Book Guest Houses in Winter Garden, FL

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Top Guest Houses in Winter Garden

The Estate at Mount Dora

The Estate at Mount Dora

3.5 out of 5
1029 E 5th Avenue Mount Dora FL
Free Cancellation
Reserve now, pay when you stay
$167 nightly
The price is $185 total per night
$185 total
Nov 2 - Nov 3
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
Disney Proximity Escape - Comfort in Kissimmee

Disney Proximity Escape - Comfort in Kissimmee

3 out of 5
286 Marcello Blvd Kissimmee FL
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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

The Heirloom Inn

3 out of 5
644 N Donnelly St Mount Dora FL
$174 nightly
The price is $187 total per night
$187 total
Oct 25 - Oct 26
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
Quiet Oasis in Lovely Neighborhood

Quiet Oasis in Lovely Neighborhood

Orlando FL
$172 nightly
The price is $191 total per night
$191 total
Oct 26 - Oct 27
Total with taxes and fees
A hot tub is featured at this guesthouse, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Hot Tub
Suncrest Residence

Suncrest Residence

3 out of 5
1920 Tropical Palms Cir Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $129 total per night
$129 total
Nov 2 - Nov 3
Total with taxes and fees
This guesthouse features an outdoor pool, a gym, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Free self parking, laundry facilities, and a virtual front desk are also on offer.
Pool
Parking included
Sunrise to Sunset on private 900 sq ft dock with BBQ!

Sunrise to Sunset on private 900 sq ft dock with BBQ!

Tavares FL
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This guesthouse features a garden, laundry facilities, and barbecue grills.
Pet friendly
Free WiFi
Downtown Lake Eola Historic House 1 OR 2 BED

Downtown Lake Eola Historic House 1 OR 2 BED

Orlando FL
$155 nightly
The price is $172 total per night
$172 total
Oct 26 - Oct 27
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
Mills Cottage by the Little Lake

Mills Cottage by the Little Lake

Orlando FL
$308 nightly
The price is $342 total per night
$342 total
Oct 25 - Oct 26
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
1580 Sandbagger Drive

1580 Sandbagger Drive

3 out of 5
1580 Sandbagger Dr Four Corners FL
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This guesthouse features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. Laundry facilities are provided for your convenience.
Pool
Hot Tub
SmartStay Homes

SmartStay Homes

3 out of 5
225 Marcello Boulevard Kissimmee FL
$136 nightly
The price is $154 total per night
$154 total
Oct 25 - Oct 26
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.
Pool
Parking included
Blissful Bay

Blissful Bay

3 out of 5
4453 Monado Dr Kissimmee FL
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An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room is also provided.
Pool
Parking included
Enchanted Fantasy

Enchanted Fantasy

2 out of 5
2622 Calistoga Ave Kissimmee FL
$114 nightly
The price is $129 total per night
$129 total
Oct 23 - Oct 24
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.
Pool
Free WiFi
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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.

Top hotels in Winter Garden

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

2111 FLAGLER AVE Winter Garden FL
$97 nightly
The price is $109 total per night from Nov 11 to Nov 12
$109 total
Nov 11 - Nov 12
Total with taxes and fees
9.6/10 Exceptional! (2,295 reviews)

Winter Garden Guest Houses essential information

Accommodation
72 Guest Houses
Lowest Price
$85
Highest Price
$342
Popular accommodation
The Estate at Mount Dora, Disney Proximity Escape - Comfort in Kissimmee, The Heirloom Inn, Quiet Oasis in Lovely Neighborhood, Suncrest Residence, Sunrise to Sunset on private 900 sq ft dock with BBQ! , Downtown Lake Eola Historic House 1 OR 2 BED, Mills Cottage by the Little Lake, 1580 Sandbagger Drive, SmartStay Homes, Blissful Bay, Enchanted Fantasy

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