Special offers and Exclusive deals

Search Hotels

2026-11-09
2026-11-10
Guests

Filter Results

Hotels by class

Enter name

Price per night

Accommodation type

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Family Hotels in Winter Haven

Hampton Inn Winter Haven

202 Cypress Gardens Boulvard, Winter Haven, United States Show map

Offering a quiet location nearly a 5-minute walk from Chain of Lakes Park Florida Baseball Field, the smoke-free Hampton Inn Winter Haven boasts a 500-seats auditorium. This 3-star hotel features a… More

From US$ 85 Book Now

Legoland Florida Resort

1 Legoland Way, Winter Haven, United States Show map

Situated around 5 minutes' walk from the 150-acre interactive theme park "Legoland Florida Resort", the 4-star Legoland Florida Resort Winter Haven offers a sunbathing terrace and a shared lounge. More

From US$ 254 Book Now

Best Western Plus Winter Haven Inn & Suites

5801 Roosevelt Drive, Winter Haven, United States Show map

Located just 1.5 km from the 150-acre interactive theme park "Legoland Florida Resort", the comfortable 3-star Best Western Plus Winter Haven Inn & Suites features Wi-Fi in public areas and private… More

From US$ 136 Book Now

Home2 Suites By Hilton Winter Haven

6015 Cypress Gardens Blvd, Winter Haven, United States Show map

The comfortable 3-star Home2 Suites By Hilton Winter Haven hotel is situated approximately 5 minutes on foot from the 150-acre interactive theme park "Legoland Florida Resort" and features a lift and… More

From US$ 161 Book Now

Staybridge Suites Winter Haven - Auburndale By Ihg

305 5Th St Nw, Winter Haven, United States Show map

Located nearly a 5-minute walk from The Garden Ballroom Event Venue, the comfortable Staybridge Suites Winter Haven - Auburndale By Ihg hotel gives quick access to various city sites. This 3-star… More

From US$ 150 Book Now

Courtyard By Marriott Winter Haven

6225 Cypress Gardens Boulevard Se, Winter Haven, United States Show map

Courtyard By Marriott Winter Haven Hotel, located a 20-minute walk from the 150-acre interactive theme park "Legoland Florida Resort", features Wi-Fi in public areas. Offering 111 rooms, this hotel… More

From US$ 161 Book Now

Groovy Funhouse Getaway - 4 Bdrm Near Legoland

3357 Timberline Road West, Winter Haven, United States Show map

Hosting up to 10 guests, the 4-bedroom Groovy Funhouse Getaway - 4 Bdrm Near Legoland Villa Winter Haven offers a convenient location within a 6-km distance of sports attractions such as Chain of… More

From US$ 233 Book Now

Private Entrance 1 Bd Guest Suite In Cypress Gardens Near Legoland

314 Monroe Drive Southeast, Winter Haven, United States Show map

Located 2.9 km from the round Lake Fox, the comfortable Private Entrance 1 Bd Guest Suite In Cypress Gardens Near Legoland Winter Haven hotel offers air-conditioned rooms about 10 minutes by car from… More

From US$ 70 Book Now

Unique Cozy Studio

602 Julia Street Southeast, Winter Haven, United States Show map

To enjoy your vacation in Winter Haven, stay at the 1-bedroom Unique Cozy Studio Winter Haven, which is only 1.3 km from Beymer United Methodist Church and nearly 20 minutes on foot from Rotary Park.… More

From US$ 88 Book Now

Peaceful Lakeside Retreat

46 Lake Howard Drive Southwest, Winter Haven, United States Show map

Offering a terrace and a patio for guests' leisure, Peaceful Lakeside Retreat Winter Haven villa is situated a 10-minute ride from Simmers-Young Park. Located 4.9 km from the natural freshwater Lake… More

From US$ 155 Book Now

The Old Haven - An Enduring Piece Of Nostalgia

718 Carroll Avenue Southwest, Winter Haven, United States Show map

The 4-bedroom The Old Haven - An Enduring Piece Of Nostalgia Villa Winter Haven entices active guests with access to a fitness suite and is located about a 15-minute stroll from Beymer United… More

From US$ 242 Book Now

The Cozy Nook

2037 Canton Park Drive, Winter Haven, United States Show map

The Cozy Nook Villa Winter Haven is located 4.3 km from Lake Region Golf Club and offers guests to enjoy their evening on a patio with outdoor dining areas. More

Book Now

Winter Haven Retreat W/ Private Pool!

