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Apartment Rentals - Winter Park, FL
Holiday Rentals
USA
Florida (FL)
Central Florida
Winter Park
Winter Park Apartment Rentals
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Winter Park
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Bedrooms
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Bathrooms
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Amenities
Internet or Wifi (32)
Air Conditioning (31)
Washer/Dryer (25)
Other outdoor space (16)
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Suitability
Kid friendly (27)
Pet friendly (15)
Elder access (2)
Wheelchair access (0)
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Property type
Condominium/Apartment (34)
Holiday Rental House (0)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Private Chef (0)
Private Beach (0)
Waterfront (0)
Ski In/Ski Out (0)
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Distance from
5 km
Charles Hosmer Morse Museum of American Art
Kraft Azalea Gardens
Central Park
Albin Polasek Museum & Sculpture Gardens
Rollins College
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34 rentals
in Winter Park.
Total Serenity #2, 2 BDRM, 2 Bath
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps, Condominium/Apartment
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Hidden Oasis #4 2 BDRM, 2 Bath
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Condominium/Apartment
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Modern apartment with enclosed yard, central AC, & kitchenette - dog-friendly
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps, Condominium/Apartment
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Adorable 1 Bedroom in the perfect location!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps, Condominium/Apartment
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Comfy and Charming -A 1 Bedroom Duplex Apartment
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps, Condominium/Apartment
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Mid Century Luxury, 1 block from Park Ave (#3)
1 review
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps, Condominium/Apartment
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Cute and Cozy Apartment-B 1 Bedroom Duplex
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps, Condominium/Apartment
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Lakefront Condo w/ Sunroom, Office, & Lakeside Pool
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps, Condominium/Apartment
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☀️ King Condo w/ Sunroom, Lakeside Pool and Waterfront Park
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps, Condominium/Apartment
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Light, Bright and Full of Delight! 2 Blocks to Park Ave
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Condominium/Apartment
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Beautiful 2 Story Winter Park Villa
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps, Condominium/Apartment
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Three Blocks to Park Ave, 2 Blocks to WP Village!!!
1 review
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Condominium/Apartment
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Cozy Comfort In The Heart of Winter Park!
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Condominium/Apartment
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Walk To Park Ave, Heated Pool, Hot Tub, Grill Station, Modern and Comfortable!!!
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Condominium/Apartment
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Modern Elegance In The Heart Of Winter Park - 2 beds/2 baths
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps, Condominium/Apartment
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3 Bedroom Apartment (420428) by Houzlet
Condo/Apartment
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3 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps, Condominium/Apartment
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Just 3 Blocks to Park Ave Shops/ Restaurants, 2 From The Winter Park Village!
1 review
Condo/Apartment
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, Condominium/Apartment
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Queen Room Near All Saints Episcopal Church ORL
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps, Condominium/Apartment
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4 Bedroom Single_family (420976) by Houzlet
Condo/Apartment
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps, Condominium/Apartment
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Mid Century Luxury, 1 block from Park Ave (#2)
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps, Condominium/Apartment
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Luxury Living Just 3 Blocks From Park Ave!!!
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps, Condominium/Apartment
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SPACIOUS CONDO CLOSE TO UCF, FULL SAIL & ROLLINS
1 review
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Condominium/Apartment
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Amazing location- walk to everything
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps, Condominium/Apartment
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Peaceful Retreat #1 -2B /2B Apartment
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps, Condominium/Apartment
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Little gem apartment
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps, Condominium/Apartment
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As seen on
Cozy 2BR Duplex w/ Garden, Patio & Pet-Friendly
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps, Condominium/Apartment
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As seen on
You're Pampered Here - Just 3 Blocks From Park Avenue!
Condo/Apartment
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, Condominium/Apartment
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As seen on
Cozy 1BR Duplex|Winter Park|Close to Attractions
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps, Condominium/Apartment
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As seen on
Perfect Private Winter Park Getaway Near Theme Parks!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps, Condominium/Apartment
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As seen on
Stylish Boutique Guest house in Historic Winter Park.
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Condominium/Apartment
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As seen on
Cute Guest House In Winter Park Minutes From Downtown in Car
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps, Condominium/Apartment
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As seen on
Cottage on Cornell - Quaint & Cozy w/Outdoor Kitchen
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps, Condominium/Apartment
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As seen on
Walk The Downtown Village of Winter Park!!!
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Condominium/Apartment
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As seen on
Greatest location! Condo with private yard!
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps, Condominium/Apartment
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The following properties match some of your filters:
Ocean Guest House !
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Breezy Pool Home!
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
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As seen on
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
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As seen on
Best Winter Park Home close to Rollins College, Advent Health & Park Avenue !
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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As seen on
Winter Park charm. Close to Park Ave
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
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As seen on
Modern and Romantiv Villa
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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As seen on
THE CLOUD 9 SUITE
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Quaint Winter Park East End Market Home
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Adorable and espacious, 2 Beds, with great location
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
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As seen on
Cozy Comfort Just 2 Blocks From Park Ave!
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
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Florida Vacation Rental ~ 6 Mi to Downtown Orlando
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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LOCATION! COZY COMFORT 2 BLOCKS FROM PARK AVE W POOL, HOT TUB AND GRILL STATION!
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Charming Clean Home near East End Market - Monthly discounts available
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Luxury Villa, 3bed/2bath Great Location with Pool
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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As seen on
Ideal Location, Charming 4 bedroom home w Lap Pool, fenced yard, month discounts
82 reviews
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Best Home by Winter Park Hospital, Rollins College and Park Ave !
6 reviews
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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