Holiday rentals near Legends Golf & Country Club
We found 27,194 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals within easy reach of Legends Golf & Country Club that can be your home away from home. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for hanging out with the people that matter most, including parking and a TV. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Legends Golf & 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$32,585
NZ$32,585
NZ$4,655 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$4,858
NZ$4,858
NZ$694 per night
includes taxes & fees
Image gallery for Waterfront Home-Bowling Alley, Cinema, Sauna, Outdoor Grilling, Pool w/ Slide

8.88.8 out of 10 rating
Excellent
(34 reviews)
Waterfront Home-Bowling Alley, Cinema, Sauna, Outdoor Grilling, Pool w/ Slide
Kissimmee, FL
8% off
Price is NZ$38,585
NZ$38,585
NZ$5,512 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$2,982
NZ$2,982
NZ$426 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$4,036
NZ$4,036
NZ$577 per night
includes taxes & fees
Image gallery for Family Fun! ☀️ Private Heated Pool & Spa 4mi to Disney! 🦩

1010 out of 10 rating
Exceptional
(14 reviews)
Family Fun! ☀️ Private Heated Pool & Spa 4mi to Disney! 🦩
Kissimmee, FL
8% off
Price is NZ$10,157
NZ$10,157
NZ$1,451 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$3,402
NZ$3,402
NZ$486 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$2,501
NZ$2,501
NZ$357 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$5,626
NZ$5,626
NZ$804 per night
includes taxes & fees
Image gallery for 5 Bd Disney Villa: Themed rooms, Pool, Spa, Close to Parks, king master suites

9.89.8 out of 10 rating
Exceptional
(10 reviews)
5 Bd Disney Villa: Themed rooms, Pool, Spa, Close to Parks, king master suites
Davenport, FL
8% off
Price is NZ$5,619
NZ$5,619
NZ$803 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$6,114
NZ$6,114
NZ$873 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$3,936
NZ$3,936
NZ$562 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$1,936
NZ$1,936
NZ$277 per night
includes taxes & fees
Image gallery for Sun filled south facing pool & spa with no rear neighbors! Game room!

1010 out of 10 rating
Exceptional
(58 reviews)
Sun filled south facing pool & spa with no rear neighbors! Game room!
Kissimmee, FL
7% off
Price is NZ$4,361
NZ$4,361
NZ$623 per night
includes taxes & fees
Image gallery for Reunion Resort -Free pool and spa heat - Designer home - - WHOLE HOUSE DVR -

9.69.6 out of 10 rating
Exceptional
(167 reviews)
Reunion Resort -Free pool and spa heat - Designer home - - WHOLE HOUSE DVR -
Kissimmee, FL
7% off
Price is NZ$4,555
NZ$4,555
NZ$651 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$2,440
NZ$2,440
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$3,914
NZ$3,914
NZ$559 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$2,745
NZ$2,745
NZ$392 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$4,093
NZ$4,093
NZ$585 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$6,699
NZ$6,699
NZ$957 per night
includes taxes & fees
Image gallery for Themed, Family Friendly Townhouse in Champions Gate Resort, Pool, near Disney

1010 out of 10 rating
Exceptional
(29 reviews)
Themed, Family Friendly Townhouse in Champions Gate Resort, Pool, near Disney
Davenport, FL
7% off
Price is NZ$3,168
NZ$3,168
NZ$453 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$3,787
NZ$3,787
NZ$541 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$1,542
NZ$1,542
NZ$220 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$5,063
NZ$5,063
NZ$723 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Legends Golf & Country Club
Amazing 12Br 12Ba Twin Villas! Includes 2 private pools and 2 hot tubs!
Sleeps 32 · 12 bedrooms · 12 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
New Listing! Paradise Palms Resort, 6mi to Disney & 14mi to Universal - 66
Sleeps 14 · 6 bedrooms · 5 bathrooms
9.69.6 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Fabulous 5Bd Pool & Game Room @ Windsor Cay 1253
Sleeps 12 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Jurassic Game Room & Theater-Poolside Bar&Theater
Sleeps 16 · 8 bedrooms · 6 bathrooms
9.69.6 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
Best of Orlando Relaxing Quiet Pool Vacation Home
Sleeps 8 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
12 Mi to Disney: Home w/ Pool & Spa in Clermont
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
47 reviews(47 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