Vacation rentals in Winter Park

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Top vacation rentals in Winter Park

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
$183 nightly
The price is $206 total per night
$206 total
Sep 8 - Sep 9
Total includes taxes and fees
This smoke-free condo resort features 2 outdoor pools, a gym, and a restaurant. Families will appreciate the arcade/game room and onsite laundry facilities. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
The View Studio Suites and Event Venue

The View Studio Suites and Event Venue

3.5 out of 5
9309 S Orange Blossom Trail, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
12.57 mi from city center
$84 nightly
The price is $95 total per night
$95 total
Aug 24 - Aug 25
Total includes taxes and fees
A 24-hour gym is featured at this aparthotel, along with free self parking. Guests will appreciate free perks like cooked-to-order breakfast and WiFi in public areas. A snack bar/deli and a picnic area are also provided.
Breakfast included
Pet friendly
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
Get rates
A full-service spa, 3 restaurants, and 2 outdoor pools are all featured at this condo resort. Enjoy the 3 hot tubs and perks like free self parking and a free theme park shuttle. 2 coffee shops/cafes, 2 bars/lounges, and a poolside bar offer an array of options for drinks and a bit to eat.
Pool
Hot Tub
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
Free Cancellation
Reserve now, pay when you stay
11.23 mi from city center
$194 nightly
The price is $218 total per night
$218 total
Aug 22 - Aug 23
Total includes taxes and fees
This traditional aparthotel includes 3 restaurants, an outdoor pool, and a gym. Bring the family and enjoy the free theme park shuttle and kid-friendly dining. Enjoy the hot tub and perks like free WiFi.
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
$99 nightly
The price is $110 total per night
$110 total
Aug 21 - Aug 22
Total includes taxes and fees
This aparthotel features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
The Point by Edge

The Point by Edge

4 out of 5
7389 Universal Boulevard, Orlando, FL
12.42 mi from city center
$81 nightly
The price is $91 total per night
$91 total
Aug 27 - Aug 28
Total includes taxes and fees
This aparthotel features an outdoor pool and a gym. A terrace, concierge services, and a virtual front desk are also on offer.
Pool
Air conditioning
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
$111 nightly
The price is $125 total per night
$125 total
Aug 31 - Sep 1
Total includes taxes and fees
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a children's pool and a theme park shuttle, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking.
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
Free Cancellation
Reserve now, pay when you stay
13.67 mi from city center
$114 nightly
The price is $128 total per night
$128 total
Sep 18 - Sep 19
Total includes taxes and fees
This aparthotel features an outdoor pool, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, concierge services, and barbecue grills are also on offer.
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
Get rates
4 outdoor pools, 2 hot tubs, and an outdoor tennis court are all featured at this smoke-free aparthotel. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free WiFi and a free theme park shuttle.
Pool
Hot Tub
Blue Heron Beach Resort

Blue Heron Beach Resort

3.5 out of 5
13428 Blue Heron Beach Drive, Orlando, FL
18.77 mi from city center
Get rates
2 outdoor pools, a hot tub, and a gym are all featured at this aparthotel. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi.
Pool
Hot Tub
Enchanted Dreams

Enchanted Dreams

2.5 out of 5
2624 Calistoga Ave, Kissimmee, FL
20 mi from city center
$111 nightly
The price is $127 total per night
$127 total
Aug 21 - Aug 22
Total includes taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A communal living room and a virtual front desk are also provided.
Marriott's Sabal Palms

Marriott's Sabal Palms

4 out of 5
8805 World Center Dr, Orlando, FL
19.5 mi from city center
$228 nightly
The price is $257 total per night
$257 total
Sep 10 - Sep 11
Total includes taxes and fees
This vacation home features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. There's an outdoor tennis court on site, and a picnic area and express check-out are also provided.
staySky Suites - I Drive Orlando

staySky Suites - I Drive Orlando

3 out of 5
12.88 mi from city center
$74 nightly
The price is $84 total per night
$84 total
Aug 26 - Aug 27
Total includes taxes and fees
This aparthotel features an outdoor pool and a 24-hour gym. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the hot tub and perks like free self parking and free WiFi.
Pool
Hot Tub
Century Millenia

Century Millenia

3 out of 5
5100 Millenia Waters Dr, Orlando, FL
10.56 mi from city center
$209 nightly
The price is $224 total per night
$224 total
Aug 25 - Aug 26
Total includes taxes and fees
An outdoor pool, free self parking, and concierge services are featured at this apartment. WiFi in public areas is free. A garden is also provided.
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
$319 nightly
The price is $359 total per night
$359 total
Aug 21 - Aug 22
Total includes taxes and fees
This aparthotel features an outdoor pool and a 24-hour gym. Families will appreciate the free theme park shuttle and onsite laundry facilities. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi.
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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.

The next time you’re looking to get away from it all, head to Winter Park in central Florida. You’ll feel less like a tourist visiting for the first time and more like a local taking a casual stroll when you reserve one of many luxurious Winter Park vacation rentals. Stay within walking distance of the city’s 11-acre Central Park, or use your private accommodation as a resting place between trips to nearby Walt Disney World® and Universal Orlando.

The Local Life

Home to a charming downtown district with brick-lined streets, Winter Park is the perfect vacation destination for those who want to slow down and enjoy life for a while. Instead of driving all over town, stay in the heart of all the action by booking a convenient apartment rental in the center of the city. Once in your chosen accommodation, you can wake up at your leisure and wander into an inviting café for a light breakfast of croissants and cappuccinos. Snap a few photos of the stunning oak trees around the city, and take in the massive amount of vegetation inside the city’s Mead Botanical Garden. After exploring the Charles Hosmer Morse Museum of American Art, retreat to your quiet accommodation for an evening of sipping local wine on your personal patio.

For travelers looking to perfect their swing on the green during their trip to Florida, there’s no better place to stay than Extended Stay America, as its location is close to several golf courses. Traveling with the family in tow? Stay at the DoubleTree by Hilton Orlando Airport and enjoy the area’s many theme parks and attractions while staying reasonably close to Orlando International Airport. Travelocity offers accommodations throughout Florida—including Winter Park and Orlando—that will open up a world of possibility for your travels. Peruse the array of options we have available today, and start planning your picture-perfect trip to Winter Park.