Winter Haven Vacation Rentals

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Florida Disney Star Wars Villa
Florida Disney Star Wars Villa
Florida Disney Star Wars Villa
Florida Disney Star Wars Villa
Florida Disney Star Wars Villa
Florida Disney Star Wars Villa
Florida Disney Star Wars Villa
Florida Disney Star Wars Villa
Florida Disney Star Wars Villa
Florida Disney Star Wars Villa
Florida Disney Star Wars Villa
Florida Disney Star Wars Villa
Florida Disney Star Wars Villa
Florida Disney Star Wars Villa
Florida Disney Star Wars Villa

Florida Disney Star Wars Villa

5 Bedrooms
2½ Bathrooms
$209 - $1050 / night (excl. fees & taxes)
Cute & Cozy Guesthouse in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
Cute & Cozy Guesthouse in Winter Haven

Cute & Cozy Guesthouse in Winter Haven

1 Bedroom
1 Bathroom
4.79IconIconIconIconIcon
42 reviews
$65 / night (excl. fees & taxes)
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Charming Sunset Lakefront Home | Hot Tub
Charming Sunset Lakefront Home | Hot Tub
Charming Sunset Lakefront Home | Hot Tub
Charming Sunset Lakefront Home | Hot Tub
Charming Sunset Lakefront Home | Hot Tub
Charming Sunset Lakefront Home | Hot Tub
Charming Sunset Lakefront Home | Hot Tub
Charming Sunset Lakefront Home | Hot Tub
Charming Sunset Lakefront Home | Hot Tub
Charming Sunset Lakefront Home | Hot Tub
Charming Sunset Lakefront Home | Hot Tub
Charming Sunset Lakefront Home | Hot Tub
Charming Sunset Lakefront Home | Hot Tub
Charming Sunset Lakefront Home | Hot Tub
Charming Sunset Lakefront Home | Hot Tub

Charming Sunset Lakefront Home | Hot Tub

3 Bedrooms
2 Bathrooms
$69 - $1000 / night (excl. fees & taxes)
Serene Lakeside Cottage Retreat
Serene Lakeside Cottage Retreat
Serene Lakeside Cottage Retreat
Serene Lakeside Cottage Retreat
Serene Lakeside Cottage Retreat
Serene Lakeside Cottage Retreat
Serene Lakeside Cottage Retreat
Serene Lakeside Cottage Retreat
Serene Lakeside Cottage Retreat
Serene Lakeside Cottage Retreat
Serene Lakeside Cottage Retreat
Serene Lakeside Cottage Retreat
Serene Lakeside Cottage Retreat
Serene Lakeside Cottage Retreat
Serene Lakeside Cottage Retreat

Serene Lakeside Cottage Retreat

3 Bedrooms
2 Bathrooms
$150 - $318 / night (excl. fees & taxes)
Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool
Newly remodeled Vacation Home with Saltwater Pool

Newly remodeled Vacation Home with Saltwater Pool

3 Bedrooms
2 Bathrooms
$195 / night (excl. fees & taxes)
Oasis 15 minutes from Disney
Oasis 15 minutes from Disney
Oasis 15 minutes from Disney
Oasis 15 minutes from Disney
Oasis 15 minutes from Disney
Oasis 15 minutes from Disney
Oasis 15 minutes from Disney
Oasis 15 minutes from Disney
Oasis 15 minutes from Disney
Oasis 15 minutes from Disney
Oasis 15 minutes from Disney
Oasis 15 minutes from Disney
Oasis 15 minutes from Disney
Oasis 15 minutes from Disney
Oasis 15 minutes from Disney

Oasis 15 minutes from Disney

3 Bedrooms
2 Bathrooms
$120 / night (excl. fees & taxes)
Charming Duplex in Lakeland!
Charming Duplex in Lakeland!
Charming Duplex in Lakeland!
Charming Duplex in Lakeland!
Charming Duplex in Lakeland!
Charming Duplex in Lakeland!
Charming Duplex in Lakeland!
Charming Duplex in Lakeland!
Charming Duplex in Lakeland!
Charming Duplex in Lakeland!
Charming Duplex in Lakeland!
Charming Duplex in Lakeland!
Charming Duplex in Lakeland!
Charming Duplex in Lakeland!
Charming Duplex in Lakeland!

Charming Duplex in Lakeland!

