Holiday rentals near Water Oak Country Club Estates
We found 1,687 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:15 Aug - 22 Aug
Image gallery for ⭐️POOL|GAMEROOM*Lanai Hangout*Open Concept Design🌊
9.09.0 out of 10 rating
Wonderful
(11 reviews)
⭐️POOL|GAMEROOM*Lanai Hangout*Open Concept Design🌊
Ocala, FL
7% off
Price is NZ$2,730
NZ$2,730
NZ$390 per night
includes taxes & fees
Image gallery for ***Great location-Mins from Brownwood! Brand New, Full-size House, Dogs Welcome!
9.89.8 out of 10 rating
Exceptional
(14 reviews)
***Great location-Mins from Brownwood! Brand New, Full-size House, Dogs Welcome!
Wildwood, FL
8% off
Price is NZ$2,894
NZ$2,894
NZ$413 per night
includes taxes & fees
Image gallery for Beautiful 2 Bedroom, 2 Bath House in Orange Blossoms
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Beautiful 2 Bedroom, 2 Bath House in Orange Blossoms
Lady Lake, FL
7% off
Price is NZ$1,781
NZ$1,781
NZ$254 per night
includes taxes & fees
Image gallery for Walking Distance To Spanish Springs.You'll Dance And Enjoy a healthy lifestyle.
1010 out of 10 rating
Exceptional
(7 reviews)
Walking Distance To Spanish Springs.You'll Dance And Enjoy a healthy lifestyle.
Lady Lake, FL
8% off
Price is NZ$4,323
NZ$4,323
NZ$618 per night
includes taxes & fees
Image gallery for Private Heated Pool and Hottub , Pet Friendly, New Golf Cart , Close to shopping
1010 out of 10 rating
Exceptional
(23 reviews)
Private Heated Pool and Hottub , Pet Friendly, New Golf Cart , Close to shopping
Lady Lake, FL
12% off
Price is NZ$4,894
NZ$4,894
NZ$699 per night
includes taxes & fees
Image gallery for Peyton's Patio Homes in The Villages, Florida
1010 out of 10 rating
Exceptional
(12 reviews)
Peyton's Patio Homes in The Villages, Florida
Lady Lake, FL
7% off
Price is NZ$1,970
NZ$1,970
NZ$281 per night
includes taxes & fees
Image gallery for GREAT LOCATION BETWEEN SPANISH SPRINGS SQUARE & LAKE SUMTER LANDING
1010 out of 10 rating
Exceptional
(41 reviews)
GREAT LOCATION BETWEEN SPANISH SPRINGS SQUARE & LAKE SUMTER LANDING
Lady Lake, FL
7% off
Price is NZ$1,971
NZ$1,971
NZ$282 per night
includes taxes & fees
Image gallery for Secluded Waterfront Retreat With Private Dock
9.89.8 out of 10 rating
Exceptional
(131 reviews)
Secluded Waterfront Retreat With Private Dock
Ocklawaha, FL
8% off
Price is NZ$5,215
NZ$5,215
NZ$745 per night
includes taxes & fees
Image gallery for Charming 3 Bedroom, 2 Bath Courtyard Villa in The Villages, FL
1010 out of 10 rating
Exceptional
(15 reviews)
Charming 3 Bedroom, 2 Bath Courtyard Villa in The Villages, FL
Wildwood, FL
6% off
Price is NZ$2,404
NZ$2,404
NZ$343 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
(9 reviews)
Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring
The Villages, FL
12% off
Price is NZ$4,424
NZ$4,424
NZ$632 per night
includes taxes & fees
Image gallery for Rocking Chair Cottage in Historic Mt Dora ...Walk to Town
1010 out of 10 rating
Exceptional
(105 reviews)
Rocking Chair Cottage in Historic Mt Dora ...Walk to Town
Mount Dora, FL
8% off
Price is NZ$2,660
NZ$2,660
NZ$380 per night
includes taxes & fees
Image gallery for The Augustine · Complete Renovation - Steps to Downtown w King Bed
1010 out of 10 rating
Exceptional
(25 reviews)
The Augustine · Complete Renovation - Steps to Downtown w King Bed
Mount Dora, FL
11% off
Price is NZ$2,699
NZ$2,699
NZ$386 per night
includes taxes & fees
Image gallery for The Beekeeper's Cottage - Downtown Mount Dora, Florida
9.69.6 out of 10 rating
Exceptional
(15 reviews)
The Beekeeper's Cottage - Downtown Mount Dora, Florida
Mount Dora, FL
7% off
Price is NZ$2,751
NZ$2,751
NZ$393 per night
includes taxes & fees
Image gallery for Paradise Village home in perfect golfing and recreation center location.
