Winter Garden Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 21 - Sep 22
Tomorrow
Sep 22 - Sep 23
Next weekend
Sep 26 - Sep 28
In two weeks
Oct 3 - Oct 5

Vacation Rentals in Winter Garden

Our top choices for Winter Garden vacation rentals

Floridays Resort Orlando
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11526)
"Great location, friendly staff, good amenities "
The price is P8,206
P11,481 total
includes taxes & fees
Sep 23 - Sep 24
Floridays Resort Orlando
The View Studio Suites and Event Venue
Lobby sitting area

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (1285)
"Wonderful environment and clean as can be "
The price is P4,884
P5,495 total
includes taxes & fees
Sep 22 - Sep 23
The View Studio Suites and Event Venue
Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2894)
"Clean room, staff are great "
Vacation Village at Parkway
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (2139)
"Great location"
Florida Hotel & Conference Center in the Florida Mall
Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (9188)
"Amazing stay "
Lake Buena Vista Resort Village & Spa
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1628)
"Great place to stay."
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Summer Bay Orlando by Exploria Resorts
5 outdoor pools, pool umbrellas, sun loungers

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5625)
"Great view perfect location "
The price is P5,912
P8,465 total
includes taxes & fees
Sep 22 - Sep 23
Summer Bay Orlando by Exploria Resorts
Club Wyndham Cypress Palms
2 outdoor pools, sun loungers

Club Wyndham Cypress Palms

3.5 star property
9.0 out of 10, Wonderful, (1808)
"Nice place to stay"
Club Wyndham Cypress Palms
The Point Hotel & Suites
Outdoor pool

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very Good, (3271)
"This hotel resort match my expectations. The location is a 10/10. Can't wait to go back:)"
The price is P5,015
P6,300 total
includes taxes & fees
Sep 24 - Sep 25
The Point Hotel & Suites
Blue Tree Resort at Lake Buena Vista
Outdoor spa tub

Blue Tree Resort at Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (1793)
"Very nice resort would stay again."
Blue Tree Resort at Lake Buena Vista
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1396)
"Staff was amazing and accommodating. "
Reunion Resort & Golf Club
The Point by Edge
Terrace/patio

The Point by Edge

4.0 star property
8.4 out of 10, Very Good, (781)
"Gorgeous room and friendly staff."
The price is P3,856
P5,045 total
includes taxes & fees
Sep 22 - Sep 23
The Point by Edge
The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1914)
"Great stay!"
The price is P6,312
P7,750 total
includes taxes & fees
Sep 22 - Sep 23
The Berkley, Orlando
Vista Cay Resort by Millenium at Universal Blvd
2 outdoor pools, pool umbrellas, sun loungers

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
8.6 out of 10, Excellent, (1551)
"Enjoy my stay always "
Vista Cay Resort by Millenium at Universal Blvd
Regal Oaks Resort Vacation Townhomes by IDILIQ
View from property

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very Good, (2981)
"Loved the location of the property and that the property was gated"
Regal Oaks Resort Vacation Townhomes by IDILIQ
Parc Corniche Condominium Suite Hotel
Exterior

Parc Corniche Condominium Suite Hotel

3.0 star property
8.0 out of 10, Very Good, (2168)
"Is close to Seaworld and Aquatica, good option to stay in this hotel "
The price is P4,400
P7,842 total
includes taxes & fees
Sep 23 - Sep 24
Parc Corniche Condominium Suite Hotel
Sonder by Marriott Bonvoy Vista Cay Apartments
Outdoor pool

Sonder by Marriott Bonvoy Vista Cay Apartments

3.5 star property
9.0 out of 10, Wonderful, (246)
"I love this property it was clean and the pool was fabulous. The concierge was helpful and friendly i definitely will be staying there again"
The price is P8,303
P9,341 total
includes taxes & fees
Oct 5 - Oct 6
Sonder by Marriott Bonvoy Vista Cay Apartments
Magical Dreams
Outdoor pool

Magical Dreams

4.0 star property
10.0 out of 10, Exceptional, (1)
"estaba algo caliente pero nos contactamos con los encargados y nos solucionaron el problema "
The price is P3,999
P8,429 total
includes taxes & fees
Sep 22 - Sep 23
Magical Dreams
Century Millenia
Private kitchen

Century Millenia

3.0 star property
9.0 out of 10, Wonderful, (87)
"Very comfortable,quite, safe and clean"
Century Millenia
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
Property amenity

Wellborn Hotel Downtown, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very Good, (307)
"Clean, nice staff and excellent price"
The price is P5,293
P5,954 total
includes taxes & fees
Oct 5 - Oct 6
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
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 Winter Garden Hotel Reviews

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"Very secluded where we were placed but that’s okay for us! Felt like we had the building to ourselves at one point no hidden fees or resorts fees except the $50 deposit and 10 per day IF you parking there!"
Omarion 2-night trip
Posted 3 days ago
Rosen Inn Lake Buena Vista

Find out more about Winter Garden

Find out more about Winter Garden

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

  • View our selection of featured holiday rentals in Winter Garden
  • Use the map to find apartments and other holiday homes in the Winter Garden neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Garden while they last

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

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 35 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.