Winter Park Vacation Rentals

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Vacation Rentals in Winter Park

2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very Good, (7237)
"This property was everything all in one 🤗 "
The price is ₩240,331
₩306,583 total
includes taxes & fees
May 28 - May 29
Lake Buena Vista Resort Village & Spa
Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2105)
"very near everything. very nice to stay"
The price is ₩103,596
₩139,667 total
includes taxes & fees
May 30 - May 31
Avanti International Resort
Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4857)
"Hyatt hotels never disappoint. We picked this one strictly because of location "
The price is ₩258,818
₩291,171 total
includes taxes & fees
May 28 - May 29
Hyatt Regency Orlando International Airport
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Outdoor pool, a heated pool, pool umbrellas, sun loungers
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
3.5 star property
8.6 out of 10, Excellent, (3142)
"Location was great. Close to Disney & Universal parks. staff friendly & very approachable. Creative ideas for family friendly fun."
The price is ₩115,030
₩170,491 total
includes taxes & fees
May 28 - May 29
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
Water park
CoCo Key Hotel and Water Resort 
3.5 star property
7.4 out of 10, Good, (3757)
"We thoroughly enjoyed our time including the water park and the pool/hot tub area. Wished the water park had longer hours but we did enjoy it. Close by everything, and the staff was exceptional at keeping areas cleaned and numerous towels available. Had a great stay, will stay again! "
The price is ₩135,572
₩218,249 total
includes taxes & fees
May 28 - May 29
CoCo Key Hotel and Water Resort 
2 outdoor pools, a heated pool, pool umbrellas, sun loungers
Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, (10685)
"Very good hotel "
The price is ₩214,175
₩287,165 total
includes taxes & fees
Jun 9 - Jun 10
Floridays Resort Orlando
Terrace/patio
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
3.0 star property
7.0 out of 10, Good, (2438)
"Amazing location… quiet room … very nice … it’s our 2 time on this hotel "
The price is ₩149,540
₩168,232 total
includes taxes & fees
May 28 - May 29
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Lobby
Embassy Suites by Hilton Orlando International Dr ICON Park
3.5 star property
8.6 out of 10, Excellent, (1504)
"Very good hotel for the price. It sure needs a little update but it’s well located and the staff is extremely friendly and helpful , My only complaint is that my room smelled a little bit like smoke. Not good at all. But I only spent one night otherwise I would have requested to change rooms."
The price is ₩133,569
₩150,266 total
includes taxes & fees
Jun 7 - Jun 8
Embassy Suites by Hilton Orlando International Dr ICON Park
Property entrance
The View Studio Suites and Event Venue
3.5 star property
8.6 out of 10, Excellent, (199)
"Excellent service and large comfortable suite best I had for such a reasonable price. "
The price is ₩95,859
₩107,840 total
includes taxes & fees
May 28 - May 29
The View Studio Suites and Event Venue
Terrace/patio
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
3.0 star property
7.0 out of 10, Good, (570)
"All staff were friendly. Air conditioning was poor making hotel and room very warm."
The price is ₩115,784
₩159,616 total
includes taxes & fees
May 30 - May 31
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
Pillowtop beds, in-room safe, desk, blackout drapes
Wingate by Wyndham - Orlando International Airport
3.0 star property
8.8 out of 10, Excellent, (3991)
"This is always where I stay before an early flight out. Never had a bad experience "
The price is ₩113,387
₩127,560 total
includes taxes & fees
May 29 - May 30
Wingate by Wyndham - Orlando International Airport
Indoor pool, outdoor pool, pool umbrellas
Embassy Suites by Hilton Orlando International Dr Conv Ctr
3.5 star property
8.6 out of 10, Excellent, (1334)
"Nice and clean , great area, very happy with the service and all the hotel offer, the only negative is that they charge for parking, I was not aware until checkout."
The price is ₩178,352
₩200,646 total
includes taxes & fees
Jun 9 - Jun 10
Embassy Suites by Hilton Orlando International Dr Conv Ctr
2 restaurants, lunch, dinner served; American cuisine
Embassy Suites by Hilton Orlando Lake Buena Vista South
3.5 star property
9.2 out of 10, Wonderful, (1709)
"Great and wonderful free breakfast"
The price is ₩196,716
₩223,271 total
includes taxes & fees
Jun 2 - Jun 3
Embassy Suites by Hilton Orlando Lake Buena Vista South
Outdoor pool
The Point Hotel & Suites
3.5 star property
8.0 out of 10, Very Good, (2958)
"Great Place in a great location. Great Staff that help with any needs in a timely manner"
The price is ₩122,534
₩153,599 total
includes taxes & fees
Jun 9 - Jun 10
The Point Hotel & Suites
Reception
Florida Hotel & Conference Center in the Florida Mall
3.5 star property
9.0 out of 10, Wonderful, (1461)
"I’ve stayed here several times, never really had a major issue. Always clean and staff is friendly."
The price is ₩231,129
₩291,520 total
includes taxes & fees
Jun 3 - Jun 4
Florida Hotel & Conference Center in the Florida Mall
Presidential Suite, 1 King Bed, Non Smoking | View from room
Embassy Suites by Hilton Orlando Downtown
3.5 star property
8.8 out of 10, Excellent, (1362)
"Exceptional service, very attentive. "
The price is ₩231,636
₩260,590 total
includes taxes & fees
Jun 2 - Jun 3
Embassy Suites by Hilton Orlando Downtown
Outdoor pool, pool umbrellas, sun loungers
Sonder at The Point
4.0 star property
8.4 out of 10, Very Good, (492)
"Ótimo hotel indico, excelente atendimento, pessoal Cortez."
The price is ₩317,238
₩356,892 total
includes taxes & fees
Jun 4 - Jun 5
Sonder at The Point
The Club House | Individually decorated, individually furnished, laptop workspace
Orlando Lakefront Tiny House Community
4.5 star property
9.2 out of 10, Wonderful, (142)
"If you love Tiny Homes!!! This is the place. Management is phenomenal. Great communication and helpful. We stayed in The View. Loved it. Big window facing the Lake. Peaceful Cant wait to go BACK!!"
The price is ₩102,666
₩215,637 total
includes taxes & fees
Jun 4 - Jun 5
Orlando Lakefront Tiny House Community
Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
Hilton Garden Inn Orlando at SeaWorld
3.0 star property
8.6 out of 10, Excellent, (1211)
"Staff is friendly and helpful "
The price is ₩124,479
₩140,022 total
includes taxes & fees
May 28 - May 29
Hilton Garden Inn Orlando at SeaWorld
Bar (on property)
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (859)
"wonderful experience "
The price is ₩134,339
₩188,763 total
includes taxes & fees
Jun 3 - Jun 4
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
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See all available properties in Winter Park
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.

