Vacation rentals in Winter Park

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Top vacation rentals in Winter Park

Avanti International Resort

Avanti International Resort

3 out of 5
8738 International Dr, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
13.71 mi from city center
The price is $80 per night
$80
per night
May 12 - May 13
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Bring the family and enjoy the children's pool, free theme park shuttle, and arcade/game room. Enjoy the gym and perks like free WiFi.
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
The price is $180 per night
$180
per night
Apr 24 - Apr 25
A full-service spa, 3 restaurants, and 2 outdoor pools are all featured at this condo resort. Enjoy the 3 spa 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.
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel

Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel

3.5 out of 5
13351 State Road 535, Orlando, FL
Free Cancellation
18.64 mi from city center
The price is $84 per night
$84
per night
Apr 24 - Apr 25
This traditional aparthotel features 2 spa tubs, an outdoor pool, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

3.5 out of 5
7400 International Dr, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
12.82 mi from city center
The price is $77 per night
$77
per night
Apr 29 - Apr 30
Free water park access, 2 restaurants, and 3 outdoor pools are all featured at this traditional aparthotel. Bring the family and enjoy the children's pool, free theme park shuttle, and waterslide. Enjoy the gym and visit the 2 bars/lounges and poolside bar for drinks.
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
11.84 mi from city center
The price is $199 per night
$199
per night
Apr 24 - Apr 25
This smoke-free aparthotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
6500 International Dr, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
12.57 mi from city center
The price is $119 per night
$119
per night
May 13 - May 14
This aparthotel features an outdoor pool and a rooftop terrace. Enjoy the spa tub and free perks like on-the-go breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel

Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel

3 out of 5
5916 Caravan Ct, Orlando, FL
Free Cancellation
11.1 mi from city center
The price is $85 per night
$85
per night
Apr 28 - Apr 29
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 24-hour gym and perks like free WiFi.
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
The price is $152 per night
$152
per night
Apr 24 - Apr 25
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 out of 5
9309 S Orange Blossom Trail, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
12.57 mi from city center
The price is $69 per night
$69
per night
Apr 24 - Apr 25
This aparthotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free cooked-to-order breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.
Grand Beach Resort

Grand Beach Resort

3 out of 5
Free Cancellation
Reserve now, pay when you stay
19.01 mi from city center
The price is $108 per night
$108
per night
May 6 - May 7
This aparthotel's 2 outdoor pools and gym are among the featured amenities. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Free self parking, a picnic area, and a computer station are also offered.
Embassy Suites by Hilton Orlando International Dr ICON Park

Embassy Suites by Hilton Orlando International Dr ICON Park

3.5 out of 5
Free Cancellation
Reserve now, pay when you stay
13.33 mi from city center
The price is $98 per night
$98
per night
May 2 - May 3
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the gym and free perks like cooked-to-order breakfast and WiFi in public areas.
Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport

3 out of 5
5750 Hazeltine National Drive Dr, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
9.68 mi from city center
The price is $93 per night
$93
per night
Apr 29 - Apr 30
This aparthotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.
The Point Hotel & Suites

The Point Hotel & Suites

3.5 out of 5
7389 Universal Blvd, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
12.42 mi from city center
The price is $98 per night
$98
per night
May 23 - May 24
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Orlando Lakefront Tiny House Community

Orlando Lakefront Tiny House Community

4.5 out of 5
3405 N Orange Blossom Trail, Orlando, FL
4.3 mi from city center
The price is $86 per night
$86
per night
Apr 24 - Apr 25
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South

3.5 out of 5
4955 Kyngs Heath Rd, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
20.18 mi from city center
The price is $152 per night
$152
per night
Apr 30 - May 1
This smoke-free aparthotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and free full breakfast.
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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.