Winter Haven Short term rentals

About: This lake-life inspired cottage, centrally located in Winter Haven, is within walking distance of downtown entertainment and a short drive to Legoland, Tampa, and Orlando. The cottage has excellent user, location, and cleanliness ratings.

With 2 bedrooms and 1 bathroom, the cottage can accommodate up to 8 guests. It has a well-stocked kitchen, a backyard with board and bean toss games, propane and charcoal grills, and amenities such as a foosball table, washer & dryer, and a baby crib and high chair upon request.

About: This pet-friendly cabin in Haines City is perfect for a family vacation. It has a fully equipped kitchen, air conditioning, and a garden. The cabin is also close to many popular attractions, including Legoland Florida and Disney World.

The cabin has received excellent ratings from previous guests, who praise its cleanliness, location, and amenities. It has one bedroom and one bathroom and can accommodate up to four guests. The cabin also has a fully equipped kitchen, a living room with a TV, and a private patio.

About: This 3-bedroom, 2-bathroom apartment is part of a duplex located on 2.6 acres of lakefront property in Winter Haven, just 4 miles from LEGOLAND. With excellent user ratings, this apartment is an ideal choice for families or groups of up to 7 people.

The apartment features a fully equipped kitchen, a living area, and a private patio or balcony overlooking the lake. Guests can enjoy access to a private Tiny Home on the same grounds, as well as amenities such as air conditioning, internet, and parking. Nearby attractions include LEGOLAND, SeaWorld, Disney, Universal, and Downtown Orlando, making it an excellent base for exploring the area.

About: This apartment is located in the heart of Winter Haven, within a 15-minute walk of Inman Park and Lake Conine. It has excellent user, location, and cleanliness ratings.

The apartment has 1 bedroom, 1 bathroom, and a guest capacity of 3. It features a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a terrace/balcony, a garden, and parking. The apartment also offers free WiFi, a sofa bed, a patio, and is in a smoke-free environment.

About: This condo is located in Haines City, within walking distance of Wal-Mart and other amenities, and a short drive from LEGOLAND® Florida. It has an excellent user rating.

The privately owned and maintained condo is located on the second floor of a 2-storey building and has a balcony. It has 2 bedrooms, 2 bathrooms, and can accommodate up to 8 guests. It features a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a communal pool, a sunbathing area, a golf club, on-site parking, and 24-hour security.

About: This apartment in Winter Haven is family friendly and has an excellent user rating. It is conveniently located near popular landmarks and offers a peaceful ambiance.

The apartment has one bedroom, one bathroom, and can accommodate up to three guests. It features a fully equipped kitchen, air conditioning, a garden, parking, and free Wi-Fi. Guests can enjoy activities such as swimming, fishing, and biking in the nearby area.

About: This lakeside cottage in Winter Haven offers a tranquil escape with stunning lake views. Just 3 miles from Rotary Park, Baytree Golf Club, and Winter Haven Hospital, this highly-rated cottage provides a convenient base for exploring the city's attractions.

Inside, the cottage features a fully equipped kitchen, modern amenities like a Smart TV and internet access, and a spacious layout with 2 bedrooms and 1 bathroom, accommodating up to 3 guests. Guests can enjoy the outdoor terrace or balcony, and take advantage of the pet-friendly policy and air conditioning for a comfortable stay.

About: This apartment is conveniently located in the heart of Winter Haven, within walking distance of Inman Park and Lake Conine, and within 3 miles of Winter Haven Hospital and Rotary Park. With an excellent user rating, this one-bedroom, one-bathroom apartment can accommodate up to three guests.

The apartment features a fully equipped kitchen with a refrigerator, stovetop, and microwave, a sofa bed for additional sleeping arrangements, a private balcony, and complimentary WiFi. Guests can also enjoy access to a water park, a garden, barbecue grills, a swimming pool, a spa, and parking.

