Compare Winter Garden Vacation Rentals

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Winter Garden Rentals

The Berkley, Orlando

The Berkley, Orlando

4 out of 5
8545 W. Irlo Bronson Highway Kissimmee FL
15.24 mi from city center
$180 nightly
The price is $203 total per night
$203 total
Jun 22 - Jun 23
Total with taxes and fees
At The Berkley, Orlando, guests enjoy 2 outdoor pools, a children's pool, and a gym. There's free parking and a free theme park shuttle. Front-desk staff can assist with luggage storage and concierge services. Other amenities at this family-friendly vacation home include free WiFi in public areas, a hot tub, and a business center.
Pool
Hot Tub
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
15.18 mi from city center
$395 nightly
The price is $449 total per night
$449 total
Jul 20 - Jul 21
Total with taxes and fees
Guests of Margaritaville Cottages Orlando by Rentyl with H2O Waterpark have access to a full-service spa, a free water park, and an outdoor pool. A stay here includes free parking. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, access to locker space, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this spa aparthotel include a lazy river, a gym, and a sauna.
Pool
Hot Tub
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
16.19 mi from city center
$99 nightly
The price is $112 total per night
$112 total
Jun 28 - Jun 29
Total with taxes and fees
Guests of Vacation Village Orlando, Celebration enjoy 7 outdoor pools, a children's pool, and a gym. You can take advantage of onsite parking for a fee, along with an area shuttle. The 24-hour front desk has staff standing by to help with concierge services and luggage storage. Other amenities at this family-friendly condo building include 7 hot tubs, free WiFi in public areas, and a business center.
Pool
Hot Tub
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Free Cancellation
Reserve now, pay when you stay
14.48 mi from city center
$135 nightly
The price is $152 total per night
$152 total
Jul 14 - Jul 15
Total with taxes and fees
Guests of Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando enjoy 6 outdoor pools, a children's pool, and a gym. Self parking is offered for USD 31.95 per night. The 24-hour front desk has multilingual staff ready to assist with luggage storage, concierge services, and securing valuables. Other amenities at this family-friendly aparthotel include 8 hot tubs, a sauna, and outdoor tennis courts.
Pool
Hot Tub
Floridays Resort Orlando

Floridays Resort Orlando

3.5 out of 5
12562 International Drive Orlando FL
Free Cancellation
Reserve now, pay when you stay
13.76 mi from city center
$179 nightly
The price is $201 total per night
$201 total
Jun 21 - Jun 22
Total with taxes and fees
Guests of Floridays Resort Orlando have access to 2 outdoor pools, a gym, and conference space. You can take advantage of free parking, along with an area shuttle. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Other amenities at this family-friendly aparthotel include a 24-hour business center, a computer station, and an arcade/game room.
Pool
Kitchen
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

4 out of 5
12401 International Dr Orlando FL
Free Cancellation
Reserve now, pay when you stay
13.94 mi from city center
$124 nightly
The price is $140 total per night
$140 total
Jul 19 - Jul 20
Total with taxes and fees
Guests of Sheraton Vistana Villages Resort Villas, I-Drive/Orlando enjoy 5 outdoor pools, a children's pool, and a 24-hour gym. If you drive, self parking is USD 31.95 per night, and there's also a theme park shuttle. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, concierge services, and access to locker space. Other amenities at this family-friendly aparthotel include 4 hot tubs, a sauna, and outdoor tennis courts.
Pool
Hot Tub
Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

4 out of 5
8113 Resort Village Drive Orlando FL
15.9 mi from city center
Guests of Lake Buena Vista Resort Village & Spa have access to a full-service spa, 2 outdoor pools, and a children's pool. There's free parking and a free theme park shuttle. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and luggage storage. Other amenities at this spa aparthotel include a 24-hour gym, 3 hot tubs, and a steam room.
Pool
Hot Tub
Marriott's Cypress Harbour Villas

Marriott's Cypress Harbour Villas

4 out of 5
11251 Harbour Villa Rd Orlando FL
Free Cancellation
Reserve now, pay when you stay
13.25 mi from city center
$255 nightly
The price is $287 total per night
$287 total
Jul 9 - Jul 10
Total with taxes and fees
Guests of Marriott's Cypress Harbour Villas have access to a full-service spa, 3 outdoor pools, and a children's pool. Self parking is offered for USD 31.95 per night. The front desk is staffed 24/7 to help with tours or tickets, luggage storage, and dry cleaning/laundry. Other amenities at this spa aparthotel include a 24-hour gym, 4 hot tubs, and a sauna.
Pool
Hot Tub
The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando

4 out of 5
7389 Universal Boulevard Orlando FL
10.62 mi from city center
$92 nightly
The price is $104 total per night
$104 total
Jul 6 - Jul 7
Total with taxes and fees
Guests of The Point Hotel & Suites Orlando have access to an outdoor pool, a gym, and a hot tub. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with concierge services, and answer any questions about the accommodations. Additional amenities include meeting rooms, a terrace, and a vending machine.
Pool
Hot Tub
Villatel Resort Orlando, Apartments by Marriott Bonvoy

Villatel Resort Orlando, Apartments by Marriott Bonvoy

4 out of 5
5045 Hero Way Orlando FL
Free Cancellation
Reserve now, pay when you stay
11.02 mi from city center
$743 nightly
The price is $836 total per night
$836 total
Jul 12 - Jul 13
Total with taxes and fees
At Villatel Resort Orlando, Apartments by Marriott Bonvoy, guests enjoy a free water park, an outdoor pool, and a lazy river. Self parking is available for USD 37.30 per day. The 24-hour front desk has staff always at the ready. Other amenities at this family-friendly aparthotel include a 24-hour gym, free WiFi in public areas, and a picnic area.
Pool
Washer
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
Free Cancellation
Reserve now, pay when you stay
14.15 mi from city center
$111 nightly
The price is $125 total per night
$125 total
Jul 12 - Jul 13
Total with taxes and fees
Marriott's Grande Vista features a golf course, a full-service spa, and 4 outdoor pools. Self parking is offered for USD 31.95 per night. Front-desk staff can answer questions 24/7, and assist with luggage storage, dry cleaning/laundry, and tours or tickets. Other amenities at this spa aparthotel include a children's pool, a 24-hour gym, and 4 hot tubs.
Pool
Hot Tub
The View Studio Suites and Event Venue

The View Studio Suites and Event Venue

3 out of 5
9309 S Orange Blossom Trail Orlando FL
14.7 mi from city center
$80 nightly
The price is $90 total per night
$90 total
Jun 21 - Jun 22
Total with taxes and fees
The View Studio Suites and Event Venue features free WiFi in public areas and a picnic area. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready.
Breakfast included
Pet friendly
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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.

Winter Garden Large Group Rentals

How to Book Vacation Rentals in Winter Garden



🏠 What is the best price for Winter Garden vacation rentals?

Winter Garden vacation rentals range in price, starting at $90 per night.


🏠 What types of vacation rentals in Winter Garden can I rent?

Orbitz offers a wide range of Winter Garden rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Winter Garden condo rentals.


🏠 Is it free to cancel my Winter Garden vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Winter Garden vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Winter Garden. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Winter Garden?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Winter Garden apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Winter Garden?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Winter Garden package deals will get you even more savings.