Holiday rentals near Kissimmee Bay Country Club
We found 24,070 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental that's close to Kissimmee Bay Country Club. Holiday homes provide the best amenities for you and your friends, family or even pets, such as air conditioning and a pool. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Kissimmee Bay Country Club
Showing deals for:18 Jul - 25 Jul
Image gallery for Super Fun House with Amazing Views

1010 out of 10 rating
Exceptional
(36 reviews)
Super Fun House with Amazing Views
Kissimmee, FL
8% off
Price is NZ$31,803
NZ$31,803
NZ$4,543 per night
includes taxes & fees
Image gallery for RATED#1 BEST HOME Near Disney! LUXURY 5BEDROOM 5Bath VILLA ,GATED RESORT ,POOL!

9.49.4 out of 10 rating
Exceptional
(114 reviews)
RATED#1 BEST HOME Near Disney! LUXURY 5BEDROOM 5Bath VILLA ,GATED RESORT ,POOL!
Kissimmee, FL
7% off
Price is NZ$4,741
NZ$4,741
NZ$677 per night
includes taxes & fees
Image gallery for SUMMER SALE! Hogwarts Haven - Universal Epic! Windsor Hills 3BR, near Disney!

1010 out of 10 rating
Exceptional
(42 reviews)
SUMMER SALE! Hogwarts Haven - Universal Epic! Windsor Hills 3BR, near Disney!
Kissimmee, FL
7% off
Price is NZ$2,911
NZ$2,911
NZ$416 per night
includes taxes & fees
Image gallery for Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat

1010 out of 10 rating
Exceptional
(100 reviews)
Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat
Kissimmee, FL
8% off
Price is NZ$3,468
NZ$3,468
NZ$495 per night
includes taxes & fees
Image gallery for Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5

1010 out of 10 rating
Exceptional
(61 reviews)
Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5
Kissimmee, FL
8% off
Price is NZ$5,453
NZ$5,453
NZ$779 per night
includes taxes & fees
Image gallery for Amazing 6-bedroom Villa with Private Pool Minutes from Disney! 5 Star Theming!

1010 out of 10 rating
Exceptional
(37 reviews)
Amazing 6-bedroom Villa with Private Pool Minutes from Disney! 5 Star Theming!
Kissimmee, FL
8% off
Price is NZ$5,984
NZ$5,984
NZ$855 per night
includes taxes & fees
Image gallery for Resort Style Living 2 miles from Disney World

9.29.2 out of 10 rating
Wonderful
(91 reviews)
Resort Style Living 2 miles from Disney World
Kissimmee, FL
8% off
Price is NZ$1,890
NZ$1,890
NZ$270 per night
includes taxes & fees
Image gallery for 3 br Disney area condo with a view & FREE resort!

1010 out of 10 rating
Exceptional
(6 reviews)
3 br Disney area condo with a view & FREE resort!
Kissimmee, FL
7% off
Price is NZ$2,514
NZ$2,514
NZ$359 per night
includes taxes & fees
Image gallery for Relaxing Lake Front House near the Mouse

9.69.6 out of 10 rating
Exceptional
(103 reviews)
Relaxing Lake Front House near the Mouse
Kissimmee, FL
6% off
Price is NZ$2,679
NZ$2,679
NZ$383 per night
includes taxes & fees
Image gallery for 😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞

9.89.8 out of 10 rating
Exceptional
(62 reviews)
😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞
Kissimmee, FL
8% off
Price is NZ$3,995
NZ$3,995
NZ$571 per night
includes taxes & fees
Image gallery for Reunion - Remodeled kitchen/master bathroom 2022! Golf /Water Park included

9.89.8 out of 10 rating
Exceptional
(92 reviews)
Reunion - Remodeled kitchen/master bathroom 2022! Golf /Water Park included
Kissimmee, FL
8% off
Price is NZ$6,538
NZ$6,538
NZ$934 per night
includes taxes & fees
Image gallery for Resort Mansion w Pool, Hot Tub, Theatre, Games

8.48.4 out of 10 rating
Very good
(10 reviews)
Resort Mansion w Pool, Hot Tub, Theatre, Games
Kissimmee, Florida
8% off
Price is NZ$7,995
NZ$7,995
NZ$1,142 per night
includes taxes & fees
Image gallery for Villa 2655 - 3 mi from Disney, Free Heated Pool/Spa, BBQ, Game/Theater Rm, & PS5

