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
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.
3BR Townhouse at Regal Palms: Pool and Disney Fun

3BR Townhouse at Regal Palms: Pool and Disney Fun

This guesthouse is a smoke-free guesthouse.
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

$254 nightly
The price is $282 total per night
$282 total
Oct 6 - Oct 7
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
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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

    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)

Windermere Guest Houses essential information

Accommodation
48 Guest Houses
Lowest Price
$98
Highest Price
$333
Popular accommodation
Disney Proximity Escape - Comfort in Kissimmee, SPRING LAKE GETAWAY SUITE (Detached Guest House), Adorable 1bed 1 bath guest house, Winter Park Getaway, Downtown Orlando Throne Historic Thornton Park, 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

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