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Maitland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Maitland vacation rentals

A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

1. 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, (55 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
$229 nightly
The price is $253
Sep 9 - Sep 10
Total with taxes and fees
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
A two-story building with a flat roof and a balcony.

2. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very Good, (330 reviews)
"Establishment with meticulously designed in, which made it very comfortable. I enjoyed my stay tremendously. The communication of the staff was amazing, our room is immaculate, a bar had a very in fighting comforting environment very clean get place to socialize with friends and family.I will see you next year the same time."
United States
Sondria
$128 nightly
The price is $144
Sep 10 - Sep 11
Total with taxes and fees
Suites by The Wellborn
A modern kitchen with wooden cabinets, a black countertop, a stainless steel refrigerator, a microwave, and a coffee maker.

3. Stylish & Cozy King Bed Retreat @ Baldwin Park

Stylish & Cozy King Bed Retreat @ Baldwin Park
Orlando
10.0 out of 10, Exceptional, (16 reviews)
"The house was beautiful and the host was very responsive! "
United States
Dawn H.
$268 nightly
The price is $297
Sep 9 - Sep 10
Total with taxes and fees
Stylish & Cozy King Bed Retreat @ Baldwin Park
A bedroom with a bed, a ceiling fan, and artwork on the walls.

4. Downtown Private Efficiency Lake Eola Central Business District

Downtown Private Efficiency Lake Eola Central Business District
Downtown Orlando
9.6 out of 10, Exceptional, (66 reviews)
"Great place to stay"
United States
James P.
$146 nightly
The price is $162
Sep 10 - Sep 11
Total with taxes and fees
Downtown Private Efficiency Lake Eola Central Business District
A hot tub with a waterfall feature, a covered seating area, and a bar with outdoor seating.

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

Private Luxury Pool / Swim up bar / Smart-home
College Park
9.6 out of 10, Exceptional, (85 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.
$386 nightly
The price is $418
Sep 9 - Sep 10
Total with taxes and fees
Private Luxury Pool / Swim up bar / Smart-home
A furnished living room with a sofa, coffee table, and a TV.

6. 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 $173
Sep 10 - Sep 11
Total with taxes and fees
Thornton park oasis 1 bedroom
A swimming pool with a unique light display creating patterns on the water's surface.

7. 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, (66 reviews)
"The place was beautiful, cozy and so clean!!!! loved the pool and enjoyed spending my birthday there! will visit again soon!"
United States
Sara L.
$210 nightly
The price is $232
Sep 9 - Sep 10
Total with taxes and fees
Orlando Pool Days & Hammock Naps Book Your Escape NOW!
A modern hotel room with a bed, white curtains, a small desk with a lamp, a refrigerator, and a microwave.

8. Private guest studio in the heart of orlando.

Private guest studio in the heart of orlando.
Orlando
9.8 out of 10, Exceptional, (65 reviews)
"Super clean and updated, loved the location, and quiet neighborhood. Definitely will stay here again!"
United States
Gianna N.
$125 nightly
The price is $138
Sep 9 - Sep 10
Total with taxes and fees
Private guest studio in the heart of orlando.
A two-story house with a front porch, a driveway, and a well-maintained lawn.

9. ⛲️Walk to Lake Eola & restaurants

⛲️Walk to Lake Eola & restaurants
Thornton Park
9.0 out of 10, Wonderful, (49 reviews)
"Walking to distance to everything ! Host was great"
United States
Taylor
$168 nightly
The price is $187
Sep 15 - Sep 16
Total with taxes and fees
⛲️Walk to Lake Eola & restaurants
A modern kitchen with white cabinets, a stainless steel refrigerator, and a black countertop.

10. Renovated Condo Lake Eola View Great Location

Renovated Condo Lake Eola View Great Location
South Eola
10.0 out of 10, Exceptional, (18 reviews)
"Great location and home! "
United States
Emma D.
$182 nightly
The price is $202
Sep 10 - Sep 11
Total with taxes and fees
Renovated Condo Lake Eola View Great Location
A modern kitchen with a dining area, a black sofa, and a painting of a sunset.

11. Cozy studio in fabulous Orlando close to everything

Cozy studio in fabulous Orlando close to everything
Orlando
10.0 out of 10, Exceptional, (22 reviews)
"Super cute would stay here again"
United States
Kristen a.
$150 nightly
The price is $166
Sep 10 - Sep 11
Total with taxes and fees
Cozy studio in fabulous Orlando close to everything
A two-story house with a swimming pool, outdoor seating, and a covered patio area.

12. Large, beautiful, very comfortable one bedroom on small lake

Large, beautiful, very comfortable one bedroom on small lake
Lake Weldona
9.8 out of 10, Exceptional, (69 reviews)
"Love the location. "
United States
Jolyn W.
$237 nightly
The price is $262
Sep 9 - Sep 10
Total with taxes and fees
Large, beautiful, very comfortable one bedroom on small lake
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.

13. 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, (51 reviews)
"Everything was super clean and exactly as described. Great location and great stay!"
United States
Garrett S.
$292 nightly
The price is $324
Sep 28 - Sep 29
Total with taxes and fees
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

14. Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
$275 nightly
The price is $309
Sep 14 - Sep 15
Total with taxes and fees
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
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
$129 nightly
The price is $143
Sep 9 - Sep 10
Total with taxes and fees
Beautiful Studio near Int. Drive, Disney & Airport.
A bedroom with a bed, a ceiling fan, a nightstand, a lamp, a door, and a painting on the wall.

16. 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, (12 reviews)
"Very clean and hospitable. Recommend staying here for sure!"
United States
Kyle Y.
$232 nightly
The price is $258
Sep 21 - Sep 22
Total with taxes and fees
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
A modern living room with a dining area, a ceiling fan, a TV, and a large plant.

17. NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando

NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando
Lancaster Park
10.0 out of 10, Exceptional, (19 reviews)
"Clean, good location, easy check in/check out"
United States
Chris
$281 nightly
The price is $311
Sep 9 - Sep 10
Total with taxes and fees
NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando
A swimming pool with lounge chairs and palm trees.

18. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (1,283 reviews)
"Clean rooms, friendly staff, and great location."
United States
Lianet
$86 nightly
The price is $97
Sep 28 - Sep 29
Total with taxes and fees
The Point Hotel & Suites Orlando
A resort pool area with palm trees, lounge chairs, and umbrellas.

19. Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,907 reviews)
"Great stay"
United States
John
$95 nightly
The price is $107
Sep 29 - Sep 30
Total with taxes and fees
Marriott's Grande Vista
A spacious living room with a ceiling fan, a door, a window with blinds, and a patterned rug.

20. Quiet retreat 15 minutes from downtown Orlando, Orlando Airport International!

Quiet retreat 15 minutes from downtown Orlando, Orlando Airport International!
Azalea Park
9.6 out of 10, Exceptional, (25 reviews)
"Quiet neighborhood, good location."
United States
River
$248 nightly
The price is $275
Sep 9 - Sep 10
Total with taxes and fees
Quiet retreat 15 minutes from downtown Orlando, Orlando Airport International!
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

Sonesta ES Suites Orlando - Lake Buena Vista

Sonesta ES Suites Orlando - Lake Buena Vista

10/10 Excellent
"I had zero complaints about this hotel. It felt very much like an apartment and was an excellent experience. I would definitely stay here again."
Jonathan 3-night trip
Posted less than an hour ago
Sonesta ES Suites Orlando - Lake Buena Vista

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 $91 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 11 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.