9.89.8 out of 10 rating
Exceptional
(56 reviews)
Villa 2655 - 3 mi from Disney, Free Heated Pool/Spa, BBQ, Game/Theater Rm, & PS5
Kissimmee, FL
7% off
Price is NZ$4,998
NZ$4,998
NZ$714 per night
includes taxes & fees
Image gallery for Amazing vacation Townhome at Solterra Resort - 20min from Disney

9.89.8 out of 10 rating
Exceptional
(35 reviews)
Amazing vacation Townhome at Solterra Resort - 20min from Disney
Davenport, FL
8% off
Price is NZ$3,586
NZ$3,586
NZ$512 per night
includes taxes & fees
Image gallery for Family friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airport

1010 out of 10 rating
Exceptional
(16 reviews)
Family friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airport
Kissimmee, FL
7% off
Price is NZ$3,181
NZ$3,181
NZ$454 per night
includes taxes & fees
Image gallery for Discover magic just 7 mins away! Spacious 7-bedroom Kissimmee Villa

9.89.8 out of 10 rating
Exceptional
(113 reviews)
Discover magic just 7 mins away! Spacious 7-bedroom Kissimmee Villa
Kissimmee, FL
8% off
Price is NZ$4,555
NZ$4,555
NZ$651 per night
includes taxes & fees
Image gallery for ***Big Disney Family Home!*** Sleeps 12! Private Pool, Spa and Game Room!

9.89.8 out of 10 rating
Exceptional
(50 reviews)
***Big Disney Family Home!*** Sleeps 12! Private Pool, Spa and Game Room!
Kissimmee, FL
8% off
Price is NZ$3,686
NZ$3,686
NZ$527 per night
includes taxes & fees
Image gallery for 3min Walk To Water Park, Game Rm, Fun For All Ages, Traveling Around the World

1010 out of 10 rating
Exceptional
(42 reviews)
3min Walk To Water Park, Game Rm, Fun For All Ages, Traveling Around the World
Kissimmee, FL
7% off
Price is NZ$8,639
NZ$8,639
NZ$1,234 per night
includes taxes & fees
Image gallery for PRIVATE Pool, 3mi to Disney, Forest view with total privacy, Game room

9.69.6 out of 10 rating
Exceptional
(166 reviews)
PRIVATE Pool, 3mi to Disney, Forest view with total privacy, Game room
Kissimmee, FL
8% off
Price is NZ$4,888
NZ$4,888
NZ$698 per night
includes taxes & fees
Image gallery for Luxury Townhome - Renovated in 2024, with Private Saltwater Splash Pool

9.69.6 out of 10 rating
Exceptional
(167 reviews)
Luxury Townhome - Renovated in 2024, with Private Saltwater Splash Pool
Kissimmee, FL
7% off
Price is NZ$2,290
NZ$2,290
NZ$327 per night
includes taxes & fees
Image gallery for Luxury Frozen & Harry Potter Villa in Reunion

9.69.6 out of 10 rating
Exceptional
(86 reviews)
Luxury Frozen & Harry Potter Villa in Reunion
Kissimmee, FL
7% off
Price is NZ$17,874
NZ$17,874
NZ$2,553 per night
includes taxes & fees
Image gallery for Lakefront Oasis: 10 Min to Disney, 5-Star Cleanliness + Resort Amenities!

1010 out of 10 rating
Exceptional
(55 reviews)
Lakefront Oasis: 10 Min to Disney, 5-Star Cleanliness + Resort Amenities!
Kissimmee, FL
6% off
Price is NZ$3,152
NZ$3,152
NZ$450 per night
includes taxes & fees
Image gallery for Relaxing Home near Disney with a Pool & Spa

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Relaxing Home near Disney with a Pool & Spa
Kissimmee, FL
9% off
Price is NZ$2,765
NZ$2,765
NZ$395 per night
includes taxes & fees
Image gallery for Upstay Movie Mansion w Cinema, Pool & Hot Tub

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Upstay Movie Mansion w Cinema, Pool & Hot Tub
Kissimmee, Florida
7% off
Price is NZ$8,015
NZ$8,015
NZ$1,145 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Kissimmee Bay Country Club
Spacious Vacation Home 20 min from Theme Parks!
Sleeps 14 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Charming , 2 bedroom , 1 bath and full kitchen, retreat with pool
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Townhome with pool in resort
Sleeps 10 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Ground floor 3 bed condo close to pool and WATER PARK in Windsor Hills Resort
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
106 reviews(106 reviews)
Caribbean Villa
Sleeps 5 · 2 bedrooms · 2 bathrooms
8.68.6 out of 10
Excellentexcellent
23 reviews(23 reviews)
minutes away to disney parks and universal studios
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
15 reviews(15 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value