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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Maitland vacation rentals

A compact bedroom with a bed, a desk, a TV, and a ceiling fan.

1. Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
$147 nightly
The price is $165
Sep 4 - Sep 5
Total with taxes and fees
Cozy Modern Studio
A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

2. 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, (2,127 reviews)
"We had a really nice stay! The room was great and very comfortable, the breakfast was delicious, and the staff was incredibly friendly and helpful."
United States
Alvaro Andres
$85 nightly
The price is $95
Aug 26 - Aug 27
Total with taxes and fees
The View Hotel, Trademark Collection by Wyndham
A swimming pool with lounge chairs and palm trees.

3. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.4 out of 10, Very Good, (1,246 reviews)
"Amazing location and price and quality"
United States
Ashlee
$86 nightly
The price is $97
Aug 26 - Aug 27
Total with taxes and fees
The Point Hotel & Suites Orlando

4. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very Good, (327 reviews)
"So confusing, the online booking experience. Was confusing"
United States
Edward
$104 nightly
The price is $117
Aug 26 - Aug 27
Total with taxes and fees
Suites by The Wellborn
A modern kitchen with a central island, bar stools, and a dining area with a sofa and table.

5. Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
4.0 star property
Downtown Orlando
10.0 out of 10, Exceptional, (1 review)
"Very nice place"
United States
John
$346 nightly
The price is $390
Aug 30 - Aug 31
Total with taxes and fees
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island.

6. Luxury House - Sleeps 8 Golf Disney Family Fun

Luxury House - Sleeps 8 Golf Disney Family Fun
2.0 star property
Ventura
8.0 out of 10, Very Good, (1 review)
$439 nightly
The price is $494
Aug 31 - Sep 1
Total with taxes and fees
Luxury House - Sleeps 8 Golf Disney Family Fun
A modern kitchen with a central island, bar stools, and a dining area with a bench and chairs.

7. Landing Apartments Orlando - Central Business District

Landing Apartments Orlando - Central Business District
4.0 star property
Downtown Orlando
8.0 out of 10, Very Good, (2 reviews)
"The idea of the landing is great but the building needs to do a better job with cleaning and maintenance the apartment better. . The place wasn’t the cleanest , a roach came from behind the stove while cooking , its holes in the doors , the shower makes a weird noise as if water is going to gush out at any moment, one of the window don’t completely close so you can hear all the outside noise . . overall the place is okay. . Keel in mind it is downtown Orlando next to a bus terminal so sleep is...
United States
Nikitress
$256 nightly
The price is $288
Aug 26 - Aug 27
Total with taxes and fees
Landing Apartments Orlando - Central Business District
A resort pool area with palm trees, lounge chairs, and umbrellas.

8. Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,821 reviews)
"Beautiful property and wonderful staff!"
United States
Nicole
$95 nightly
The price is $107
Sep 15 - Sep 16
Total with taxes and fees
Marriott's Grande Vista
A patio with Adirondack chairs and a round table, surrounded by palm trees and a brick floor.

9. Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort

Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
3.5 star property
International Drive District
9.2 out of 10, Wonderful, (278 reviews)
"Great apartments, perfect for families exploring Universal and the wider Orlando area."
United Kingdom
Niki
$146 nightly
The price is $164
Sep 23 - Sep 24
Total with taxes and fees
Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
A modern kitchen with a marble countertop, gold faucets, and a large window.

10. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.6 out of 10, Exceptional, (20 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
$145 nightly
The price is $162
Aug 27 - Aug 28
Total with taxes and fees
Bella Breeze

11. Floridays Resort Orlando

Floridays Resort Orlando
4.0 star property
International Drive District
8.6 out of 10, Excellent, (12,090 reviews)
"Always a great place to stay one of my fav"
United States
Lilian
$162 nightly
The price is $182
Aug 26 - Aug 27
Total with taxes and fees
Floridays Resort Orlando
A modern living room with a grey sofa, two armchairs, a coffee table, and a small side table with a lamp. There is a brick fireplace, a kitchen area with a countertop and cabinets, and a large window with blinds.

12. The Front Porch

The Front Porch
3.0 star property
Downtown Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
$215 nightly
The price is $241
Aug 26 - Aug 27
Total with taxes and fees
The Front Porch
A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

13. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
$145 nightly
The price is $162
Aug 30 - Aug 31
Total with taxes and fees
Boho Nights
A backyard with a hammock, outdoor seating, and string lights.

14. 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
Sep 1 - Sep 2
Total with taxes and fees
The Jazz Loft
A resort with multiple swimming pools, a water slide, and a variety of umbrellas.

15. Villatel Resort Orlando, Apartments by Marriott Bonvoy

Villatel Resort Orlando, Apartments by Marriott Bonvoy
4.0 star property
Orlando
9.2 out of 10, Wonderful, (207 reviews)
"Had a great stay"
United States
Aristides
$703 nightly
The price is $791
Aug 26 - Aug 27
Total with taxes and fees
Villatel Resort Orlando, Apartments by Marriott Bonvoy
A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

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

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
$264 nightly
The price is $297
Aug 30 - Aug 31
Total with taxes and fees
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
A swimming pool with lounge chairs and palm trees.

17. staySky Suites - I Drive Orlando

staySky Suites - I Drive Orlando
3.0 star property
International Drive District
7.8 out of 10, Good, (1,299 reviews)
"Clean, nice staff, great location"
United States
Cynthia
$87 nightly
The price is $98
Aug 30 - Aug 31
Total with taxes and fees
staySky Suites - I Drive Orlando
A swimming pool with clear blue water, surrounded by lush greenery and palm trees.

18. Marriott's Lakeshore Reserve

Marriott's Lakeshore Reserve
3.5 star property
Orlando
9.4 out of 10, Exceptional, (260 reviews)
"This is a complete hidden gem (close to everything), we relaxed by the pool (bring your own floaters) and picked up food from the little café. We will be back and stay longer next time!"
United States
Katrine
$221 nightly
The price is $248
Aug 27 - Aug 28
Total with taxes and fees
Marriott's Lakeshore Reserve
A spacious living room with a beige sofa, a television, and a balcony with a view of the outdoors.

19. Upstay Golfer's Retreat w Patio at Ventura Resort

Upstay Golfer's Retreat w Patio at Ventura Resort
3.5 star property
Ventura
$192 nightly
The price is $216
Sep 10 - Sep 11
Total with taxes and fees
Upstay Golfer's Retreat w Patio at Ventura Resort
A row of arcade machines in a hallway with a scale for weighing luggage.

20. 2 Queen Beds Condo Near Universal Studios With Pool Hot Tub

2 Queen Beds Condo Near Universal Studios With Pool Hot Tub
2.0 star property
International Drive District
$135 nightly
The price is $152
Aug 26 - Aug 27
Total with taxes and fees
2 Queen Beds Condo Near Universal Studios With Pool Hot Tub
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
"Highly recommend!"
Ana 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 $95 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 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.