Compare Windermere Guest House Rentals

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Featured Guest Houses in Windermere

Leisure Lounge

Leisure Lounge

3 out of 5
6024 Broad Oak Dr Davenport FL
$110 nightly
The price is $123 total per night
$123 total
Apr 13 - Apr 14
Total with taxes and fees
Guests of Leisure Lounge enjoy an outdoor pool, free WiFi in public areas, and microwave in a common area. A stay here includes free parking. Additional amenities include a refrigerator in a common area, laundry facilities, and a communal living room.
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.
Enchanted Fantasy

Enchanted Fantasy

2 out of 5
2622 Calistoga Ave Kissimmee FL
$110 nightly
The price is $124 total per night
$124 total
May 1 - May 2
Total with taxes and fees
At Enchanted Fantasy, guests have access to an outdoor pool, free WiFi in public areas, and microwave in a common area. If you plan to drive, free offsite parking is available. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.
Jade Manor

Jade Manor

2 out of 5
6122 Broad Oak Dr Davenport FL
$120 nightly
The price is $134 total per night
$134 total
Apr 13 - Apr 14
Total with taxes and fees
Guests of Jade Manor enjoy an outdoor pool, free WiFi in public areas, and microwave in a common area. If you drive, take advantage of free offsite parking. Additional amenities include a refrigerator in a common area, laundry facilities, and a communal living room.
Oasis Private Ensuite Room Shared Home

Oasis Private Ensuite Room Shared Home

2 out of 5
227 Marcello Blvd Kissimmee FL
$123 nightly
The price is $139 total per night
$139 total
Apr 20 - Apr 21
Total with taxes and fees
Guests of Oasis Private Ensuite Room Shared Home enjoy features like 2 outdoor pools, free WiFi in public areas, and microwave in a common area. You can take advantage of free offsite parking if you drive. Additional amenities include a refrigerator in a common area, laundry facilities, and a communal living room.
Enchanted Dreams

Enchanted Dreams

3 out of 5
2624 Calistoga Ave Kissimmee FL
$130 nightly
The price is $148 total per night
$148 total
Apr 13 - Apr 14
Total with taxes and fees
Enchanted Dreams features an outdoor pool, free WiFi in public areas, and microwave in a common area. A stay here includes free parking. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.
Harmony Haven

Harmony Haven

2 out of 5
282 Marcello Blvd Kissimmee FL
$113 nightly
The price is $128 total per night
$128 total
Apr 15 - Apr 16
Total with taxes and fees
Guests staying at Harmony Haven enjoy an outdoor pool, a gym, and free WiFi in public areas. Additional amenities include a microwave in a common area, a refrigerator in a common area, and laundry facilities.
Mills Cottage by the Little Lake

Mills Cottage by the Little Lake

Orlando FL
$319 nightly
The price is $356 total per night
$356 total
Apr 13 - Apr 14
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.
Magical Dreams

Magical Dreams

3 out of 5
231 Marcello Blvd Kissimmee FL
$121 nightly
The price is $137 total per night
$137 total
Apr 19 - Apr 20
Total with taxes and fees
Guests of Magical Dreams enjoy an outdoor pool, free WiFi in public areas, and microwave in a common area. A stay here includes free parking. Additional amenities include a refrigerator in a common area, laundry facilities, and a communal living room.
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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

    The Grove Resort & Water Park Orlando

    The Grove Resort & Water Park Orlando

    14501 Grove Resort Avenue Winter Garden FL
    $222 nightly
    The price is $250 total per night from Apr 19 to Apr 20
    $250 total
    Apr 19 - Apr 20
    Total with taxes and fees
    8/10 Very Good! (9,512 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 May 4 to May 5
    $139 total
    May 4 - May 5
    Total with taxes and fees
    9.2/10 Wonderful! (5,149 reviews)
    Hyatt Regency Orlando International Airport

    Hyatt Regency Orlando International Airport

    9300 Jeff Fuqua Boulevard Orlando FL
    $229 nightly
    The price is $258 total per night from Apr 26 to Apr 27
    $258 total
    Apr 26 - Apr 27
    Total with taxes and fees
    9.4/10 Exceptional! (4,109 reviews)

Windermere Guest Houses essential information

Accommodation
46 Guest Houses
Lowest Price
$123
Highest Price
$356
Popular accommodation
Leisure Lounge, Disney Proximity Escape - Comfort in Kissimmee, Enchanted Fantasy, Jade Manor, Oasis Private Ensuite Room Shared Home, Enchanted Dreams, Harmony Haven, Mills Cottage by the Little Lake, Magical Dreams

More to Explore