A two-story house with a balcony, surrounded by lush greenery and trees.

Winter Park Condominium Resorts to Rent

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28
No exact matches found, but these alternatives could be just right

Recommended hotels in Winter Park

A cozy living room with a leather sofa, a wooden coffee table, and a leather armchair. There are potted plants and a staircase in the background.

1. Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1,003 reviews)
"Good bed, good shower, and an extremely helpful, friendly and welcoming front desk staff."
United States
James
$188 nightly
The price is $212
Nov 21 - Nov 22
Total with taxes and fees
Park Plaza Hotel
A hotel with multiple floors, outdoor seating areas, and a well-lit courtyard.

2. The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,007 reviews)
"Great hotel, I liked it so much"
Canada
Diana
$323 nightly
The price is $363
Nov 30 - Dec 1
Total with taxes and fees
The Alfond Inn
An outdoor seating area with a fire feature, cushioned benches, and chairs.

3. SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
2.5 star property
Winter Park
9.2 out of 10, Wonderful, (427 reviews)
"GREAT PLACE TO STAY."
United States
WILFREDO
$171 nightly
The price is $192
Nov 29 - Nov 30
Total with taxes and fees
SpringHill Suites by Marriott Winter Park
A modern bar area with a long counter, multiple seating options, and pendant lighting.

4. Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (757 reviews)
"Awesome stay, great staff and location"
United States
Crystile
$201 nightly
The price is $226
Nov 22 - Nov 23
Total with taxes and fees
Hilton Garden Inn Winter Park
A modern kitchen with a central island, built-in appliances, and a skylight.

5. Stylish Boutique Guest house in Winter Park

Stylish Boutique Guest house in Winter Park
Winter Park
10.0 out of 10, Exceptional, (110 reviews)
"We enjoyed a great stay! "
United States
Amanda B.
$289 nightly
The price is $323
Nov 10 - Nov 11
Total with taxes and fees
Stylish Boutique Guest house in Winter Park
A two-story building with a wooden deck and a black railing.

6. Comfy Tiny Home @WP. Large Private Deck+Queen bed

Comfy Tiny Home @WP. Large Private Deck+Queen bed
Fairview Shores
$159 nightly
The price is $178
Nov 17 - Nov 18
Total with taxes and fees
Comfy Tiny Home @WP. Large Private Deck+Queen bed
A modern kitchen with white cabinets, stainless steel appliances, and a black dining chair.

7. Quiet and safe neighborhood come to this great place with lots of room for relax

Quiet and safe neighborhood come to this great place with lots of room for relax
Orlando
9.6 out of 10, Exceptional, (4 reviews)
"It felt safe and secure as a community as well as the accommodations. The host was nice and unintrusive. This was actually my second time staying there. I would do it again."
United States
Olubankole S.
$238 nightly
The price is $266
Nov 10 - Nov 11
Total with taxes and fees
Quiet and safe neighborhood come to this great place with lots of room for relax
A swimming pool with a curved edge, surrounded by a concrete deck and a brick border.

8. 1-bedroom vacation room just 12 minutes from University of Central Florida

1-bedroom vacation room just 12 minutes from University of Central Florida
Orlando
9.6 out of 10, Exceptional, (4 reviews)
"Great location close to lots of things to do. Very clean and cozy. Quiet neighborhood, very friendly owners. Will definitely go back."
United States
jamie l.
$159 nightly
The price is $177
Nov 17 - Nov 18
Total with taxes and fees
1-bedroom vacation room just 12 minutes from University of Central Florida
A modern kitchen with a marble countertop, built-in appliances, and a dining area with a green sofa.

9. Funky Remodeled Otown Bungalow Sleeps 8

Funky Remodeled Otown Bungalow Sleeps 8
Fairview Shores
10.0 out of 10, Exceptional, (1 review)
"Easy booking/check-in process, great location"
United States
Julia K.
$219 nightly
The price is $245
Nov 10 - Nov 11
Total with taxes and fees
Funky Remodeled Otown Bungalow Sleeps 8
A modern kitchen with white cabinets, a wooden dining table set with white plates and a knife, and a potted plant.

10. Cozy home 5min to Park Ave and Downtown Orlando

Cozy home 5min to Park Ave and Downtown Orlando
Fairview Shores
10.0 out of 10, Exceptional, (1 review)
"Very cute place. Nice outdoor patio."
United States
tyson s.
$252 nightly
The price is $282
Nov 23 - Nov 24
Total with taxes and fees
Cozy home 5min to Park Ave and Downtown Orlando
A compact kitchen with wooden cabinets, a stove, a microwave, and a sink.

11. OASIS UNDER THE OAK TREE.

OASIS UNDER THE OAK TREE.
Goldenrod
10.0 out of 10, Exceptional, (1 review)
"This is a unique and affordable family opportunity in a residential area close to everything. Military friendly host makes you feel like you are safe with family. Plenty of space for spreading out inside the camper that still provides a private closed off space for quiet time. Less than 10 minutes from Full Sail University for visiting students. I enjoyed the quiet neighborhood and the comfortable living in this very cool urban camping setting. Lots of extras available to hang out in the...
United States
Peg W.
$117 nightly
The price is $130
Dec 5 - Dec 6
Total with taxes and fees
OASIS UNDER THE OAK TREE.
A modern kitchen with stainless steel appliances, a grey sofa, and a dining area with a floral rug.

