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

Studio

1. Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is ￥11,320
￥24,685 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Modern Studio
Room, 1 King Bed, Non Smoking (High Floor, West View)

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, (2,132 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
The price is ￥12,519
￥14,083 total
includes taxes & fees
Sep 7 - Sep 8
The View Hotel, Trademark Collection by Wyndham
Terrace/patio

3. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (1,263 reviews)
"Rooms and staff great as always will be back again next year."
United Kingdom
Kealy
The price is ￥10,206
￥13,463 total
includes taxes & fees
Aug 31 - Sep 1
The Point Hotel & Suites Orlando
Courtyard

4. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very Good, (329 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
The price is ￥17,491
￥19,677 total
includes taxes & fees
Aug 31 - Sep 1
Suites by The Wellborn
Apartment, Patio | Private kitchen

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
The price is ￥13,193
￥59,388 total
includes taxes & fees
Sep 3 - Sep 4
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
House

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)
The price is ￥18,301
￥76,260 total
includes taxes & fees
Sep 2 - Sep 3
Luxury House - Sleeps 8 Golf Disney Family Fun
Property amenity

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
The price is ￥17,151
￥48,112 total
includes taxes & fees
Aug 30 - Aug 31
Landing Apartments Orlando - Central Business District
Pool

8. Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,853 reviews)
"Good hotel for relax and big place i love it"
United States
Yuwadee
The price is ￥15,171
￥17,067 total
includes taxes & fees
Sep 21 - Sep 22
Marriott's Grande Vista
View from property

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
The price is ￥20,094
￥26,192 total
includes taxes & fees
Sep 23 - Sep 24
Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
Interior

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
The price is ￥12,191
￥24,365 total
includes taxes & fees
Sep 8 - Sep 9
Bella Breeze
Children's play area - outdoor

11. Floridays Resort Orlando

Floridays Resort Orlando
4.0 star property
International Drive District
8.6 out of 10, Excellent, (12,095 reviews)
"Always a great place to stay one of my fav"
United States
Lilian
The price is ￥18,161
￥26,708 total
includes taxes & fees
Sep 10 - Sep 11
Floridays Resort Orlando
Room

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
The price is ￥20,079
￥35,876 total
includes taxes & fees
Sep 8 - Sep 9
The Front Porch
Standard Apartment | Living area

13. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
The price is ￥12,191
￥24,364 total
includes taxes & fees
Sep 8 - Sep 9
Boho Nights
Exterior

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
The price is ￥11,238
￥23,344 total
includes taxes & fees
Sep 1 - Sep 2
The Jazz Loft
Exterior

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, (212 reviews)
"Had a great stay"
United States
Aristides
The price is ￥104,859
￥126,033 total
includes taxes & fees
Sep 9 - Sep 10
Villatel Resort Orlando, Apartments by Marriott Bonvoy
Apartment, Patio | Living area

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
The price is ￥20,531
￥50,114 total
includes taxes & fees
Sep 28 - Sep 29
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
BBQ/picnic area

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
The price is ￥11,474
￥13,976 total
includes taxes & fees
Sep 20 - Sep 21
staySky Suites - I Drive Orlando
Pool

18. Marriott's Lakeshore Reserve

Marriott's Lakeshore Reserve
3.5 star property
Orlando
9.4 out of 10, Exceptional, (261 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
The price is ￥35,244
￥39,650 total
includes taxes & fees
Sep 3 - Sep 4
Marriott's Lakeshore Reserve
Apartment (2 Bedrooms) | Interior

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

Upstay Golfer's Retreat w Patio at Ventura Resort
3.5 star property
Ventura
The price is ￥11,206
￥35,839 total
includes taxes & fees
Sep 9 - Sep 10
Upstay Golfer's Retreat w Patio at Ventura Resort
House, Accessible

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
The price is ￥10,022
￥26,214 total
includes taxes & fees
Aug 30 - Aug 31
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

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

10/10 Excellent
"Excelente servicio, trato excepcional y el personal super atento"
Edgar 2-night trip
Posted 1 hour ago
Rosen Inn at Pointe Orlando

Find out more about Maitland

Search for holiday rentals in Maitland on Expedia! You can easily find your home rentals, villas, holiday apartments in Maitland using one of the methods below:

  • View our selection of featured holiday rentals in Maitland
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  • Enter your travel dates to view the best deals on holiday rentals in Maitland while they last

Look no further and take a look at our great range of rental properties in Maitland!

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.