Pet-friendly Vacation Rentals in Winter Haven

Centrally located in Winter Haven, this apartment offers convenient access to Downtown Winter Haven, less than 1 mile away, and Legoland, just 4 miles away.
This dog-friendly apartment features a fully fenced, spacious backyard, making it ideal for families traveling with pets, and comfortably accommodates up to 7 guests with 3 bedrooms and 2 bathrooms.

Just 4 miles from LEGOLAND and 36 miles from Disney World, this Winter Haven apartment offers convenient access to family attractions and the Chain of Lakes for water activities.
This pet-friendly apartment boasts a fully fenced backyard, air conditioning, and a well-equipped kitchen, accommodating up to 5 guests with comfortable sleeping arrangements.

Just 500 feet from Winter Haven's Chain of Lakes, this pet-friendly apartment offers easy access to LEGOLAND® Florida, Disney World, and local shopping and dining.
This 1-bedroom, 1-bathroom apartment comfortably accommodates up to 4 guests and features a fully equipped kitchen, in-unit washer and dryer, and complimentary garage and driveway parking, ensuring a convenient stay for you and your pets.

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.

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.

Enjoy a pet-friendly apartment in Winter Haven, Florida, just 5 minutes from Legoland and 45 minutes from Disney World, offering easy access to outdoor adventures on The Chain of Lakes and beaches within 1.5 hours.
This centrally located apartment features 3 bedrooms, 2 bathrooms, and a private backyard oasis with a swimming pool, perfect for families and groups of up to 6 guests seeking a dog-friendly getaway.

Centrally located in downtown Winter Haven, this apartment offers convenient access to shops and dining, just a short walk from local attractions.
This pet-friendly apartment features an on-site arcade machine and fast WiFi, perfect for families or groups of up to five guests, with two queen beds and a dedicated workspace.

Lakefront property on 3 acres in Winter Haven offers abundant privacy and direct access to Lake Mariam, conveniently located just 2 miles from downtown and the hospital, and 4 miles from LEGOLAND & Peppa Pig Theme Park.
This pet-friendly apartment welcomes families with 3 bedrooms, 2 bathrooms, and a guest capacity of 7, featuring a full kitchen, laundry, and kid-friendly amenities, plus private dock access for boat guests.

Lakefront living awaits in this 3-bedroom, 2-bathroom apartment in Winter Haven, conveniently located just 4 miles from LEGOLAND and within an hour's drive of major Orlando attractions.
This modern, pet-friendly apartment offers 1190 square feet of comfortable space for up to 6 guests, featuring a full kitchen, air conditioning, and a garden, with nearby access to The Circle B Bar Reserve and shopping centers.

Enjoy a pet-friendly apartment in Winter Haven, conveniently located just 1 mile from Indigo's Family Fun Center and Eagle Ridge Mall.
This one-bedroom apartment accommodates up to four guests and features a king bed, a jetted bathtub, a futon in the office area, and essential amenities like WiFi and air conditioning.

Just minutes from Legoland, this pet-friendly Winter Haven apartment offers an excellent base for exploring Orlando and Tampa attractions, including Disney World and Universal Studios.
This 3-bedroom apartment comfortably sleeps up to 8 guests and features a fenced backyard, a fully stocked kitchen, and provided bikes for local exploration, making it an ideal choice for families and their pets.

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.

This pet-friendly apartment in Winter Haven is conveniently located 1 mile from Polk State College and within 10 miles of historical railroad stations like Phosmico and Swanns, with Legoland Florida just 4.4 miles away.
Enjoy a comfortable stay in this 540 sq ft apartment that welcomes pets, features air conditioning, complimentary WiFi, a full kitchen, and a private balcony, perfect for accommodating up to 3 guests.

This Winter Haven apartment is located 3.4 miles from Swanns Railroad Station and 5.4 miles from Legoland Florida, offering convenient access to local transit and attractions.
This pet-friendly apartment features a king-sized bed, a full kitchenette with a microwave and fridge, and an on-site washer and dryer, perfect for longer stays with your dog.

Enjoy a prime Winter Haven location, just 1 mile from Downtown and 3 miles from Legoland Florida, with numerous lakes nearby for outdoor fun.
This pet-friendly apartment accommodates up to 7 guests with 3 bedrooms, 2 bathrooms, and features a fully equipped kitchen, in-unit washer/dryer, and a backyard with a BBQ grill.

Just a short distance from LEGOLAND, this pet-friendly apartment in Winter Haven offers convenient access to downtown and the local hospital.
This 1-bedroom, 1-bathroom apartment accommodates up to 3 guests and features a fully equipped kitchen, air conditioning, and complimentary on-site parking for a comfortable stay with your pets.

Located in Dundee, this pet-friendly apartment is 6 miles from Legoland Florida and 8.7 miles from Swanns Railroad Station.
This 150 square foot apartment offers air conditioning, a swimming pool, and parking, making it ideal for a couple seeking a comfortable stay with their pets.

