Holiday rentals near Cypresswood Golf and Country Club
We found 827 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:3 Oct - 10 Oct
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 AU$3,546
AU$3,546
AU$507 per night
includes taxes & fees
Image gallery for Modern Townhouse, Balmoral Resort Haines City Vacation Rentals
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Modern Townhouse, Balmoral Resort Haines City Vacation Rentals
Haines City, FL
7% off
Price is AU$1,653
AU$1,653
AU$236 per night
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
(27 reviews)
Amazing Lakeview 4 BR Vacation Home with Heated Pool! Near All Parks.
Haines City, FL
8% off
Price is AU$3,844
AU$3,844
AU$549 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 AU$2,287
AU$2,287
AU$327 per night
includes taxes & fees
Image gallery for Lake Front! Spacious Home w/heated pool & kayaks
1010 out of 10 rating
Exceptional
(12 reviews)
Lake Front! Spacious Home w/heated pool & kayaks
Lake Wales, FL
8% off
Price is AU$4,367
AU$4,367
AU$624 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 AU$3,223
AU$3,223
AU$460 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 AU$2,484
AU$2,484
AU$355 per night
includes taxes & fees
Image gallery for New! 4-bedroom/Pool/Jacuzzi/ PGA Top Golf Course
9.49.4 out of 10 rating
Exceptional
(32 reviews)
New! 4-bedroom/Pool/Jacuzzi/ PGA Top Golf Course
Haines City, FL
14% off
Price is AU$2,132
AU$2,132
AU$305 per night
includes taxes & fees
Image gallery for Balmoral luxury villa
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Balmoral luxury villa
Haines City, FL
7% off
Price is AU$1,911
AU$1,911
AU$273 per night
includes taxes & fees
Image gallery for Luxury Golf Villa with Private Pool & Stunning Sunny Southern exposure all day!
1010 out of 10 rating
Exceptional
(9 reviews)
Luxury Golf Villa with Private Pool & Stunning Sunny Southern exposure all day!
Haines City, FL
7% off
Price is AU$2,388
AU$2,388
AU$341 per night
includes taxes & fees
Image gallery for Lake Marion Golf Resort Villa
9.49.4 out of 10 rating
Exceptional
(36 reviews)
Lake Marion Golf Resort Villa
Kissimmee, FL
7% off
Price is AU$1,095
AU$1,095
AU$156 per night
includes taxes & fees
Image gallery for Golf and Disney Family Vacation Home in Gated Golf Community, Near Orlando FL
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Golf and Disney Family Vacation Home in Gated Golf Community, Near Orlando FL
Haines City, FL
7% off
Price is AU$1,949
AU$1,949
AU$278 per night
includes taxes & fees
Image gallery for Serenity Retreat, Confidently Clean
9.69.6 out of 10 rating
Exceptional
(32 reviews)
Serenity Retreat, Confidently Clean
Winter Haven, FL
8% off
Price is AU$1,411
AU$1,411
AU$202 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 AU$1,947
AU$1,947
AU$278 per night
includes taxes & fees
Image gallery for Spacious, LUXURY 4 bedroom villa with pool and spa close to Disney
9.89.8 out of 10 rating
Exceptional
(84 reviews)
Spacious, LUXURY 4 bedroom villa with pool and spa close to Disney
Haines City, FL
12% off
Price is AU$2,005
AU$2,005
AU$286 per night
includes taxes & fees
Image gallery for Magnificent Sunsets on the Lake with new cheaper rates!!!!
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Magnificent Sunsets on the Lake with new cheaper rates!!!!
Auburndale, FL
7% off
Price is AU$1,890
AU$1,890
AU$270 per night
includes taxes & fees
Image gallery for SOUTHERN DUNES VILLA - GOLF! POOL! CLOSE TO DISNEY, LEGOLAND, UNIVERSAL!
9.89.8 out of 10 rating
Exceptional
(40 reviews)
SOUTHERN DUNES VILLA - GOLF! POOL! CLOSE TO DISNEY, LEGOLAND, UNIVERSAL!
Haines City, FL
7% off
Price is AU$1,624
AU$1,624
AU$232 per night
includes taxes & fees
Image gallery for Amazing Lakefront Views! 4/4, Pool, Diving Board, Spa, Pool Table, near LegoLand
8.88.8 out of 10 rating
Excellent
(96 reviews)
Amazing Lakefront Views! 4/4, Pool, Diving Board, Spa, Pool Table, near LegoLand
Winter Haven, FL
8% off
Price is AU$4,071
AU$4,071
AU$582 per night
includes taxes & fees
Image gallery for Cozy and Clean Condo<br>Lake Marion Golf Resort
9.49.4 out of 10 rating
Exceptional
(43 reviews)
Cozy and Clean Condo<br>Lake Marion Golf Resort
Kissimmee, FL
7% off
Price is AU$1,095
AU$1,095
AU$156 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 AU$3,285
AU$3,285
AU$469 per night
includes taxes & fees
Image gallery for Private Entrance 1 Bd 1.5 Bath Guest Suite in Cypress Gardens near Legoland
1010 out of 10 rating
Exceptional
(11 reviews)
Private Entrance 1 Bd 1.5 Bath Guest Suite in Cypress Gardens near Legoland
Winter Haven, FL
7% off
Price is AU$774
AU$774
AU$111 per night
includes taxes & fees
Image gallery for 3 Bedroom Magnolia Farmhouse- Cozy with a Perfect Patio
1010 out of 10 rating
Exceptional
(13 reviews)
3 Bedroom Magnolia Farmhouse- Cozy with a Perfect Patio
Winter Haven, FL
12% off
Price is AU$1,455
AU$1,455
AU$208 per night
includes taxes & fees
Image gallery for The Lake Alfred Citrus Wood Guest Cabin
9.69.6 out of 10 rating
Exceptional
(22 reviews)
The Lake Alfred Citrus Wood Guest Cabin
Lake Alfred, FL
13% off
Price is AU$1,152
AU$1,152
AU$165 per night
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 AU$4,662
AU$4,662
AU$666 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Cypresswood Golf and Country Club
Vintage Love Studio
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Confidently Clean, Quint & Cozy Apartment
Sleeps 3 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
Lake Marion Golf Resort Villa
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
View Container 5*Centrally Located*Private Bed/Bath
Sleeps 5 · 1 bedroom · 1 bathroom
8.68.6 out of 10
Excellentexcellent
21 reviews(21 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