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

Maitland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Maitland vacation rentals

A modern bedroom with a large bed, a bedside table, a wooden dresser, and a hanging light fixture.

1. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (335 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
The price is P4,785
P5,383 total
includes taxes & fees
Oct 7 - Oct 8
Suites by The Wellborn
A resort pool area with palm trees, lounge chairs, and umbrellas.

2. Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (5,097 reviews)
"Great place to stay,"
United States
Andy
The price is P6,005
P6,756 total
includes taxes & fees
Oct 27 - Oct 28
Marriott's Grande Vista
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
8.6 out of 10, Excellent, (1,368 reviews)
"Enjoyed our stay and felt it was a great price for the location."
United States
Lisa
The price is P4,254
P5,559 total
includes taxes & fees
Oct 5 - Oct 6
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.

4. 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, (2,160 reviews)
"Everything was amazing. Easy check in and check out, great location and quiet place. Breakfast was great and the food was excellent excellent."
United States
Breila
The price is P5,140
P5,782 total
includes taxes & fees
Oct 7 - Oct 8
The View Hotel, Trademark Collection by Wyndham
A resort pool with a central water feature, surrounded by palm trees and lounge chairs.

5. 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, (4,092 reviews)
"Great place to stay with the family."
United States
Vanessa
The price is P6,005
P6,756 total
includes taxes & fees
Oct 27 - Oct 28
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
A modern kitchen with a marble countertop, gold faucets, and a large window.

6. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (21 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 P4,785
P9,563 total
includes taxes & fees
Oct 5 - Oct 6
Bella Breeze
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Maitland Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Overall fantastic. We will be back."
Claudia 3-night trip
Posted less than an hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/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
  • Use the map to find apartments and other holiday homes in the Maitland neighbourhood you prefer
  • 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.

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.