About: This waterfront vacation home is situated in Winter Haven, offering easy access to popular theme parks and attractions within a short driving distance. It has received excellent user ratings.

The apartment has a floor area of 2300 square feet and can accommodate up to 10 guests. It has 4 bedrooms and 3 bathrooms. The amenities include a fully equipped kitchen, a heated pool, a hot tub, a private pier with water sports, and a spacious terrace with a garden.

About: This charming 1908 apartment lies in the heart of Winter Haven, within walking distance of downtown and Lake Howard. It's also just a short drive from Legoland and Chain O'Lakes.

The apartment has received excellent ratings for its cleanliness, location, and user experience. It features 4 bedrooms, 2 bathrooms, a fully equipped kitchen, a living room, a porch, and a backyard. It can accommodate up to 9 guests and offers amenities such as air conditioning, a fitness center, parking, and a garden.

About: This 3-bedroom apartment is located on a private 3-acre lakefront property just 2 miles from downtown Winter Haven and 4 miles from LEGOLAND. It has excellent user, location, and cleanliness ratings.

The apartment has 2 full bathrooms and can accommodate up to 7 guests. It features a fully equipped kitchen, a laundry room, and a private porch and yard. Guests can enjoy complimentary Wi-Fi, Roku Smart TVs with streaming services, and access to outdoor amenities like designated parking and a garden.

About: Roe Family Lakehouse, a family-friendly cottage on Eagle Lake, is surrounded by mature trees, a spacious garden, and a private boat launch. Just 10 minutes from Legoland and less than an hour from Tampa or Disney World, it's the perfect base for exploring the area.

With excellent user, location, and cleanliness ratings, this two-bedroom, one-bathroom cottage accommodates up to five guests. It features a fully equipped kitchen, air conditioning, Wi-Fi, and a detached garage for extra space. Guests can enjoy fresh fruit from the property's fruit trees, relax in the garden, or take advantage of the public boat launch for water sports and fishing.

About: This smoke-free apartment is located in Haines City, within 1 mile of Southern Dunes Golf Club and 6 miles of Heart of Florida Regional Medical Center. It features an outdoor tennis court and free self parking.

The apartment has a total floor area of 1750 square feet and includes 4 bedrooms and 2 bathrooms. It offers amenities such as a kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, terrace/balcony, garden, concierge, restaurant, fitness center, and parking.

About: This spacious vacation home is situated in a family-friendly neighborhood in Winter Haven, within a short distance of Legoland Florida, making it a perfect accommodation for families and groups visiting the area. With excellent user, location and cleanliness ratings, you can rest assured that you'll have a comfortable and enjoyable stay.

The apartment boasts 4 bedrooms and 2 additional sleeping areas, accommodating up to 11 guests. The open concept living space, fully equipped kitchen, and private screened-in pool area provide ample space for relaxation and entertainment. Additional amenities such as a dedicated workspace, laundry room, and family-friendly amenities like games and a playroom, ensure a convenient and comfortable stay.

About: This 5-bedroom, 4-bathroom vacation home is located on Lake Summit in Winter Haven, just 1 mile from Legoland and 3 miles from downtown. It has excellent user, location, and cleanliness ratings.

The spacious 4000 sq. ft. living space includes a fully equipped kitchen, a smart TV, a bonus room with a pool table, free Wi-Fi, a washer & dryer, linens/towels, laundry detergent, and complimentary toiletries. Guests can enjoy the private pool, back porch, garden, and stunning sunset views over Lake Summit.

About: This Haines City apartment is within a 15-minute walk of Southern Dunes Golf Club and a short drive from True Blue Winery and Lewis W Mathews Memorial Sports Complex. It features 4 bedrooms, 2 bathrooms, a fully equipped kitchen, and a spacious lanai.

With 1540 square feet of living space, this apartment can accommodate up to 8 guests. It offers a private pool, a tennis court, a spa, and a garden. Guests also have access to a nearby water park.

About: This 4-bedroom, 3-bathroom apartment in Winter Haven offers a spacious layout and a private outdoor oasis. Located in a serene family neighborhood, it's within a short drive of LEGOLAND® Florida and other attractions. With an excellent user rating, this apartment can accommodate up to 11 guests and features a fully screened-in pool area, a propane grill, and yard games.

Inside, the apartment boasts stylish interiors, a dedicated desk space, a laundry room, and ample closet space. The soundproofed master bedroom ensures a peaceful night's sleep, while the playroom with games and a smart TV provides entertainment for all ages.

About: This apartment is located in Haines City, Florida, within the gated Balmoral Resort community, just a short drive from the renowned Orlando theme parks. It features 3 bedrooms, 2 baths, and accommodates up to 6 guests, making it ideal for families or groups.

The apartment boasts a fully equipped kitchen, a well-appointed and stylish interior design, and a host of resort-style amenities, including a clubhouse, arcade, fitness center, zero-entry swimming pool, waterslides, splash playground, and an on-site bar & grill.

About: This 2-bedroom, 2-bathroom vacation rental is located within the gated Balmoral Resort in Haines City, Florida, just minutes from popular Orlando theme parks. It offers a spacious and well-equipped interior with a fully equipped kitchen, Smart TVs, washer/dryer, and internet access with Wi-Fi, and can accommodate up to 4 guests.

The resort-style amenities include a clubhouse, arcade, fitness center, zero-entry swimming pool, waterslides, splash playground, and an on-site bar & grill. The gated community resort offers a secluded retreat while still being close to all the action of Central Florida.

About: Balmoral Resort is a gated community resort in Haines City, Florida, just minutes from Orlando's renowned theme parks. This spacious 3-bedroom holiday villa is perfect for families and groups of up to 6 guests.

The villa features a fully equipped kitchen, washer/dryer, dishwasher, and central air. Guests will also enjoy access to the resort's clubhouse, arcade, fitness center, zero-entry swimming pool, waterslides, splash playground, and on-site bar & grill.

About: This 4-bedroom apartment in Eagle Lake is a great choice for families and groups visiting LEGOLAND Florida. The apartment has a spacious open-concept layout with a gourmet kitchen, a private master suite, and three additional bedrooms. It also has a private lanai, a two-car garage, and additional driveway parking.

The apartment has received excellent user, location, and cleanliness ratings. It is located in a quiet neighborhood and is close to lakes, parks, and other attractions. The apartment is also pet-free and smoke-free, ensuring a comfortable and clean environment for guests.

About: This 4-bedroom, 2-bathroom vacation rental in Eagle Lake is just a 15-minute drive from Legoland Florida, making it an ideal base for family adventures. The apartment has an excellent user, location, and cleanliness rating. Its 1690 square feet of comfortable accommodations can host up to 8 guests.

The apartment is fully equipped with modern amenities, including a kitchen with quartz countertops, high-top bar, and brand-new appliances. It also has air conditioning, a Jacuzzi, a garden, parking, and a private boat dock. Guests can enjoy stunning sunset views from the deck, which is equipped with a gas grill and seating.

About: This fully renovated 2-bedroom, 1-bathroom apartment is situated in a tranquil 55+ community in Winter Haven, offering convenient access to various attractions. It is within a 45-minute drive from Disney World, 60 minutes from the Gulf Coast, and 90 minutes from the Atlantic coast.

The apartment has received excellent ratings for its location, cleanliness, and user experience. It can accommodate up to 4 guests and features a fully equipped kitchen, comfortable furnishings, air conditioning, a swimming pool, a Jacuzzi, a fitness center, and parking. Guests can also enjoy fishing in the lake or swimming in the pool within the community.

About: Located in the heart of Winter Haven, this family-friendly apartment is within walking distance of downtown and a half mile from dining and shopping, and only 15 minutes from Legoland. With excellent user, location, and cleanliness ratings, this 3-bedroom, 1-bathroom apartment comfortably accommodates up to 8 guests.

