Vacation Rentals in Clermont, Florida

50 Properties Available

62 acre Private Florida Island Sleeps up to 43 (accessible by car) Villa
62 acre Private Florida Island Sleeps up to 43 (accessible by car)
$5870 / night
View Details
Sleep Up To 54 At The Great Escape Parkside - 15 BR Game Themed Mansion! Private vacation home
Sleep Up To 54 At The Great Escape Parkside - 15 BR Game Themed Mansion!
$2641 / night
View Details
LUXURY LIVES 8 BEDROOM 6 BATHS REAR END HOME WINDSOR CAY |Complimentary Pool&BBQ Villa
LUXURY LIVES 8 BEDROOM 6 BATHS REAR END HOME WINDSOR CAY |Complimentary Pool&BBQ
$1045 / night
View Details
Modern House w\/ FREE 1st Morning Breakfast & unlimited Heated Pool ! Private vacation home
Modern House w\/ FREE 1st Morning Breakfast & unlimited Heated Pool !
$1000 / night
View Details
10 BD/ 8 BA/ Windsor Cay (1033 BP) Private vacation home
10 BD/ 8 BA/ Windsor Cay (1033 BP)
$767 / night
View Details
Triton Pool/Spa  Home Near Disney With Spa & Resort Perks Private vacation home
Triton Pool/Spa Home Near Disney With Spa & Resort Perks
$709 / night
View Details
10 BD/ 8 BA/ Windsor Cay (1003 CR) Private vacation home
10 BD/ 8 BA/ Windsor Cay (1003 CR)
$699 / night
View Details
10 BD/ 8 BA/ Windsor Cay (16219 CC) Private vacation home
10 BD/ 8 BA/ Windsor Cay (16219 CC)
$681 / night
View Details
10 BD/ 8 BA/ Windsor Cay (15945 CC) Private vacation home
10 BD/ 8 BA/ Windsor Cay (15945 CC)
$680 / night
View Details
10 BD/ 8 BA/ Windsor Cay (15973 CC) Private vacation home
10 BD/ 8 BA/ Windsor Cay (15973 CC)
$677 / night
View Details
10BR house sleeps 23 with game room Private vacation home
10BR house sleeps 23 with game room
$668 / night
View Details
Chic 10BR Retreat with Themed Rooms & Pool Private vacation home
Chic 10BR Retreat with Themed Rooms & Pool
$660 / night
View Details
Themed Home 5 BD/ 5.5 BA/ Windsor Cay - 15802 CC Private vacation home
Themed Home 5 BD/ 5.5 BA/ Windsor Cay - 15802 CC
$650 / night
View Details
10 BD/ 8 BA/ Windsor Cay (16005 CC) Private vacation home
10 BD/ 8 BA/ Windsor Cay (16005 CC)
$635 / night
View Details
10 BD/ 8 BA/ Windsor Cay (15918 CK) Private vacation home
10 BD/ 8 BA/ Windsor Cay (15918 CK)
$631 / night
View Details
10 BD/ 8 BA/ Windsor Cay (16340 SK) Private vacation home
10 BD/ 8 BA/ Windsor Cay (16340 SK)
$631 / night
View Details
10BR house sleeps 23 with game room Private vacation home
10BR house sleeps 23 with game room
$619 / night
View Details
Spacious 10-bedroom house Near Disney with Private pool Private vacation home
Spacious 10-bedroom house Near Disney with Private pool
$618 / night
View Details
Fabulous 7-bedroom house with TRON Game Grid, Themed Rooms, Private Pool & Spa Private vacation home
Fabulous 7-bedroom house with TRON Game Grid, Themed Rooms, Private Pool & Spa
$596 / night
View Details
10 BD/ 8 BA/ Windsor Cay (15952 SC) Private vacation home
10 BD/ 8 BA/ Windsor Cay (15952 SC)
$589 / night
View Details
Windsor Cay 10BR Luxury Home w/ Game Room Private vacation home
Windsor Cay 10BR Luxury Home w/ Game Room
$571 / night
View Details
8 BD / 5.5 BA / Windsor Cay 1012 BP Private vacation home
8 BD / 5.5 BA / Windsor Cay 1012 BP
$569 / night
View Details
New Home w/ Exclusive Décor, Private Pool, BBQ & Windsor Cay Resort Access! Private vacation home
New Home w/ Exclusive Décor, Private Pool, BBQ & Windsor Cay Resort Access!