12. Charming home @wp. Patio +Gazebo. close to highwys

Charming home @wp. Patio +Gazebo. close to highwys
Fairview Shores
5.4 out of 10, (3 reviews)
"Very clean and location was great"
United States
Vicki V.
$215 nightly
The price is $241
Nov 11 - Nov 12
Total with taxes and fees
Charming home @wp. Patio +Gazebo. close to highwys
A modern kitchen with dark wooden cabinets, a stainless steel refrigerator, a microwave, and an oven.

13. Mills House @WP. Sleeps 11 Renovated. Queen beds

Mills House @WP. Sleeps 11 Renovated. Queen beds
Fairview Shores
8.0 out of 10, Very good, (2 reviews)
"Comfortable beds and plentiful TV screens. Nice central location to shopping and dining. Lights are bright without dimming options, and some fixtures not working. "
United States
Larry S.
$267 nightly
The price is $299
Nov 11 - Nov 12
Total with taxes and fees
Mills House @WP. Sleeps 11 Renovated. Queen beds
A modern kitchen with white cabinets, a stainless steel refrigerator, and a glass dining table with chairs.

14. Spacious 5-bedroom house in gorgeous Winter Park

Spacious 5-bedroom house in gorgeous Winter Park
Winter Park
10.0 out of 10, Exceptional, (5 reviews)
"Rented this property for a friend's engagement party and it worked super well. Host was super nice and great with communication"
United States
Hannah F.
$263 nightly
The price is $293
Nov 10 - Nov 11
Total with taxes and fees
Spacious 5-bedroom house in gorgeous Winter Park
A modern bathroom with a wooden vanity, a round mirror, and a potted plant.

15. Top 1% Modern Japandi Retreat - Jacuzzi No Fee

Top 1% Modern Japandi Retreat - Jacuzzi No Fee
Winter Park
10.0 out of 10, Exceptional, (8 reviews)
"Clean house, good location to where we wanted to be!"
United States
Jennifer M.
$597 nightly
The price is $665
Nov 22 - Nov 23
Total with taxes and fees
Top 1% Modern Japandi Retreat - Jacuzzi No Fee
A living room with a sofa, coffee table, and decorative wall art.

16. Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence

Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence
Goldenrod
9.6 out of 10, Exceptional, (5 reviews)
"Nice and roomy!"
United States
Ashley C.
$369 nightly
The price is $413
Nov 17 - Nov 18
Total with taxes and fees
Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence
A modern kitchen with white cabinets, a stainless steel refrigerator, and a glass dining table with chairs.

17. Spacious 5-bedroom house in welcoming Winter Park

Spacious 5-bedroom house in welcoming Winter Park
Winter Park
$272 nightly
The price is $303
Nov 10 - Nov 11
Total with taxes and fees
Spacious 5-bedroom house in welcoming Winter Park
A modern kitchen with dark cabinetry, stainless steel appliances, and a tiled backsplash.

18. Luxury Designer Home • Disney, Universal & Downtown

Luxury Designer Home • Disney, Universal & Downtown
College Park
10.0 out of 10, Exceptional, (2 reviews)
"Great place"
United States
Christian H.
$545 nightly
The price is $610
Nov 10 - Nov 11
Total with taxes and fees
Luxury Designer Home • Disney, Universal & Downtown
A modern kitchen with white cabinets, a stainless steel refrigerator, and a glass dining table with chairs.

19. Cute 5-bedroom,6bed house in superb Winter Park.

Cute 5-bedroom,6bed house in superb Winter Park.
Winter Park
4.0 out of 10, (1 review)
"We checked in late and were surprised to find half eaten food in the fridge and freezer. Both were very dirty with a noticeable odor. The dishwasher was full of dirty dishes. The oven was full of dirty pans. Most of the dishes in the cupboards had little bits in them as well. There was a fire alarm battery beeping in one of the bedrooms. There was no coffee maker or wine opener or wine glasses or hand soap. There were very few dishes in general, it would have been challenging to cook and serve...
United States
Nyssa S.
$263 nightly
The price is $293
Nov 30 - Dec 1
Total with taxes and fees
Cute 5-bedroom,6bed house in superb Winter Park.
A spacious lobby with a reception desk, seating area with sofas and armchairs, and large windows allowing natural light.

20. Comfort Suites Downtown

Comfort Suites Downtown
2.5 star property
Ivanhoe Village
8.8 out of 10, Excellent, (1,110 reviews)
"It was very clean and nice to stay at!"
United States
Raul Jr
$125 nightly
The price is $141
Nov 20 - Nov 21
Total with taxes and fees
Comfort Suites Downtown
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 at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Our “go-to” place when traveling to Universal. So easy! Staff is friendly and helpful. I received text messages regularly, asking if I needed anything. Was able to get a late check-out via text. The bartender was wonderful, very friendly, even when they were about to close. Love this place!!"
Cheryl 2-night trip
Posted 1 hour ago
DoubleTree by Hilton at the Entrance to Universal Orlando

Find out more about Winter Park

Winter Park Condo Resorts information

Number of reviews
895
Accommodation
0 Condo Resorts
Lowest Price
$130
Highest Price
$665

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