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.
Downtown Orlando Throne Historic Thornton Park

Downtown Orlando Throne Historic Thornton Park

$200 nightly
The price is $222 total per night
$222 total
Oct 13 - Oct 14
Total with taxes and fees
At this guesthouse, guests have access to features like laundry facilities.
Air conditioning
Parking available
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.
Pet friendly
Mills Cottage by the Little Lake

Mills Cottage by the Little Lake

$308 nightly
The price is $342 total per night
$342 total
Oct 12 - Oct 13
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.
Historic lakefront guesthouse

Historic lakefront guesthouse

$261 nightly
The price is $290 total per night
$290 total
Oct 21 - Oct 22
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 12 - Oct 13
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
    $180 nightly
    The price is $203 total per night from Oct 20 to Oct 21
    $203 total
    Oct 20 - Oct 21
    Total with taxes and fees
    9.4/10 Exceptional! (3,635 reviews)
    Universal's Cabana Bay Beach Resort

    Universal's Cabana Bay Beach Resort

    6550 Adventure Way, Orlando, FL
    $134 nightly
    The price is $151 total per night from Nov 10 to Nov 11
    $151 total
    Nov 10 - Nov 11
    Total with taxes and fees
    8.8/10 Excellent! (5,337 reviews)
    Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

    Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

    8800 Vistana Centre Dr, Orlando, FL
    $91 nightly
    The price is $103 total per night from Nov 2 to Nov 3
    $103 total
    Nov 2 - Nov 3
    Total with taxes and fees
    9.2/10 Wonderful! (3,645 reviews)

Windermere Guest Houses essential information

Accommodation
48 Guest Houses
Lowest Price
$103
Highest Price
$342
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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