
Susan
$83 nightly
The price is $93
Nov 18 - Nov 19
Total with taxes and fees
The Point Hotel & Suites Orlando
A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

3. 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.
$218 nightly
The price is $242
Nov 9 - Nov 10
Total with taxes and fees
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
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, (5,367 reviews)
"Our stay was awesome and the amenities are great!!"
United States
LeJon
$96 nightly
The price is $108
Nov 28 - Nov 29
Total with taxes and fees
Marriott's Grande Vista
A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

5. The View Hotel, Trademark Collection by Wyndham

The View Hotel, Trademark Collection by Wyndham
3.0 star property
Orlando
8.4 out of 10, Very good, (2,221 reviews)
"Great stay Large comfortable.room Reasonable price"
United States
Martyn
$84 nightly
The price is $95
Nov 11 - Nov 12
Total with taxes and fees
The View Hotel, Trademark Collection by Wyndham
Private kitchen

6. Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Apopka
9.8 out of 10, Exceptional, (8 reviews)
"Great place to stay. We plan on staying again."
United States
Nancee H.
$120 nightly
The price is $134
Nov 17 - Nov 18
Total with taxes and fees
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
A modern kitchen with wooden cabinets, a black countertop, a stainless steel refrigerator, a microwave, and a coffee maker.

7. Stylish & Cozy King Bed Retreat @ Baldwin Park

Stylish & Cozy King Bed Retreat @ Baldwin Park
Orlando
10.0 out of 10, Exceptional, (22 reviews)
"It was a cute property and in a great location to get anywhere in the area"
United States
Devan S.
$301 nightly
The price is $337
Nov 10 - Nov 11
Total with taxes and fees
Stylish & Cozy King Bed Retreat @ Baldwin Park
A bedroom with a bed, a ceiling fan, a stained glass window, and a door leading to another room.

8. 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
$130 nightly
The price is $144
Nov 9 - Nov 10
Total with taxes and fees
TINY unit in cottage in the middle of Downtown
A hot tub with a waterfall feature, a covered seating area, and a bar with outdoor seating.

9. Private Luxury Pool / Swim up bar / Smart-home

Private Luxury Pool / Swim up bar / Smart-home
College Park
9.8 out of 10, Exceptional, (88 reviews)
"Best VRBO thus far, the host were great and the smart house offered much more than expected, I’d recommend this house to any family! I’d definitely stay again!"
United States
Dennis P.
$489 nightly
The price is $534
Nov 9 - Nov 10
Total with taxes and fees
Private Luxury Pool / Swim up bar / Smart-home
A spacious lobby with a wooden floor, seating areas, and a reception desk.

10. King Bed|Smoking|Orlando

King Bed|Smoking|Orlando
Orlando
10.0 out of 10, Exceptional, (26 reviews)
"Nearby attractions are close enough to visit without any trouble at all!"
United States
Anonymous traveler
$54 nightly
The price is $59
Nov 9 - Nov 10
Total with taxes and fees
King Bed|Smoking|Orlando
A modern hotel room with a bed, white curtains, a small desk with a lamp, a refrigerator, and a microwave.

11. 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.
$104 nightly
The price is $117
Nov 10 - Nov 11
Total with taxes and fees
Private guest studio in the heart of 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.

12. 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.
$285 nightly
The price is $318
Nov 9 - Nov 10
Total with taxes and fees
The Coach House- Entire Home - 2 bedroom/3 bath - Orlando Getaway!
A modern living room with a large TV, a fireplace, and a ceiling fan.

13. Walk into Tropical Paradise - POOL - GYM - HOT TUB

Walk into Tropical Paradise - POOL - GYM - HOT TUB
Altamonte Springs
9.6 out of 10, Exceptional, (32 reviews)
"Great stay. Very accommodating! Awesome water pressure!"
United States
William M.
Walk into Tropical Paradise - POOL - GYM - HOT TUB
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, (4,238 reviews)
"Great place to stay with the family."
United States
Vanessa
$96 nightly
The price is $108
Nov 28 - Nov 29
Total with taxes and fees
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
A bedroom with a tufted headboard, striped pillows, a bed with a blue blanket, a gray rug, and a white closet with louvered doors.

15. 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 9 - Nov 10
Total with taxes and fees
Beautiful Studio near Int. Drive, Disney & Airport.
A bedroom with a bed, a ceiling fan, and artwork on the walls.

16. 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
$141 nightly
The price is $157
Nov 22 - Nov 23
Total with taxes and fees
Downtown Private Efficiency Lake Eola Central Business District
A bedroom with a bed, a ceiling fan, a nightstand, a lamp, a door, and a painting on the wall.

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

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Orlando
9.6 out of 10, Exceptional, (13 reviews)
"Very clean and hospitable. Recommend staying here for sure!"
United States
Kyle Y.
$213 nightly
The price is $239
Nov 10 - Nov 11
Total with taxes and fees
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
A modern kitchen with grey cabinets, a wooden countertop, and a built-in stove.

18. 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.
$159 nightly
The price is $177
Nov 9 - Nov 10
Total with taxes and fees
Lake Eola view 1 bedroom Thornton Park
A modern kitchen with a marble countertop, gold faucets, and a large window.

19. 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
$133 nightly
The price is $149
Nov 15 - Nov 16
Total with taxes and fees
Bella Breeze
A swimming pool with a unique light display creating patterns on the water's surface.

20. Orlando Pool Days & Hammock Naps Book Your Escape NOW!

Orlando Pool Days & Hammock Naps Book Your Escape NOW!
Lake Mary
9.8 out of 10, Exceptional, (69 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
$234 nightly
The price is $260
Nov 16 - Nov 17
Total with taxes and fees
Orlando Pool Days & Hammock Naps Book Your Escape NOW!
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

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Stayed here with my husband and two teens for 4 nights to enjoy the universal parks. The hotel was great! Staff were kind. The hotel is kept immaculate. The walk to IoA and Universal Studios is so easy. 100% this hotel is our go to anytime we come back."
Angel 4-night trip
Posted 1 hour ago
DoubleTree by Hilton at the Entrance to Universal Orlando

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 $93 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.