Pet-friendly Vacation Rentals in Winter Haven

Conveniently located just a few blocks from downtown Winter Haven's restaurants and bars, this pet-friendly apartment offers easy access to attractions like Legoland and Bok Tower Gardens.
This 1450 sq ft apartment features 3 bedrooms and 2 bathrooms, comfortably sleeping up to 8 guests with amenities like a full kitchen, air conditioning, and a garden, making it a perfect dog-friendly choice for exploring the area's lakes and sports facilities.

This pet-friendly house in Inwood is located between Orlando and Tampa, offering convenient access to Legoland and within an hour's drive of Disney World and Busch Gardens.
Enjoy this 1-bedroom, 1-bathroom house with a guest capacity of 4, featuring a kitchen with a fridge, freezer, and microwave, air conditioning, a jacuzzi, and a garden, perfect for outdoor recreation near Lake Cannon.

This spacious lake home in Cypress Gardens is located just 4.4 miles from Legoland Florida and 4.9 miles from Swanns Railroad Station, offering a pet-friendly retreat with free WiFi and parking.
Featuring 3 bedrooms and 2 bathrooms across 1650 square feet, this house comfortably accommodates up to 13 guests and includes a fully equipped kitchen and air conditioning for a pleasant stay.

Enjoy a spacious 4-bedroom townhome in Davenport, just a short drive from Walt Disney World Resort and ChampionsGate Golf Club, offering a pet-friendly vacation experience.
This townhome features a private screened pool and access to The Oasis Clubhouse amenities, perfect for families and groups seeking entertainment and relaxation.

Champions Gate, Davenport, offers this apartment's prime location, just a short drive from ChampionsGate Golf Club and Reunion Resort Golf Course.
This pet-friendly apartment features 4 bedrooms, accommodating up to 11 guests, and boasts a private screened pool, access to The Oasis Clubhouse with a lazy river and gym, and is ideal for families with a themed children's room.

Enjoy a prime waterfront location on Lake Lulu in Winter Haven's Park Lake district, offering exceptional walkability to numerous restaurants and shopping areas.
This recently redecorated, spacious 2-bedroom, 2-bathroom apartment is pet-friendly and features a well-equipped kitchen with stainless steel appliances, a private screened lanai, a swimming pool, and a fitness center, perfect for guests and their pets.

Enjoy a completely remodeled 3-bedroom apartment, conveniently located just 2.1 miles from Legoland, offering a pet-friendly stay with brand new leather reclining couches and smart TVs in every room.
This spacious apartment accommodates up to 12 guests and features elegant porcelain ceramic tile flooring throughout, with two bathrooms providing both a full tile shower and a relaxing bathtub for your comfort.

Enjoy a serene lakefront setting in Winter Haven, Florida, this historic manor is just a 10-minute drive from Legoland and within easy reach of Orlando and Tampa theme parks.
This spacious, pet-friendly apartment boasts 5 bedrooms, 3 bathrooms, and accommodates up to 10 guests, featuring a fully-equipped kitchen, a private patio, backyard with lake views, and high-speed Wi-Fi.

Conveniently located in Davenport, this pet-friendly house is situated 18 to 20 miles from major Disney attractions like Animal Kingdom and Blizzard Beach, and 18 miles from Legoland Florida.
This spacious 2160 sq ft house offers 4 bedrooms, 3 bathrooms, a full kitchen with a dishwasher, air conditioning, a private swimming pool, and a garden, making it ideal for families and their pets.

Located just 1.5 miles from Polk State College, this pet-friendly apartment offers convenient access to Lake Elbert for outdoor recreation and is a short drive to Legoland Florida Resort.
This 1-bedroom, 1-bathroom apartment accommodates up to 2 guests and features a full kitchen, air conditioning, and a covered balcony with an outdoor dining area, making it ideal for travelers with pets.

Just 6.5 miles from Walt Disney World, this spacious 8-bedroom apartment in Davenport offers pet-friendly accommodations for up to 22 guests, featuring a private pool and spa for enjoyment.
This apartment boasts 3410 square feet of living space, a modern kitchen with stainless steel appliances, high-speed internet, and a dedicated media room, making it ideal for families and groups.

Conveniently located just 6 miles from Legoland and Peppa Pig Park, this Winter Haven apartment offers easy access to major Orlando attractions and airports.
This pet-friendly apartment comfortably accommodates up to 7 guests with 3 bedrooms, 2 bathrooms, and a fully equipped kitchen featuring a microwave in every room, plus premium Wi-Fi and parking for two cars.

