Pet-Friendly Rentals in Chain Of Wakes, FL: Compare 10+ Sites & Save

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66 Best Pet-Friendly Rentals in Chain Of Wakes (Starting from $91)

Lakefront Retreat In Winterset
Lakefront Retreat In Winterset
House
Winter Haven, FL, USA
1.1k from Chain Of Wakes 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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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
0.3k from Chain Of Wakes 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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John Shirleys Retreat
John Shirleys Retreat
House
Winter Haven, FL, USA
2.1k from Chain Of Wakes 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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2Bed 1Bath CentralLocation 2 Mile LEGOLAND and Dining
2Bed 1Bath CentralLocation 2 Mile LEGOLAND and Dining
House
Cypress Gardens, FL, USA
2.7k from Chain Of Wakes 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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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
0.9k from Chain Of Wakes 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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Stylish-N-Private 1BR Retreat 2 Miles to LegoLand
Stylish-N-Private 1BR Retreat 2 Miles to LegoLand
House
Winter Haven, FL, USA
2.7k from Chain Of Wakes 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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Modern Winter Haven House
Modern Winter Haven House
House
Winter Haven, FL, 33884, United States
1.1k from Chain Of Wakes center

AC, Dryer, Heater, Internet, Laundry, Washer

4 Bedrooms10 Guests
3.0

Review score

2 reviews

$264
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
3.4k from Chain Of Wakes 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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Spectacular Waterfront Home in Winter Haven
Spectacular Waterfront Home in Winter Haven
House
Winter Haven, FL, 33884, United States
1.2k from Chain Of Wakes 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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Winter Haven Home with Pool Near Legoland!
Winter Haven Home with Pool Near Legoland!
House
Winter Haven, FL, USA
3.6k from Chain Of Wakes 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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John Shirley's Retreat
John Shirley's Retreat
House
Winter Haven, FL, 33884, United States
2.0k from Chain Of Wakes 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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Pool 9min Legoland Disney Universal 40 Min
Pool 9min Legoland Disney Universal 40 Min
House
Cypress Gardens, FL, USA
3.6k from Chain Of Wakes 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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The Poolside Escape
The Poolside Escape
House
Winter Haven, FL, 33884, United States
2.3k from Chain Of Wakes 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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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
3.6k from Chain Of Wakes 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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Legoland 3 Bedroom Pet Friendly Pool Home
Legoland 3 Bedroom Pet Friendly Pool Home
House
Winter Haven, FL, 33884, United States
2.4k from Chain Of Wakes 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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3Bed 2Bath Spacious-LakeHomeAceLoc4milesLEGOLAND
3Bed 2Bath Spacious-LakeHomeAceLoc4milesLEGOLAND
House
Cypress Gardens, FL, USA
4.4k from Chain Of Wakes 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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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
2.5k from Chain Of Wakes 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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1Bed 1Bath Container Home Centrally Located
1Bed 1Bath Container Home Centrally Located
Ski Chalet
Cypress Gardens, FL, USA
4.4k from Chain Of Wakes 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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Huge Luxury Lake House on the Chain of Lakes near Legoland!
Huge Luxury Lake House on the Chain of Lakes near Legoland!
House
Winter Haven, FL, 33884, United States
3.0k from Chain Of Wakes center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet

5 Bedrooms15 Guests
9.8

Exceptional

113 reviews

$548
Average price / night
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Large 3Bedrooms 1 Bath Near DownTown Dining
Large 3Bedrooms 1 Bath Near DownTown Dining
House
Winter Haven, FL, USA
5.1k from Chain Of Wakes center

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

3 Bedrooms8 Guests
8.5

Very Good

8 reviews

$160
Average price / night
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Charming 3-bedroom house in fantastic Winter Haven with WiFi, AC, Community Pool
Charming 3-bedroom house in fantastic Winter Haven with WiFi, AC, Community Pool
House
Winter Haven, FL, 33884, United States
3.4k from Chain Of Wakes center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$205
Average price / night
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Little Haven — Winter Haven's top-rated 3BR/2BA with private pool & modern amenities. Sleeps 8. Minutes from LEGOLAND Florida, Walt Disney World, Universal Studios & SeaWorld. Perfect for family vacations, reunions & Orlando getaways. Instant book!
6.0

Review score

1 reviews

$318
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
3.6k from Chain Of Wakes 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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55+ community, Sleeps 6-8, Minimum monthly rental, Pets Considered
55+ community, Sleeps 6-8, Minimum monthly rental, Pets Considered
House
Lake Wales, FL, 33859, United States
4.0k from Chain Of Wakes center

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

2 Bedrooms6 Guests
9.8

Exceptional

17 reviews

$113
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
4.4k from Chain Of Wakes 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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Costa 5BD Lego Pool Home - Your Own Private Resort
Costa 5BD Lego Pool Home - Your Own Private Resort
House
Winter Haven, FL, 33880, United States
4.4k from Chain Of Wakes center

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

5 Bedrooms12 Guests
New to Booking
$390
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
4.6k from Chain Of Wakes center

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

3 Bedrooms7 Guests
10.0

Exceptional

3 reviews

$342
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 Pet-Friendly Rentals in Chain Of Wakes.

Where to stay in Chain Of Wakes? Best neighborhoods & areas

Chain Of Wakes Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 66 verified pet-friendly rentals in Chain Of Wakes. 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 Chain Of Wakes vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $91 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Chain Of Wakes 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 Chain Of Wakes 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 Chain Of Wakes may include amenities such as Pet Friendly, Fireplace/Heating, and Laundry. 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.