
Holiday rentals near Cypresswood Golf and Country Club
We found 810 holiday rentals — enter your dates for availability
Select the perfect holiday home within close proximity to Cypresswood Golf and Country Club. Holiday rentals provide the amenities that you need and want for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Cypresswood Golf and Country Club
Showing deals for:14 Nov - 21 Nov
Image gallery for Beautiful Lake Front cottage w/ heated pool & Hot Tub, 23 miles from Disney

9.89.8 out of 10 rating
Exceptional
(23 reviews)
Beautiful Lake Front cottage w/ heated pool & Hot Tub, 23 miles from Disney
Winter Haven, FL
7% off
Price is S$2,998
S$2,998
S$428 nightly
Includes taxes & fees
Image gallery for Luxury Lakefront | Heated Salt Pool, Dock & Kayaks | Home Theatre & EV Charger | Near Theme Parks

9.69.6 out of 10 rating
Exceptional
(16 reviews)
Luxury Lakefront | Heated Salt Pool, Dock & Kayaks | Home Theatre & EV Charger | Near Theme Parks
Winter Haven, FL
5% off
Price is S$5,980
S$5,980
S$854 nightly
Includes taxes & fees
Image gallery for Lake Front! Spacious Home w/heated pool & kayaks

1010 out of 10 rating
Exceptional
(13 reviews)
Lake Front! Spacious Home w/heated pool & kayaks
Lake Wales, FL
8% off
Price is S$4,244
S$4,244
S$606 nightly
Includes taxes & fees
Image gallery for Lake House on the LEGOLAND Chain-of-Lakes with Private Pool, Beach and Boat Dock

1010 out of 10 rating
Exceptional
(7 reviews)
Lake House on the LEGOLAND Chain-of-Lakes with Private Pool, Beach and Boat Dock
Winter Haven, FL
8% off
Price is S$2,726
S$2,726
S$389 nightly
Includes taxes & fees
Image gallery for Waterfront Winter Haven Home with Dock & Hot Tub!

1010 out of 10 rating
Exceptional
(64 reviews)
Waterfront Winter Haven Home with Dock & Hot Tub!
Winter Haven, FL
7% off
Price is S$3,790
S$3,790
S$541 nightly
Includes taxes & fees
Image gallery for Disney/Gated Southern Dunes Golf & Country Club Villa on 17th fairway with pool

9.49.4 out of 10 rating
Exceptional
(9 reviews)
Disney/Gated Southern Dunes Golf & Country Club Villa on 17th fairway with pool
Haines City, FL
8% off
Price is S$1,913
S$1,913
S$273 nightly
Includes taxes & fees
Image gallery for Experience family fun! LEGOLAND® Florida just a 12-min drive

9.29.2 out of 10 rating
Wonderful
(10 reviews)
Experience family fun! LEGOLAND® Florida just a 12-min drive
Winter Haven, FL
8% off
Price is S$3,133
S$3,133
S$448 nightly
Includes taxes & fees
Image gallery for Florida Dream Family Vacation

9.29.2 out of 10 rating
Wonderful
(11 reviews)
Florida Dream Family Vacation
Haines City, FL
5% off
Price is S$2,561
S$2,561
S$366 nightly
Includes taxes & fees
Image gallery for LAKE HOUSE WITH PRIVATE Free HEATED POOL & GAME ROOM 4 min FROM LEGOLAND

1010 out of 10 rating
Exceptional
(64 reviews)
LAKE HOUSE WITH PRIVATE Free HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
Winter Haven, FL
5% off
Price is S$3,752
S$3,752
S$536 nightly
Includes taxes & fees
Image gallery for Florida Dunes: Located on Southern Dunes Golf Course

9.49.4 out of 10 rating
Exceptional
(46 reviews)
Florida Dunes: Located on Southern Dunes Golf Course
Haines City, FL
8% off
Price is S$2,972
S$2,972
S$425 nightly
Includes taxes & fees
Image gallery for Lovely Home in Southern Dunes Golf & Country Club Gated Community

9.69.6 out of 10 rating
Exceptional
(11 reviews)
Lovely Home in Southern Dunes Golf & Country Club Gated Community
Haines City, FL
11% off
Price is S$2,078
S$2,078
S$297 nightly
Includes taxes & fees
Image gallery for Spacious Family Friendly Quiet & Secure Villa w/Southfacing Pool & Patio

9.49.4 out of 10 rating
Exceptional
(57 reviews)
Spacious Family Friendly Quiet & Secure Villa w/Southfacing Pool & Patio
Haines City, FL
8% off
Price is S$1,739
S$1,739
S$248 nightly
Includes taxes & fees
Image gallery for Cozy, Relaxing & Fun Gateway!

