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Cypresswood Golf and Country Club, Winter Haven, Florida, United States of America

Cypresswood Golf and Country Club vacation rentals

We found 7,810 vacation rentals — enter your dates for availability

Discover a selection of 8,000 vacation rentals in Cypresswood Golf and Country Club, Winter Haven that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $40 per night, and houses and condos are popular options for a stay in Cypresswood Golf and Country Club. Either way, you'll find a rental for everyone's needs.
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Houses

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Condos/Apartments

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Villas

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Cottages

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Cabins

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Townhouses

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Bungalows

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Studios

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Find the best place to stay — Cypresswood Golf and Country Club

Golf and Country Club Condo

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
$60 avg/night
(5)

Beautiful new holiday home with private swimming pool in the garden suitable for 6 people

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
$100 avg/night
(33)

Beautiful Golf Course View - Perfect for Couples or Families

Sleeps 8 · 4 Bedrooms · 2 Bathrooms
$128 avg/night
(23)

☀️ Outstandning & Lavish Luxury Villa ☀️ Private Pool & Spa & Golf Course View ⛳

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
$155 avg/night
(57)

*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1722

Sleeps 7 · 3 Bedrooms · 2 Bathrooms
$70 avg/night
(3)

Luxury 4 BR /3 BA Villa - Pool/Spa Not Overlooked, Games Room

Sleeps 10 · 4 Bedrooms · 3 Bathrooms
$109 avg/night
(79)

Search 7,810 vacation rentals

Top rated rentals — Cypresswood Golf and Country Club
Stayed Dec 2020

Probably just my OCD

This property is almost exactly as advertised. The twin beds were replaced with another queen bed and the patio table is different, but nicer (imo, since it now expands). The bookcase was messy, but it didn't take long to straighten. Some of the pots...

Kathleen B.
Kathleen B.
Stayed Dec 2020

A Perfect Lake House Retreat

Crooked Cove was a perfect get away for our two families for a week of relaxation, fishing, and tubing. If you are looking for a lake house with dock for a boat with enough amenities and toys for adults and kids, this is the place. If you are bring...

Steven H.
Steven H.
Stayed Dec 2020

Really Great House

The house was great. There were a few things like one TV was broken on arrival and many of the video games weren't in their cases. The TV should get fixed but as far as the other stuff its probably really hard to keep those items from getting stolen....

Sabrina R.
Sabrina R.
Stayed Dec 2020

Great Place

We had a very nice stay at Carol’s dream! A beautiful house, well maintained and in a very nice neighborhood. It was very nice having the heated pool to relax. Very close to grocery stores and restaurants. The owners, Carol and Joe were very accessib...

Antonio D.
Antonio D.
Stayed Dec 2020

Mad I couldn’t book for more days

I was looking for a home away from home and I found it..everything from Walmart to every fast food place to dollar stores and supermarkets all within 5-10 min drive..Disney and universal 30 min away..Daytona beach is a little far 1 hr and 30 min away...

Ikeasha H.
Ikeasha H.

Philadelphia

Stayed Nov 2020

Affordable and Clean

In these days of Covid, we were worried about staying in a hotel. This place was big enough for us and very comfortable. Jin and Pedro were extremely accommodating and very responsive when we needed something. The home was VERY clean which put us at ...

Mary B.
Mary B.
Stayed Nov 2020

Loved the Property and Enjoyed Our Stay

Our Thanksgiving vacation was perfect. We enjoyed the property and spent most of our time in the lanai. We ate breakfast, lunch and dinner there. It was perfect! The pool and the hot tub were the best. We enjoyed this property and plan to be back! Th...

Elizabeth K.
Elizabeth K.

Duluth, GA USA

Stayed Nov 2020

Great vacation in Florida

We very much enjoyed our stay in Haines City, FL and had a relaxing vacation. The booking procedure was swift and Brad and Joan were very responsive throughout our stay and answered our questions instantly. The house was very clean and well equipped ...

Stefan B.
Stefan B.
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How many vacation rentals are available around Cypresswood Golf and Country Club, Winter Haven?

Our 2021 property listings offer a large selection of 7,810 vacation rentals around Cypresswood Golf and Country Club. From 7,229 house rentals to 454 condo and apartment rentals, find the best place to stay with your family and friends to discover the Cypresswood Golf and Country Club area.

Can I rent Houses near Cypresswood Golf and Country Club?

Yes, of course. Vrbo has 7,229 Houses near Cypresswood Golf and Country Club. Our other popular types of vacation rentals near Cypresswood Golf and Country Club include:

  • Condos/Apartments: 454 rentals available
  • Villas: 2,494 rentals available
  • Cottages: 20 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cabins and more.

Can I find a vacation rental with pool near Cypresswood Golf and Country Club?

Yes, you can select your preferred vacation rental with pool among our 7,430 vacation rentals with pool available near Cypresswood Golf and Country Club. Please use our search bar to access the selection of vacation rentals available.

    Can I book a vacation rental directly online or instantly near Cypresswood Golf and Country Club?

    Yes, Vrbo offers a selection of 7,809 vacation rentals to book directly online and 6,865 with instant booking available near Cypresswood Golf and Country Club. Don't wait, have a look at our vacation rentals via our search bar and be ready for your next trip near Cypresswood Golf and Country Club!