The apartment features a fully stocked kitchen, air conditioning, a private patio, and a cozy outdoor space, as well as amenities like games, puzzles, and DVDs for entertainment. It also provides a workspace for guests who need to work or study, and grilling facilities for outdoor cooking.

About: Located within a 15-minute walk from Inman Park and Lake Conine, this one-bedroom, one-bathroom apartment in Winter Haven has received excellent user ratings. It accommodates up to two guests and features a patio by the sea, free WiFi, a kitchen with essential appliances, and a washing machine.

The smoke-free building offers a garden with barbecue grills, air conditioning, and parking. Other amenities include a dining table, coffee/tea maker, and access to a terrace or balcony.

About: This 1-bedroom apartment is perfect for those looking for a winter getaway to Winter Haven. With its convenient location, excellent ratings, air conditioning, and a fully equipped kitchen, you'll have everything you need for a comfortable stay.

The apartment is also family-friendly and has a garden, making it a great choice for those traveling with children. Plus, with internet access, you can stay connected with friends and family back home.

About: Lakeside Cottage is situated on the popular "Chain of Lakes" in Winter Haven, Florida, directly across the street from Lake Howard, with Legoland just 5 miles away. This vintage-charm apartment has received excellent ratings for its location, cleanliness, and amenities. Lakeside Cottage offers a private front courtyard and shared backyard, on-site laundry facilities, ample parking, and a large living room with a pull-out couch that can accommodate up to four guests. Guests can enjoy fishing and water sports on Lake Howard, as well as dining and entertainment options nearby.

About: This apartment is conveniently located within 3 miles of major landmarks in Winter Haven, making it an ideal choice for travelers seeking a comfortable and convenient stay in the area. With a very good user rating, this apartment offers a comfortable and enjoyable experience for guests.

The apartment features a well-equipped kitchen, a comfortable living area with a sofa bed and Smart TV, and modern amenities such as free WiFi and a Smart TV. It also includes convenient amenities such as parking and in-unit laundry facilities, making it a great option for families and those seeking a hassle-free stay.

About: This luxurious 6-bedroom, 3-bath vacation home is conveniently situated in Winter Haven, just minutes away from Legoland, Publix, and Walmart, offering easy access to the area's attractions and amenities. It has an excellent user rating.

The apartment has a spacious open concept layout with modern décor, 10-foot ceilings, and a large kitchen island, creating a welcoming and airy atmosphere. It has an abundance of amenities, including 9 beds accommodating up to 12 guests, a washer and dryer in unit, large HD flat-screen TVs with streaming channels, lightning-fast Wi-Fi, a marble Jacuzzi tub and walk-in shower in the master bathroom, ice-cold AC, a private backyard lanai with lounge seating, BBQ, dining area, and pool table overlooking the crystal-clear pool and island keys, and a garden with a spa.

About: This 4-bedroom, 3-bathroom lakefront apartment in Winter Haven offers a tranquil and spacious retreat just steps from the excitement of Legoland and Cypress Gardens. With excellent user, location, and cleanliness ratings, this family-friendly haven boasts a private dock, a double lot with fruit trees and a butterfly garden, and a unique and charming design.

Accommodating up to 12 guests, the apartment features a fully equipped kitchen, air conditioning, a fitness center, and parking. Guests can enjoy fishing, jet-skiing, and other water activities right from the private dock, or relax in the serene garden. The convenient location provides easy access to Winter Haven's historic downtown and popular attractions like Disney and beaches.

About: This apartment is located in Cypress Gardens, a quiet and peaceful neighborhood surrounded by lush greenery. It has received excellent ratings for its location, cleanliness, and overall user experience.

The apartment has one bedroom and one bathroom, and can accommodate up to four guests. It features a fully equipped kitchen with a fridge, as well as air conditioning, a garden, parking, and free Wi-Fi. Pets are also welcome.