Villas in Maitland

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Check prices for these dates

Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3
In one month
Aug 15 - Aug 17
In two months
Sep 12 - Sep 14

Villas in Maitland

7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
Terrace/patio

7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!

9.6 out of 10, Exceptional, (15)
"We stayed here for a golf trip in Orlando and it is fantastic property for a large group with plenty of spacious bedrooms and top notch amenities to offer."
$565 nightly
The price is $625
Jul 29 - Jul 30
Total includes taxes and fees
7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
Unbeatable Location: Your Dream Villa Next to SeaWorld
Relax by the resort pool, surrounded by lounge chairs and umbrellas.

Unbeatable Location: Your Dream Villa Next to SeaWorld

9.4 out of 10, Exceptional, (62)
"Good"
Unbeatable Location: Your Dream Villa Next to SeaWorld
Lakefront Villa at a Prime Location
Stroll along the winding path to a serene gazebo surrounded by lush greenery and tranquil water views.

Lakefront Villa at a Prime Location

9.2 out of 10, Wonderful, (53)
"Myrtle has been very helpful and friendly. The apartment was clean and had all that we needed. Location is central and located near a lake. "
Lakefront Villa at a Prime Location
4,800 sf Estate | Pool, Lake, Weddings and Events
Enjoy al fresco dining and cooking at this outdoor patio with a pool, dining table, and kitchen.

4,800 sf Estate | Pool, Lake, Weddings and Events

9.8 out of 10, Exceptional, (27)
"Awesome location and privacy, the service was on point they gave me all the info I needed upfront! Thanks so much!"
$798 nightly
The price is $884
Jul 16 - Jul 17
Total includes taxes and fees
4,800 sf Estate | Pool, Lake, Weddings and Events
Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!
Enjoy cooking in this well-equipped kitchen with a double sink, large island, and ample counter space.

Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!

10.0 out of 10, Exceptional, (3)
"We absolutely loved our stay and it was nice and close to the Winter Park restaurants (Park Ave), Rollins College; as well as, has a nice lake/park to go walking nearby. Quiet neighborhood and the outdoor pool/spa was a nice retreat after a busy day. "
Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!
Beautiful Lakefront Home w/ Pool in delightful Altamonte Springs
Relax by the serene pool surrounded by lush palm trees and a brick patio.

Beautiful Lakefront Home w/ Pool in delightful Altamonte Springs

Beautiful Lakefront Home w/ Pool in delightful Altamonte Springs
At Lakes Upscale Villa/Next to Downtown Orlando
Enjoy cooking in this well-lit kitchen with a central island and stainless steel appliances.

At Lakes Upscale Villa/Next to Downtown Orlando

9.8 out of 10, Exceptional, (7)
"House is beautiful and great location to downtown. We will definitely look at coming back."
At Lakes Upscale Villa/Next to Downtown Orlando
Majestic Dreams
House (3 Bedrooms) | Property amenity

Majestic Dreams

4.0 star property
9.4 out of 10, Exceptional, (18)
"Everything went well, the place is super clean and in order. Communication with the manager was prompt and check in was a breeze, just read the email instructions before hand and you're good. The townhouse is three floors with the master up top."
Majestic Dreams
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Relax in the serene outdoor patio area with a comfortable sofa and lush greenery.

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

9.0 out of 10, Wonderful, (2)
"The stay was great. There was a slight smell of a chemical odor but not overwhelming. The bed was comfy with clean sheets and there were enough clean towels. Made friends with the local cat. Overall, its was a great stay!"
$174 nightly
The price is $193
Jul 17 - Jul 18
Total includes taxes and fees
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Beautiful Lakefront Villa - 5 Minutes to the Attractions!
Enjoy serene lakeside views from a tranquil lakeside retreat.

Beautiful Lakefront Villa - 5 Minutes to the Attractions!

9.0 out of 10, Wonderful, (176)
"Overall good experience."
Beautiful Lakefront Villa - 5 Minutes to the Attractions!
Lakeview 3 Bedroom, 2.5 Bathroom Villa & Private Pool (very close to Disney and Orlando)
Stunning two-story house with a welcoming front entrance and beautifully manicured gardens.

Lakeview 3 Bedroom, 2.5 Bathroom Villa & Private Pool (very close to Disney and Orlando)

9.0 out of 10, Wonderful, (17)
"We traveled with our family to be together and go to the theme parks. Great grandparents, grandparents, adult kids and 1st grandchild and this house was perfect. Clean, spacious, and the kitchen had everything you needed! In fact, we liked it so much we decided to extend our stay after some of the family headed back home. HIghly recommend and will stay here again."
Lakeview 3 Bedroom, 2.5 Bathroom Villa & Private Pool (very close to Disney and Orlando)
6277SK-New Brand-12bed/11.5bath-Private Pool&SPA
Relax in a serene bedroom with a large bed, flat-screen TV, and modern ceiling light.

