
Water Oak Country Club Estates holiday rentals
We found 1,736 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals within easy reach of Water Oak Country Club Estates that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you need and want for your stay, such as parking and air conditioning. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Water Oak Country Club Estates
Showing deals for:17 Oct - 24 Oct
Image gallery for Escape to this tranquil oasis that will wisk your worries away.

9.09.0 out of 10 rating
Wonderful
(8 reviews)
Escape to this tranquil oasis that will wisk your worries away.
Ocala, FL
8% off
Price is AU$3,072
AU$3,072
AU$439 per night
includes taxes & fees
Image gallery for Walk to Lake Sumter Landing! Golf cart included!

1010 out of 10 rating
Exceptional
(54 reviews)
Walk to Lake Sumter Landing! Golf cart included!
The Villages, FL
7% off
Price is AU$2,320
AU$2,320
AU$331 per night
includes taxes & fees
Image gallery for 4 BR/2 BA, HEATED Pool, Split Floor Plan, King Suite, W/D, Garage & Yard

1010 out of 10 rating
Exceptional
(16 reviews)
4 BR/2 BA, HEATED Pool, Split Floor Plan, King Suite, W/D, Garage & Yard
Ocala, FL
8% off
Price is AU$4,092
AU$4,092
AU$585 per night
includes taxes & fees
Image gallery for Greenway Getaway Near Silver Springs, walking distance to Cross Florida Greenway

9.89.8 out of 10 rating
Exceptional
(24 reviews)
Greenway Getaway Near Silver Springs, walking distance to Cross Florida Greenway
Ocala, FL
7% off
Price is AU$1,962
AU$1,962
AU$280 per night
includes taxes & fees
Image gallery for Family Time! This Cute Cottage is waiting you for a unique experience!

9.89.8 out of 10 rating
Exceptional
(76 reviews)
Family Time! This Cute Cottage is waiting you for a unique experience!
Umatilla, FL
11% off
Price is AU$1,550
AU$1,550
AU$221 per night
includes taxes & fees
Image gallery for Villa Tortuga Modern Updated home with 2beds/2bath Modern Farmhouse w/Golfcart

1010 out of 10 rating
Exceptional
(16 reviews)
Villa Tortuga Modern Updated home with 2beds/2bath Modern Farmhouse w/Golfcart
Lady Lake, FL
8% off
Price is AU$2,413
AU$2,413
AU$345 per night
includes taxes & fees
Image gallery for Guest House with pool, boat parking

8.68.6 out of 10 rating
Excellent
(20 reviews)
Guest House with pool, boat parking
Leesburg, FL
8% off
Price is AU$1,181
AU$1,181
AU$169 per night
includes taxes & fees
Image gallery for Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring

1010 out of 10 rating
Exceptional
(12 reviews)
Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring
The Villages, FL
12% off
Price is AU$3,991
AU$3,991
AU$570 per night
includes taxes & fees
Image gallery for FAMILY REUNIONS LOVE US. -5 miles to The Villages POOL HOT TUB SLEEPS UP TO 20

1010 out of 10 rating
Exceptional
(54 reviews)
FAMILY REUNIONS LOVE US. -5 miles to The Villages POOL HOT TUB SLEEPS UP TO 20
Weirsdale, FL
8% off
Price is AU$8,741
AU$8,741
AU$1,249 per night
includes taxes & fees
Image gallery for Splash, Play & Relax at Henry’s Hideaway — Pool & Game Room in Ocala!

1010 out of 10 rating
Exceptional
(38 reviews)
Splash, Play & Relax at Henry’s Hideaway — Pool & Game Room in Ocala!
Ocala, FL
14% off
Price is AU$3,194
AU$3,194
AU$456 per night
includes taxes & fees
Image gallery for Villa Turquesa Charming 3-bedroom house in pleasant Ocala with AC, WiFi

8.48.4 out of 10 rating
Very good
(8 reviews)
Villa Turquesa Charming 3-bedroom house in pleasant Ocala with AC, WiFi
Ocala, FL
8% off
Price is AU$2,785
AU$2,785
AU$398 per night
includes taxes & fees
Image gallery for Cheerful 3 bedroom home with free parking.

1010 out of 10 rating
Exceptional
(14 reviews)
Cheerful 3 bedroom home with free parking.
Summerfield, FL
7% off
Price is AU$2,014
AU$2,014
AU$288 per night
includes taxes & fees
Image gallery for Our home is located in a great location between Brownwood and Lake Sumter.

