Skip to content
109 stays

Stays in Windermere

SUPERHOST
Tiny house in Altamonte Springs
Conveniently located Tiny House
4 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchen
$51 per night
Tiny house in Kissimmee
mini AFFORDABLE VACATION STUDIO!
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
$25 per night
Tiny house in Kissimmee
Beautiful Lakefront cottage for 2
2 guests1 bedroom1 bed1 bath
PoolWifiAir conditioning
$60 per night
SUPERHOST
Tiny house in Orlando
The Little Treehouse 2 at Country Club of Orlando
2 guestsStudio1 bed1 bath
WifiAir conditioning
$102 per night
Camper/RV in Orlando
The Happy Place...!
3 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchen
$35 per night
Tiny house in Orlando
Cozy Private Tiny House Suite
2 guestsStudio1 bed1 bath
WifiAir conditioning
$33 per night
SUPERHOST
Tiny house in Orlando
Orlando Venice- A Lakefront Tiny House
3 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
$112 per night
Camper/RV in Orlando
Orlando RV Vacation
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
$35 per night
Tiny house in Orlando
Home away from home. All at your finger tips.
3 guestsStudio1 bed1 bath
WifiAir conditioningKitchen
$66 per night
SUPERHOST
Tiny house in Orlando
The Ritz- Lakefront Tiny House in Orlando
5 guests2 bedrooms3 beds1 bath
WifiAir conditioningKitchen
$112 per night
SUPERHOST
Tiny house in Orlando
The View - Waterfront Tiny Home
4 guests2 bedrooms2 beds1 bath
WifiAir conditioningKitchen
$119 per night
Tent in Clermont
Luxury Glamping: CareFree Camping @ Lake Louisa
4 guestsStudio1 bed1 bath
Air conditioning
$120 per night
Tiny house in Lockhart
Welcome to a cozy and comfortable stay.
1 guest1 bedroom1 bed1 bath
Air conditioningKitchen
$30 per night
SUPERHOST
Tiny house in Orlando
Lakeside Retreat Tiny House
4 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchen
$94 per night
SUPERHOST
Tiny house in Kissimmee
ZMZ Tiny House Living! Try it out while at Disney
5 guests2 bedrooms3 beds1 bath
PoolWifiAir conditioningKitchen
$64 per night
SUPERHOST
Camper/RV in Orlando
Antonio D'Camper
5 guests2 bedrooms6 beds1 bath
WifiAir conditioningKitchen
$58 per night
SUPERHOST
Tiny house in Ocoee
Boat House (West of Orlando)
4 guestsStudio2 beds1 bath
WifiAir conditioningKitchen
$100 per night
Private room in Orlando
Creepy Cottage Halloween themed One of a kind!
1 guestStudio2 beds1 private bath
WifiAir conditioning
$36 per night
SUPERHOST
Tiny house in Kissimmee
Tiny house close to Disney
6 guestsStudio4 beds1 bath
PoolWifiAir conditioningKitchen
$63 per night
SUPERHOST
Tiny house in Kissimmee
Shells Cottage, beautiful decor, for 2 near Disney
3 guests1 bedroom1 bed1 bath
PoolWifiAir conditioningKitchen
$82 per night
SUPERHOST
Tiny house in Orlando
The Swan - Luxurious Tiny house in Orlando
6 guests2 bedrooms2 beds1 bath
WifiAir conditioningKitchen
$135 per night
SUPERHOST
Tiny house in Orlando
The Little Tree House at Country Club of Orlando
2 guestsStudio1 bed1 bath
WifiAir conditioningKitchen
$98 per night
SUPERHOST
Tiny house in Orlando
The Lake House- A Unique Tiny Home with Lake View
4 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchen
$96 per night
SUPERHOST
Tiny house in Orlando
The Getaway NEW Secluded Unique Experience
5 guests2 bedrooms3 beds1 bath
WifiAir conditioningKitchen
$133 per night
SUPERHOST
Tiny house in Orlando
The Galaxy, Unique Tiny Home with Lakefront View
4 guests2 bedrooms2 beds1 bath
WifiAir conditioningKitchen
$104 per night
SUPERHOST
Tiny house in Astatula
The Prayer Cabin at "White Magnolia"
1 guest1 bedroom0 beds1 bath
WifiAir conditioning
$125 per night
Camper/RV in Bay Lake
Farmhouse Chic RV Rental for Fort Wilderness!
6 guests2 bedrooms3 beds1 bath
Air conditioningKitchen
$145 per night
SUPERHOST
Tiny house in Clermont
Tiny House near Orlando Attractions and Beaches
4 guests1 bedroom2 beds1 bath
PoolWifiAir conditioningKitchen
$65 per night
SUPERHOST
Tiny house in Kissimmee
Awesome Tiny House Cottage near all Attractions!
4 guests1 bedroom2 beds1 bath
PoolWifiAir conditioningKitchen
$66 per night
Farm stay in Apopka
Entire home, Country feel, close to everything
6 guests3 bedrooms3 beds2.5 baths
Air conditioningKitchen
$82 per night
1 30 of 109 places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.