
Holiday rentals near Winter Pines Golf Course
We found 9,463 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Winter Pines Golf Course, take a look at holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the amenities that you expect and more, which might include a hot tub and garden. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Winter Pines Golf Course
Showing deals for:15 Aug - 22 Aug
Image gallery for Super Fun House with Amazing Views

1010 out of 10 rating
Exceptional
(37 reviews)
Super Fun House with Amazing Views
Kissimmee, FL
8% off
Price is AU$28,797
AU$28,797
AU$4,114 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 AU$33,968
AU$33,968
AU$4,853 per night
includes taxes & fees
Image gallery for Grandhalla - the Pinnacle of Luxury in Orlando

1010 out of 10 rating
Exceptional
(7 reviews)
Grandhalla - the Pinnacle of Luxury in Orlando
Kissimmee, FL
8% off
Price is AU$52,885
AU$52,885
AU$7,555 per night
includes taxes & fees
Image gallery for Reunion BRAND NEW Fancy Vacation Home

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Reunion BRAND NEW Fancy Vacation Home
Kissimmee, FL
7% off
Price is AU$5,131
AU$5,131
AU$733 per night
includes taxes & fees
Image gallery for 15 min from Disney, private pool in secure gated community

9.69.6 out of 10 rating
Exceptional
(39 reviews)
15 min from Disney, private pool in secure gated community
Davenport, FL
6% off
Price is AU$2,156
AU$2,156
AU$308 per night
includes taxes & fees
Image gallery for Discounted rate for May to August - WATER PARK,shuttle to Disney,Reunion golf.

9.89.8 out of 10 rating
Exceptional
(176 reviews)
Discounted rate for May to August - WATER PARK,shuttle to Disney,Reunion golf.
Kissimmee, FL
6% off
Price is AU$4,361
AU$4,361
AU$623 per night
includes taxes & fees
Image gallery for ORLANDO THEME HOME: EVERY ROOM IS A NEW ADVENTURE! WATERFRONT IN REUNION RESORT.

9.89.8 out of 10 rating
Exceptional
(52 reviews)
ORLANDO THEME HOME: EVERY ROOM IS A NEW ADVENTURE! WATERFRONT IN REUNION RESORT.
Kissimmee, FL
21% off
Price is AU$10,519
AU$10,519
AU$1,503 per night
includes taxes & fees
Image gallery for Beautiful waterfront home with heated pool and game room.

1010 out of 10 rating
Exceptional
(8 reviews)
Beautiful waterfront home with heated pool and game room.
Davenport, FL
11% off
Price is AU$2,693
AU$2,693
AU$385 per night
includes taxes & fees
Image gallery for Family home near Disney with private pool & spa, 4 beds 3.5 baths, king beds

1010 out of 10 rating
Exceptional
(9 reviews)
Family home near Disney with private pool & spa, 4 beds 3.5 baths, king beds
Kissimmee, FL
7% off
Price is AU$3,762
AU$3,762
AU$537 per night
includes taxes & fees
Image gallery for 8 bdrms! Theatre! Game Room-4 Xboxes! Harry Potter, Toy Story, & Up Bedrooms!

1010 out of 10 rating
Exceptional
(20 reviews)
8 bdrms! Theatre! Game Room-4 Xboxes! Harry Potter, Toy Story, & Up Bedrooms!
Davenport, FL
7% off
Price is AU$3,915
AU$3,915
AU$559 per night
includes taxes & fees
Image gallery for Amazingly spacious home, heated pool and spa, 15 minutes from Walt Disney World

9.49.4 out of 10 rating
Exceptional
(19 reviews)
Amazingly spacious home, heated pool and spa, 15 minutes from Walt Disney World
Davenport, FL
7% off
Price is AU$6,034
AU$6,034
AU$862 per night
includes taxes & fees
Image gallery for Spacious modern home with private arcade pool & spa

9.29.2 out of 10 rating
Wonderful
(14 reviews)
Spacious modern home with private arcade pool & spa
Davenport, FL
7% off
Price is AU$4,545
AU$4,545
AU$649 per night
includes taxes & fees
Image gallery for 5Star Resort/Clean and Safe/Mins to Parks/WaterPark/Arcade/Bar/Gym/Golf/AC/WiFi

9.49.4 out of 10 rating
Exceptional
(96 reviews)
5Star Resort/Clean and Safe/Mins to Parks/WaterPark/Arcade/Bar/Gym/Golf/AC/WiFi
Davenport, FL
8% off
Price is AU$7,271
AU$7,271
AU$1,039 per night
includes taxes & fees
Image gallery for Luxury Home in Champions' Gate with Private Pool & Game Room!