6277SK-New Brand-12bed/11.5bath-Private Pool&SPA

10.0 out of 10, Exceptional, (26)
"The house is very modern, and in a great location. The bedrooms were very well appointed with comfortable beds. Great for large groups."
6277SK-New Brand-12bed/11.5bath-Private Pool&SPA
Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #87399
Relax by the pool in a stylish outdoor lounge area with a long bench, table, and lounge chairs.

Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #87399

10.0 out of 10, Exceptional, (1)
"Close to both Disney and Universal, fun rooms for kids and excellent pool area. Hope to stay again!"
Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #87399
Our luxurious and comfortable villa offers everything your heart desires
Stunning home with a glass front door and a small porch area, surrounded by a grassy lawn and palm trees.

Our luxurious and comfortable villa offers everything your heart desires

8.4 out of 10, Very Good, (164)
"Location and size of home was great for average size family. Shopping was easy and close. I would stay here again. "
Our luxurious and comfortable villa offers everything your heart desires
Charming 2-bedroom villa at Sheraton Vistana Villages Resort Bella Phase
Relax by the resort's central pool surrounded by palm trees and a smaller pool nearby.

Charming 2-bedroom villa at Sheraton Vistana Villages Resort Bella Phase

Charming 2-bedroom villa at Sheraton Vistana Villages Resort Bella Phase
Elegant and Spacious 3BD Town Home With CDC Standards - Close to Convention Center #3vc007
Outdoor pool

Elegant and Spacious 3BD Town Home With CDC Standards - Close to Convention Center #3vc007

3.5 star property
10.0 out of 10, Exceptional, (1)
"The property is perfectly located for universal, seaworld & Disney, all within 10- 15min drive. Based on a complex the pool is approx 5min walk. The facilities are nice and clean. "
Elegant and Spacious 3BD Town Home With CDC Standards - Close to Convention Center #3vc007
Vista Cay Modern
House (3 Bedrooms) | Property amenity

Vista Cay Modern

4.0 star property
10.0 out of 10, Exceptional, (3)
Vista Cay Modern
All-new Mid Century Modern Penthouse 3 Bedroom Home by RedAwning
Stroll through the serene outdoor area, surrounded by lush hedges and palm trees, and discover the historic charm of this beautiful setting.

All-new Mid Century Modern Penthouse 3 Bedroom Home by RedAwning

3.5 star property
All-new Mid Century Modern Penthouse 3 Bedroom Home by RedAwning
Marriott's Lakeshore Reserve (3BR)
Relax by the serene pool surrounded by palm trees and shaded by umbrellas.

Marriott's Lakeshore Reserve (3BR)

10.0 out of 10, Exceptional, (1)
"Perfect vacation property"
$1,141 nightly
The price is $1,141
Jul 18 - Jul 19
Total includes taxes and fees
Marriott's Lakeshore Reserve (3BR)
Banana Leaf Villa- Book your gathering today!
Relax in a stylish seating area with a vibrant sofa and matching armchairs, surrounded by coffee-inspired graphics and text.

Banana Leaf Villa- Book your gathering today!

2.0 star property
8.0 out of 10, Very Good, (3)
"The management team was superb. She was very helpful and even went above me expectations."
$102 nightly
The price is $108
Jul 16 - Jul 17
Total includes taxes and fees
Banana Leaf Villa- Book your gathering today!
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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Frequently asked questions

Why book your villa in Maitland with Expedia?
Use Expedia to find your dream villa in Maitland. Taking the kids on vacation? Use our handy filters to look for stays with amenities like a pool and WiFi. If you have a fixed budget, decide on how much you're willing to spend and your preferred star rating. We'll help you find the perfect pad that matches your taste and style.
How can I find cheap villas in Maitland?
An excellent way to score cheap villas in Maitland is with Expedia's useful filter tool. Tailor your search results by budget, amenities and star rating to access awesome prices in just a few clicks.
What is there to do near my villa in Maitland?
Maitland has enough experiences to keep you on the hop for weeks (or months!), beginning with Maitland Historical Society. Maitland Art Center, Lake Lily Park and Maitland Community Park are other fantastic attractions. If you're lingering longer, Lil 500 Go-Karts and Enzian Theater will cap off your itinerary nicely.