Sanctuary at Lake Ann Rentals
From $179 per night (USD)VRBO
Charming Winter Park 3 Bedroom Villa with Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This villa is centrally located in East Winter Park just off 436 between Aloma and Howell Branch Road with easy access t ...
From $179 per night (USD)VRBO
From $235 per night (USD)Expedia
Breezy Pool Home!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our Breezy Winter Park Home where you can relax and enjoy! The home is situated in a short drive to Downtown ...
From $235 per night (USD)Expedia
From $228 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 $228 per night (USD)VRBO
From $151 per night (USD)Expedia
Ocean Guest House !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Ocean Guest House! It is a master suite of a single family home in Winter Park and it is not whole house. Gue ...
From $151 per night (USD)Expedia
From $465 per night (USD)VRBO
Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Winter Park Citrus Escape! Our cozy 6-bed home (sleeps 8) is perfect for families and friends seeking a relax ...
From $465 per night (USD)VRBO
Click For PricingExpedia
scape to sunny Florida.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family at this peaceful place to stay. 3 bedroom, 2 bathroom home . Master bedroom has a king size ...
Click For PricingExpedia
From $349 per night (USD)VRBO
Cozy Winter Park Cottage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to our charming Winter Park Getaway in Orlando, Fl. This cozy retreat offers all you need for a memorable short- ...
From $349 per night (USD)VRBO
From $145 per night (USD)Expedia
Safe and Quiet - 3bdrm house in charming Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Safe, quiet neighborhood! Shopping and restaurants 3 mins, 417 & 408 expwys 5 mins. Yet, the 3/2 house is tucked away in ...
From $145 per night (USD)Expedia
From $138 per night (USD)VRBO
Cozy XL room with kitchenette, dining table, couch, and smart tv, shared bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A cozy, large room awaits you in Winter Park! Close by to many local areas, tons of food and activities, this is a great ...
From $138 per night (USD)VRBO
From $323 per night (USD)Expedia
Tranquil Oasis: 4BR Pool Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our spacious 4-bedroom, 2-bath home in Winter Park, FL! Perfect for families or groups, this inviting retreat ...
From $323 per night (USD)Expedia
From $332 per night (USD)VRBO
Upscale 3\/2 Townhome | King Bed | Patio | Wifi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come experience luxury in Winter Park in our upscale two-story townhome! ✓ Private Entrance & Self-Check In ✓ Perfect f ...
From $332 per night (USD)VRBO
From $194 per night (USD)Expedia
Charming CozyLux 2-bedroom apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to this enchanting apartment in picturesque Winter Park. This cozy retreat features 2 bedrooms with a king bed, q ...
From $194 per night (USD)Expedia