Best Vacation Rentals in Winter Haven

Groovy Funhouse Getaway - 4 bdrm near Legoland is a recently renovated vacation home in Winter Haven where guests can make the most of its outdoor swimming pool, garden, and barbecue facilities. This property offers access to a terrace, a pool table, free private parking, and free Wifi. Outdoor seating is also available at the vacation home. The air-conditioned vacation home consists of 4 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a walk-in shower and a hair dryer. Towels and bed linen are offered in the vacation home. This vacation home is allergy-free and non-smoking. For guests with children, Groovy Funhouse Getaway - 4 bdrm near Legoland offers kids pool and an indoor play area. Phosmico Railroad Station (Historical) is 7 miles from the accommodation, while Swanns Railroad Station (Historical) is 8.1 miles from the property. Tampa International Airport is 50 miles away.

Fireplace/Heating • Air Conditioner • Guest Services • Parking • Oceanfront • Security/Safety • Internet • Ocean View • Pool • View • Other • Child Friendly

Hotel with free breakfast, 10-minute walk to LEGOLAND® Florida
This smoke-free hotel features an outdoor pool, laundry facilities, and a 24-hour front desk. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a banquet hall.
Change of towels is available on request.
Best Western Plus Winter Haven Inn & Suites offers 97 air-conditioned accommodations with hair dryers and irons/ironing boards. 42-inch LED televisions come with cable channels.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include complimentary toiletries and blackout drapes/curtains. Housekeeping is offered daily and change of towels can be requested.

- "Newer hotel very nice " - "The hotel was very clean and up to date. Everything was wonderful! We stayed for 4 nights while visting Legoland and it was a very convenient location." - "Staff was helpful and property was clean. Good option if you are visiting Legoland " - "The person checking us was friendly and welcoming." - "Staff was very friendly for check in and assistance during our stay. The breakfast was amazing for a small hotel."

Lakeside Lofts at Lake Martha offers accommodations in Winter Haven, 4.5 miles from Legoland Florida and 10 miles from Phosmico Railroad Station (Historical). The air-conditioned accommodation is 3.1 miles from Swanns Railroad Station (Historical). There's a sun terrace and guests can use free Wifi and free private parking. Featuring a patio and lake views, the spacious villa includes 4 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 2 bathrooms with a bath and a shower. Towels and bed linen are offered in the villa. There's also a seating area and a fireplace. Carters Railroad Station is 11 miles from the villa, while Conshul Railroad Station is 11 miles from the property. Orlando International Airport is 47 miles away.

- "The best in the area!" - "Class and Comfort, High Quality, Great Location, Very Clean, Family Friendly !!!!" - "Great place close to legoland, would stay again" - "Great view with a cozy vibe" - "Would stay again and recommend staying.. close to Legoland for our stay" - "Great value and location for Legoland" - "Overall, great stay and worth it."

Hotel in Winter Haven with a 24-hour fitness center and a 24-hour business center
Along with an outdoor pool, this smoke-free hotel has a restaurant and a 24-hour fitness center. Free WiFi in public areas and free self parking are also provided. Other amenities include a bar/lounge, a 24-hour business center, and coffee/tea in a common area.
Change of towels is available on request.
Holiday Inn Winter Haven by IHG offers 112 air-conditioned accommodations with complimentary newspapers and coffee/tea makers. Flat-screen televisions come with cable channels. Bathrooms include complimentary toiletries and hair dryers.

This Winter Haven hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Change of towels and change of bedsheets can be requested. Housekeeping is provided daily.

