Holiday rentals near Diamond Players Club Clermont
We found 19,297 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental within easy reach of Diamond Players Club Clermont. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as air conditioning and a pool. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Diamond Players Club Clermont
Showing deals for:18 Jul - 25 Jul
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$4,817
NZ$4,817
NZ$688 per night
includes taxes & fees
Image gallery for 2025 SUMMER SALE! Harry Potter’s World! Windsor Hills Resort 3BR, near Disney!

1010 out of 10 rating
Exceptional
(42 reviews)
2025 SUMMER SALE! Harry Potter’s World! Windsor Hills Resort 3BR, near Disney!
Kissimmee, FL
7% off
Price is NZ$2,957
NZ$2,957
NZ$422 per night
includes taxes & fees
Image gallery for Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community

9.69.6 out of 10 rating
Exceptional
(62 reviews)
Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community
Kissimmee, FL
7% off
Price is NZ$3,993
NZ$3,993
NZ$570 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
(99 reviews)
Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat
Kissimmee, FL
8% off
Price is NZ$3,364
NZ$3,364
NZ$481 per night
includes taxes & fees
Image gallery for Regal Palms Resort Dream Vacation-8 miles to Disney

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Regal Palms Resort Dream Vacation-8 miles to Disney
Davenport, FL
6% off
Price is NZ$2,480
NZ$2,480
NZ$354 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$5,523
NZ$5,523
NZ$789 per night
includes taxes & fees
Image gallery for 5 Bd Disney Villa: Themed rooms, Pool, Spa, Close to Parks, king master suites

1010 out of 10 rating
Exceptional
(11 reviews)
5 Bd Disney Villa: Themed rooms, Pool, Spa, Close to Parks, king master suites
Davenport, FL
8% off
Price is NZ$5,572
NZ$5,572
NZ$796 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$6,063
NZ$6,063
NZ$866 per night
includes taxes & fees
Image gallery for 6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ

9.49.4 out of 10 rating
Exceptional
(220 reviews)
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
Kissimmee, FL
8% off
Price is NZ$3,903
NZ$3,903
NZ$558 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$1,920
NZ$1,920
NZ$274 per night
includes taxes & fees
Image gallery for Resort Mansion w Pool, Hot Tub, Theatre, Games

9.29.2 out of 10 rating
Wonderful
(9 reviews)
Resort Mansion w Pool, Hot Tub, Theatre, Games
Kissimmee, Florida
8% off
Price is NZ$8,156
NZ$8,156
NZ$1,165 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$2,441
NZ$2,441
NZ$349 per night
includes taxes & fees
Image gallery for Contemporary Villa with Private Heated Pool/Spa!

9.89.8 out of 10 rating
Exceptional
(78 reviews)
Contemporary Villa with Private Heated Pool/Spa!
Clermont, FL
8% off
Price is NZ$3,862
NZ$3,862
NZ$552 per night
includes taxes & fees
Image gallery for You can't get any closer to Disney!!

9.69.6 out of 10 rating
Exceptional
(57 reviews)
You can't get any closer to Disney!!
Kissimmee, FL
7% off
Price is NZ$2,585
NZ$2,585
NZ$369 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
(61 reviews)
😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞
Kissimmee, FL
8% off
Price is NZ$4,059
NZ$4,059
NZ$580 per night
includes taxes & fees
Image gallery for Relaxing Lake Front House near the Mouse

9.69.6 out of 10 rating
Exceptional
(102 reviews)
Relaxing Lake Front House near the Mouse
Kissimmee, FL
6% off
Price is NZ$2,722
NZ$2,722
NZ$389 per night
includes taxes & fees
Image gallery for Unforgettable Escape: Private Pool, Smart TV, Dreamy Resort, Moments from Disney

9.89.8 out of 10 rating
Exceptional
(27 reviews)
Unforgettable Escape: Private Pool, Smart TV, Dreamy Resort, Moments from Disney
Kissimmee, FL
6% off
Price is NZ$3,784
NZ$3,784
NZ$541 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$5,078
NZ$5,078
NZ$725 per night
includes taxes & fees
Image gallery for Spacious condo close to Disney with heated pools, hot tubs, lots of amenities!

9.89.8 out of 10 rating
Exceptional
(12 reviews)
Spacious condo close to Disney with heated pools, hot tubs, lots of amenities!
Davenport, FL
7% off
Price is NZ$1,529
NZ$1,529
NZ$218 per night
includes taxes & fees
Image gallery for Relaxing Villa with Private Pool

9.29.2 out of 10 rating
Wonderful
(7 reviews)
Relaxing Villa with Private Pool
Davenport, FL
7% off
Price is NZ$2,229
NZ$2,229
NZ$318 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$4,628
NZ$4,628
NZ$661 per night
includes taxes & fees
Image gallery for Harry Poter - 4BD Sleep 10 Pool + Spa + e-BBQ! Solara Resort

1010 out of 10 rating
Exceptional
(6 reviews)
Harry Poter - 4BD Sleep 10 Pool + Spa + e-BBQ! Solara Resort
Kissimmee, FL
7% off
Price is NZ$5,197
NZ$5,197
NZ$742 per night
includes taxes & fees
Image gallery for Corner House near Disney, 5BD Paradise, Gated Resort, Perfect Orlando Getaway!

9.49.4 out of 10 rating
Exceptional
(19 reviews)
Corner House near Disney, 5BD Paradise, Gated Resort, Perfect Orlando Getaway!
Kissimmee, FL
6% off
Price is NZ$3,477
NZ$3,477
NZ$497 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$4,873
NZ$4,873
NZ$696 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Diamond Players Club Clermont
Fun-Filled Oasis near Disney Springs: Pools, Dining, Shuttle
Sleeps 4 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
36 reviews(36 reviews)
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Sleeps 12
8.88.8 out of 10
Excellentexcellent
1,339 reviews(1,339 reviews)
5 BED | 4.5 BATH TH w/ POOL Solara Resort 2190Flem
Sleeps 10 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Free Shuttle to Parks: Family-Flexible Room w/ Pool & Spa Access Near Disney
Sleeps 5 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The Berkley, Orlando
Sleeps 7 · 2 bedrooms
9.49.4 out of 10
Exceptionalexceptional
1,741 reviews(1,741 reviews)
Storey Lake-CLOSEST RESORT TO DISNEY-FREE RESORT FACILITIES -MODERN-FREE WIFI
Sleeps 13 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 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