Centrally located in Winter Haven, this apartment offers quick access to dining, shopping, and parks, and is just a 15-mile drive to LEGOLAND and Peppa Pig theme park.
This pet-friendly apartment features a fully-fenced backyard, 1910 square feet of living space, 3 bedrooms, 2 bathrooms, and can accommodate up to 8 guests with a fully equipped kitchen and in-home laundry.

Directly on the Chain of Lakes in Winter Haven, this apartment offers exceptional access to water skiing and water sports, and is a short drive to LEGOLAND and Universal Studios.
This pet-friendly apartment boasts 3,300 sq ft with a game room, kayaks, paddle boards, and a hot tub, comfortably accommodating up to 22 guests.

Located in Davenport, this apartment is just 6.5 miles from Walt Disney World and 20 miles from Universal Studios.
This pet-friendly apartment offers 3410 square feet with 9 bedrooms and 7 bathrooms, featuring a private pool, a fully equipped kitchen, and smart TVs in all bedrooms, accommodating up to 31 guests.

Boasting direct access to 21 interconnected lakes for boating and water activities, this spacious lakeside apartment in Winter Haven is conveniently located under 5 minutes from Legoland Resort and 5 miles from Downtown Winter Haven.
This pet-friendly apartment offers 5500 square feet of living space, accommodates up to 15 guests, and features a private pool, a game room, and lakefront amenities including a dock and kayaks.

Just 5 miles from LEGOLAND® Florida, this pet-friendly apartment in Winter Haven offers a perfect getaway near local lakes and dining.
This spacious 4-bedroom, 2-bathroom apartment allows pets and features a private pool, a fully equipped kitchen, and is conveniently located near Northgate Shopping Center and Theatre Winter Haven.

Located in Winter Haven, this house is conveniently situated just 2.7 miles from Legoland Florida and 9.3 miles from Swanns Railroad Station.
This pet-friendly house offers a private swimming pool and is ideal for families with a capacity of 15 guests and 1 bedroom, featuring a fully equipped kitchen and air conditioning.

Just 5 miles from LEGOLAND Florida Resort, this spacious 4-bedroom apartment in Winter Haven offers pet-friendly accommodations perfect for families and groups of up to 8 guests.
Enjoy convenient access to Orlando and Tampa, both about 45 minutes away, and explore nearby cultural attractions like Theatre Winter Haven and local shopping centers, making this a great base for your Florida adventures.

Centrally located in Winter Haven, this apartment is just two minutes from downtown and within walking distance to scenic Lake Howard.
This pet-friendly apartment offers a private bedroom with a King size bed, a fully equipped kitchen, and on-site laundry, making it ideal for travelers with pets exploring local attractions like Legoland, which is a ten-minute drive away.

Just 1.8 miles from Legoland Florida, this pet-friendly apartment in Winter Haven offers convenient access to downtown attractions and free private parking.
This 1000 sq ft apartment welcomes pets and features a fully equipped kitchen, air conditioning, and a terrace for a comfortable stay for up to 7 guests.

Centrally located in Haines City, this resort offers convenient access to major Orlando theme parks, including LEGOLAND® Florida, just a short drive away.
This pet-friendly resort features a spacious 2-bedroom, 2-bath townhouse with a fully equipped kitchen, air conditioning, and a swimming pool, perfect for families of up to 5 people and offering on-site dining at the bar & grill.

Just 1 mile from Polk State College and a short walk to Lake Elbert, this 2nd-floor apartment in Winter Haven offers a prime location for students and families, with Legoland Florida Resort and Cypress Gardens just 5 miles away and multiple golf courses within 5 miles.
This pet-friendly apartment features a covered balcony with outdoor dining, a full kitchen, and driveway parking for two vehicles, making it an ideal choice for travelers with pets.

Just 130 steps from LEGOLAND Florida theme park, this resort in Winter Haven offers unique, pet-friendly village-style bungalows and themed hotel rooms near Lake Dexter.
Enjoy family-friendly amenities including zero-entry heated outdoor pools, in-room treasure hunts with LEGO prizes, and a convenient shuttle service, making it an ideal spot for travelers with pets looking for fun near Historic Bok Tower Gardens, 11 miles away.

