Book Guest Houses in Winter Garden, FL
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Top Guest Houses in Winter Garden
Disney Proximity Escape - Comfort in Kissimmee
286 Marcello Blvd, Kissimmee, FL
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and express check-out. Luggage storage and a virtual front desk are also provided.
Pool
Free WiFi
The Heirloom Inn
644 N Donnelly St, Mount Dora, FL
$153 nightly
The price is $164 total per night
$164 total
Oct 20 - Oct 21
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on offer.
Pet friendly
Parking included
The Estate at Mount Dora
1029 E 5th Avenue, Mount Dora, FL
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $137 total per night
$137 total
Oct 15 - Oct 16
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A terrace, a garden, and express check-in are also on offer.
Pet friendly
Parking included
SPRING LAKE GETAWAY SUITE (Detached Guest House)
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.
Free WiFi
Air conditioning
Downtown Orlando Throne Historic Thornton Park
$200 nightly
The price is $222 total per night
$222 total
Oct 7 - Oct 8
Total with taxes and fees
This guesthouse features laundry facilities.
Air conditioning
Parking available
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
This guesthouse featured laundry facilities and barbecue grills.
Pet friendly
Free WiFi
3BR Townhouse at Regal Palms: Pool and Disney Fun
Stay at this guesthouse in Davenport. Enjoy an in-room coffeemaker. Popular attractions Disney's Animal Kingdom® Theme Park and Mystic Dunes Golf Club are located nearby.
Pet friendly
Mills Cottage by the Little Lake
$300 nightly
The price is $333 total per night
$333 total
Oct 7 - Oct 8
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
$260 nightly
The price is $289 total per night
$289 total
Oct 7 - Oct 8
Total with taxes and fees
A water park and an outdoor pool are featured at this smoke-free guesthouse. Families will appreciate the playground and onsite laundry facilities. Enjoy the hot tub and conveniences like a garden and barbecue grills.
Pool
Hot Tub
Downtown Lake Eola Historic House 1 OR 2 BED
$138 nightly
The price is $152 total per night
$152 total
Oct 7 - Oct 8
Total with taxes and fees
Stay at this guesthouse in Orlando. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Kia Center and Camping World Stadium are located nearby.
Air conditioning
Parking available
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 Garden
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
631 FLAGLER AVE, Winter Garden, FL
$107 nightly
The price is $120 total per night from Oct 26 to Oct 27
$120 total
Oct 26 - Oct 27
Total with taxes and fees
9.4/10 Exceptional! (4,007 reviews)
Winter Garden Guest Houses essential information
Accommodation | 62 Guest Houses |
|---|---|
Lowest Price | $120 |
Highest Price | $333 |
Popular accommodation | Disney Proximity Escape - Comfort in Kissimmee, The Heirloom Inn, The Estate at Mount Dora, SPRING LAKE GETAWAY SUITE (Detached Guest House), Winter Park Getaway, Downtown Orlando Throne Historic Thornton Park,  Peaceful Two Bedroom Guest House near Wekiva River and State Parks , 3BR Townhouse at Regal Palms: Pool and Disney Fun, 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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