Located in Winter Haven, this apartment is just 11 miles from Legoland Florida Resort and 27 miles from Disney World, offering excellent access to central Florida's theme parks and natural attractions like Lake Kissimmee State Park, 20 miles away.
This spacious, pet-friendly apartment accommodates up to 10 guests with 4 bedrooms, 2 bathrooms, air conditioning, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, plus a large backyard with a covered patio for relaxation.

Conveniently located in Winter Haven, Florida, this apartment is just 5 minutes from Winter Haven Hospital and 4 minutes from downtown.
This pet-friendly apartment offers 2 bedrooms, sleeps up to 6 guests, and features a full kitchen, air conditioning, and a 50-inch TV with streaming services, with Legoland just 14 minutes away.

Centrally located in Winter Haven, this pet-friendly apartment is just a 2-minute drive to downtown and a short walk to scenic Lake Howard.
This dog-friendly apartment features a full kitchen, air conditioning, and two dedicated parking spaces, perfect for travelers with pets visiting Winter Haven.

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.

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 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.

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.

Directly on the shores of Lake Hamilton, this 5-bedroom, 2-bathroom apartment offers stunning lake views and is conveniently located just minutes from Legoland, dining, golf, and shopping, with Disney and Orlando attractions a short drive away.
This pet-friendly retreat features a fully equipped kitchen, Smart TVs, fast WiFi, and ample on-site parking for multiple vehicles, boats, and trailers, ensuring a comfortable stay for large families and groups of up to 12 guests.

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.

Just a short walk from water skiing, boating, and birdwatching opportunities, this pet-friendly chalet in Winter Haven offers a prime location with Rotary Park nearby and Indigo's Family Fun Center just a 3-minute drive away.
This spacious 1520 sq ft chalet, perfect for up to 6 guests, features a private garden, terrace, air conditioning, fireplace, and entertainment options like ping pong and free Wi-Fi, ensuring a comfortable and enjoyable stay for you and your dog.

Just 0.5 miles from LEGOLAND Florida and Peppa Pig Theme Park, this first-floor apartment in Winter Haven offers a prime location for family fun and is a pet-friendly destination.
This 1280 sq ft, 2-bedroom, 2-bathroom apartment comfortably accommodates up to 6 guests and features a fully equipped kitchen, in-unit laundry, and access to resort-style amenities including a heated pool and dog park.

This pet-friendly duplex is located in Winter Haven, approximately 2 miles from Downtown, the hospital, LEGOLAND, and Peppa Pig Theme Park.
Enjoy a family-friendly stay with 2 bedrooms, 4 guest capacity, and a kitchenette, perfect for travelers with pets looking for a convenient rental near major attractions.

Conveniently located near Downtown Winter Haven, Winter Haven Hospital, and LEGOLAND Florida Resort, this apartment offers a private king suite with keyless entry and a dedicated covered parking space.
This pet-friendly apartment features a 500 square foot layout with a king bed and convertible futon, accommodating up to 3 guests with an in-suite kitchenette and washer/dryer for ultimate convenience.

Enjoy a fantastic family getaway at this pet-friendly apartment in Winter Haven, just a 20-minute drive from LEGOLAND and 50 minutes from the Disney Parks.
This spacious 3-bedroom, 2-bathroom apartment accommodates up to 7 guests and features a private swimming pool, a fully equipped kitchen, complimentary Wi-Fi, and baby-proofing for added convenience.

This pet-friendly house in Winter Haven is conveniently located just 4.3 miles from Legoland Florida and 3.7 miles from Chain Of Lakes Park, with Baytree Golf Club only 2 miles away.
Offering 150 square feet of space, this home accommodates up to 11 guests with 3 bedrooms and 2 bathrooms, featuring air conditioning, a full kitchen, and an outdoor seating area with lake views.

Just 0.5 miles from LEGOLAND Florida, this first-floor apartment in Winter Haven offers a convenient and pet-friendly escape for families.
This 1280 sq ft apartment sleeps 6 and features resort-style amenities including a heated pool, fitness center, and a dog park, making it ideal for a comfortable, self-sufficient stay.

Just 500 feet from LEGOLAND Florida Resort and Peppa Pig Theme Park, this new luxury apartment complex offers a prime location in Winter Haven, perfect for families.
This pet-friendly apartment features 2 bedrooms, 2 bathrooms, and accommodates up to 6 guests with a fully equipped kitchen, in-unit washer/dryer, and access to a resort-style heated pool and fitness center.

This pet-friendly resort in Haines City offers a 3-bedroom, single-story home with a private pool and game room, located just minutes from LEGOLAND® Florida.
Enjoy 1820 square feet of living space, an ultra-modern kitchen, and free Wi-Fi, with optional access to Balmoral Resort's heated community pool, making it ideal for families and their pets.