Sanctuary at Lake Ann Rentals
From $183 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 $183 per night (USD)VRBO
From $178 per night (USD)VRBO
Breezy Pool Home!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to beautiful Breezy Winter Park Home where you can relax and enjoy! The home is situated in a short drive to Dow ...
From $178 per night (USD)VRBO
From $266 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 stays with access to all the best of Central Florida. Ten mi ...
From $266 per night (USD)VRBO
From $111 per night (USD)Expedia
Best Location & spacious rooms
- 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 $111 per night (USD)Expedia
From $354 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 $354 per night (USD)VRBO
From $295 per night (USD)VRBO
Cozy Winter Park Cottage
- Bedrooms:
- 2
- 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 $295 per night (USD)VRBO
From $319 per night (USD)VRBO
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 $319 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
From $311 per night (USD)VRBO
Modern 3BR/3BA home in Prime Winter Park Location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 3BR/3BA townhome in the heart of Winter Park, FL 🌴 Perfect for families, remote workers, or extended stays. Ea ...
From $311 per night (USD)VRBO
From $446 per night (USD)Expedia
Spacious Modern Japandi Retreat - Winter Park
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Experience serene luxury in this spacious Japandi-style home in beautiful Winter Park. Blending Scandinavian warmth with ...
From $446 per night (USD)Expedia
From $322 per night (USD)VRBO
Charming 3-bedroom house with WiFi, AC in Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in Winter Park, this charming house with 3 queen beds is a dream. The adorable living room with a cozy sofa bed ...
From $322 per night (USD)VRBO
From $271 per night (USD)Expedia
Citrus Oasis: 4BR Pool Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to our Citrus Oasis! This beautiful 4-bedroom, 2-bath home offers a fully equipped kitchen, spacious bedrooms, a ...
From $271 per night (USD)Expedia
From $125 per night (USD)VRBO
Glamp Relax & Recharge Near Theme Parks , HCH & Historic Winter Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Private Guest House RV with access to Pool, Fire Pit & Hot Tub Welcome to your RV Oasis Retreat, a cozy tiny house RV ...
From $125 per night (USD)VRBO
From $239 per night (USD)Expedia
4-bedroom house in superb Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Located in Winter Park, this charming house boasts 4 bedrooms, 2 bathrooms, and a cozy living room with a king bed and a ...
From $239 per night (USD)Expedia