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

Maitland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Maitland vacation rentals

A modern kitchen with a central island, built-in appliances, and a skylight.

1. Stylish Boutique Guest house in Winter Park

Stylish Boutique Guest house in Winter Park
Winter Park
10.0 out of 10, Exceptional, (110 reviews)
"We enjoyed a great stay! "
United States
Amanda B.
$310 nightly
The price is $344
Oct 24 - Oct 25
Total with taxes and fees
Stylish Boutique Guest house in Winter Park
A modern bedroom with a large bed, a bedside table, a wooden dresser, and a hanging light fixture.

2. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (339 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
$77 nightly
The price is $86
Oct 26 - Oct 27
Total with taxes and fees
Suites by The Wellborn
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)
"This home was just what we needed, it was clean and comfortable. Great communication with the owner. Nice, safe neighborhood."
United States
Angie P.
$217 nightly
The price is $239
Oct 22 - Oct 23
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, (5,249 reviews)
"Place was really nice for our stay"
United States
Patricia
$96 nightly
The price is $108
Nov 11 - Nov 12
Total with taxes and fees
Marriott's Grande Vista
A swimming pool with lounge chairs and palm trees.

5. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (1,434 reviews)
"Convenient to parks and good value."
United States
Tracy
$83 nightly
The price is $93
Nov 4 - Nov 5
Total with taxes and fees
The Point Hotel & Suites Orlando
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, Trademark Collection by Wyndham

The View Hotel, Trademark Collection by Wyndham
3.0 star property
Orlando
8.4 out of 10, Very good, (2,197 reviews)
"Excellent hotel and service in my first time in this hotel."
United States
Oscar
$82 nightly
The price is $92
Oct 25 - Oct 26
Total with taxes and fees
The View Hotel, Trademark Collection by Wyndham
A hot tub with a waterfall feature, a covered seating area, and a bar with outdoor seating.

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

Private Luxury Pool / Swim up bar / Smart-home
College Park
9.8 out of 10, Exceptional, (87 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
Oct 26 - Oct 27
Total with taxes and fees
Private Luxury Pool / Swim up bar / Smart-home
A bedroom with a tufted headboard, striped pillows, a bed with a blue blanket, a gray rug, and a white closet with louvered doors.

8. 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
$134 nightly
The price is $148
Oct 26 - Oct 27
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.

9. 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
$137 nightly
The price is $152
Oct 22 - Oct 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.

10. 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.
$152 nightly
The price is $168
Oct 22 - Oct 23
Total with taxes and fees
Lake Eola view 1 bedroom Thornton Park
A bedroom with a bed, a ceiling fan, a nightstand, a lamp, a door, and a painting on the wall.

11. 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.
$232 nightly
The price is $258
Oct 22 - Oct 23
Total with taxes and fees
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
A two-story house with a front porch, a driveway, and a well-maintained lawn.

12. ⛲️Walk to Lake Eola & restaurants

⛲️Walk to Lake Eola & restaurants
Thornton Park
9.2 out of 10, Wonderful, (52 reviews)
"Very well situated."
United States
Al F.
$166 nightly
The price is $185
Oct 28 - Oct 29
Total with taxes and fees
⛲️Walk to Lake Eola & restaurants
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, (55 reviews)
"Everything was super clean and exactly as described. Great location and great stay!"
United States
Garrett S.
$287 nightly
The price is $319
Nov 2 - Nov 3
Total with taxes and fees
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
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, (4,197 reviews)
"Great place to stay with the family."
United States
Vanessa
$96 nightly
The price is $108
Nov 11 - Nov 12
Total with taxes and fees
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
A spacious lobby with a kitchen area, seating arrangements, and a view of the outdoors.

15. 2 Full Beds Non-Smoking

2 Full Beds Non-Smoking
Orlando FL
9.6 out of 10, Exceptional, (30 reviews)
"The staff were friendly and helpful during check in."
United States
Anonymous traveler
$60 nightly
The price is $67
Oct 22 - Oct 23
Total with taxes and fees
2 Full Beds Non-Smoking
A backyard with a hammock, outdoor seating, and string lights.

16. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 reviews)
"Great overnight stay. Really cute loft. Would definitely stay again."
United States
Tiffany
$140 nightly
The price is $157
Oct 22 - Oct 23
Total with taxes and fees
The Jazz Loft
A spacious lobby with seating areas, a reception desk, and a visible staircase.

17. King Bed Non-Smoking

King Bed Non-Smoking
Orlando
9.4 out of 10, Exceptional, (32 reviews)
"We found it cozy and easy to settle in right away. Perfect for two people traveling together."
United States
Anonymous traveler
$59 nightly
The price is $65
Oct 22 - Oct 23
Total with taxes and fees
King Bed Non-Smoking
A grassy area with palm trees, a welcome sign, and a building with a blue roof in the background.

18. Orlando | King Bed Smoking

Orlando | King Bed Smoking
Sky Lake
10.0 out of 10, Exceptional, (110 reviews)
"Spot on location for visiting local spots, everything I wanted to see was within reach."
United States
Anonymous traveler
$59 nightly
The price is $66
Oct 22 - Oct 23
Total with taxes and fees
Orlando | King Bed Smoking
A modern hotel room with a bed, white curtains, a small desk with a lamp, a refrigerator, and a microwave.

19. Private guest studio in the heart of orlando.

Private guest studio in the heart of orlando.
Orlando
9.8 out of 10, Exceptional, (66 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
Oct 27 - Oct 28
Total with taxes and fees
Private guest studio in the heart of orlando.
A modern kitchen with white cabinets, a stainless steel microwave, an oven, and a dishwasher.

20. 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.
$183 nightly
The price is $203
Oct 26 - Oct 27
Total with taxes and fees
Renovated Condo Lake Eola View Great Location
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

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

10/10 Excellent
"Breakfast was great"
Marie Antoinette 4-night trip
Posted 5 hours ago
SpringHill Suites by Marriott Orlando Theme Parks/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 $92 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.