House
10.0(69 Reviews)
1 Bedroom
4 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
AU $313/Night
7 Nights - AU $2,191
Winter Garden Villa Rentals
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Compare Villas, Resorts, & Rentals in Winter Garden
10.0
House
10.0(7 Reviews)
1 Bedroom
4 Guests
- Parking
Spa- Balcony/Terrace
Internet
AU $240/Night
7 Nights - AU $1,677
AU $1,455/Night
7 Nights - AU $10,181
House
10.0(36 Reviews)
2 Bedrooms
6 Guests
Hot Tub- Parking
Pool- Spa
AU $254/Night
7 Nights - AU $1,780
House
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Spa
- Internet
Pet Friendly
AU $449/Night
7 Nights - AU $3,143
House
10.0(35 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $400/Night
7 Nights - AU $2,799
House
10.0(11 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
Ocean View
AU $241/Night
7 Nights - AU $1,687
House
10.0(9 Reviews)
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
Child Friendly
Laundry
AU $486/Night
7 Nights - AU $3,399
Apartment
10.0(8 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $581/Night
7 Nights - AU $4,066
Luxury Places to Stay in Winter Garden
Over 399+ Luxury Places to Stay in or Near Winter Garden
Resort
12 Guests
- Pool
- Air Conditioner
- Internet
- Child Friendly
AU $1,409/Night
7 Nights - AU $9,863
House
10.0(1 Review)
5 Bedrooms
13 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
AU $1,234/Night
7 Nights - AU $8,640
House
3 Bedrooms
8 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
AU $1,038/Night
7 Nights - AU $7,268
New
House
7 Bedrooms
16 Guests
Private Pool- Parking
- Pool
- Balcony/Terrace
AU $795/Night
7 Nights - AU $5,565
Apartment
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
AU $780/Night
7 Nights - AU $5,460
AU $761/Night
7 Nights - AU $5,328
House
9.6(12 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $742/Night
7 Nights - AU $5,192
Cottage
1 Bedroom
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
AU $737/Night
7 Nights - AU $5,156
House
10.0(34 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $737/Night
7 Nights - AU $5,156
Top-Rated Villas with a Pool in Winter Garden
Over 233+ Top-Rated Private Villas with a Pool in or Near Winter Garden
Resort
10.0(7 Reviews)
8 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
AU $287/Night
7 Nights - AU $2,008
Apartment
10.0(4 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $407/Night
7 Nights - AU $2,852
Resort
10.0(2 Reviews)
8 Guests
Breakfast- Parking
- Pool
- Balcony/Terrace
AU $397/Night
7 Nights - AU $2,780
Villa
10.0(2 Reviews)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $301/Night
7 Nights - AU $2,106
Villa
10.0(2 Reviews)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $301/Night
7 Nights - AU $2,106
Apartment
10.0(2 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $295/Night
7 Nights - AU $2,063
Condo
10.0(1 Review)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $538/Night
7 Nights - AU $3,764
Condo
10.0(1 Review)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $486/Night
7 Nights - AU $3,401
Apartment
10.0(1 Review)
2 Bedrooms
8 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $431/Night
7 Nights - AU $3,020
Pet-Friendly Villas in Winter Garden
Over 49+ Pet-Friendly Private Villas in or Near Winter Garden
House
10.0(7 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $402/Night
7 Nights - AU $2,813
Apartment
8.4(12 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
View- Air Conditioner
AU $212/Night
7 Nights - AU $1,486
Apartment
9.6(15 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $301/Night
7 Nights - AU $2,107
Apartment
10.0(2 Reviews)
1 Bedroom
2 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
AU $268/Night
7 Nights - AU $1,874
House
8.3(38 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
AU $107/Night
7 Nights - AU $746
House
9.8(28 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $439/Night
7 Nights - AU $3,071
Apartment
9.8(23 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $291/Night
7 Nights - AU $2,037
Cottage
9.6(52 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $498/Night
7 Nights - AU $3,488
Villa
9.6(5 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $310/Night
7 Nights - AU $2,171
Large Private Villas in Winter Garden
Over 62+ Large Villas in or Near Winter Garden for Groups and Families
Villa
10.0(1 Review)
1 Bedroom
4 Guests
Oceanfront- Hot Tub
- Parking
- Pool
AU $365/Night
7 Nights - AU $2,557
Villa
2 Bedrooms
9 Guests
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
AU $235/Night
7 Nights - AU $1,643
Villa
9.6(8 Reviews)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $301/Night
7 Nights - AU $2,106
Villa
9.2(109 Reviews)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $365/Night
7 Nights - AU $2,558
Villa
9.2(5 Reviews)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $362/Night
7 Nights - AU $2,533
Villa
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $567/Night
7 Nights - AU $3,967
Villa
2 Bedrooms
8 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $560/Night
7 Nights - AU $3,920
Villa
2 Bedrooms
8 Guests
- Air Conditioner
- Internet
- Laundry
Bedding/Linens
AU $541/Night
7 Nights - AU $3,787
Villa
2 Bedrooms
8 Guests
Security/Safety
AU $526/Night
7 Nights - AU $3,681
Wheelchair Accessible Holiday Homes in Winter Garden
Over 88+ Wheelchair Accessible Villas and Holiday Homes in or Near Winter Garden
Condo
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
AU $486/Night
7 Nights - AU $3,401
Resort
8.4(2307 Reviews)
100 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
AU $201/Night
7 Nights - AU $1,410
AU $211/Night
7 Nights - AU $1,479
AU $451/Night
7 Nights - AU $3,156
AU $190/Night
7 Nights - AU $1,329
Villa
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $369/Night
