Holiday rentals near Winter Pines Golf Club
We found 5,736 holiday rentals — enter your dates for availability
Select the perfect holiday home within easy reach of Winter Pines Golf Club. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as cable TV and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Winter Pines Golf Club
Showing deals for:26 Sept - 3 Oct
Image gallery for Escape to Paradise! Luxury Waterfront Heated Pool House in Tranquil Neighborhood
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Escape to Paradise! Luxury Waterfront Heated Pool House in Tranquil Neighborhood
Kissimmee, FL
12% off
Price is NZ$3,018
NZ$3,018
NZ$431 per night
includes taxes & fees
Image gallery for Alluring 2bd/2ba in East Orlando.
1010 out of 10 rating
Exceptional
(8 reviews)
Alluring 2bd/2ba in East Orlando.
Orlando, FL
7% off
Price is NZ$1,951
NZ$1,951
NZ$279 per night
includes taxes & fees
Image gallery for Florida Vacation with pool fun for families
9.69.6 out of 10 rating
Exceptional
(28 reviews)
Florida Vacation with pool fun for families
Casselberry, FL
7% off
Price is NZ$2,086
NZ$2,086
NZ$298 per night
includes taxes & fees
Image gallery for The Yurt at Danville, romantic glamping in rural Central FL
1010 out of 10 rating
Exceptional
(12 reviews)
The Yurt at Danville, romantic glamping in rural Central FL
Geneva, FL
8% off
Price is NZ$1,587
NZ$1,587
NZ$227 per night
includes taxes & fees
Image gallery for Cozy 4/2, on ⭐ Beautiful Lake, 🧡 Hot Tub, 😎 Chill Patio & 🎮 Game/Bunk Room!
1010 out of 10 rating
Exceptional
(8 reviews)
Cozy 4/2, on ⭐ Beautiful Lake, 🧡 Hot Tub, 😎 Chill Patio & 🎮 Game/Bunk Room!
Oviedo, FL
8% off
Price is NZ$3,825
NZ$3,825
NZ$546 per night
includes taxes & fees
Image gallery for Cozy Suite in the Heart of Orlando near Universal Hot Tub Spa
9.29.2 out of 10 rating
Wonderful
(16 reviews)
Cozy Suite in the Heart of Orlando near Universal Hot Tub Spa
Orlando, FL
15% off
Price is NZ$1,072
NZ$1,072
NZ$153 per night
includes taxes & fees
Image gallery for THE CHLOE by EVRH
9.09.0 out of 10 rating
Wonderful
(60 reviews)
THE CHLOE by EVRH
Altamonte Springs, FL
7% off
Price is NZ$3,122
NZ$3,122
NZ$446 per night
includes taxes & fees
Image gallery for Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly
9.49.4 out of 10 rating
Exceptional
(17 reviews)
Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly
Winter Park, FL
8% off
Price is NZ$3,501
NZ$3,501
NZ$500 per night
includes taxes & fees
Image gallery for Private Oasis near Springs w/ King Bd + Pool Table
9.09.0 out of 10 rating
Wonderful
(8 reviews)
Private Oasis near Springs w/ King Bd + Pool Table
Apopka, FL
15% off
Price is NZ$5,030
NZ$5,030
NZ$719 per night
includes taxes & fees
Image gallery for Resort Like Private Pool Waterfront Retreat 4/2 Home in Orlando Weekly discounts
1010 out of 10 rating
Exceptional
(116 reviews)
Resort Like Private Pool Waterfront Retreat 4/2 Home in Orlando Weekly discounts
Orlando, FL
7% off
Price is NZ$2,936
NZ$2,936
NZ$419 per night
includes taxes & fees
Image gallery for 4 Bedroom 2 Bath Pet-Friendly Pool Home Orlando Airport
9.89.8 out of 10 rating
Exceptional
(9 reviews)
4 Bedroom 2 Bath Pet-Friendly Pool Home Orlando Airport
Orlando, FL
11% off
Price is NZ$3,454
NZ$3,454
NZ$493 per night
includes taxes & fees
Image gallery for Salt Pool, cozy House near Downtown and International Airport
9.69.6 out of 10 rating
Exceptional
(78 reviews)
Salt Pool, cozy House near Downtown and International Airport
Orlando, FL
7% off
Price is NZ$2,514
NZ$2,514
NZ$359 per night
includes taxes & fees
Image gallery for Lakeside and Beautiful
1010 out of 10 rating
Exceptional
(27 reviews)
Lakeside and Beautiful
Sanford, FL
7% off
Price is NZ$2,563
NZ$2,563
NZ$366 per night
includes taxes & fees
Image gallery for Temporary living that feels like home where you can relax and be yourself.
