Vacation Homes in Winter Park, FL

Name: Magical Home @25 VistaCay Orlando
Address: Orlando

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Top Vacation Homes in Winter Park

Marriott's Sabal Palms

8805 World Center Dr, Orlando, FL

Free Cancellation

Reserve now, pay when you stay

$223 nightly

$251 total

Oct 27 - Oct 28

Total with 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.

Pool

Hot Tub

Marriott's Imperial Palm Villas

8404 Vacation Way, Orlando, FL

$239 nightly

$269 total

Oct 25 - Oct 26

Total with taxes and fees

2 outdoor tennis courts, an outdoor pool, and a hot tub are all featured at this smoke-free vacation home. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free WiFi.

(CO4817) Storey Lake Home 4/3 Private Pool & Free Waterpark

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A water park and a gym are featured at this smoke-free vacation home. Laundry facilities and barbecue grills are also provided.

Pool

Kitchen

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

3131 Paradox Circle, Unit 204, Kissimmee, FL

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A golf course, free water park access, and 2 outdoor pools are all featured at this smoke-free vacation home. There's fun for all ages with a lazy river and a free kid's club, and barbecue grills are available on site. Enjoy the 2 hot tubs and perks like free self parking and free WiFi.

Pool

Hot Tub

Westgate Blue Tree

12007 Cypress Run Dr, Orlando, FL

$269 nightly

$303 total

Oct 5 - Oct 6

Total with taxes and fees

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. A picnic area is provided and the front desk is staffed around-the-clock.

Pool

Kitchen

Quiet Oasis in Lovely Neighborhood

$171 nightly

$190 total

Oct 6 - Oct 7

Total with taxes and fees

A water park and a hot tub are featured at this smoke-free vacation home. A garden and laundry facilities are also provided.

Exceptional Vista Cay Resort End Unit Townhouse close to OCCC/Seaworld/Univers

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A water park and a hot tub are featured at this smoke-free vacation home. Families will appreciate the arcade/game room and onsite laundry facilities. There's a gym on site, and concierge services and barbecue grills are also offered.

Pool

Hot Tub

Vista Cay Resort by Casiola Vacation Homes

4874 Cayview Ave, Orlando, FL

$374 nightly

$420 total

Oct 13 - Oct 14

Total with taxes and fees

3 outdoor pools, a hot tub, and a gym are all featured at this Mediterranean vacation home. Bring the family and enjoy the children's pool, playground, and arcade/game room. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Charming 2-bedroom apartment in house with AC, WiFi included

$125 nightly

$138 total

Oct 5 - Oct 6

Total with taxes and fees

A water park and a hot tub are featured at this smoke-free vacation home. A garden and barbecue grills are also provided.

Magical 5 BD/4 BATH with Poolside Cinema and Free Resort! Sleeps 14

$379 nightly

$424 total

Oct 29 - Oct 30

Total with taxes and fees

A water park and an outdoor pool are featured at this smoke-free vacation home. Families will appreciate the playground and barbecue grills. Enjoy the gym and conveniences like a garden and laundry facilities.

Pool

Kitchen

NEW 9Bdrm Themed w Arcade near Disney & Universal

$1,010 nightly

$1,131 total

Oct 15 - Oct 16

Total with taxes and fees

A water park and an outdoor pool are featured at this smoke-free vacation home. Families will appreciate the arcade/game room and onsite laundry facilities. A gym, a hot tub, and barbecue grills are also on offer.

Magical Home @25 VistaCay Orlando

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This vacation home features a gym and a hot tub. Laundry facilities are provided for your convenience.

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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.

Top hotels in Winter Park

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard, Orlando, FL

$179 nightly

$201 total

Oct 6 - Oct 7

Total with taxes and fees

9.4/10 Exceptional! (3,615 reviews)

Find the Best Vacation Homes in Winter Park

Why book a vacation home in Winter Park?

Vacation homes in Winter Park make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Winter Park?

Private Winter Park rental homes range between $98 - $1,131 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Winter Park vacation home rentals. You might look for Winter Park rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.

Vacation rentals in Winter Park offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Winter Park?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Winter Park. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Winter Park hotels and vacation homes that best suit your stay. We also have deals for flights, and Winter Park car rentals. You’ll save even more when you bundle your items into a Winter Park vacation package!

How many vacation homes are available to book in Winter Park?

There are 6029 rental homes in Winter Park. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Winter Park?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Winter Park Vacation Homes essential information

Accommodation	6029 Vacation Homes
Lowest Price	$98
Highest Price	$1,131
Popular accommodation	Marriott's Sabal Palms, Marriott's Imperial Palm Villas, (CO4817) Storey Lake Home 4/3 Private Pool & Free Waterpark, Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131, Westgate Blue Tree, Quiet Oasis in Lovely Neighborhood, Exceptional Vista Cay Resort End Unit Townhouse close to OCCC/Seaworld/Univers, Vista Cay Resort by Casiola Vacation Homes, Charming 2-bedroom apartment in house with AC, WiFi included, Magical 5 BD/4 BATH with Poolside Cinema and Free Resort! Sleeps 14, NEW 9Bdrm Themed w Arcade near Disney & Universal, Magical Home @25 VistaCay Orlando