- "Great experience. Definitely take advantage of the indoor dining. The food was great." - "We had a great stay at the Holiday Inn at Winter Haven. It was much more affordable than the Legoland hotel properties. It was clean and convenient. The staff was above and beyond welcoming. Breakfast was perfectly adequate. This was a great stay at a very reasonable price. We wouldn’t hesitate to stay here again in the future. " - "Very clean "

Stylish-N-Private 1BR Retreat 2 Miles to LegoLand offers accommodations in Winter Haven, 11 miles from Phosmico Railroad Station (Historical) and 12 miles from Conshul Railroad Station. With free private parking, the property is 1.9 miles from Legoland Florida and 7.1 miles from Swanns Railroad Station (Historical). Dearborn Railroad Station is 13 miles from the vacation home and Tanco Railroad Station is 14 miles away. The accommodation is non-smoking. Carters Railroad Station is 16 miles from the vacation home, while Elmer Railroad Station is 18 miles away. Lakeland Linder International Airport is 22 miles from the property.

- "The hosts were amazing very attentive and even answered at 11:30 pm" - "Very spacious and clean place." - "Great location. Would definitely stay again." - "Bring an air mattress and fan"

Lakefront hotel with a 24-hour fitness center and a 24-hour front desk
This hotel features an outdoor pool, a restaurant, and a 24-hour fitness center. Free WiFi in public areas and free self parking are also provided. Other amenities include a bar/lounge, a coffee shop/cafe, and a business center.
Housekeeping is available on request.
Courtyard by Marriott Winter Haven offers 111 air-conditioned accommodations with safes and coffee/tea makers. Each accommodation is individually decorated. A pillow menu is available. Flat-screen televisions are featured in guestrooms.

Bathrooms include bathtubs or showers with hydromassage showerheads, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Hypo-allergenic bedding and change of bedsheets can be requested. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "great service" - "I love how clean was everything " - "Great place to stay with great service. " - "Yes" - "Great place Clean fresh Staff was Exceptional From Luke at check in, Kevin in the Bistro To several ladies in housekeeping Right through checkout And unfortunately forgot to get the 2 individuals names Great place to relax and unwind after a great day at legoland day at " - "Purposely stayed here for the Legoland and had a good experience. The place was well maintained and clean. It was very convenient and we had a pleasant stay"

Hook, Line and Leisure Lakefront Gem with Porch! is located in Winter Haven, just 9.4 miles from Carters Railroad Station and 11 miles from Phosmico Railroad Station (Historical). The air-conditioned accommodation is 5.9 miles from Legoland Florida. Free Wifi is available throughout the property and Swanns Railroad Station (Historical) is 1.5 miles away. Offering a patio and lake views, the spacious vacation home includes 3 bedrooms, 2 living rooms, cable flat-screen TV, an equipped kitchen, and 3 bathrooms with a bath and a shower. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. Elmer Railroad Station is 11 miles from the vacation home, while Allied Railroad Station is 11 miles from the property. Orlando International Airport is 45 miles away.

- "A great stay in a beautiful home. Perfect place for a family of 4 or 5. Everyone had enough room to be very comfortabl" - "It was a great home very peaceful" - "Beautiful and spacious home to relax in and enjoy family time." - "There was not enough time to enjoy this spectacular home." - "Very clean home with ample space for a large family." - "Nice house, wishing for a better location and better AC."

Hotel in Winter Haven with free breakfast and a 24-hour front desk
This hotel features an outdoor pool, coffee/tea in a common area, and concierge services. Free continental breakfast, free WiFi in public areas, and a free manager's reception are also provided. Additionally, laundry facilities, a 24-hour front desk, and a computer station are onsite.
Weekly housekeeping is available.
Staybridge Suites Winter Haven Auburndale by IHG offers 108 air-conditioned accommodations with hair dryers and blackout drapes/curtains. Accommodations are furnished with double sofa beds. Pillowtop beds feature down comforters and premium bedding. Accommodations at this 3-star hotel have kitchens with full-sized refrigerators/freezers, stovetops, microwaves, and cookware/dishes/utensils.

Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). 48-inch Smart televisions come with cable channels. Housekeeping is provided weekly.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Great place to stay! It is clean and new. Close to everything needed." - "New hotel, everything is clean and neat. Fresh smell in hallways and rooms." - "New hotel, great breakfast " - "Great customer service , variety of breakfast and close to restaurants." - "Wow! This place was fantastic. There were not many reviews but I booked on a whim and it FAR exceeded my expectations. We stayed for 2 nights as a family while visiting Legoland (12-14 min drive away). The hotel was so incredibly clean and really nice! The free breakfast was so good! Bacon or sausage, omelettes, cereal, juices, coffee, hot chocolate, lots of fresh fruit, hard boiled eggs, hot oatmeal, scones and more. The beds were very comfortable. The design of the hotel was lovely and it even smelled new. Customer service was excellent. I have exceptionally high standards for cleanliness and couldn’t even mention one improvement if I tried! Can’t wait to stay again hopefully soon. We will be back!"

Winter Haven Home with Pool Near Legoland! offers accommodations in Winter Haven, 2.8 miles from Legoland Florida and 5.3 miles from Swanns Railroad Station (Historical). This vacation home features air-conditioned accommodations with a patio and free Wifi. Dearborn Railroad Station is 11 miles away and Tanco Railroad Station is 13 miles from the vacation home. Featuring a terrace and garden views, the spacious vacation home includes 3 bedrooms, 2 living rooms, flat-screen TV, an equipped kitchen, and 2 bathrooms with a shower. Towels and bed linen are available in the vacation home. The accommodation has a fireplace. Guests can enjoy the outdoor swimming pool and garden at the vacation home. Phosmico Railroad Station (Historical) is 8.8 miles from Winter Haven Home with Pool Near Legoland!, while Conshul Railroad Station is 10 miles from the property. Orlando International Airport is 48 miles away.

Guest Services • Security/Safety • Accessibility • Pool • Child Friendly • Fireplace/Heating • Balcony/Terrace • Pet Friendly • Other • Parking • View • Internet

Pet-friendly hotel with free breakfast connected to a shopping center in Winter Haven
This hotel features a fitness center, a seasonal outdoor pool, and a business center. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a 24-hour front desk, a computer station, and gas grills.
Home2 Suites By Hilton Winter Haven offers 106 air-conditioned accommodations with complimentary newspapers and coffee/tea makers. Accommodations have separate sitting areas and are furnished with double sofa beds. LED televisions come with cable channels and Netflix. Bathrooms include bathtubs or showers, complimentary toiletries, and hair dryers.

This Winter Haven hotel provides complimentary wireless Internet access. Business-friendly amenities include desks, desk chairs, and phones.

- "Excellent " - "It was extremely clean !!! Loved it! Staff was awesome! " - "Property will benefit from deodorizing the rooms and hotel in general. It had a bad smell everywhere. Also water was terrible. Smelled like sewer!!! " - "Great for visiting Legoland" - "Perfect location for Legoland and Peppa Pig. Kid friendly breakfast buffet and clean spacious rooms" - "Brand new construction, so it’s really clean. Close to Legoland. Decent free breakfast."

Getaway Clubhouse is located in Winter Haven, just 4.3 miles from Legoland Florida and 8.7 miles from Phosmico Railroad Station (Historical). This vacation home offers accommodations with a balcony. Free Wifi is available throughout the property and Swanns Railroad Station (Historical) is 3.5 miles away. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a kettle, and 3 bathrooms with a bath and a hair dryer. A TV is featured. The accommodation is non-smoking. Guests can also relax in the garden. Conshul Railroad Station is 10 miles from the vacation home, while Carters Railroad Station is 11 miles away. Lakeland Linder International Airport is 19 miles from the property.

- "Very nice place. Clean and close to Legoland."

While you're here, you can enjoy all the comforts of home and more, including a soaking tub and a refrigerator, as well as an oven and a stovetop. Other amenities include laundry facilities, towels, kitchenware and utensils, and a picnic area.

