Book Guest Houses in Winter Park, FL
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Top Guest Houses in Winter Park
Enchanted Fantasy
2622 Calistoga Ave Kissimmee FL
$105 nightly
The price is $119 total per night
$119 total
May 27 - May 28
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.
Quiet Oasis in Lovely Neighborhood
Orlando FL
$171 nightly
The price is $190 total per night
$190 total
Jun 3 - Jun 4
Total with taxes and fees
A hot tub is featured at this guesthouse, along with a garden and laundry facilities.
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 Cranes Roost Park and RDV Sportsplex are located nearby.
Enchanted Dreams
2624 Calistoga Ave Kissimmee FL
$120 nightly
The price is $136 total per night
$136 total
May 27 - May 28
Total with taxes and fees
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.
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
$227 nightly
The price is $251 total per night
$251 total
May 27 - May 28
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
Downtown Lake Eola Historic House 1 OR 2 BED
Orlando FL
$166 nightly
The price is $184 total per night
$184 total
May 28 - May 29
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
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.
Mills Cottage by the Little Lake
Orlando FL
$339 nightly
The price is $377 total per night
$377 total
Jun 1 - Jun 2
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.
Pool
Hot Tub
Historic lakefront guesthouse
Orlando FL
$275 nightly
The price is $306 total per night
$306 total
May 27 - May 28
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
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
$219 nightly
The price is $246 total per night from May 31 to Jun 1
$246 total
May 31 - Jun 1
Total with taxes and fees
9.4/10 Exceptional! (4,176 reviews)
Winter Park Guest Houses essential information
Accommodation | 28 Guest Houses |
|---|---|
Lowest Price | $79 |
Highest Price | $377 |
Popular accommodation | Enchanted Fantasy, Quiet Oasis in Lovely Neighborhood, SPRING LAKE GETAWAY SUITE (Detached Guest House), Enchanted Dreams, Adorable 1bed 1 bath guest house, Winter Park Getaway, City Guesthouse in beautiful Historic Downtown Sanford, Downtown Lake Eola Historic House 1 OR 2 BED, Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio, Mills Cottage by the Little Lake, Historic lakefront guesthouse, 2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR |
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