Compare Windermere Guest House Rentals

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Featured Guest Houses in Windermere

Disney Proximity Escape - Comfort in Kissimmee

Disney Proximity Escape - Comfort in Kissimmee

3 out of 5
286 Marcello Blvd Kissimmee FL
Guests of Disney Proximity Escape - Comfort in Kissimmee enjoy features like an outdoor pool, free WiFi in public areas, and express check-out. Limited parking is available. Staff members can answer questions about accommodations, and also provide luggage storage.
Pool
Free WiFi
Quiet Oasis in Lovely Neighborhood

Quiet Oasis in Lovely Neighborhood

Orlando FL
$171 nightly
The price is $190 total per night
$190 total
Aug 20 - Aug 21
Total with taxes and fees
At this guesthouse, guests have access to a hot tub, laundry facilities, and local meal delivery service. This smoke-free guesthouse also has a garden.
Pool
Hot Tub
Mystical Dreams

Mystical Dreams

3 out of 5
2626 Calistoga Ave Kissimmee FL
Guests of Mystical Dreams enjoy features like 2 outdoor pools, free WiFi in public areas, and microwave in a common area. There's free parking if you drive. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.
Pool
Parking included
Serenity Dreams

Serenity Dreams

3 out of 5
6120 Broad Oak Dr Davenport FL
Serenity Dreams features an outdoor pool, free WiFi in public areas, and microwave in a common area. If you drive, put free parking to good use. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.
Pool
Parking included
Tempo Trek Lodgings

Tempo Trek Lodgings

3 out of 5
7324 Oakmoss Loop Davenport FL
$100 nightly
The price is $112 total per night
$112 total
Aug 22 - Aug 23
Total with taxes and fees
Guests of Tempo Trek Lodgings enjoy features like an outdoor pool, free WiFi in public areas, and laundry facilities. You can put free parking to good use if you drive. Staff members are on hand to provide luggage storage and access to locker space.
Pool
Parking included
SmartStay Homes

SmartStay Homes

3 out of 5
225 Marcello Boulevard Kissimmee FL
Guests of SmartStay Homes enjoy an outdoor pool, free WiFi in public areas, and microwave in a common area. If you drive, take advantage of free parking. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.
Pool
Parking included
SPRING LAKE GETAWAY SUITE (Detached Guest House)

SPRING LAKE GETAWAY SUITE (Detached Guest House)

Altamonte Springs FL
At this guesthouse, guests enjoy features like beach towels.
Free WiFi
Air conditioning
1580 Sandbagger Drive

1580 Sandbagger Drive

3 out of 5
1580 Sandbagger Dr Four Corners FL
At 1580 Sandbagger Drive, guests have access to an outdoor pool, free WiFi in public areas, and a hot tub. There's free parking if you drive. This golf guesthouse also has laundry facilities.
Pool
Hot Tub
Blissful Bay

Blissful Bay

3 out of 5
4453 Monado Dr Kissimmee FL
At Blissful Bay, guests have access to an outdoor pool, free WiFi in public areas, and microwave in a common area. There's free parking if you drive. Additional amenities include a refrigerator in a common area, laundry facilities, and a communal living room.
Pool
Parking included
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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 Windermere

    Rosen Inn Lake Buena Vista

    Rosen Inn Lake Buena Vista

    8442 Palm Parkway Orlando FL
    $62 nightly
    The price is $70 total per night from Aug 17 to Aug 18
    $70 total
    Aug 17 - Aug 18
    Total with taxes and fees
    DoubleTree by Hilton at the Entrance to Universal Orlando

    DoubleTree by Hilton at the Entrance to Universal Orlando

    5780 Major Blvd Orlando FL
    $78 nightly
    The price is $88 total per night from Sep 1 to Sep 2
    $88 total
    Sep 1 - Sep 2
    Total with taxes and fees
    8.6/10 Excellent! (6,980 reviews)
    Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

    Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

    8800 Vistana Centre Dr Orlando FL
    $123 nightly
    The price is $139 total per night from Sep 7 to Sep 8
    $139 total
    Sep 7 - Sep 8
    Total with taxes and fees

Windermere Guest Houses essential information

Accommodation
65 Guest Houses
Lowest Price
$70
Highest Price
$190
Popular accommodation
Disney Proximity Escape - Comfort in Kissimmee, Quiet Oasis in Lovely Neighborhood, Mystical Dreams, Serenity Dreams, Tempo Trek Lodgings, SmartStay Homes, SPRING LAKE GETAWAY SUITE (Detached Guest House), 1580 Sandbagger Drive, Blissful Bay

More to Explore