Compare Winter Park Vacation Rentals

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

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Winter Park Rentals

Century Millenia

Century Millenia

3 out of 5
5100 Millenia Waters Dr, Orlando, FL
10.56 mi from city center
$180 nightly
The price is $194 total per night
$194 total
Nov 2 - Nov 3
Total with taxes and fees
Guests staying at Century Millenia enjoy an outdoor pool, free WiFi in public areas, and a garden. There's free parking if you drive. Staff members can answer questions about accommodations, and also provide concierge services.
Pool
Washer
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
1500 Sand Lake Road, Orlando, FL
11.23 mi from city center
$197 nightly
The price is $222 total per night
$222 total
Nov 11 - Nov 12
Total with taxes and fees
At Florida Hotel & Conference Center in the Florida Mall, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. There's RV, bus, and truck parking and a free theme park shuttle. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, luggage storage, and securing valuables. Other amenities at this family-friendly aparthotel include a hot tub, a conference center, and a 24-hour business center.
Pool
Hot Tub
The Point by Edge

The Point by Edge

4 out of 5
7389 Universal Boulevard, Orlando, FL
12.42 mi from city center
$82 nightly
The price is $92 total per night
$92 total
Nov 10 - Nov 11
Total with taxes and fees
Guests of The Point by Edge have access to an outdoor pool, a gym, and a hot tub. Front-desk staff can help with concierge services, and provide local restaurant recommendations. This aparthotel also has a terrace.
Pool
Hot Tub
The Point Hotel & Suites

The Point Hotel & Suites

3.5 out of 5
7389 Universal Blvd, Orlando, FL
12.42 mi from city center
$136 nightly
The price is $151 total per night
$151 total
Nov 4 - Nov 5
Total with taxes and fees
Guests staying at The Point Hotel & Suites enjoy an outdoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. Front-desk staff can answer questions 24/7, and assist with dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include a hot tub, a computer station, and express check-out.
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
12.57 mi from city center
$80 nightly
The price is $90 total per night
$90 total
Oct 29 - Oct 30
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
Vista Cay Resort by Millenium at Universal Blvd

Vista Cay Resort by Millenium at Universal Blvd

3.5 out of 5
4874 Cayview Avenue, Orlando, FL
13.55 mi from city center
Guests of Vista Cay Resort by Millenium at Universal Blvd enjoy 2 outdoor pools, a children's pool, and a gym. If you plan to drive, free parking is available. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, luggage storage, and securing valuables. Other amenities at this family-friendly aparthotel include a hot tub, meeting rooms, and a computer station.
Pool
Hot Tub
Sonder by Marriott Bonvoy Vista Cay Apartments

Sonder by Marriott Bonvoy Vista Cay Apartments

3.5 out of 5
4000 Breakview Drive, Orlando, FL
13.67 mi from city center
$112 nightly
The price is $126 total per night
$126 total
Nov 24 - Nov 25
Total with taxes and fees
Guests of Sonder by Marriott Bonvoy Vista Cay Apartments have access to an outdoor pool, a gym, and free WiFi in public areas. Self parking is offered for USD 15 per night. Friendly staff can provide concierge services, and also offer advice about sightseeing. Additional amenities include a terrace and barbecue grills.
Pool
Kitchen
Parc Corniche Condominium Suite Hotel

Parc Corniche Condominium Suite Hotel

3 out of 5
6300 Parc Corniche Drive, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
15.78 mi from city center
$132 nightly
The price is $148 total per night
$148 total
Oct 29 - Oct 30
Total with taxes and fees
Parc Corniche Condominium Suite Hotel features an outdoor pool, a children's pool, and a gym. There's free parking and a free theme park shuttle. The 24-hour front desk has multilingual staff ready to assist with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this family-friendly aparthotel include a hot tub, a 24-hour business center, and coffee/tea in a common area.
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
17 mi from city center
$205 nightly
The price is $231 total per night
$231 total
Nov 11 - Nov 12
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 concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this family-friendly condominium resort include a 24-hour business center, a computer station, and an arcade/game room.
Pool
Kitchen
Blue Tree Resort at Lake Buena Vista

Blue Tree Resort at Lake Buena Vista

3 out of 5
12007 Cypress Run Road, Orlando, FL
17.64 mi from city center
At Blue Tree Resort at Lake Buena Vista, guests enjoy 4 outdoor pools, a children's pool, and a gym. Transportation is made easy with a free theme park shuttle. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, securing valuables, and luggage storage. Other amenities at this family-friendly aparthotel include 2 hot tubs, free WiFi in public areas, and an outdoor tennis court.
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
19.34 mi from city center
$189 nightly
The price is $213 total per night
$213 total
Nov 4 - Nov 5
Total with taxes and fees
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 luggage storage, concierge services, and securing valuables. Other amenities at this spa condominium resort include a 24-hour gym, 3 hot tubs, and a steam room.
Pool
Hot Tub
WorldQuest Orlando Resort

WorldQuest Orlando Resort

4 out of 5
8849 Worldquest Blvd, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
20.04 mi from city center
$301 nightly
The price is $338 total per night
$338 total
Oct 30 - Oct 31
Total with taxes and fees
Guests of WorldQuest Orlando Resort have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking, along with a free theme park shuttle. The front desk has multilingual staff on hand 24/7 to help with securing valuables, dry cleaning/laundry, and concierge services. Other amenities at this family-friendly aparthotel include a business center, coffee/tea in a common area, and a computer station.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Winter Park
View all properties
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 Park Large Group Rentals

How to Book Vacation Rentals in Winter Park



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

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


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

Orbitz offers a wide range of Winter Park 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 Park condo rentals.


🏠 Is it free to cancel my Winter Park 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 Park 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 Park. 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 Park?

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 Park apartments and enjoy an extended stay.


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

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 Park package deals will get you even more savings.

More to Explore