7 Nights - AU $2,585
New
Villa
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
AU $356/Night
7 Nights - AU $2,492
Villa
2 Bedrooms
8 Guests
- Breakfast
- Parking
- Pool
- Balcony/Terrace
AU $258/Night
7 Nights - AU $1,808
Resort
9.8(11 Reviews)
8 Guests
- Breakfast
- Parking
- Pool
- Balcony/Terrace
AU $252/Night
7 Nights - AU $1,766
Winter Garden Villas, Airbnb and Holiday Homes Under $200
Over 143+ Winter Garden Private Villas, Airbnb and Holiday Homes Under $200
Apartment
10.0(4 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $233/Night
7 Nights - AU $1,630
House
8.0(5 Reviews)
1 Bedroom
5 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
AU $212/Night
7 Nights - AU $1,486
Bed & Breakfast
9.6(309 Reviews)
1 Bedroom
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
AU $213/Night
7 Nights - AU $1,491
Condo
10.0(1 Review)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $256/Night
7 Nights - AU $1,790
House
5.0(1 Review)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Internet
- Laundry
AU $194/Night
7 Nights - AU $1,361
Apartment
9.4(3 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $198/Night
7 Nights - AU $1,388
House
9.0(24 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $159/Night
7 Nights - AU $1,112
Apartment
8.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
AU $210/Night
7 Nights - AU $1,466
Apartment
2.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $252/Night
7 Nights - AU $1,766
Instantly Bookable Villa Rentals in Winter Garden
Over 202+ Instantly Bookable Private Villas in or Near Winter Garden
House
9.8(49 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $387/Night
7 Nights - AU $2,711
Apartment
9.8(24 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $472/Night
7 Nights - AU $3,304
Cottage
9.6(18 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $305/Night
7 Nights - AU $2,132
Apartment
9.2(10 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $414/Night
7 Nights - AU $2,901
House
9.2(10 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $320/Night
7 Nights - AU $2,238
House
9.0(7 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
AU $385/Night
7 Nights - AU $2,695
Apartment
8.8(3 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $376/Night
7 Nights - AU $2,634
AU $350/Night
7 Nights - AU $2,451
Apartment
1 Bedroom
5 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $523/Night
7 Nights - AU $3,658
Book a Last Minute Place to Stay in Winter Garden
About Winter Garden Vacation Rentals
There are more than 408 incredible getaway rentals that are available in Winter Garden. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Winter Garden.
BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Winter Garden, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Winter Garden. Places to stay near Winter Garden are 677.09 ft² on average, with prices averaging AU $356 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Winter Garden. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Winter Garden, FL
There are 11 hotels in Winter Garden 119 resorts, and 211 rentals
- Prices for a holiday home in Winter Garden start at AU $107
- Top rated vacation home in Winter Garden is Walkable Winter Garden Bungalow: 3 Blocks to Dtwn
- Most popular short term in Winter Garden is Holiday Inn Club Vacations At Orange Lake Resort
- Cheapest place to stay in Winter Garden is Near Disney cozy quiet place, up to 2 rooms with queen bed up to 4 people
- Most expensive holiday rental in Winter Garden is Oakland Manor House
Recently Booked Hotels, Resorts, or Rentals in Winter Garden
Frequently Asked Questions About Winter Garden?
What are the top hotels or resorts in Winter Garden?
We provide an array of great vacation destinations in Winter Garden. If you are looking to stay in or around the Winter Garden area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Winter Garden:
- Walkable Winter Garden Bungalow: 3 Blocks to Dtwn
- 25%off/Disney5mi/Fishing/2HotTub/3Pools/Gym/Courts
- Spacious garage apartment in Winter Garden that sleeps four.
- WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn
- 2-bedroom home 5 miles to Disney on Lake. Four Corners. Vista Del Lago amenities
- Downtown Winter Garden bungalow with private putting green and fire pit
- Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room
- 1921 2BD/1BTH Bungalow - Historic Winter Garden, Steps to Plant St, Dogs Welcome
- Cozy 1-2-bedroom resort less than 20 minutes away from Orlando theme parks.
- Walkable Winter Garden Bungalow: 3 Blocks to Dtwn
How many vacation rentals have private pools in Winter Garden?
We have 18 luxury villas and vacation rentals featuriung a private pool in and near Winter Garden. Some of the best destinations to stay that feature or have access to a swimming pool are:
Which hotel or resort in Winter Garden is best for families?
Searching for a family-friendly getaway in Winter Garden? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
How many hotels, resorts, or rentals are available in Winter Garden?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 408 in the Winter Garden area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Winter Garden.
Nearby Neighborhood (6)
| Neighborhood | Property Count |
|---|---|
| West Kissimmee Rental Villas and Private Getaways in Orlando, Florida | 15901 |
| Bay Lake Rental Villas and Private Getaways in Orlando, Florida | 808 |
| Orange Lake Rental Villas and Private Getaways in Orlando, Florida | 82 |
| Vista del Lago Rental Villas and Private Getaways in Orlando, Florida | 15204 |
| Oakland Rental Villas and Private Getaways in Orlando, Florida | 92 |
| Killarney Rental Villas and Private Getaways in Orlando, Florida | 37 |