1 Bedroom
1 Bathroom
$104 - $252 / night (excl. fees & taxes)
Peaceful Escape- Tivoli Manor
Peaceful Escape- Tivoli Manor
Peaceful Escape- Tivoli Manor
Peaceful Escape- Tivoli Manor
Peaceful Escape- Tivoli Manor
Peaceful Escape- Tivoli Manor
Peaceful Escape- Tivoli Manor
Peaceful Escape- Tivoli Manor
Peaceful Escape- Tivoli Manor
Peaceful Escape- Tivoli Manor
Peaceful Escape- Tivoli Manor
Peaceful Escape- Tivoli Manor
Peaceful Escape- Tivoli Manor
Peaceful Escape- Tivoli Manor
Peaceful Escape- Tivoli Manor

Peaceful Escape- Tivoli Manor

4 Bedrooms
3 Bathrooms
$130 - $250 / night (excl. fees & taxes)
Beautiful Mid-Century Bungalow
Beautiful Mid-Century Bungalow
Beautiful Mid-Century Bungalow
Beautiful Mid-Century Bungalow
Beautiful Mid-Century Bungalow
Beautiful Mid-Century Bungalow
Beautiful Mid-Century Bungalow
Beautiful Mid-Century Bungalow
Beautiful Mid-Century Bungalow
Beautiful Mid-Century Bungalow
Beautiful Mid-Century Bungalow
Beautiful Mid-Century Bungalow

Beautiful Mid-Century Bungalow

2 Bedrooms
1 Bathroom
5IconIconIconIconIcon
8 reviews
$110 / night (excl. fees & taxes)
Lake House in Lake Wales Florida
Lake House in Lake Wales Florida
Lake House in Lake Wales Florida
Lake House in Lake Wales Florida
Lake House in Lake Wales Florida
Lake House in Lake Wales Florida
Lake House in Lake Wales Florida
Lake House in Lake Wales Florida
Lake House in Lake Wales Florida
Lake House in Lake Wales Florida
Lake House in Lake Wales Florida
Lake House in Lake Wales Florida
Lake House in Lake Wales Florida
Lake House in Lake Wales Florida
Lake House in Lake Wales Florida

Lake House in Lake Wales Florida

2 Bedrooms
1 Bathroom
$63 - $126 / night (excl. fees & taxes)
Famous Bowling House
Famous Bowling House
Famous Bowling House
Famous Bowling House
Famous Bowling House
Famous Bowling House
Famous Bowling House
Famous Bowling House
Famous Bowling House
Famous Bowling House
Famous Bowling House
Famous Bowling House
Famous Bowling House
Famous Bowling House
Famous Bowling House

Famous Bowling House

10 Bedrooms
10 Bathrooms
5IconIconIconIconIcon
6 reviews
$1495 / night (excl. fees & taxes)
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New Build - Cozy House & Game Room
New Build - Cozy House & Game Room
New Build - Cozy House & Game Room
New Build - Cozy House & Game Room
New Build - Cozy House & Game Room
New Build - Cozy House & Game Room
New Build - Cozy House & Game Room
New Build - Cozy House & Game Room
New Build - Cozy House & Game Room
New Build - Cozy House & Game Room
New Build - Cozy House & Game Room
New Build - Cozy House & Game Room
New Build - Cozy House & Game Room
New Build - Cozy House & Game Room
New Build - Cozy House & Game Room

New Build - Cozy House & Game Room

4 Bedrooms
3 Bathrooms
$120 - $240 / night (excl. fees & taxes)
Disney Area Charming house with private pool
Disney Area Charming house with private pool
Disney Area Charming house with private pool
Disney Area Charming house with private pool
Disney Area Charming house with private pool
Disney Area Charming house with private pool
Disney Area Charming house with private pool
Disney Area Charming house with private pool
Disney Area Charming house with private pool
Disney Area Charming house with private pool
Disney Area Charming house with private pool
Disney Area Charming house with private pool
Disney Area Charming house with private pool
Disney Area Charming house with private pool
Disney Area Charming house with private pool

Disney Area Charming house with private pool

4 Bedrooms
3 Bathrooms
4.93IconIconIconIconIcon
107 reviews
$180 / night (excl. fees & taxes)
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM

SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM

5 Bedrooms
5 Bathrooms
5IconIconIconIconIcon
4 reviews
$180 - $386 / night (excl. fees & taxes)
Stylish Villa in Watersong -4bd/3ba, Pool & Spa
Stylish Villa in Watersong -4bd/3ba, Pool & Spa
Stylish Villa in Watersong -4bd/3ba, Pool & Spa
Stylish Villa in Watersong -4bd/3ba, Pool & Spa
Stylish Villa in Watersong -4bd/3ba, Pool & Spa
Stylish Villa in Watersong -4bd/3ba, Pool & Spa
Stylish Villa in Watersong -4bd/3ba, Pool & Spa
Stylish Villa in Watersong -4bd/3ba, Pool & Spa
Stylish Villa in Watersong -4bd/3ba, Pool & Spa
Stylish Villa in Watersong -4bd/3ba, Pool & Spa
Stylish Villa in Watersong -4bd/3ba, Pool & Spa
Stylish Villa in Watersong -4bd/3ba, Pool & Spa
Stylish Villa in Watersong -4bd/3ba, Pool & Spa
Stylish Villa in Watersong -4bd/3ba, Pool & Spa
Stylish Villa in Watersong -4bd/3ba, Pool & Spa

