Book Guest Houses in Winter Park, FL
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Top Guest Houses in Winter Park
Mystical Dreams
2626 Calistoga Ave Kissimmee FL
$114 nightly
The price is $130 total per night
$130 total
Jul 12 - Jul 13
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and a virtual front desk are also provided.
Pool
Parking included
Quiet Oasis in Lovely Neighborhood
Orlando FL
$178 nightly
The price is $197 total per night
$197 total
Jul 15 - Jul 16
Total with taxes and fees
A hot tub is featured at this guesthouse, along with a garden and laundry facilities.
Pool
Hot Tub
Mills Cottage by the Little Lake
Orlando FL
$363 nightly
The price is $403 total per night
$403 total
Jul 13 - Jul 14
Total with taxes and fees
This guesthouse features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and conveniences like a garden and barbecue grills.
Historic lakefront guesthouse
Orlando FL
$284 nightly
The price is $315 total per night
$315 total
Jul 21 - Jul 22
Total with taxes and fees
This guesthouse features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
Adorable 1bed 1 bath guest house
Orlando FL
This guesthouse features a garden, laundry facilities, and barbecue grills.
City Guesthouse in beautiful Historic Downtown Sanford
Sanford FL
$231 nightly
The price is $255 total per night
$255 total
Jul 17 - Jul 18
Total with taxes and fees
Stay at this guesthouse in Sanford. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Wayne Dench Performing Arts Center and Jeanine Taylor Folk Art are located nearby.
Air conditioning
Parking available
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
Orlando FL
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. A library is also provided.
Pool
Free WiFi
Enchanted Fantasy
2622 Calistoga Ave Kissimmee FL
$112 nightly
The price is $127 total per night
$127 total
Jul 19 - Jul 20
Total with taxes and fees
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a communal living room. Laundry facilities and a virtual front desk are also provided.
Downtown Lake Eola Historic House 1 OR 2 BED
Orlando FL
$154 nightly
The price is $171 total per night
$171 total
Jul 12 - Jul 13
Total with taxes and fees
Stay at this guesthouse in Orlando. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Kia Center and Camping World Stadium are located nearby.
Free WiFi
Air conditioning
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Altamonte Springs FL
Stay at this guesthouse in Altamonte Springs. Enjoy free WiFi, balconies, and cable/satellite TV service. Our guests praise the helpful staff in our reviews. Popular attractions Wekiwa Springs State Park and Cranes Roost Park are located nearby.
Free WiFi
Air conditioning
Enchanted Dreams
2624 Calistoga Ave Kissimmee FL
An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room and a virtual front desk are also provided.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top hotels in Winter Park
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
$187 nightly
The price is $210 total per night from Aug 3 to Aug 4
$210 total
Aug 3 - Aug 4
Total with taxes and fees
9.4/10 Exceptional! (4,319 reviews)
Winter Park Guest Houses essential information
Accommodation | 30 Guest Houses |
|---|---|
Lowest Price | $70 |
Highest Price | $403 |
Popular accommodation | Mystical Dreams, Quiet Oasis in Lovely Neighborhood, Mills Cottage by the Little Lake, Historic lakefront guesthouse, Adorable 1bed 1 bath guest house, City Guesthouse in beautiful Historic Downtown Sanford, Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio, Enchanted Fantasy, Downtown Lake Eola Historic House 1 OR 2 BED, SPRING LAKE GETAWAY SUITE (Detached Guest House), Enchanted Dreams, 2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR |
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