1010 out of 10 rating
Exceptional
(8 reviews)
Cozy, Relaxing & Fun Gateway!
Haines City, FL
6% off
Price is S$1,926
S$1,926
S$275 nightly
Includes taxes & fees
Image gallery for Charming 2BR/1BA Cabin at Lakeside Resort

1010 out of 10 rating
Exceptional
(5 reviews)
Charming 2BR/1BA Cabin at Lakeside Resort
Lake Wales, FL
21% off
Price is S$1,724
S$1,724
S$246 nightly
Includes taxes & fees
Image gallery for Luxury Golf Villa with Private Pool & Stunning Sunny Southern exposure all day!

1010 out of 10 rating
Exceptional
(11 reviews)
Luxury Golf Villa with Private Pool & Stunning Sunny Southern exposure all day!
Haines City, FL
7% off
Price is S$1,997
S$1,997
S$285 nightly
Includes taxes & fees
Image gallery for The ultimate Florida vacation in a tranquil, natural setting

9.09.0 out of 10 rating
Wonderful
(68 reviews)
The ultimate Florida vacation in a tranquil, natural setting
Kissimmee, FL
11% off
Price is S$958
S$958
S$137 nightly
Includes taxes & fees
Image gallery for Lake Marion Golf Resort Villa

9.49.4 out of 10 rating
Exceptional
(38 reviews)
Lake Marion Golf Resort Villa
Kissimmee, FL
7% off
Price is S$926
S$926
S$132 nightly
Includes taxes & fees
Image gallery for Spectacular Waterfront Home in Winter Haven

1010 out of 10 rating
Exceptional
(25 reviews)
Spectacular Waterfront Home in Winter Haven
Winter Haven, FL
8% off
Price is S$11,921
S$11,921
S$1,703 nightly
Includes taxes & fees
Image gallery for Eagle Haven Lake House

1010 out of 10 rating
Exceptional
(16 reviews)
Eagle Haven Lake House
Eagle Lake, FL
8% off
Price is S$3,943
S$3,943
S$563 nightly
Includes taxes & fees
Image gallery for Hot Tub & Fire Pit: Lakefront Home on Lake Eloise

1010 out of 10 rating
Exceptional
(23 reviews)
Hot Tub & Fire Pit: Lakefront Home on Lake Eloise
Winter Haven, FL
7% off
Price is S$1,885
S$1,885
S$269 nightly
Includes taxes & fees
Image gallery for Lakefront Lego Land Estate

9.89.8 out of 10 rating
Exceptional
(27 reviews)
Lakefront Lego Land Estate
Winter Haven, FL
12% off
Price is S$4,433
S$4,433
S$633 nightly
Includes taxes & fees
Image gallery for Lake View, Game Room, 10 minutes to Legoland - Perfect for Large Families!

1010 out of 10 rating
Exceptional
(10 reviews)
Lake View, Game Room, 10 minutes to Legoland - Perfect for Large Families!
Winter Haven, FL
8% off
Price is S$4,090
S$4,090
S$584 nightly
Includes taxes & fees
Image gallery for 2 bedroom private vacation home in winter haven

9.69.6 out of 10 rating
Exceptional
(14 reviews)
2 bedroom private vacation home in winter haven
Winter Haven, FL
13% off
Price is S$1,208
S$1,208
S$173 nightly
Includes taxes & fees
Image gallery for Amazing Lakeview 4 BR Vacation Home with Heated Pool! Near All Parks.

9.89.8 out of 10 rating
Exceptional
(28 reviews)
Amazing Lakeview 4 BR Vacation Home with Heated Pool! Near All Parks.
Haines City, FL
8% off
Price is S$2,390
S$2,390
S$341 nightly
Includes taxes & fees
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- More for lessMore space, more privacy, more amenities — more value