Pet-Friendly Rentals in Cypresswood Golf and Country Club, FL: Compare 10+ Sites & Save

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  5.  Lakeland - Winter Haven

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60 Best Pet-Friendly Rentals in Cypresswood Golf and Country Club (Starting from $67)

John Shirleys Retreat
John Shirleys Retreat
House
Winter Haven, FL, USA
2.9k from Cypresswood Golf and Country Club center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms6 Guests
8.2

Very Good

5 reviews

$176
Average price / night
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Elita Inn
Elita Inn
Apartment
28550 U.S. 27, Dundee, FL, 33838, United States
1.7k from Cypresswood Golf and Country Club center

AC, Free Parking, Frontdesk 24 Hour, Internet, Laundry, Microwave, No Smoking

1 Bedroom3 Guests
7.6

Good

28 reviews

$89
Average price / night
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2Bed 1Bath CentralLocation 2 Mile LEGOLAND and Dining
2Bed 1Bath CentralLocation 2 Mile LEGOLAND and Dining
House
Cypress Gardens, FL, USA
4.1k from Cypresswood Golf and Country Club center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms5 Guests
9.0

Fabulous

3 reviews

$117
Average price / night
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New Modern Studio/Guest House in serene Dundee, Great Location, Smoke-Free
New Modern Studio/Guest House in serene Dundee, Great Location, Smoke-Free
Apartment
Dundee, FL, 33838, United States
1.9k from Cypresswood Golf and Country Club center

AC, Heater, Internet, No Smoking

1 Bedroom4 Guests
New to Booking
$67
Average price / night
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Stylish-N-Private 1BR Retreat 2 Miles to LegoLand
Stylish-N-Private 1BR Retreat 2 Miles to LegoLand
House
Winter Haven, FL, USA
4.1k from Cypresswood Golf and Country Club center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
8.7

Fabulous

12 reviews

$105
Average price / night
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Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven
Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven
Apartment
Winter Haven, FL, 33884, United States
2.4k from Cypresswood Golf and Country Club center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio, TV

1 Bedroom4 Guests
New to Booking
$144
Average price / night
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Lakefront Retreat In Winterset
Lakefront Retreat In Winterset
House
Winter Haven, FL, USA
4.7k from Cypresswood Golf and Country Club center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs, Places to stay

1 Bedroom6 Guests
New to Booking
$117
Average price / night
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The Poolside Escape
The Poolside Escape
House
Winter Haven, FL, 33884, United States
2.5k from Cypresswood Golf and Country Club center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$245
Average price / night
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3Bed 2Bath Spacious-LakeHomeAceLoc4milesLEGOLAND
3Bed 2Bath Spacious-LakeHomeAceLoc4milesLEGOLAND
House
Cypress Gardens, FL, USA
4.9k from Cypresswood Golf and Country Club center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms7 Guests
7.7

Good

4 reviews

$139
Average price / night
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Casa Inman – 3BR Luxury Stay Minutes from Legoland
Casa Inman – 3BR Luxury Stay Minutes from Legoland
Villa
Winter Haven, FL, 33881, United States
2.7k from Cypresswood Golf and Country Club center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms10 Guests
8.4

Very Good

5 reviews

$248
Average price / night
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1Bed 1Bath Container Home Centrally Located
1Bed 1Bath Container Home Centrally Located
Ski Chalet
Cypress Gardens, FL, USA
4.9k from Cypresswood Golf and Country Club center

Cheap, Accommodations, Parking, Cabins, Cottages, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom3 Guests
8.7

Fabulous

13 reviews

$91
Average price / night
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John Shirley's Retreat
John Shirley's Retreat
House
Winter Haven, FL, 33884, United States
2.8k from Cypresswood Golf and Country Club center

AC, Barbecue, Dryer, Free Parking, Heater, Laundry, Microwave, No Smoking, Pool

3 Bedrooms8 Guests
New to Booking
$319
Average price / night
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Stylish Lake home with HUGE POOL, Arcade with PS5,and Theater Just 5 min from Legoland
Stylish Lake home with HUGE POOL, Arcade with PS5,and Theater Just 5 min from Legoland
House
Winter Haven, FL, USA
5.4k from Cypresswood Golf and Country Club center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms6 Guests
8.6

Fabulous

10 reviews

$269
Average price / night
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Family Vacation Home · 8 Minutes from Legoland Florida
Family Vacation Home · 8 Minutes from Legoland Florida
Villa
Winter Haven, FL, 33884, United States
3.1k from Cypresswood Golf and Country Club center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms7 Guests
10.0

Exceptional

3 reviews

$342
Average price / night
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Central Private King Suit Washer Dryer 2 Miles to Hospital
Central Private King Suit Washer Dryer 2 Miles to Hospital
Apartment
Winter Haven, FL, USA
5.9k from Cypresswood Golf and Country Club center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Self-catering

1 Bedroom3 Guests
8.7

Fabulous

28 reviews

$96
Average price / night
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Relaxing Retreat with Game Room + Massage Chair+ Fire Pit + Wood Fire Pizza Oven
Relaxing Retreat with Game Room + Massage Chair+ Fire Pit + Wood Fire Pizza Oven
House
Dundee, FL, 33838, United States
3.2k from Cypresswood Golf and Country Club center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$172
Average price / night
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Winter Haven Home with Pool Near Legoland!
Winter Haven Home with Pool Near Legoland!
House
Winter Haven, FL, USA
6.4k from Cypresswood Golf and Country Club center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms8 Guests
9.6

Exceptional

11 reviews

$231
Average price / night
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Legoland 3 Bedroom Pet Friendly Pool Home
Legoland 3 Bedroom Pet Friendly Pool Home
House
Winter Haven, FL, 33884, United States
3.9k from Cypresswood Golf and Country Club center

AC, Dryer, Internet, Laundry, No Smoking, Pool, TV, Washer

6 Bedrooms13 Guests
7.4

Good

3 reviews

$263
Average price / night
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Pool 9min Legoland Disney Universal 40 Min
Pool 9min Legoland Disney Universal 40 Min
House
Cypress Gardens, FL, USA
6.4k from Cypresswood Golf and Country Club center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Accessible hotels

3 Bedrooms8 Guests
New to Booking
$288
Average price / night
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Heated Pool and Hot tub-near Legoland, Disney, Theme parks
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
House
Winter Haven, FL, 33884, United States
4.0k from Cypresswood Golf and Country Club center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms8 Guests
9.8

Exceptional

47 reviews

$431
Average price / night
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Winter Haven Apt 1 Mi to Polk State College!
Winter Haven Apt 1 Mi to Polk State College!
Apartment
Winter Haven, FL, USA
6.8k from Cypresswood Golf and Country Club center

Apartments, Cheap, Accommodations, Parking, Spa, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$67
Average price / night
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Modern Winter Haven House
Modern Winter Haven House
House
Winter Haven, FL, 33884, United States
4.2k from Cypresswood Golf and Country Club center

AC, Dryer, Heater, Internet, Laundry, Washer

4 Bedrooms10 Guests
3.0

Review score

2 reviews

$264
Average price / night
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2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.
2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.
Apartment
Winter Haven, FL, 33884, United States
4.5k from Cypresswood Golf and Country Club center

AC, Arcade, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet

2 Bedrooms6 Guests
10.0

Exceptional

17 reviews

$208
Average price / night
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Lake Hamilton Oasis - Pool • Dock • Sunrise Views
Lake Hamilton Oasis - Pool • Dock • Sunrise Views
House
Winter Haven, FL, 33881, United States
5.4k from Cypresswood Golf and Country Club center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
New to Booking
$321
Average price / night
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Heated Pool, Arcade with PS5, 5min from Legoland-Stylish LakeHome
Heated Pool, Arcade with PS5, 5min from Legoland-Stylish LakeHome
House
Winter Haven, FL, 33884, United States
5.4k from Cypresswood Golf and Country Club center

AC, Arcade, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms7 Guests
10.0

Exceptional

11 reviews

$387
Average price / night
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Ultimate Family Getaway: 4BR Home with Pool & Games
Ultimate Family Getaway: 4BR Home with Pool & Games
House
Winter Haven, FL, 33881, United States
5.8k from Cypresswood Golf and Country Club center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

5 Bedrooms10 Guests
New to Booking
$408
Average price / night
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Spectacular Waterfront Home in Winter Haven
Spectacular Waterfront Home in Winter Haven
House
Winter Haven, FL, 33884, United States
5.8k from Cypresswood Golf and Country Club center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

26 reviews

$923
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Pet-Friendly Rentals in Cypresswood Golf and Country Club.

Where to stay in Cypresswood Golf and Country Club? Best neighborhoods & areas

Cypresswood Golf and Country Club Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 60 verified pet-friendly rentals in Cypresswood Golf and Country Club. These include a range of homes, cabins, and condos that welcome pets, making it easier to plan a trip with your companion.

Pet fees in Cypresswood Golf and Country Club vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $67 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Cypresswood Golf and Country Club may have weight or breed restrictions, while others are more flexible. It’s recommended to review the property’s house rules or contact the host to confirm whether your pet is allowed.

Some pet-friendly rentals in Cypresswood Golf and Country Club include fenced or partially enclosed outdoor spaces, which can be helpful for pets. Checking the listing details can help you find properties that offer secure outdoor areas.

Pet-friendly properties can be in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. Availability may be more flexible during off-peak periods.

Pet-friendly rentals in Cypresswood Golf and Country Club may include amenities such as Pet Friendly, Fireplace/Heating, and Child Friendly. These features help make stays more comfortable for both pets and their owners.

You can use map-based search features to find rentals located near dog parks, walking trails, or pet-friendly outdoor areas. This can help you choose a location that is convenient for daily walks and outdoor activities with your pet.