
Holiday rentals near Cypresswood Golf and Country Club
We found 803 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:7 Nov - 14 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$3,004
S$3,004
S$429 per night
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$5,372
S$5,372
S$767 per night
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$2,731
S$2,731
S$390 per night
includes taxes & fees
Image gallery for Waterfront Winter Haven Home with Dock & Hot Tub!

1010 out of 10 rating
Exceptional
(62 reviews)
Waterfront Winter Haven Home with Dock & Hot Tub!
Winter Haven, FL
7% off
Price is S$3,797
S$3,797
S$542 per night
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$3,349
S$3,349
S$478 per night
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$1,871
S$1,871
S$267 per night
includes taxes & fees
Image gallery for A lakeside sunset delight near Disney, Universal, Sea World, Busch, LegoLand

1010 out of 10 rating
Exceptional
(34 reviews)
A lakeside sunset delight near Disney, Universal, Sea World, Busch, LegoLand
Lake Alfred, FL
22% off
Price is S$1,740
S$1,740
S$249 per night
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$2,565
S$2,565
S$366 per night
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$3,759
S$3,759
S$537 per night
includes taxes & fees
Image gallery for Heated Pool and Hot tub-near Legoland, Disney, Theme parks

9.89.8 out of 10 rating
Exceptional
(31 reviews)
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
Winter Haven, FL
15% off
Price is S$2,257
S$2,257
S$322 per night
includes taxes & fees
Image gallery for BEAUTIFUL FAMILY VILLA. GATED COMMUNITY SOUTH FACING POOL Wheelchair Friendly

9.89.8 out of 10 rating
Exceptional
(49 reviews)
BEAUTIFUL FAMILY VILLA. GATED COMMUNITY SOUTH FACING POOL Wheelchair Friendly
Haines City, FL
12% off
Price is S$2,489
S$2,489
S$356 per night
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$2,978
S$2,978
S$425 per night
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$2,017
S$2,017
S$288 per night
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$1,730
S$1,730
S$247 per night
includes taxes & fees
Image gallery for 🌴 UNIQUE LUXURY POOL VILLA 🌞 Private Pool/Golf View/Fully Refurbished

9.89.8 out of 10 rating
Exceptional
(82 reviews)
🌴 UNIQUE LUXURY POOL VILLA 🌞 Private Pool/Golf View/Fully Refurbished
Haines City, FL
11% off
Price is S$1,801
S$1,801
S$257 per night
includes taxes & fees
Image gallery for Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater

8.88.8 out of 10 rating
Excellent
(78 reviews)
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
Haines City, FL
15% off
Price is S$2,225
S$2,225
S$318 per night
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$1,923
S$1,923
S$275 per night
includes taxes & fees
Image gallery for Disney,Golf. Large Villa 4 Bedroom 3 Bath 2 Master 2 lounges.

9.89.8 out of 10 rating
Exceptional
(48 reviews)
Disney,Golf. Large Villa 4 Bedroom 3 Bath 2 Master 2 lounges.
Haines City, FL
7% off
Price is S$1,549
S$1,549
S$221 per night
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$928
S$928
S$133 per night
includes taxes & fees
Image gallery for Waterfront Lakehouse, Private Dock, Tiki Bar, Playground, Near Legoland | Lake Idylwild Delight

1010 out of 10 rating
Exceptional
(39 reviews)
Waterfront Lakehouse, Private Dock, Tiki Bar, Playground, Near Legoland | Lake Idylwild Delight
Winter Haven, FL
5% off
Price is S$3,869
S$3,869
S$553 per night
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$11,944
S$11,944
S$1,706 per night
includes taxes & fees
Image gallery for Disney-Legoland Southern Dunes Golf front south facing pool home 4 beds 3 baths

9.69.6 out of 10 rating
Exceptional
(102 reviews)
Disney-Legoland Southern Dunes Golf front south facing pool home 4 beds 3 baths
Haines City, FL
11% off
Price is S$1,494
S$1,494
S$213 per night
includes taxes & fees
Image gallery for ☀️ Outstandning & Lavish Luxury Villa ☀️ Private Pool & Spa & Golf Course View ⛳

9.89.8 out of 10 rating
Exceptional
(123 reviews)
☀️ Outstandning & Lavish Luxury Villa ☀️ Private Pool & Spa & Golf Course View ⛳
Haines City, FL
11% off
Price is S$1,707
S$1,707
S$244 per night
includes taxes & fees
Image gallery for THE SIGNATURE ORANGE GROVE SUITE

1010 out of 10 rating
Exceptional
(5 reviews)
THE SIGNATURE ORANGE GROVE SUITE
Lake Alfred, FL
12% off
Price is S$1,036
S$1,036
S$148 per night
includes taxes & fees
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Find the best place to stay - Cypresswood Golf and Country Club
MCO TPA LAL Traveling nurse Crashpad
Sleeps 16 · 4 bedrooms · 2 bathrooms
- 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