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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Top Holiday Rentals in Winter Park

Front of property
Near Disney King Bed Condo Unit - Pool & Hot Tub!

Near Disney King Bed Condo Unit - Pool & Hot Tub!

3.0 star property
International Drive District
The price is ₹5,850
₹14,485 total
includes taxes & fees
9 Dec - 10 Dec
Near Disney King Bed Condo Unit - Pool & Hot Tub!
Exterior
The Blue Aztec

The Blue Aztec

3.0 star property
Sanford
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
United States
Lisa
The Blue Aztec
Exterior
The Cabins at Disney's Fort Wilderness Resort

The Cabins at Disney's Fort Wilderness Resort

4.5 star property
Bay Lake
9.2 out of 10, Wonderful, (559)
"What an awesome place to stay I will definitely be coming back "
United States
Larry
The Cabins at Disney's Fort Wilderness Resort
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers
Marriott's Sabal Palms

Marriott's Sabal Palms

4.0 star property
Orlando
9.6 out of 10, Exceptional, (202)
"Easy check in, pool was awesome "
United States
Lisa
The price is ₹19,057
₹21,439 total
includes taxes & fees
9 Dec - 10 Dec
Marriott's Sabal Palms
Terrace/patio
The Front Porch

The Front Porch

3.0 star property
Sanford
10.0 out of 10, Exceptional, (2)
"What a great space. 2 big bedrooms, and a great front porch apace with a hammock to watch the sunrise. Quite street just blocks from the center of downtown Sanford. I've used their properties 8-10 tines and ive never been disappointed. "
United States
Patrick
The Front Porch
Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services
The Contemporary

The Contemporary

3.0 star property
Sanford
The Contemporary
Apartment | 2 bedrooms, Internet
Upstay 2BR Family Condo Ventura Golf Country Club

Upstay 2BR Family Condo Ventura Golf Country Club

2.0 star property
Ventura
The price is ₹6,969
₹22,411 total
includes taxes & fees
19 Nov - 20 Nov
Upstay 2BR Family Condo Ventura Golf Country Club
Mini-fridge, microwave, cookware/dishes/utensils
Bella Breeze

Bella Breeze

2.5 star property
Sanford
9.6 out of 10, Exceptional, (5)
"The place was clean, cozy, and well decorated, and the amenities were wonderful! The hosts have done a great job here."
United States
Courteny
Bella Breeze
House (2 Bedrooms) | Interior
Deltona Lake House, Day Trip to Disney & Universal

Deltona Lake House, Day Trip to Disney & Universal

3.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (3)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!"
United States
Anonymous traveller
The price is ₹17,107
₹32,709 total
includes taxes & fees
24 Nov - 25 Nov
Deltona Lake House, Day Trip to Disney & Universal
3 outdoor pools
Disney's Beach Club Villas

Disney's Beach Club Villas

5.0 star property
Bay Lake
9.2 out of 10, Wonderful, (39)
"Clean and great location"
United States
Anonymous traveller
Disney's Beach Club Villas
Outdoor pool, a heated pool, pool umbrellas, pool loungers
Marriott's Imperial Palm Villas

Marriott's Imperial Palm Villas

4.0 star property
Orlando
9.2 out of 10, Wonderful, (59)
"Amazing property definitely worth it "
United States
Yves
The price is ₹31,148
₹35,042 total
includes taxes & fees
8 Dec - 9 Dec
Marriott's Imperial Palm Villas
Exterior
Totally 80's

Totally 80's

3.0 star property
Sanford
9.4 out of 10, Exceptional, (3)
"Cute, clean, and comfortable. Located in a safe neighborhood, the house had everything we needed for a great stay. Communication was timely and smooth—highly recommend."
United States
Serge
The price is ₹7,091
₹13,899 total
includes taxes & fees
19 Nov - 20 Nov
Totally 80's
Condo, 2 Bedrooms | Pool
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo

Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo

3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
"we had a great time and enjoyed the condo for the short time we were there."
United States
Sherri Ann
The price is ₹11,028
₹44,823 total
includes taxes & fees
6 Dec - 7 Dec
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo
Apartment, 2 Bedrooms | Private kitchen | Toaster
Century Millenia

Century Millenia

3.0 star property
Florida Center
9.0 out of 10, Wonderful, (100)
" Kitchen was fully equipped, staff was available and informative, clean, and parking was available. "
United States
Elizabeth
Century Millenia
Interior
Enclave Swanky

Enclave Swanky

4.0 star property
International Drive District
8.0 out of 10, Very good, (1)
"Clean, comfortable, but compact and looking worn / tired. Price point was right."
United Kingdom
Matthew
The price is ₹12,732
₹29,680 total
includes taxes & fees
6 Dec - 7 Dec
Enclave Swanky
Terrace/patio
The Point by Edge

The Point by Edge

4.0 star property
Florida Center
8.4 out of 10, Very good, (807)
"Nice hotel"
United States
Madhu Kumar
The price is ₹5,584
₹7,379 total
includes taxes & fees
20 Nov - 21 Nov
The Point by Edge
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services
Boho Nights

Boho Nights

3.0 star property
Sanford
8.8 out of 10, Excellent, (6)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
House | 8 bedrooms
Super Blue- Sleeps 24 w Pool Movie Loft

Super Blue- Sleeps 24 w Pool Movie Loft

2.0 star property
Kissimmee
The price is ₹15,429
₹53,367 total
includes taxes & fees
2 Dec - 3 Dec
Super Blue- Sleeps 24 w Pool Movie Loft
Lobby sitting area
The View Studio Suites and Event Venue

The View Studio Suites and Event Venue

3.0 star property
Orlando
8.4 out of 10, Very good, (1389)
"Nice breakfast, friendly staff, great location "
United States
Yessica
The price is ₹5,983
₹6,731 total
includes taxes & fees
1 Dec - 2 Dec
The View Studio Suites and Event Venue
Outdoor pool
Stylish and New! 3br, Steps fr. Universal Drive

Stylish and New! 3br, Steps fr. Universal Drive

3.0 star property
Orlando
10.0 out of 10, Exceptional, (1)
"The owners were very responsive and attentive. Loved the kids room and we don't have kids because we are kids, lol."
United States
Dianne
The price is ₹15,778
₹33,606 total
includes taxes & fees
20 Nov - 21 Nov
Stylish and New! 3br, Steps fr. Universal Drive
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.
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Top Winter Park Hotel Reviews

DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

10/10 Excellent
"Great breakfast menu options; great atmosphere; super clean; super friendly staff; nice pools; overall a fabulous trip!"
Dylan 3-night trip
Posted 1 day ago
DoubleTree by Hilton Hotel Orlando at SeaWorld

Find out more about Winter Park

Holiday Rentals in Winter Park

Search for holiday rentals in Winter Park on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Winter Park using one of the methods below:

  • View our selection of featured holiday rentals in Winter Park
  • Use the map to find apartments and other holiday homes in the Winter Park neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Park while they last

Look no further and take a look at our great range of rental properties in Winter Park!

Frequently asked questions

Can I find holiday rentals in Winter Park?

Yes, there are holiday rentals in Winter Park close to Kraft Azalea Gardens, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Winter Park. Make sure you have time to check out the university setting and gardens during your trip.

What are some of the best holiday rentals that Winter Park has to offer?

Marriott's Sabal Palms: This holiday home rental outside of Winter Park is located near the airport, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with an outdoor tennis court and 1 hot tub.

How many holiday rentals are there in Winter Park?

Expedia has 69 holiday rentals for your stay in Winter Park.

What can I see and do in Winter Park?

Cultural attractions include Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens, whereas Kraft Azalea Gardens and Lake Virginia are a couple of picturesque spots to enjoy the outdoors. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are holiday rentals like in Winter Park?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winter Park. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.