$566 / night
View Details
8 BD/ 6 BA/ Windsor Cay 16195 CC Private vacation home
8 BD/ 6 BA/ Windsor Cay 16195 CC
$554 / night
View Details
SWISS 30 - Golf Course Private vacation home
SWISS 30 - Golf Course
$542 / night
View Details
5BR house at Windsor Cay resort, clermont Private vacation home
5BR house at Windsor Cay resort, clermont
$540 / night
View Details
5 Bedrooms\/ 5.5 Bathrooms\/ Windsor Cay (16219 TW) Private vacation home
5 Bedrooms\/ 5.5 Bathrooms\/ Windsor Cay (16219 TW)
$532 / night
View Details
8BR house sleeps 18 with pool table Private vacation home
8BR house sleeps 18 with pool table
$526 / night
View Details
7 Bedrooms \/ 5.5 Bathrooms \/ Windsor Cay (16203TW) Private vacation home
7 Bedrooms \/ 5.5 Bathrooms \/ Windsor Cay (16203TW)
$519 / night
View Details
7 BD/ 5.5 BA/ Windsor Cay (1036 BP) Private vacation home
7 BD/ 5.5 BA/ Windsor Cay (1036 BP)
$515 / night
View Details
7 BD/ 5.5 BA/ Windsor Cay (15886 CC) Private vacation home
7 BD/ 5.5 BA/ Windsor Cay (15886 CC)
$515 / night
View Details
7 BD/ 5 BA/ Windsor Cay (15879 CC) Private vacation home
7 BD/ 5 BA/ Windsor Cay (15879 CC)
$515 / night
View Details
Sumner Lake Tiny House - Lake Sumner Private vacation home
Sumner Lake Tiny House - Lake Sumner
$513 / night
View Details
7 Bedrooms \/ 4.5 Bathrooms \/ Windsor Cay (16202TW) Private vacation home
7 Bedrooms \/ 4.5 Bathrooms \/ Windsor Cay (16202TW)
$513 / night
View Details
PROMO 10 BR Home, Themed Rooms, Private Pool, in New Windsor Cay Resort Private vacation home
PROMO 10 BR Home, Themed Rooms, Private Pool, in New Windsor Cay Resort
$509 / night
View Details
New, Family Vacation property near to Disney attractions at Windsor Cay Villa
New, Family Vacation property near to Disney attractions at Windsor Cay
$507 / night
View Details
5 Bedrooms \/ 5.5 Bathrooms \/ Windsor Cay (16201SK) Private vacation home
5 Bedrooms \/ 5.5 Bathrooms \/ Windsor Cay (16201SK)
$500 / night
View Details
Scuttle  Vacation  Pool Home W/Spa  & Game Room & Gym, Mins To Theme Parks Private vacation home
Scuttle Vacation Pool Home W/Spa & Game Room & Gym, Mins To Theme Parks
$498 / night
View Details
6 BD/ 4.5 BA/  Windsor Cay (16237 SM) Private vacation home
6 BD/ 4.5 BA/ Windsor Cay (16237 SM)
$479 / night
View Details
Sleeps 10•Pvt pool•Themed rooms•Near Disney Private vacation home
Sleeps 10•Pvt pool•Themed rooms•Near Disney
$462 / night
View Details
Your Dream Vacation - New Stylish Home Near Disney Private vacation home
Your Dream Vacation - New Stylish Home Near Disney
$459 / night
View Details
SWISS 42 - Golf Course Private vacation home
SWISS 42 - Golf Course
$450 / night
View Details
Family 7BR Villa Near Disney & Parks Private vacation home
Family 7BR Villa Near Disney & Parks
$440 / night
View Details
EV_15883 - 6BR / 5BA Luxury Villa w/ Private Pool, Theater, Themed Kids' Room Villa
EV_15883 - 6BR / 5BA Luxury Villa w/ Private Pool, Theater, Themed Kids' Room
$435 / night
View Details
5BR house at Windsor Cay Resort Private vacation home
5BR house at Windsor Cay Resort
$426 / night
View Details
8BR house at Windsor Cay Resort in clermont Private vacation home
8BR house at Windsor Cay Resort in clermont
$424 / night
View Details
6BR Family Pool Home at Windsor Cay Private vacation home
6BR Family Pool Home at Windsor Cay
$421 / night
View Details
5BR house sleeps 10 with game room Private vacation home
5BR house sleeps 10 with game room
$421 / night
View Details
8BR house sleeps 20 with game room Private vacation home
8BR house sleeps 20 with game room
$416 / night
View Details
Indiana Jones & Jungle Cruise • Genuine Disney Décor • Secret Bookcase • 16644 Private vacation home
Indiana Jones & Jungle Cruise • Genuine Disney Décor • Secret Bookcase • 16644
$416 / night
View Details