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60 Rentals In Winter Park
United States
Florida
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Winter Park
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Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Stay near Winter Park action at our 2-bedroom apartment
2
1.0
4
Winter Park Florida Apartment
From $135 per night
(USD)
Walk The Downtown Village of Winter Park!!!
2
1.0
4
Winter Park Florida Apartment
From $132 per night
(USD)
Stroll to Park Avenue from Vintage Lake-View House
2
2.0
6
Winter Park Florida Private vacation home
Click For Pricing
Three Blocks to Park Ave, 2 Blocks to WP Village!!!
2
1.0
4
Winter Park Florida Apartment
From $154 per night
(USD)
A curated stay in the Historic College Quarter
2
1.0
4
Winter Park Florida Cottage
Click For Pricing
You're Pampered Here - Just 3 Blocks From Park Avenue!
3
2.0
6
Winter Park Florida Apartment
From $255 per night
(USD)
Mid Century Modern Cottage in The Heart of Winter Park
2
1.0
5
Winter Park Florida Cottage
From $147 per night
(USD)
Winter Park Oasis
2
1.0
8
Winter Park Florida Private vacation home
From $214 per night
(USD)
Cute bungalow minutes walk from Park Avenue.
2
2.0
4
Winter Park Florida Private vacation home
From $230 per night
(USD)
Modern Elegance In The Heart Of Winter Park - 2 beds/2 baths
2
1.0
4
Winter Park Florida Apartment
From $143 per night
(USD)
Winter Park charm. Close to Park Ave
2
1.0
4
Winter Park Florida Private vacation home
From $106 per night
(USD)
Stylish Boutique Guest house in Winter Park
2
1.0
4
Winter Park Florida Apartment
From $348 per night
(USD)
Light, Bright and Full of Delight! 2 Blocks to Park Ave
2
1.0
4
Winter Park Florida Apartment
From $132 per night
(USD)
☀️ King Condo w/ Sunroom, Lakeside Pool and Waterfront Park
1
1.0
2
Winter Park Florida Condo
From $138 per night
(USD)
Modern Mediterranean Oasis
3
2.0
8
Winter Park Florida Private vacation home
From $251 per night
(USD)
Winter Park Pool home close to Lake Virginia, Rollins College & Park Ave.
3
2.0
6
Winter Park Florida Private vacation home
From $402 per night
(USD)
Walk To Park Ave, Heated Pool, Hot Tub, Grill Station, Modern and Comfortable!!!
2
1.0
4
Winter Park Florida Apartment
From $155 per night
(USD)
Just 3 Blocks to Park Ave Shops/ Restaurants, 2 From The Winter Park Village!
3
2.0
6
Winter Park Florida Apartment
From $281 per night
(USD)
Charming home 3 blocks from historic Park Avenue & one block from Lake Virginia
2
2.0
4
Winter Park Florida Private vacation home
From $293 per night
(USD)
Luxury Living Just 3 Blocks From Park Ave!!!
2
2.0
4
WINTER PARK Florida Apartment
From $147 per night
(USD)
Great Family Home
3
2.0
5
Winter Park Florida Private vacation home
From $242 per night
(USD)
Amazing location- walk to everything
2
2.0
5
Winter Park Florida Condo
From $294 per night
(USD)
Urban Retreat w/ Sunroom, Office, & Lakeside Pool
1
1.0
2
Winter Park Florida Condo
From $144 per night
(USD)
LOCATION! COZY COMFORT 2 BLOCKS FROM PARK AVE W POOL, HOT TUB AND GRILL STATION!
2
1.0
4
Winter Park Florida Private vacation home
From $142 per night
(USD)
Cozy Comfort Just 2 Blocks From Park Ave!
2
1.0
4
Winter Park Florida Private vacation home
From $128 per night
(USD)
Contemporary Award Winning Hotel w/Rooftop Close to Parks & Rollins College
1
1.0
2
Winter Park Florida Hotel
From $377 per night
(USD)
ADA Compliant Room - Contemporary Furnishings - Rooftop Pool - Close to Parks
1
1.0
2
Winter Park Florida Hotel
From $377 per night
(USD)
Private Balcony in Award Winning Hotel, Roof-top Pool, Close to Rollins College
1
1.0
2
Winter Park Florida Hotel
From $412 per night
(USD)
Award Winning Boutique Hotel Close to Parks & Rollins College, Rooftop Pool
1
1.0
4
Winter Park Florida Hotel
From $377 per night
(USD)
Private Balcony - Award Winning Accommodations w/Rooftop Pool, Close to Parks!