1010 out of 10 rating
Exceptional
(143 reviews)
Temporary living that feels like home where you can relax and be yourself.
Maitland, FL
8% off
Price is NZ$2,250
NZ$2,250
NZ$321 per night
includes taxes & fees
Image gallery for PentHouse Suite with 2X View
1010 out of 10 rating
Exceptional
(28 reviews)
PentHouse Suite with 2X View
Orlando, FL
8% off
Price is NZ$3,244
NZ$3,244
NZ$463 per night
includes taxes & fees
Image gallery for Luxury, Lakeview away from it all...
9.89.8 out of 10 rating
Exceptional
(102 reviews)
Luxury, Lakeview away from it all...
Orlando, FL
7% off
Price is NZ$1,693
NZ$1,693
NZ$242 per night
includes taxes & fees
Image gallery for Beautiful 3 Bedroom 2 full bath 2 car 🚗 garage.
1010 out of 10 rating
Exceptional
(17 reviews)
Beautiful 3 Bedroom 2 full bath 2 car 🚗 garage.
Oviedo, FL
12% off
Price is NZ$3,063
NZ$3,063
NZ$438 per night
includes taxes & fees
Image gallery for Floating Cottage Summer and Fall Rates Reduced
1010 out of 10 rating
Exceptional
(157 reviews)
Floating Cottage Summer and Fall Rates Reduced
Sanford, FL
11% off
Price is NZ$2,060
NZ$2,060
NZ$294 per night
includes taxes & fees
Image gallery for Spacious Vacation Home 20 min from Theme Parks!
9.49.4 out of 10 rating
Exceptional
(51 reviews)
Spacious Vacation Home 20 min from Theme Parks!
Kissimmee, FL
7% off
Price is NZ$2,759
NZ$2,759
NZ$394 per night
includes taxes & fees
Image gallery for Lakefront Artist's Loft - Isolate in Luxury!
9.69.6 out of 10 rating
Exceptional
(55 reviews)
Lakefront Artist's Loft - Isolate in Luxury!
Orlando, FL
7% off
Price is NZ$1,846
NZ$1,846
NZ$264 per night
includes taxes & fees
Image gallery for Charming 1920's House - pet friendly, 45 minutes from beach & attractions!
1010 out of 10 rating
Exceptional
(12 reviews)
Charming 1920's House - pet friendly, 45 minutes from beach & attractions!
Sanford, FL
16% off
Price is NZ$2,827
NZ$2,827
NZ$404 per night
includes taxes & fees
Image gallery for Close to Attractions, Sleeps 4
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Close to Attractions, Sleeps 4
Orlando, FL
12% off
Price is NZ$1,890
NZ$1,890
NZ$270 per night
includes taxes & fees
Image gallery for CountryClub Lakeview Home Away from Home
9.29.2 out of 10 rating
Wonderful
(61 reviews)
CountryClub Lakeview Home Away from Home
Orlando, FL
7% off
Price is NZ$1,693
NZ$1,693
NZ$242 per night
includes taxes & fees
Image gallery for Luxury Golf Country Club Condo 2 Bedroom 2 Bathroom
9.69.6 out of 10 rating
Exceptional
(53 reviews)
Luxury Golf Country Club Condo 2 Bedroom 2 Bathroom
Orlando, FL
7% off
Price is NZ$1,693
NZ$1,693
NZ$242 per night
includes taxes & fees
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Find the best place to stay - Winter Pines Golf Club
FLASH SALE! Lovely Condo Just 1 Mile From Disney w/ Resort Pool, WiFi & More
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
641 reviews(641 reviews)
Luxury Villa Estate w/ One-of-a-kind Theme Bedrooms at Reunion Resort
Sleeps 28 · 8 bedrooms · 9+ bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Vacation Village at Parkway
Sleeps 8 · 2 bedrooms · 2 bathrooms
8.68.6 out of 10
Excellentexcellent
2,297 reviews(2,297 reviews)
Lakeview Luxury Villa with Everything
Sleeps 19 · 8 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
363 reviews(363 reviews)
Lake Buena Vista Resort Village & Spa
Sleeps 8 · 1 bedroom
8.48.4 out of 10
Very goodvery good
8,877 reviews(8,877 reviews)
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Sleeps 12
8.88.8 out of 10
Excellentexcellent
1,441 reviews(1,441 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
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