1010 out of 10 rating
Exceptional
(18 reviews)
Our home is located in a great location between Brownwood and Lake Sumter.
Wildwood, FL
7% off
Price is AU$1,689
AU$1,689
AU$241 per night
includes taxes & fees
Image gallery for View of Lake Weir & private beach access

1010 out of 10 rating
Exceptional
(27 reviews)
View of Lake Weir & private beach access
Weirsdale, FL
7% off
Price is AU$2,045
AU$2,045
AU$292 per night
includes taxes & fees
Image gallery for Perfect for FAMILY REUNIONS. Close by The Villages & shopping yet very private.

1010 out of 10 rating
Exceptional
(59 reviews)
Perfect for FAMILY REUNIONS. Close by The Villages & shopping yet very private.
Lady Lake, FL
9% off
Price is AU$6,418
AU$6,418
AU$917 per night
includes taxes & fees
Image gallery for Lakefront Home w/ Stunning Sunsets, Private Beach, Dock & Game Loft

9.49.4 out of 10 rating
Exceptional
(141 reviews)
Lakefront Home w/ Stunning Sunsets, Private Beach, Dock & Game Loft
Weirsdale, FL
8% off
Price is AU$2,373
AU$2,373
AU$339 per night
includes taxes & fees
Image gallery for Take a look at beautiful Cedar Lodge on Lake Weir!

1010 out of 10 rating
Exceptional
(152 reviews)
Take a look at beautiful Cedar Lodge on Lake Weir!
Ocklawaha, FL
8% off
Price is AU$2,321
AU$2,321
AU$332 per night
includes taxes & fees
Image gallery for Villa With Golf Cart, Pet Friendly Near Lake Sumter Landing The Villages

9.89.8 out of 10 rating
Exceptional
(27 reviews)
Villa With Golf Cart, Pet Friendly Near Lake Sumter Landing The Villages
The Villages, FL
7% off
Price is AU$1,689
AU$1,689
AU$241 per night
includes taxes & fees
Image gallery for Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly

9.89.8 out of 10 rating
Exceptional
(20 reviews)
Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly
Wildwood, FL
12% off
Price is AU$1,300
AU$1,300
AU$186 per night
includes taxes & fees
Image gallery for Waterfront home .5 miles from downtown Tavares and 10 minutes from Harris Chain.

1010 out of 10 rating
Exceptional
(20 reviews)
Waterfront home .5 miles from downtown Tavares and 10 minutes from Harris Chain.
Tavares, FL
8% off
Price is AU$2,517
AU$2,517
AU$360 per night
includes taxes & fees
Image gallery for Remodeled Lake House on Lake Weir

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Remodeled Lake House on Lake Weir
Ocklawaha, FL
8% off
Price is AU$4,679
AU$4,679
AU$668 per night
includes taxes & fees
Image gallery for Beautiful Sunsets with Pool & Dock on Lake Weir

1010 out of 10 rating
Exceptional
(26 reviews)
Beautiful Sunsets with Pool & Dock on Lake Weir
Summerfield, FL
8% off
Price is AU$4,055
AU$4,055
AU$579 per night
includes taxes & fees
Image gallery for Relax by Lake Eustis in your cozy 2-bedroom retreat

9.89.8 out of 10 rating
Exceptional
(115 reviews)
Relax by Lake Eustis in your cozy 2-bedroom retreat
Tavares, FL
7% off
Price is AU$1,932
AU$1,932
AU$276 per night
includes taxes & fees
Image gallery for Lake view Chalet

9.29.2 out of 10 rating
Wonderful
(30 reviews)
Lake view Chalet
Mount Dora, FL
24% off
Price is AU$3,909
AU$3,909
AU$558 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Water Oak Country Club Estates
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
93 reviews(93 reviews)
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Paradise @ Lady Lake Minutes from the Villages, Ocala Forest, & Florida Springs.
Sleeps 4 · 2 bedrooms · 1+ bathroom
9.49.4 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Beautiful home within Walking distance to Sumter Landing
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
Perfect location! 3b2bFree golf cart! Minutes to Lake Sumter&Spanish Springs
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
2 Golf Carts included! Close to Lake Sumter Landing! Newly Renovated!
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
70 reviews(70 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