1
1.0
4
Winter Park Florida Hotel
From $412 per night
(USD)
Rooftop Pool, Close to Parks & Rollins College - Award Winning Accommodations
1
1.0
4
Winter Park Florida Hotel
From $416 per night
(USD)
Large Room Award Winning Hotel w/Rooftop Pool - Close to Parks & Rollins College
1
1.0
2
Winter Park Florida Hotel
From $462 per night
(USD)
ADA Compliant Room in Award Winning Hotel w/Rooftop Pool - Close to Parks!
1
1.0
6
Winter Park Florida Hotel
From $405 per night
(USD)
Cozy Retreat + Pet Friendly + 8 minutes to Park Ave - Downtown Winter Park
2
1.0
6
Winter Park Florida Private vacation home
From $225 per night
(USD)
Winter Park Oasis
2
1.0
4
Winter Park Florida Private vacation home
From $193 per night
(USD)
GREAT LOCATION 🏡
3
3.0
6
Winter Park Florida Private vacation home
From $195 per night
(USD)
Ideal Location, Charming 4 bedroom home w Pool, fenced yard.
4
2.0
10
Winter Park Florida Private vacation home
From $249 per night
(USD)
Winter Park Bungalow & Outdoor Oasis - Rollins College, Park Ave & Fenced Yard
2
2.0
4
Winter Park Florida Private vacation home
From $179 per night
(USD)
Greatest location! Condo with private yard!
2
2.0
4
Winter Park Florida Condo
From $448 per night
(USD)
Home Away from Home- Winter Park
2
1.0
4
Winter Park Florida Private vacation home
From $185 per night
(USD)
Quaint Winter Park East End Market Home
1
1.0
2
Winter Park Florida Private vacation home
From $184 per night
(USD)
Quaint Key West Pool Home
1
1.0
2
Winter Park Florida Private vacation home
From $132 per night
(USD)
6 Mi to Downtown Orlando: Quiet Home w/ Sunroom
2
1.0
4
Winter Park Florida Private vacation home
From $125 per night
(USD)
Charming 2BR/2BA Winter Park Cottage, steps from Park Ave
2
2.0
6
Winter Park Florida Private vacation home
From $141 per night
(USD)
LUXURY AND LOCATION!!!
2
2.0
5
WINTER PARK Florida Apartment
From $140 per night
(USD)
LUXURY 𝕄𝕚𝕕 ℂ𝕖𝕟𝕥𝕦𝕣𝕪 𝕄𝕠𝕕𝕖𝕣𝕟 ᴠᴀᴄᴀᴛɪᴏɴ in 𝒲𝒾𝓃𝓉𝑒𝓇 𝒫𝒶𝓇𝓀
3
2.0
8
Winter Park Florida Private vacation home
From $292 per night
(USD)
Home away from home in the heart of charming Winter Park!
2
2.0
4
Winter Park Florida Private vacation home
From $174 per night
(USD)
Little gem apartment
1
1.0
2
Winter Park Florida Apartment
From $109 per night
(USD)
College quater charming Winter Park Historic Dist Rollins College quarters
2
1.0
3
Winter Park Florida Apartment
From $88 per night
(USD)
Winter Park College quarters historic district
2
1.0
4
WINTER PARK Florida Villa
From $100 per night
(USD)
The beautiful Melrose Cottage - 25% monthly rental
2
2.0
4
Winter Park Florida Private vacation home
From $183 per night
(USD)
Quaint Key West Pool Bungalow
1
1.0
2
Winter Park Florida Private vacation home
From $143 per night
(USD)
Amazing lakefront mid-modern 3-bed Winter Park home surrounded by Natural Beauty
3
2.0
6
Winter Park Florida Private vacation home
From $314 per night
(USD)
Fantastically Exclusive - Temporarily Reduced
2
2.0
6
Winter Park Florida Private vacation home
From $118 per night
(USD)
3-bedroom house in quaint Winter Park with cool vibes
3
2.0
7
Winter Park Florida Private vacation home
From $355 per night
(USD)
Winter Park Spacious Unit - 118
2
1.0
7
Winter Park Florida Apartment
From $388 per night
(USD)
Charming Remodeled Cottage | Walk to Park Ave
2
1.0
4
Winter Park Florida Private vacation home
Click For Pricing
Fantastic, quiet home minutes from Park Ave.
2
2.0
4
Winter Park Florida Private vacation home
From $213 per night
(USD)
3b/2ba Winter Park Residence w Music Studio & Office
3
2.0
6
Winter Park Florida Private vacation home
From $667 per night
(USD)
Bali-inspired Oasis in the Heart of Winter Park
5
4.0
10
Winter Park Florida Private vacation home
From $607 per night
(USD)
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