Compare Winter Park Vacation Rentals
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Winter Park Rentals
Florida Hotel & Conference Center in the Florida Mall
1500 Sand Lake Road, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
11.23 mi from city center
$190 nightly
The price is $214 total per night
$214 total
Sep 20 - Sep 21
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
7389 Universal Boulevard, Orlando, FL
12.42 mi from city center
$79 nightly
The price is $88 total per night
$88 total
Sep 22 - Sep 23
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
7389 Universal Blvd, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
12.42 mi from city center
$99 nightly
The price is $110 total per night
$110 total
Sep 18 - Sep 19
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 securing valuables, dry cleaning/laundry, 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
9309 S Orange Blossom Trail, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
12.57 mi from city center
$95 nightly
The price is $107 total per night
$107 total
Sep 14 - Sep 15
Total with taxes and fees
Guests staying at The View Studio Suites and Event Venue enjoy a 24-hour gym, 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
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, securing valuables, and luggage storage. 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
4000 Breakview Drive, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
13.67 mi from city center
$165 nightly
The price is $186 total per night
$186 total
Oct 1 - Oct 2
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
6300 Parc Corniche Drive, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
15.78 mi from city center
$121 nightly
The price is $136 total per night
$136 total
Sep 15 - Sep 16
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 tours or tickets, securing valuables, 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
12562 International Drive, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
17 mi from city center
$183 nightly
The price is $206 total per night
$206 total
Sep 18 - Sep 19
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 securing valuables, dry cleaning/laundry, and concierge services. 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
12007 Cypress Run Road, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
17.64 mi from city center
$118 nightly
The price is $133 total per night
$133 total
Sep 15 - Sep 16
Total with taxes and fees
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 securing valuables, luggage storage, and tours or tickets. Other amenities at this family-friendly aparthotel include 2 hot tubs, free WiFi in public areas, and an outdoor tennis court.
Pool
Hot Tub
Blue Heron Beach Resort
13428 Blue Heron Beach Drive, Orlando, FL
18.77 mi from city center
Blue Heron Beach Resort features 2 outdoor pools, a children's pool, and a gym. Free parking is included with your stay. A multilingual staff is on hand to assist with securing valuables, luggage storage, and concierge services. Other amenities at this family-friendly aparthotel include free WiFi in public areas, a hot tub, and an arcade/game room.
Pool
Hot Tub
Lake Buena Vista Resort Village & Spa
8113 Resort Village Drive, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
19.34 mi from city center
$161 nightly
The price is $182 total per night
$182 total
Sep 14 - Sep 15
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 tours or tickets, securing valuables, and luggage storage. Other amenities at this spa condominium resort include a 24-hour gym, 3 hot tubs, and a steam room.
Pool
Hot Tub
Enchanted Dreams
2624 Calistoga Ave, Kissimmee, FL
20 mi from city center
$130 nightly
The price is $148 total per night
$148 total
Sep 14 - Sep 15
Total with taxes and fees
Enchanted Dreams features an outdoor pool, free WiFi in public areas, and microwave in a common area. A stay here includes free parking. Additional amenities include a refrigerator in a common area, laundry facilities, and a communal living room.
Pool
Kitchen
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
Quiet Oasis in Lovely Neighborhood
Orlando
$180 nightly
The price is $200 total per night from Sep 19 to Sep 20
$200 total
Sep 19 - Sep 20
Total with taxes and fees
9.6/10 Exceptional! (148 reviews)
Marriott's Imperial Palm Villas
8404 Vacation Way, Orlando, FL
9.2/10 Wonderful! (59 reviews)
(CO4817) Storey Lake Home 4/3 Private Pool & Free Waterpark
Kissimmee
9/10 Wonderful! (90 reviews)
Marriott's Sabal Palms
8805 World Center Dr, Orlando, FL
$215 nightly
The price is $242 total per night from Oct 5 to Oct 6
$242 total
Oct 5 - Oct 6
Total with taxes and fees
Vista Cay Resort by Casiola Vacation Homes
4874 Cayview Ave, Orlando, FL
$365 nightly
The price is $411 total per night from Sep 14 to Sep 15
$411 total
Sep 14 - Sep 15
Total with taxes and fees
Westgate Blue Tree
12007 Cypress Run Dr, Orlando, FL
$269 nightly
The price is $303 total per night from Sep 14 to Sep 15
$303 total
Sep 14 - Sep 15
Total with taxes and fees
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 $88 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.
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