154 Lake Roy Dr, Winter Haven, United States Show map

Along with access to such natural sites as Lego City Rescue Academy Theme Park, 2.5 km away, the 3-bedroom Winter Haven Retreat W/ Private Pool! Villa offers an outdoor swimming pool. Providing… More

From US$ 343 Book Now

Blockhaven Near Legoland, Disney

404 Red Hawk Loop, Winter Haven, United States Show map

During the stay at Blockhaven Near Legoland, Disney Winter Haven villa, guests can indulge in billiard or visit Simmers-Young Park, located 4.2 km away. More

Book Now

Lanai & Pool: Elegant Villa In Winter Haven!

1600 Orange St Nw, Winter Haven, United States Show map

Featuring a heated pool, the 4-bedroom Lanai & Pool: Elegant Villa In Winter Haven! is suitable for up to 8 people and is located 4.8 km from the 200-acre Simmers Park. Providing guests with Wi-Fi… More

From US$ 383 Book Now

Waterfront Winter Haven Home With Dock & Hot Tub!

Winter Haven, FL, 33880, Winter Haven, United States Show map

Situated within a 3-km distance of The Garden Ballroom Event Venue, the 4-bedroom Waterfront Winter Haven Home With Dock & Hot Tub! includes a heated pool, as well as a Jacuzzi to relax in. More

From US$ 664 Book Now

Cozy Bungalow

138 Avenue East Southeast, Winter Haven, United States Show map

The 3-bedroom Cozy Bungalow Winter Haven offers easy access to such tourist spots as First Baptist Church, located only a 6-minute walk away. Providing guests with Wi-Fi and parking, this Winter… More

From US$ 143 Book Now

Promise Land Manor Historic Home Lake Access, Near Parks And Venues

404 Ave O Ne, Winter Haven, United States Show map

Located about a 10-minute drive from Lake Rochelle, the 2-room Promise Land Manor Historic Home Lake Access, Near Parks And Venues Winter Haven provides access to various tourist attractions in the… More

From US$ 259 Book Now

Modern 3 Bed 2 Bath Home 3 Minutes From Legoland

522 Lake Dexter Boulevard, Winter Haven, United States Show map

Nestled a 10-minute drive from the round Lake Fox, Modern 3 Bed 2 Bath Home 3 Minutes From Legoland Winter Haven entices guests to explore various tourist destinations nearby. More

Book Now

Chain Of Lakes Cottage

2140 West Central Avenue, Winter Haven, United States Show map

Located 25 minutes' walk from Lake Shipp Park, Chain Of Lakes Cottage Winter Haven offers a games room for guests' leisure. Located 7 km from Lego Ninjago World, this holiday home provides Wi-Fi and… More

From US$ 217 Book Now

Peaceful Waterfront Home Minutes From Legoland, Fl

115 North Lake Florence Drive, Winter Haven, United States Show map

Located nearly a 25-minute walk from Legoland, Peaceful Waterfront Home Minutes From Legoland, Fl Winter Haven has an outdoor swimming pool and is ideal for up to 12 guests. Guests can enjoy… More

Book Now

Walk To Legoland Heated Pool Putting Green Beach Sunsets Boat Dock

2511 Cypress Gardens Boulevard, Winter Haven, United States Show map

Featuring a heated pool for guests' relaxation, the 1-bedroom Walk To Legoland Heated Pool Putting Green Beach Sunsets Boat Dock Winter Haven villa is located nearly a 25-minute stroll from the large… More

Book Now

Cozy 1Br Just 2 Miles From Legoland

806 Wakulla Drive, Winter Haven, United States Show map

Situated approximately a 10-minute ride from Ridge Art Association, the spacious 93 m² Cozy 1Br Just 2 Miles From Legoland Apartment Winter Haven also boasts easy access to Swanns (historical) train… More

Book Now

Lake, Pool, Hottub, Game Room, 8 Beds, Sleeps 17

108 North Lake Howard Drive, Winter Haven, United States Show map

Situated nearly a 10-minute ride from Simmers-Young Park, the 4-bedroom Lake, Pool, Hottub, Game Room, 8 Beds, Sleeps 17 Winter Haven villa includes an outdoor swimming pool, as well as a Jacuzzi to… More

Book Now

Hot Tub & Fire Pit: Lakefront Home On Lake Eloise

2006 1/2 Helena Rd, Winter Haven, United States Show map

To enjoy your vacation in Winter Haven, stay at the spacious 1-bedroom Hot Tub & Fire Pit: Lakefront Home On Lake Eloise Winter Haven apartment, which is about a 15-minute ride from Cypresswood Golf… More

From US$ 236 Book Now

Getaway Clubhouse

144 Avenue East Southeast, Winter Haven, United States Show map

The 3-bedroom Getaway Clubhouse Villa Winter Haven offers swift access to various city sites, such as First Baptist Church, situated merely 6 minutes' walk away. Providing guests with Wi-Fi and… More

