Winter Garden Vacation Rentals

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Check prices for these dates

Tonight
Jul 28 - Jul 29
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Jul 29 - Jul 30
This weekend
Aug 1 - Aug 3
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Aug 8 - Aug 10

Vacation Rentals in Winter Garden

Vacation Village at Parkway
Relax by the resort's central pool, surrounded by lounge chairs and umbrellas.

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2628)
"Very nice place to stay."
The price is P4,718
P6,327 total
includes taxes & fees
Aug 5 - Aug 6
Vacation Village at Parkway
The View Studio Suites and Event Venue
Relax in our spacious lobby with a seating area, staircase, and balcony offering a view of the interior.

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (1222)
"easy to find and great location, near local attractions"
The price is P4,640
P5,220 total
includes taxes & fees
Jul 29 - Jul 30
The View Studio Suites and Event Venue
Lake Buena Vista Resort Village & Spa
Relax by the central pool surrounded by palm trees and a pirate ship structure.

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (9016)
"Amazing resort!"
Lake Buena Vista Resort Village & Spa
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Experience a luxurious atmosphere in our spacious lobby, surrounded by palm trees, large plants, and vibrant bird murals.

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1516)
"Wonderful property and location!"
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Summer Bay Orlando by Exploria Resorts
Relax by the central pool surrounded by palm trees and lounge chairs.

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5564)
"Great place to stay with family had a great time a lot of activities to do "
The price is P6,670
P9,307 total
includes taxes & fees
Aug 7 - Aug 8
Summer Bay Orlando by Exploria Resorts
Floridays Resort Orlando
Relax by the pool surrounded by lush palm trees and lounge chairs.

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11441)
"Always come to this place to my orlando vacation, great spot"
The price is P7,630
P10,834 total
includes taxes & fees
Aug 17 - Aug 18
Floridays Resort Orlando
Florida Hotel & Conference Center in the Florida Mall
Welcome to our hotel lobby, featuring a central reception desk, escalators, and plush seating areas.

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (2073)
"really great location and very friendly staff "
Florida Hotel & Conference Center in the Florida Mall
The Point by Edge
Relax on the balcony with a refreshing view of the pool area, complete with lounge chairs and a palm tree.

The Point by Edge

4.0 star property
8.4 out of 10, Very Good, (750)
"Hotel was lovely very clean and staff very helpful "
The price is P3,656
P4,113 total
includes taxes & fees
Aug 17 - Aug 18
The Point by Edge
The Point Hotel & Suites
Relax by the central pool surrounded by palm trees and lounge chairs.

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very Good, (3232)
"Enjoyed my time here! "
The price is P5,604
P6,962 total
includes taxes & fees
Aug 5 - Aug 6
The Point Hotel & Suites
Reunion Resort & Golf Club
Surrounded by lush greenery and palm trees, this resort offers multiple pools and a lazy river.

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1356)
"Great place for families"
The price is P12,597
P17,006 total
includes taxes & fees
Jul 29 - Jul 30
Reunion Resort & Golf Club
Barefoot'n Resort Kissimmee Orlando
Stunning two-story home with a vibrant facade, front porch, and blue-trimmed door.

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.0 out of 10, Wonderful, (130)
"Great place, would definitely stay there again "
The price is P6,934
P8,584 total
includes taxes & fees
Jul 29 - Jul 30
Barefoot'n Resort Kissimmee Orlando
Club Wyndham Cypress Palms
Relax by the inviting pool surrounded by lounge chairs and umbrellas, with stunning views from the hotel's spacious balconies.

Club Wyndham Cypress Palms

3.5 star property
9.0 out of 10, Wonderful, (1779)
"Wonderful stay! Very clean, cozy, and peaceful. The location is super central—close to everything. I’d definitely stay here again!"
Club Wyndham Cypress Palms
The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1861)
"Very nice property for family vacation)"
The price is P6,100
P7,511 total
includes taxes & fees
Aug 18 - Aug 19
The Berkley, Orlando
Blue Tree Resort at Lake Buena Vista
Relax by the pool surrounded by lush greenery and a wooden pergola.

