Compare Winter Park Guest House Rentals

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Featured Guest Houses in Winter Park

SPRING LAKE GETAWAY SUITE (Detached Guest House)

SPRING LAKE GETAWAY SUITE (Detached Guest House)

At this guesthouse, guests enjoy features like beach towels.
Free WiFi
Air conditioning
Adorable 1bed 1 bath guest house

Adorable 1bed 1 bath guest house

Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Pet friendly
Free WiFi
Winter Park Getaway

Winter Park Getaway

Guests staying at this guesthouse have access to a garden and barbecue grills.
Free WiFi
Air conditioning
Downtown Orlando Throne Historic Thornton Park

Downtown Orlando Throne Historic Thornton Park

$200 nightly
The price is $222 total per night
$222 total
Oct 6 - Oct 7
Total with taxes and fees
At this guesthouse, guests have access to features like laundry facilities.
Air conditioning
Parking available
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

At this guesthouse, guests have access to features like laundry facilities. This guesthouse also has barbecue grills.
Pet friendly
Free WiFi
Mills Cottage by the Little Lake

Mills Cottage by the Little Lake

$300 nightly
The price is $333 total per night
$333 total
Oct 6 - Oct 7
Total with taxes and fees
Guests staying at this guesthouse enjoy an outdoor pool, a gym, and a sauna. Other amenities at this family-friendly guesthouse include a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub
Historic lakefront guesthouse

Historic lakefront guesthouse

$257 nightly
The price is $286 total per night
$286 total
Oct 7 - Oct 8
Total with taxes and fees
Guests staying at this guesthouse enjoy access to a water park, an outdoor pool, and a hot tub. Other amenities at this family-friendly guesthouse include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
Downtown Lake Eola Historic House 1 OR 2 BED

Downtown Lake Eola Historic House 1 OR 2 BED

$147 nightly
The price is $162 total per night
$162 total
Oct 5 - Oct 6
Total with taxes and fees
This guesthouse is a smoke-free guesthouse.
Air conditioning
Parking available
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR

2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR

Guests of this guesthouse enjoy access to a water park, local meal delivery service, and a garden.
Free WiFi
Air conditioning
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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.

Hotel Options in Winter Park

    Hyatt Regency Orlando International Airport

    Hyatt Regency Orlando International Airport

    9300 Jeff Fuqua Boulevard, Orlando, FL
    $179 nightly
    The price is $201 total per night from Oct 6 to Oct 7
    $201 total
    Oct 6 - Oct 7
    Total with taxes and fees
    9.4/10 Exceptional! (3,642 reviews)
    Marriott's Grande Vista

    Marriott's Grande Vista

    5925 Avenida Vista, Orlando, FL
    $87 nightly
    The price is $98 total per night from Oct 26 to Oct 27
    $98 total
    Oct 26 - Oct 27
    Total with taxes and fees
    8.8/10 Excellent! (3,254 reviews)
    Universal's Cabana Bay Beach Resort

    Universal's Cabana Bay Beach Resort

    6550 Adventure Way, Orlando, FL
    $146 nightly
    The price is $164 total per night from Oct 7 to Oct 8
    $164 total
    Oct 7 - Oct 8
    Total with taxes and fees
    8.8/10 Excellent! (5,343 reviews)

Winter Park Guest Houses essential information

Accommodation
32 Guest Houses
Lowest Price
$98
Highest Price
$333
Popular accommodation
SPRING LAKE GETAWAY SUITE (Detached Guest House), Adorable 1bed 1 bath guest house, Winter Park Getaway, Downtown Orlando Throne Historic Thornton Park,  Peaceful Two Bedroom Guest House near Wekiva River and State Parks , Mills Cottage by the Little Lake, Historic lakefront guesthouse, Downtown Lake Eola Historic House 1 OR 2 BED, 2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR

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