Other types of properties in Winter Park you may be interested in

Front of property - evening/night
DoubleTree by Hilton Hotel Orlando at SeaWorld
4.0 star property
7.0 out of 10, Good, (8928)
"I’m so glad I found this place! I tend to stay at the same hotel each time in in Orlando, but this was a hidden gem! Rooms super comfy, ac was perfect - clean everywhere. So many things to do right on site! The pool bar excellent, and Laguna’s was also great! I’ll be back! "
The price is ₩115,030
₩167,916 total
includes taxes & fees
May 28 - May 29
DoubleTree by Hilton Hotel Orlando at SeaWorld
Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
8.4 out of 10, Very Good, (6348)
"Some of the staff at the front desk were pretty rude for no apparent reason. Said there was a glitch in the system with my credit card on file. When I asked a few questions the girl became uppity and defensive towards me for just asking a few simple questions. Pamela and Niecey were very nice and accommodating. Pretty upset that on our first day, there was an incident at the pool and we never got back in. When I mentioned it staff didn’t really seem to care. Cleaning services were subpar, had to...
The price is ₩149,266
₩167,931 total
includes taxes & fees
May 28 - May 29
DoubleTree by Hilton at the Entrance to Universal Orlando
Exterior
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
3.5 star property
6.4 out of 10, (5446)
"The oasis pool borders inside was dirty and the white towels in the water park are to old and small the rest of the facilities are fine "
The price is ₩115,893
₩197,481 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
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.

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

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Frequently asked questions

Can I find vacation rentals in Winter Park?

Yes, we offer vacation rentals in Winter Park close to Kraft Azalea Gardens, or you can choose 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's the top vacation rental that Winter Park has to offer?

Marriott's Sabal Palms: Visitors like this Winter Park vacation home rental. It is located near the airport and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a spa tub.

How many vacation rentals are there in Winter Park?

Expedia has 75 vacation 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 Alfond Swimming Pool 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 vacation rentals like in Winter Park?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Winter Park. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.

Recent reviews of Winter Park properties
Expedia verified reviews