This pet-friendly apartment in Eagle Lake is located near downtown Winter Haven, just a 10-minute drive to Legoland and Peppa Pig theme parks, and approximately 20 miles from the Country Club of Winter Haven.
Enjoy a spacious 3-bedroom apartment that accommodates up to 8 guests, featuring a dedicated game room with a pool table, foosball, and ping pong, plus a full kitchen and a terrace or balcony.

This pet-friendly cottage in Lake Hamilton offers a lakeside escape, located just 7.2 miles from Legoland Florida and 7.9 miles from Swanns Railroad Station.
Enjoy a fully equipped kitchen, air conditioning, and outdoor seating in this 100 square feet accommodation, perfect for a family of 9.

Experience a pet-friendly apartment on the award-winning Southern Dunes Golf & Country Club in Haines City, offering lake views and convenient access to LEGOLAND (14 miles) and Walt Disney World (21 miles).
This 3-bedroom, 2-bathroom apartment accommodates up to 6 guests and features a heated swimming pool, terrace, garden, and is within walking distance to Walmart and grocery stores, making it ideal for families and pet owners.

This pet-friendly house in Haines City is conveniently located 8.6 miles from Swanns Railroad Station and 13 miles from Legoland Florida.
Boasting 2000 square feet of living space, this 5-bedroom vacation home accommodates up to 19 guests and features a private swimming pool, a hot tub, and a fully equipped kitchen, with free WiFi and private parking available.

Conveniently located in a quiet Winter Haven neighborhood, this apartment is just 8.7 miles from Legoland Florida Resort and within 5 miles of the Chain of Lakes Complex and Downtown Winter Haven.
This pet-friendly apartment features 3 bedrooms, 2 bathrooms, and sleeps up to 7 guests with a well-equipped kitchen, screened-in patio, and a private master ensuite, making it ideal for families and dog-friendly vacations.

Enjoy prime waterfront living on Eagle Lake, just a 15-minute drive from LEGOLAND® Florida and within easy reach of Orlando's theme parks.
This newly renovated, pet-friendly 4-bedroom, 2-bathroom apartment offers 1690 square feet of modern living space, accommodating up to 8 guests with a fully equipped kitchen and an outdoor deck perfect for enjoying lake views.

Just a 12-minute drive from LEGOLAND Florida and Peppa Pig Theme Park, this pet-friendly apartment is conveniently located near Chain of Lakes Park and Circle B Bar Reserve in Winter Haven.
This spacious 4-bedroom apartment welcomes pets and offers a fully stocked kitchen, free WiFi, and an outdoor fire pit, perfect for families exploring the nearby theme parks and natural attractions.

This pet-friendly apartment is centrally located in Winter Haven, just 45 miles from Tampa and Orlando, and minutes from downtown Winter Haven, AdventHealth Fieldhouse, and local dining and shopping.
Enjoy a fully-fenced backyard perfect for pets, along with a full kitchen, washer/dryer, and a 55" Smart TV with Netflix in this 3-bedroom, 2-bathroom apartment that accommodates up to 8 guests.

Directly across from Eagle Lake, this apartment offers stunning lake views and is just 7.3 miles from Legoland and 4.1 miles from Downtown Winter Haven.
This pet-friendly apartment comfortably accommodates up to 7 guests with 3 bedrooms and 2 bathrooms, featuring a well-equipped kitchen, air conditioning, a garden, and an outdoor patio with a hammock and BBQ grill, perfect for family memories and remote work.

This pet-friendly house in Winter Haven offers ample space for large groups and is conveniently located 6.1 miles from Legoland Florida, with fishing activities available nearby.
Boasting 5 bedrooms and 3 bathrooms, this spacious 450 square foot home features a fully equipped kitchen, air conditioning, free WiFi, and an indoor play area, making it ideal for families and sports teams traveling with pets.

Located in Haines City's prestigious Southern Dunes Community, this pet-friendly house is a short drive from LEGOLAND® Florida (15 miles), Magic Kingdom (19 miles), and Universal Studios (30 miles).
This spacious, updated two-story villa offers a private pool, hot tub, game room, and accommodates up to 9 guests, making it ideal for families and groups traveling with pets.

Directly on beautiful Lake Otis, this pet-friendly apartment in Winter Haven offers a serene escape with direct lake access for swimming, watersports, and fishing, and is centrally located within a short drive of major Florida attractions like Disney and Legoland.
This spacious 3-bedroom, 3-bathroom apartment comfortably accommodates up to 12 guests and features a full kitchen, air conditioning, and a garden, making it an ideal dog-friendly vacation rental for families.