1010 out of 10 rating
Exceptional
(27 reviews)
Paradise Village home in perfect golfing and recreation center location.
The Villages, FL
16% off
Price is NZ$1,611
NZ$1,611
NZ$230 per night
includes taxes & fees
Image gallery for Central Mount Dora Sweetheart
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Central Mount Dora Sweetheart
Mount Dora, FL
8% off
Price is NZ$2,914
NZ$2,914
NZ$416 per night
includes taxes & fees
Image gallery for Dora Splash Pad
9.89.8 out of 10 rating
Exceptional
(105 reviews)
Dora Splash Pad
Mount Dora, FL
12% off
Price is NZ$3,663
NZ$3,663
NZ$523 per night
includes taxes & fees
Image gallery for Villages Retreat Includes Golf Cart with 2 Owner LifestyleIDs and 2 Guest Passes
1010 out of 10 rating
Exceptional
(24 reviews)
Villages Retreat Includes Golf Cart with 2 Owner LifestyleIDs and 2 Guest Passes
Lady Lake, FL
6% off
Price is NZ$1,689
NZ$1,689
NZ$241 per night
includes taxes & fees
Image gallery for Tranquil Home with Pool and Pristine Lake Access
1010 out of 10 rating
Exceptional
(230 reviews)
Tranquil Home with Pool and Pristine Lake Access
Eustis, FL
8% off
Price is NZ$2,588
NZ$2,588
NZ$370 per night
includes taxes & fees
Image gallery for Historic Home Located Directly on Lake Harris
1010 out of 10 rating
Exceptional
(6 reviews)
Historic Home Located Directly on Lake Harris
Leesburg, FL
8% off
Price is NZ$8,669
NZ$8,669
NZ$1,238 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
(58 reviews)
Perfect for FAMILY REUNIONS. Close by The Villages & shopping yet very private.
Lady Lake, FL
9% off
Price is NZ$7,086
NZ$7,086
NZ$1,012 per night
includes taxes & fees
Image gallery for Private Nature Oasis in The Villages FL
1010 out of 10 rating
Exceptional
(8 reviews)
Private Nature Oasis in The Villages FL
Okahumpka, FL
8% off
Price is NZ$3,602
NZ$3,602
NZ$515 per night
includes taxes & fees
Image gallery for Beautiful 2 Bed/2 Bath Ranch Available MAY 2025- DECEMBER 2025
1010 out of 10 rating
Exceptional
(8 reviews)
Beautiful 2 Bed/2 Bath Ranch Available MAY 2025- DECEMBER 2025
The Villages, FL
7% off
Price is NZ$1,610
NZ$1,610
NZ$230 per night
includes taxes & fees
Image gallery for Stunning 3BR 2BA with heated pool and water view
1010 out of 10 rating
Exceptional
(57 reviews)
Stunning 3BR 2BA with heated pool and water view
Wildwood, FL
8% off
Price is NZ$3,583
NZ$3,583
NZ$512 per night
includes taxes & fees
Image gallery for WATERFRONT ESCAPE....LOVELY VIEWS AND IN TOWN
1010 out of 10 rating
Exceptional
(57 reviews)
WATERFRONT ESCAPE....LOVELY VIEWS AND IN TOWN
Leesburg, FL
12% off
Price is NZ$3,626
NZ$3,626
NZ$518 per night
includes taxes & fees
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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
91 reviews(91 reviews)
Like New log cabin ! Ocklawaha fl, close to ocala villages pet friendly
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
82 reviews(82 reviews)
View of Lake Weir & private beach access
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
Poolside Family Retreat- Near the Springs & Ocala National Forest. Pet friendly
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Pick me! Pick me! 3/2, FREE golf & 4-seat cart, Resident passes, pets.
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
Your Dream Oasis Awaits-Rent this Charming 3 Bedroom Courtyard Villa
Sleeps 6 · 3 bedrooms · 2 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