Blue Tree Resort at Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (1764)
"Perfect family friendly!!"
Blue Tree Resort at Lake Buena Vista
Orlando Lakefront Tiny House Community
Relax in a serene bedroom with a stunning mural of a sunset over the ocean, featuring palm trees and a bird in flight. The room offers a comfortable bed with a patterned bedspread and bedside tables with lamps.

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (325)
"We enjoyed our stay, I loved the the view of the lake from the main bedroom ,it’s a beautiful and relaxing place."
The price is P4,720
P9,488 total
includes taxes & fees
Jul 29 - Jul 30
Orlando Lakefront Tiny House Community
Parc Corniche Condominium Suite Hotel
Relax by the pool surrounded by lush greenery and lounge chairs.

Parc Corniche Condominium Suite Hotel

3.0 star property
8.0 out of 10, Very Good, (2153)
"This is a great place to stay with a family has all the basic needs for a family there "
The price is P4,313
P7,745 total
includes taxes & fees
Aug 7 - Aug 8
Parc Corniche Condominium Suite Hotel
Regal Oaks Resort Vacation Townhomes by IDILIQ
Relax by the resort's curved pool, surrounded by palm trees and lounge chairs.

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very Good, (2952)
"Great stay "
The price is P7,150
P19,398 total
includes taxes & fees
Jul 29 - Jul 30
Regal Oaks Resort Vacation Townhomes by IDILIQ
Sonder by Marriott Bonvoy Vista Cay Apartments
Relax by the clear blue pool surrounded by palm trees and a picturesque walkway.

Sonder by Marriott Bonvoy Vista Cay Apartments

3.5 star property
9.0 out of 10, Wonderful, (231)
"Great place love the stay "
The price is P6,264
P7,047 total
includes taxes & fees
Aug 10 - Aug 11
Sonder by Marriott Bonvoy Vista Cay Apartments
Century Millenia
Private kitchen

Century Millenia

3.0 star property
8.8 out of 10, Excellent, (70)
"The apartment was perfect for me and my family plenty of space and very clean "
Century Millenia
Blue Heron Beach Resort
Enjoy a serene poolside retreat with a gazebo and dock access.

Blue Heron Beach Resort

3.5 star property
8.4 out of 10, Very Good, (2950)
"Property was clean "
Blue Heron Beach Resort
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 Winter Garden Hotel Reviews

DoubleTree by Hilton Hotel Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown

10/10 Excellent
"The staff was very friendly. The room smelled a bit musty at first, but it was very clean. The parking is either self-parking or valet, however there were people parked on the street in front of the hotel. Close to I-4 and downtown, which is very convenient. The food in the restaurant was also great."
Sara 2-night trip
Posted 13 hours ago
DoubleTree by Hilton Hotel Orlando Downtown

Frequently asked questions

Can I find a vacation rental in Winter Garden?

Yes, we offer vacation rentals in Winter Garden close to Surfari Water Park, or you can go with a more remote option if you'd like a relaxing place to stay. Tourists who visit Winter Garden speak highly of the fun-filled theme parks and array of shops. While you're here, grab a bite or have a drink at the top-notch restaurants.

What's the top vacation rental that Winter Garden has to offer?

The Berkley, Orlando: This vacation home rental near Winter Garden offers a furnished patio, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave, and a coffee maker. You can relax into your vacation with an arcade game room and a hot tub.

How many vacation rentals are there in Winter Garden?

With 57 Expedia vacation rentals, you're sure to find just the right place for your Winter Garden stay.

What can I see and do in Winter Garden?

Family-friendly attractions include Surfari Water Park and Central Florida Railroad Museum, whereas Lake Butler and Lake Louisa State Park are a couple of great spots to enjoy the outdoors. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are vacation rentals like in Winter Garden?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Winter Garden. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips.