Accommodations in Winter Pines Golf Course, FL: Compare 10+ Sites & Save

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  3.  USA

  4.  Florida
  5.  Lakeland - Winter Haven

  6.  Winter Pines Golf Course

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306 Best Accommodations in Winter Pines Golf Course (Starting from $52)

John Shirleys Retreat
John Shirleys Retreat
House
Winter Haven, FL, USA
2.9k from Winter Pines Golf Course 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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Florida Chill\nSunshine by Day, Fire Pit Nights — 3BR with AC in Winter Haven
Florida Chill\nSunshine by Day, Fire Pit Nights — 3BR with AC in Winter Haven
House
Winter Haven, FL, 33884, United States
1.6k from Winter Pines Golf Course center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$216
Average price / night
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Private Entrance 1 Bd Guest Suite in Cypress Gardens near Legoland
Private Entrance 1 Bd Guest Suite in Cypress Gardens near Legoland
House
Winter Pines Golf Course, Winter Haven, Florida, USA
3.8k from Winter Pines Golf Course center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay

1 Bedroom5 Guests
9.6

Exceptional

30 reviews

$52
Average price / night
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Elita Inn
Elita Inn
Apartment
28550 U.S. 27, Dundee, FL, 33838, United States
1.7k from Winter Pines Golf Course 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
4.0k from Winter Pines Golf Course 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
2.0k from Winter Pines Golf Course 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
4.0k from Winter Pines Golf Course 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
2.3k from Winter Pines Golf Course 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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Modern 3 Bed 2 Bath Home 3 minutes from Legoland
Modern 3 Bed 2 Bath Home 3 minutes from Legoland
House
Winter Haven, FL, USA
4.0k from Winter Pines Golf Course center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$170
Average price / night
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The Poolside Escape
The Poolside Escape
House
Winter Haven, FL, 33884, United States
2.4k from Winter Pines Golf Course 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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Lakefront Retreat In Winterset
Lakefront Retreat In Winterset
House
Winter Haven, FL, USA
4.6k from Winter Pines Golf Course 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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Luxury Lakefront | Heated Salt Pool, Dock & Kayaks | Home Theatre & EV Charger | Near Theme Parks
Luxury Lakefront | Heated Salt Pool, Dock & Kayaks | Home Theatre & EV Charger | Near Theme Parks
House
Winter Haven, FL, 33881, United States
2.5k from Winter Pines Golf Course center

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

6 Bedrooms13 Guests
9.6

Exceptional

18 reviews

$692
Average price / night
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3Bed 2Bath Spacious-LakeHomeAceLoc4milesLEGOLAND
3Bed 2Bath Spacious-LakeHomeAceLoc4milesLEGOLAND
House
Cypress Gardens, FL, USA
4.8k from Winter Pines Golf Course 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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Heated Pool Backyard Fun | Kayaks | Boat Dock | Lake Access | Theater Room | EV Charger Theme Parks
Heated Pool Backyard Fun | Kayaks | Boat Dock | Lake Access | Theater Room | EV Charger Theme Parks
House
Winter Haven, FL, 33881, United States
2.5k from Winter Pines Golf Course center

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

3 Bedrooms6 Guests
9.8

Exceptional

16 reviews

$337
Average price / night
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LEGOLAND® Florida Resort
LEGOLAND® Florida Resort
Resort
Winter Haven, FL, USA
5.0k from Winter Pines Golf Course center

Accommodations, Pools, Resorts, Parking, 4-star, Lodgings, Places to stay, Family, Accessible hotels

380 Bedrooms25 Guests
8.3

Very Good

1537 reviews

$240
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
2.6k from Winter Pines Golf Course 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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The Luxury Lakehouse
The Luxury Lakehouse
House
Winter Haven, FL, USA
5.1k from Winter Pines Golf Course center

Luxury, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

3 Bedrooms7 Guests
7.7

Good

3 reviews

$307
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 Winter Pines Golf Course 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
5.3k from Winter Pines Golf Course 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
3.0k from Winter Pines Golf Course 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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Cozy Lakefront Home w/Pool -7 mins from Legoland
Cozy Lakefront Home w/Pool -7 mins from Legoland
House
Winter Haven, FL, USA
5.4k from Winter Pines Golf Course center

View, Parking, Ocean View, Barbecue/Outdoor Cooking, Internet, Oceanfront, Security/Safety

3 Bedrooms8 Guests
7.8

Good

8 reviews

$194
Average price / night
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Family Winter Haven Retreat w/ Pool & Game Room
Family Winter Haven Retreat w/ Pool & Game Room
House
Winter Haven, FL, 33884, United States
3.0k from Winter Pines Golf Course center

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

3 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$274
Average price / night
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Luxury 3BR with Private POOL • 4 MIN to LEGOLAND • GAME ROOM & FULL KITCHEN.
Luxury 3BR with Private POOL • 4 MIN to LEGOLAND • GAME ROOM & FULL KITCHEN.
House
Winter Haven, FL, 33884, United States
3.1k from Winter Pines Golf Course center

AC, Dryer, Heater, Internet, Laundry, Living Area, No Smoking, Washer

3 Bedrooms8 Guests
New to Booking
$354
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
3.3k from Winter Pines Golf Course 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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3 bdrm Lakefront home in Dundee, FL. 7m to Lego Land, 28m to Disney Wild Kingdom
3 bdrm Lakefront home in Dundee, FL. 7m to Lego Land, 28m to Disney Wild Kingdom
House
Dundee, FL, 33838, United States
3.4k from Winter Pines Golf Course center

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

3 Bedrooms6 Guests
New to Booking
$159
Average price / night
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Beautiful Private Newer and Gated 55+ Community.
Beautiful Private Newer and Gated 55+ Community.
Villa
Winter Haven, FL, 33884, United States
3.4k from Winter Pines Golf Course center

AC, Arcade, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms3 Guests
New to Booking
$208
Average price / night
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Family-Friendly Pool Home Just Minutes from Legoland — Sleeps 6+!
Family-Friendly Pool Home Just Minutes from Legoland — Sleeps 6+!
House
Winter Haven, FL, 33884, United States
3.5k from Winter Pines Golf Course center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$323
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 Accommodations in Winter Pines Golf Course.

Where to stay in Winter Pines Golf Course? Best neighborhoods & areas

Winter Pines Golf Course Accommodations on the Map

Frequently Asked Questions

You can explore 306 verified accommodations in Winter Pines Golf Course, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Winter Pines Golf Course vary based on property type, location, and travel dates. Rates typically start from around $52 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Winter Pines Golf Course.

Yes, Winter Pines Golf Course offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 57 listings in Winter Pines Golf Course are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Winter Pines Golf Course, booking several months ahead can help secure your preferred property.

Accommodations in Winter Pines Golf Course commonly include amenities such as Fireplace/Heating, Bedding/Linens, and Laundry. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Winter Pines Golf Course focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Winter Pines Golf Course.