Lakemont Heights Rentals
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Winter Park Pool Home 4 beds 2 bath
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Centrally located. Quiet neighborhood. Swimming pool with diving board and lots of toys, floaties. Pool table recently u ...
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From $272 per night (USD)Expedia
Best Winter Park Home close to Rollins College, Advent Health & Park Avenue !
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful furnished and fully equipped kitchen 4-bedroom, 3-bath home which sits on a large fenced corner lot in a high ...
From $272 per night (USD)Expedia
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A DEAL By The Month! Walk to Rollins & Park Ave
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
It's your own private one-room structure with a private entrance next to a parking space. It's much like a hotel room in ...
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From $120 per night (USD)VRBO
Mid Century Modern Cottage in The Heart of Winter Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Furnished Mid Century Modern Short/Long term rental located in charming Olde Winter Park. Two bedrooms and one and half ...
From $120 per night (USD)VRBO
From $175 per night (USD)VRBO
Winter Park Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Your backyard oasis awaits you, with queen size 10in memory foam swing mattress, full outdoor kitchen, 65in TV along wit ...
From $175 per night (USD)VRBO
From $77 per night (USD)Expedia
Modern and Romantiv Villa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy this Romantic and Spacious Villa. Relax on a hammock backyard and enjoy his all time shade. In the midle of everyt ...
From $77 per night (USD)Expedia
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Winter Park Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Simplicity at its finest. I host like I live and like I like to be hosted- with chocolates and snacks and fluffy towels ...
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From $139 per night (USD)Expedia
Luxury Villa, 3bed\/2bath Great Location with Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Enjoy an elegant and modern villa in the heart of Winter Park, This home with 3 bedrooms, 2 bathrooms and a spectacular ...
From $139 per night (USD)Expedia
From $320 per night (USD)VRBO
Casa Winter Park
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This property location is perfect to stay nearby Rollins College, Farmers Market, Casa Feliz, UCF and many more historic ...
From $320 per night (USD)VRBO
From $195 per night (USD)VRBO
Pondside Retreat with Koi in Charming Winter Park, FL
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome home to your pondside retreat, perfect for relaxing longer stays with access to all the best of Central Florida. ...
From $195 per night (USD)VRBO
From $243 per night (USD)VRBO
Best Home by Winter Park Hospital, Rollins College and Park Ave !
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
BeautifuL furnished and fully equipped kitchen 3-bedroom, 2-bath home which sits on a large fenced corner lot in a highl ...
From $243 per night (USD)VRBO
From $200 per night (USD)VRBO
Family Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Our home has high quality furniture, linens, cookware and tableware for your family dinners. There are large and small ...
From $200 per night (USD)VRBO
From $150 per night (USD)VRBO
Winter Park Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy your stay at the Winter Park Oasis! This cozy 2 bedroom private unit, is in a charming and historic neighborhood! ...
From $150 per night (USD)VRBO
From $145 per night (USD)VRBO
Large 1BR\/1BTH guest-house with full kitchen w&d
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Encantadora propiedad en Palm Avenue con acceso a piscina de lujo rodeada de un jardín exclusivo. Ubicación privilegiada ...
From $145 per night (USD)VRBO
From $110 per night (USD)VRBO
Charming 2BR\/2BA Winter Park Cottage, steps from Park Ave
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our charming 2-bedroom, 2-bathroom home nestled in the heart of Winter Park! Located just a short stroll away ...
From $110 per night (USD)VRBO
From $212 per night (USD)Expedia
Newly renovated Cottage in the heart of Winter Park's most desired neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This is the spot, whether you are having an adventure at Walt Disney World or enjoy exploring the cobblestone roads, sho ...
From $212 per night (USD)Expedia
From $325 per night (USD)VRBO
Waterfront Winter Park Midcentury 4br w\/ Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Highly coveted lakefront property in the heart of Winter Park with a pool. If you know Winter Park, you know th ...
From $325 per night (USD)VRBO
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Are You Ready to Live Like Locals?
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 4
Curious about what makes Winter Park so weirdly wonderful? Live like a local and find out for yourself at our newly reno ...
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From $100 per night (USD)VRBO
Cozy and Chic Winter Park Studio which is conveniently located just for you
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Light, airy, and perfectly appointed studio. Enjoy this fully furnished and centrally-located location. This space provi ...
From $100 per night (USD)VRBO
From $335 per night (USD)Expedia
Coastal Chic Custom Winter Park Pool Home, 4400 total sqft of living space.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to trendy Winter Park, where old-world charm meets modern sophistication! Stroll along Park Avenue, soaking in ...
From $335 per night (USD)Expedia
From $298 per night (USD)VRBO
Private event space with a large pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
No matter the occasion—be it a family gathering, reunion, corporate retreat, wellness retreat, creative workshop, social ...
From $298 per night (USD)VRBO
From $175 per night (USD)Expedia
This house is a 3 bedroom(s), 1 bathrooms, located in Winter Park, FL.
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 6
Escape to our charming 3-bedroom, 1-bathroom retreat nestled in the heart of Winter Park, FL, where comfort meets conven ...
From $175 per night (USD)Expedia