- "Very helpful, recommended for snow birds." - "The condo was clean and well maintained. The old couple ( owners) who did the house keeping also were kind and offered us tea on the first day. Everyday basic house keeping was there. We loved the place" - "I’m glad I stayed at this place, and the proprietors were very nice. The place was clean and pretty much as it looked in the photos. The cottages themselves are much closer together than it seems in the photos, and my swim was lovely, but don’t expect Hollywood Hills sophistication . There are also people who live there full-time. They, also, were super nice. The little lake that it is on is small enough that it doesn’t have any speed boats. Hooray! There are plenty of local services within about a half a mile. It’s not that hard to get to I four, and it’s really close to Route 92. There’s a bathtub! There was plenty of hot water. It was quiet at night. The kitchen table served As an excellent home office! All in all, I had a very nice time."

BlockHaven near Legoland, Disney is a recently renovated vacation home in Winter Haven where guests can make the most of the garden and barbecue facilities. This property offers access to a patio, a pool table, free private parking, and free Wifi. Dearborn Railroad Station is 7.4 miles from the vacation home and Legoland Florida is 8.6 miles away. Providing a terrace and garden views, the spacious vacation home includes 3 bedrooms, a living room, satellite flat-screen TV, an equipped kitchen, and 1 bathroom with a bath. Guests can take in the ambience of the surroundings from an outdoor dining area. The vacation home offers bed linen, towels, and laundry service. An indoor play area is also available for guests at the vacation home. Phosmico Railroad Station (Historical) is 5.1 miles from BlockHaven near Legoland, Disney, while Conshul Railroad Station is 6.4 miles away. Lakeland Linder International Airport is 15 miles from the property.

- "100% recommended"

Hotel with free breakfast, 7-minute walk to LEGOLAND® Florida
An outdoor pool, a restaurant, and a bar/lounge are available at this smoke-free hotel. Buffet breakfast is free. Additionally, a poolside bar, self parking, and a children's pool are onsite.
LEGOLAND Beach Retreat offers 166 accommodations with hair dryers. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Bathrooms include shower/tub combinations. Housekeeping is provided daily.
An outdoor pool and a children's pool are on site.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "It was incredible! My son’s birthday was there and we will be coming back!! " - "Clean room, staff friendly, pool at the beach was our favorite and lifeguards were very professional at that specific pool. " - "Everything. Heard to children. As an adult I loved it" - "This is a child’s dream come true. I only wish it was around when I was little. We felt so safe, they have security on golf carts, life guards, the friendliest staff. We will definitely be back. It is the first time my daughter had independence, she would walk to the restaurant, make me coffee, and bring it to the bungalow. She made friends in other bungalows and they would play in the playground. We loved it. "

Lanai and Pool Elegant Villa in Winter Haven! offers accommodations in Winter Haven, 3.3 miles from Swanns Railroad Station (Historical) and 6.4 miles from Legoland Florida. This beachfront property offers access to a balcony and free Wifi. Carters Railroad Station is 8.5 miles away and Phosmico Railroad Station (Historical) is 10 miles from the villa. Offering a terrace and lake views, the spacious villa includes 4 bedrooms, 3 living rooms, cable flat-screen TV, an equipped kitchen, and 5 bathrooms with a bath and a shower. Towels and bed linen are offered in the villa. The property has an outdoor dining area. Guests can enjoy the outdoor swimming pool and garden at the villa. Elmer Railroad Station is 10 miles from Lanai and Pool Elegant Villa in Winter Haven!, while Allied Railroad Station is 10 miles from the property. Lakeland Linder International Airport is 19 miles away.

- "Extraordinary weekend in a luxurious home. The owner Tom is very hospitable and cares deeply about his guest" - "Nice cosy house for a couple of days stay" - "Loved it!"

Hotel with 2 outdoor swimming pools, steps from LEGOLAND® Florida
Along with 2 outdoor pools, this smoke-free hotel has a water park (surcharge) and a restaurant. Free full breakfast and free WiFi in public areas are also provided. Other amenities include a bar/lounge, theme park character encounters, and valet parking.
Legoland Florida Hotel offers 152 accommodations with safes and complimentary bottled water. Cable television is provided.

Bathrooms include shower/tub combinations and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include coffee/tea makers and irons/ironing boards. Housekeeping is provided daily.

- "Amazing!!!!!" - "I had six grandkids and they all love playing with the Legos! Very convenient having the theme park next-door. We were disappointed some of the things were closed, but overall, it was a good experience."

Historic home lake access, near parks and venues is a recently renovated vacation home in Winter Haven where guests can make the most of its garden and terrace. With garden views, this accommodation offers a patio. The vacation home provides rooms with air conditioning, free private parking, and free Wifi. The vacation home provides guests with a balcony, lake views, a seating area, cable flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and a private bathroom with bath and a hair dryer. A microwave, a toaster, and fridge are also provided, as well as a coffee machine. At the vacation home, all units come with bed linen and towels. Guests can make the most of the warm weather with the property's barbecue facilities. The vacation home has a picnic area where you can spend the day outdoors. Swanns Railroad Station (Historical) is 2.2 miles from Historic home lake access, near parks and venues, while Legoland Florida is 5.4 miles away. Orlando International Airport is 45 miles from the property.

Parking • Balcony/Terrace • Other • Sports/Activities • Smoking • Barbecue/Outdoor Cooking • View • Fireplace/Heating • Security/Safety • Air Conditioner • Guest Services • Internet

Located in Winter Haven, this welcoming cottage lets you experience it all. Lake Conine is an easy 9-minute walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make short work of the 4-minute drive to Willowbrook Golf Course.

Once you get back, you can enjoy your surroundings with the patio and BBQ grill. As for the great indoors, you can come inside and enjoy the free WiFi and TV.

This 3-bedroom, 3-bathroom rental features a living room, a fireplace, air conditioning, and a ceiling fan. The kitchen is equipped with an oven, a stovetop, and a dishwasher, as well as a coffee maker, an ice maker, and a microwave. And you won't have to pack extra clothes, because you'll also have a washing machine.

- "This house is absolutely beautiful! Prior to arrival, all needed info- check-in, wifi code, door access, everything was communicated. The master bedroom, with it's own hallway and bathroom, has a lounge style sitting room attached. The patio is larger than it appears in the photos. The lake out back is so peaceful. The kitchen is fully equipped with all you'll need. The owner/ manager texted just to see how things were going. Very thoughtful! It was a great vacation rental and i will definitely be booking this location again!!! 10 out of 10 easily!"

Providing a garden, Modern 3 Bed 2 Bath Home 3 minutes from Legoland features accommodations in Winter Haven. This vacation home provides air-conditioned accommodations with a patio. The vacation home also offers free Wifi, free private parking, and facilities for disabled guests. Offering a terrace and garden views, the spacious vacation home includes 3 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 2 bathrooms with a bath and a shower. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. The vacation home has a picnic area where you can spend the day outdoors. Legoland Florida is a 18-minute walk from the vacation home, while Swanns Railroad Station (Historical) is 7.3 miles away. Lakeland Linder International Airport is 22 miles from the property.

Other • Balcony/Terrace • Internet • Entertainment • Sports/Activities • Guest Services • Wheelchair Accessible • Fireplace/Heating • Parking • Air Conditioner • Security/Safety • Accessibility

Close to theme parks, outlet shopping, and more, this welcoming vacation home brings it all within reach. Jump into your car and make short work of the 14-minute drive to LEGOLAND® Florida or the 7-minute drive to Sertoma Park (and enjoy the property's convenient onsite parking in the meantime).

After you return, unwind in the outdoor entertainment area or sip a drink in the garden, and don't forget about the outdoor furniture. As for the great indoors, you can come inside and enjoy the free WiFi and digital TV.

Premium bedding, a charcoal grill, air conditioning, and blackout drapes/curtains are featured at this 1-bedroom rental. Bathroom amenities include free toiletries, towels, and toilet paper. And there's access to laundry facilities, so you can even pack a bit lighter.

Air Conditioner • Other • Laundry • Child Friendly • Barbecue/Outdoor Cooking • Bedding/Linens • Entertainment • Toiletries • Internet • Balcony/Terrace • Parking • Sports/Activities