9.49.4 out of 10 rating
Exceptional
(16 reviews)
Luxury Home in Champions' Gate with Private Pool & Game Room!
Davenport, FL
7% off
Price is AU$2,455
AU$2,455
AU$351 per night
includes taxes & fees
Image gallery for Lancashire Luxe Cozy 6BR/4BA Home near Disney

1010 out of 10 rating
Exceptional
(5 reviews)
Lancashire Luxe Cozy 6BR/4BA Home near Disney
Davenport, FL
5% off
Price is AU$2,732
AU$2,732
AU$390 per night
includes taxes & fees
Image gallery for Curated HIGH TECH Home Close to Disney 5 bedrooms, 4.5 bathrooms

9.09.0 out of 10 rating
Wonderful
(32 reviews)
Curated HIGH TECH Home Close to Disney 5 bedrooms, 4.5 bathrooms
Davenport, FL
6% off
Price is AU$3,605
AU$3,605
AU$515 per night
includes taxes & fees
Image gallery for 8 bdrms! Frozen & Star Wars bedrooms, comfy theatre, fun game room!

9.29.2 out of 10 rating
Wonderful
(12 reviews)
8 bdrms! Frozen & Star Wars bedrooms, comfy theatre, fun game room!
Davenport, FL
7% off
Price is AU$4,921
AU$4,921
AU$703 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
(93 reviews)
Reunion - Remodeled kitchen/master bathroom 2022! Golf /Water Park included
Kissimmee, FL
8% off
Price is AU$4,981
AU$4,981
AU$712 per night
includes taxes & fees
Image gallery for 5Star Reviews - Sleeps 19 - Golf, DISNEY, Universal, & More!

9.89.8 out of 10 rating
Exceptional
(138 reviews)
5Star Reviews - Sleeps 19 - Golf, DISNEY, Universal, & More!
Davenport, FL
7% off
Price is AU$7,003
AU$7,003
AU$1,000 per night
includes taxes & fees
Image gallery for 8BR Disney Villa with Theater, Karaoke, Grill & Pool and access to TWO RESORTS!

9.89.8 out of 10 rating
Exceptional
(56 reviews)
8BR Disney Villa with Theater, Karaoke, Grill & Pool and access to TWO RESORTS!
Davenport, FL
8% off
Price is AU$5,096
AU$5,096
AU$728 per night
includes taxes & fees
Image gallery for 6 Bed, 5 Bath Villa with South Facing Pool, located close to Disney & Universal

9.69.6 out of 10 rating
Exceptional
(78 reviews)
6 Bed, 5 Bath Villa with South Facing Pool, located close to Disney & Universal
Davenport, FL
7% off
Price is AU$3,746
AU$3,746
AU$535 per night
includes taxes & fees
Image gallery for Spacious 6-bedroom 5.5 baths Sleeps 16 with a Private Heated Pool/Spa

1010 out of 10 rating
Exceptional
(5 reviews)
Spacious 6-bedroom 5.5 baths Sleeps 16 with a Private Heated Pool/Spa
Davenport, FL
7% off
Price is AU$4,074
AU$4,074
AU$582 per night
includes taxes & fees
Image gallery for Disney Dream Home w/ Private Pool & Resort Access | Under the Sea by AvantStay

1010 out of 10 rating
Exceptional
(11 reviews)
Disney Dream Home w/ Private Pool & Resort Access | Under the Sea by AvantStay
Davenport, Florida
6% off
Price is AU$4,537
AU$4,537
AU$648 per night
includes taxes & fees
Image gallery for Splendid villa, overlooking conservation area, with private pool and games room

9.49.4 out of 10 rating
Exceptional
(136 reviews)
Splendid villa, overlooking conservation area, with private pool and games room
Davenport, FL
8% off
Price is AU$2,210
AU$2,210
AU$316 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Winter Pines Golf Course
Newly Renovated Home - Brand New Furniture Throughout - Clubhouse With Pool and Tennis Courts!
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
The Retreat at Champions Gate by Nova
Sleeps 12 · 5 bedrooms
6.06.0 out of 10
5 reviews(5 reviews)
Great Escape to Marbella South | Private Pool
Sleeps 13 · 5 bedrooms · 3+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
15 reviews(15 reviews)
My Destination Home Orlando - ChampionsGate 8 Bdrm
Sleeps 19 · 8 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
Champions Gate condos by UNE
Sleeps 5 · 2 bedrooms
8.88.8 out of 10
Excellentexcellent
13 reviews(13 reviews)
Encore Resort
Sleeps 12 · 6 bedrooms
6.46.4 out of 10
116 reviews(116 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