Stylish Villa in Watersong -4bd/3ba, Pool & Spa

4 Bedrooms
3 Bathrooms
5IconIconIconIconIcon
24 reviews
$145 - $200 / night (excl. fees & taxes)
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Game Room House - Resort Access
Game Room House - Resort Access
Game Room House - Resort Access
Game Room House - Resort Access
Game Room House - Resort Access
Game Room House - Resort Access
Game Room House - Resort Access
Game Room House - Resort Access
Game Room House - Resort Access
Game Room House - Resort Access
Game Room House - Resort Access
Game Room House - Resort Access
Game Room House - Resort Access
Game Room House - Resort Access
Game Room House - Resort Access

Game Room House - Resort Access

3 Bedrooms
2 Bathrooms
$99 - $289 / night (excl. fees & taxes)
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Elegant&Amazing with Lake View
Elegant&Amazing with Lake View
Elegant&Amazing with Lake View
Elegant&Amazing with Lake View
Elegant&Amazing with Lake View
Elegant&Amazing with Lake View
Elegant&Amazing with Lake View
Elegant&Amazing with Lake View
Elegant&Amazing with Lake View
Elegant&Amazing with Lake View
Elegant&Amazing with Lake View
Elegant&Amazing with Lake View
Elegant&Amazing with Lake View
Elegant&Amazing with Lake View
Elegant&Amazing with Lake View

Elegant&Amazing with Lake View

4 Bedrooms
3 Bathrooms
$120 - $385 / night (excl. fees & taxes)
Global Bowling Villa, sleeps 34
Global Bowling Villa, sleeps 34
Global Bowling Villa, sleeps 34
Global Bowling Villa, sleeps 34
Global Bowling Villa, sleeps 34
Global Bowling Villa, sleeps 34
Global Bowling Villa, sleeps 34
Global Bowling Villa, sleeps 34
Global Bowling Villa, sleeps 34
Global Bowling Villa, sleeps 34
Global Bowling Villa, sleeps 34
Global Bowling Villa, sleeps 34
Global Bowling Villa, sleeps 34
Global Bowling Villa, sleeps 34
Global Bowling Villa, sleeps 34

Global Bowling Villa, sleeps 34

14 Bedrooms
11 Bathrooms
4.7IconIconIconIconIcon
10 reviews
$1495 / night (excl. fees & taxes)
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Stunning House for 10 Guest: Luxury and Spacious
Stunning House for 10 Guest: Luxury and Spacious
Stunning House for 10 Guest: Luxury and Spacious
Stunning House for 10 Guest: Luxury and Spacious
Stunning House for 10 Guest: Luxury and Spacious
Stunning House for 10 Guest: Luxury and Spacious
Stunning House for 10 Guest: Luxury and Spacious
Stunning House for 10 Guest: Luxury and Spacious
Stunning House for 10 Guest: Luxury and Spacious
Stunning House for 10 Guest: Luxury and Spacious
Stunning House for 10 Guest: Luxury and Spacious
Stunning House for 10 Guest: Luxury and Spacious
Stunning House for 10 Guest: Luxury and Spacious
Stunning House for 10 Guest: Luxury and Spacious
Stunning House for 10 Guest: Luxury and Spacious

Stunning House for 10 Guest: Luxury and Spacious

3 Bedrooms
2 Bathrooms
$105 - $290 / night (excl. fees & taxes)
NEW 14BR Resort Pool Villa - Disney, Theater
NEW 14BR Resort Pool Villa - Disney, Theater
NEW 14BR Resort Pool Villa - Disney, Theater
NEW 14BR Resort Pool Villa - Disney, Theater
NEW 14BR Resort Pool Villa - Disney, Theater
NEW 14BR Resort Pool Villa - Disney, Theater
NEW 14BR Resort Pool Villa - Disney, Theater
NEW 14BR Resort Pool Villa - Disney, Theater
NEW 14BR Resort Pool Villa - Disney, Theater
NEW 14BR Resort Pool Villa - Disney, Theater
NEW 14BR Resort Pool Villa - Disney, Theater
NEW 14BR Resort Pool Villa - Disney, Theater
NEW 14BR Resort Pool Villa - Disney, Theater
NEW 14BR Resort Pool Villa - Disney, Theater
NEW 14BR Resort Pool Villa - Disney, Theater

NEW 14BR Resort Pool Villa - Disney, Theater

14 Bedrooms
11 Bathrooms
$929 / night (excl. fees & taxes)
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
Luxury Retreat: Davenport 5bd | Games | Pool Bliss

Luxury Retreat: Davenport 5bd | Games | Pool Bliss

5 Bedrooms
5 Bathrooms
5IconIconIconIconIcon
2 reviews
$200 / night (excl. fees & taxes)
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