Short-Term Rentals in Winterset Gardens, FL: Compare 10+ Sites & Save

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  3.  USA

  4.  Florida
  5.  Lakeland - Winter Haven

  6.  Winterset Gardens

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196 Best Short-Term Rentals in Winterset Gardens (Starting from $52)

Lakefront Retreat In Winterset
Lakefront Retreat In Winterset
House
Winter Haven, FL, USA
0.6k from Winterset Gardens 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
Check Availability
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
0.6k from Winterset Gardens 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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The Luxury Lakehouse
The Luxury Lakehouse
House
Winter Haven, FL, USA
1.3k from Winterset Gardens 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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Hot Tub and Fire Pit Lakefront Home on Lake Eloise
Hot Tub and Fire Pit Lakefront Home on Lake Eloise
Apartment
Winter Haven, FL, USA
1.6k from Winterset Gardens center

Apartments, Accommodations, Parking, Spa, Lodgings, Hot tubs, Places to stay, Family

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$245
Average price / night
Check Availability
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
0.6k from Winterset Gardens center

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

4 Bedrooms8 Guests
9.8

Exceptional

47 reviews

$431
Average price / night
Check Availability
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
1.7k from Winterset Gardens 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
Check Availability
Modern Winter Haven House
Modern Winter Haven House
House
Winter Haven, FL, 33884, United States
0.7k from Winterset Gardens center

AC, Dryer, Heater, Internet, Laundry, Washer

4 Bedrooms10 Guests
3.0

Review score

2 reviews

$264
Average price / night
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John Shirleys Retreat
John Shirleys Retreat
House
Winter Haven, FL, USA
1.8k from Winterset Gardens 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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Luxury Lakehouse on Lake Ruby - Dock - Game Room - Near Legoland
Luxury Lakehouse on Lake Ruby - Dock - Game Room - Near Legoland
House
Winter Haven, FL, 33884, United States
1.1k from Winterset Gardens center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, No Smoking

3 Bedrooms8 Guests
New to Booking
$495
Average price / night
Check Availability
Private Entrance 1 Bd Guest Suite in Cypress Gardens near Legoland
Private Entrance 1 Bd Guest Suite in Cypress Gardens near Legoland
House
Winterset Gardens, Winter Haven, Florida, USA
1.9k from Winterset Gardens 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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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
1.5k from Winterset Gardens center

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

3 Bedrooms8 Guests
New to Booking
$354
Average price / night
Check Availability
2Bed 1Bath CentralLocation 2 Mile LEGOLAND and Dining
2Bed 1Bath CentralLocation 2 Mile LEGOLAND and Dining
House
Cypress Gardens, FL, USA
3.2k from Winterset Gardens 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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Spectacular Waterfront Home in Winter Haven
Spectacular Waterfront Home in Winter Haven
House
Winter Haven, FL, 33884, United States
1.5k from Winterset Gardens 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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Stylish-N-Private 1BR Retreat 2 Miles to LegoLand
Stylish-N-Private 1BR Retreat 2 Miles to LegoLand
House
Winter Haven, FL, USA
3.2k from Winterset Gardens 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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Hot Tub & Fire Pit: Lakefront Home on Lake Eloise
Hot Tub & Fire Pit: Lakefront Home on Lake Eloise
Apartment
Winter Haven, FL, 33884, United States
1.6k from Winterset Gardens center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom4 Guests
10.0

Exceptional

30 reviews

$246
Average price / night
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Playground Access Winter Haven Getaway with Patio!
Playground Access Winter Haven Getaway with Patio!
House
Winter Haven, FL, USA
3.3k from Winterset Gardens center

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

4 Bedrooms8 Guests
7.0

Good

1 reviews

$198
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
1.7k from Winterset Gardens center

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

3 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$274
Average price / night
Check Availability
Winter Haven Retreat with Private Pool!
Winter Haven Retreat with Private Pool!
House
Winter Haven, FL, USA
3.5k from Winterset Gardens center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
7.8

Good

6 reviews

$236
Average price / night
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John Shirley's Retreat
John Shirley's Retreat
House
Winter Haven, FL, 33884, United States
1.9k from Winterset Gardens 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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Bright Cypress Gardens Home Near Legoland!
Bright Cypress Gardens Home Near Legoland!
House
Cypress Gardens, FL, USA
3.9k from Winterset Gardens center

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

3 Bedrooms6 Guests
9.8

Exceptional

7 reviews

$143
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
1.9k from Winterset Gardens 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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Cozy Lakefront Home w/Pool -7 mins from Legoland
Cozy Lakefront Home w/Pool -7 mins from Legoland
House
Winter Haven, FL, USA
4.1k from Winterset Gardens 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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Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool
House
Winter Haven, FL, 33884, United States
2.1k from Winterset Gardens center

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

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$234
Average price / night
Check Availability
5 BR home with large patio, pool & outdoor family fun - 7 mins to LEGOLAND!
5 BR home with large patio, pool & outdoor family fun - 7 mins to LEGOLAND!
House
Winter Haven, FL, 33884, United States
2.2k from Winterset Gardens center

AC, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Patio

5 Bedrooms12 Guests
9.6

Exceptional

4 reviews

$392
Average price / night
Check Availability
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
2.2k from Winterset Gardens center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$323
Average price / night
Check Availability
Cozy Haven Apartment
Cozy Haven Apartment
Apartment
Winter Haven, FL, 33884, United States
2.3k from Winterset Gardens center

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

1 Bedroom2 Guests
10.0

Exceptional

15 reviews

$95
Average price / night
Check Availability
The Poolside Escape
The Poolside Escape
House
Winter Haven, FL, 33884, United States
2.3k from Winterset Gardens center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$245
Average price / night
Check Availability

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 Short-Term Rentals in Winterset Gardens.

Stay Near Winterset Gardens's Top Attractions

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Winterset Gardens Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 196 verified short-term rentals in Winterset Gardens, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Winterset Gardens vary depending on location, property size, and travel dates. Rates typically start from around $52 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Winterset Gardens include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Winterset Gardens, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Winterset Gardens often include amenities such as Fireplace/Heating, Laundry, and Child Friendly, providing a comfortable and convenient stay.

Short-term rentals in Winterset Gardens are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.