Book Now

Large Family Home, Legoland, Pet Friendly, 7 Beds

2140 West Central Avenue, Winter Haven, United States Show map

Situated about a 25-minute walk from The Garden Ballroom Event Venue, the 4-bedroom Large Family Home, Legoland, Pet Friendly, 7 Beds Winter Haven entices guests to explore various tourist… More

Book Now

5 Bedroom Home With Pool And Outdoor Fun

120 Lincoln Rd, Winter Haven, United States Show map

Staying at the 5-bedroom 5 Bedroom Home With Pool And Outdoor Fun Winter Haven, guests can visit Lego Ninjago World, which is just 1.8 km away. The Winter Haven villa is suitable for up to 10 guests… More

Book Now

Serene Lakeside Cottage Retreat

4840 Old Lucerne Park Road, Winter Haven, United States Show map

Nestled 3.2 km from Lake Henry Golf Club, Serene Lakeside Cottage Retreat Winter Haven entices guests to explore various tourist destinations nearby. This 3-bedroom holiday home can host up to 6… More

From US$ 206 Book Now

Lakeside Lofts At Lake Martha

433 Ave C Ne, Winter Haven, United States Show map

Accommodating up to 8 guests, the 5-bedroom Lakeside Lofts At Lake Martha Winter Haven villa is situated 2.2 km from renowned cultural sites such as Ridge Art Association. Located 15 minutes by car… More

From US$ 182 Book Now

Lakefront Winter Haven Retreat: Hot Tub & Patio!

1700 S Lake Mirror Dr Nw, Winter Haven, United States Show map

Ensuring a relaxing stay with a Jacuzzi, the 4-bedroom Lakefront Winter Haven Retreat: Hot Tub & Patio! villa is situated approximately a 10-minute drive from the 200-acre Simmers Park and can… More

From US$ 330 Book Now

Legoland & Downtown Getaway - Pool, Jacuzzi, Theater, Game Room, And Lego Theme Room

814 Sunset Cove Drive, Winter Haven, United States Show map

Located 6 km from Village Square, Legoland & Downtown Getaway - Pool, Jacuzzi, Theater, Game Room, And Lego Theme Room Winter Haven villa gives access to various tourist sites in the vicinity. More

Book Now

3Br 2Ba Modern Spacious Lake Home 4Miles Legoland - 1724

1724 Lake Mariam Dr, Winter Haven, United States Show map

The 3-bedroom 3Br 2Ba Modern Spacious Lake Home 4Miles Legoland - 1724 Winter Haven accommodates up to 7 guests and offers a convenient location nearly a 10-minute drive from such places of worship… More

Book Now

Kid-Friendly Home W Pool & Bbq

2414 West Central Avenue, Winter Haven, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Kid-Friendly Home W Pool & Bbq Winter Haven is suitable for up to 7 people and is located about 25 minutes' walk from Simmers-Young Park. Providing… More

Book Now

Lakefront Vibes W/ Lanai! Bird-Watching Paradise

510 Sears Ave Ne, Winter Haven, United States Show map

Situated 3.9 km from Willowbrook Golf Course, Lakefront Vibes W/ Lanai! Bird-Watching Paradise Winter Haven villa provides access to numerous tourist attractions in the area. The 3-bedroom holiday… More

From US$ 232 Book Now

Luxury 3Br With Heated Private Pool & Game Room, Only 4 Min To Legoland

910 East Heron Circle, Winter Haven, United States Show map

Situated 1.6 km from the round Lake Fox, Luxury 3Br With Heated Private Pool & Game Room, Only 4 Min To Legoland Winter Haven villa is suitable for 8 guests and provides an outdoor swimming pool for… More

Book Now

Spacious 4-Bedroom 2-Bath Abode

1216 Lysiloma Avenue, Winter Haven, United States Show map

Offering a location 4.8 km from Inman Park, the 4-bedroom Spacious 4-Bedroom 2-Bath Abode Winter Haven villa gives access to various tourist spots in the area. The holiday home hosts up to 10 guests… More

From US$ 265 Book Now

My Place Near Legoland

2805 Ave M Nw, Winter Haven, United States Show map

Nestled 10 minutes' drive from The Historic Baynard House Museum, My Place Near Legoland Winter Haven villa entices guests to explore various tourist destinations nearby. More

From US$ 135 Book Now

Winter Haven Home With Pool Near Legoland!

919 Ave S Se, Winter Haven, United States Show map

Winter Haven Home With Pool Near Legoland! offers proximity to nearby tourist spots, such as Lake Region Baptist Church, situated around 10 minutes away by car. More

Book Now

Sleeps 16+, Sports Team Friendly, Pet Friendly

2140 West Central Avenue, Winter Haven, United States Show map

Nestled a 25-minute walk from Lake Shipp Park, Sleeps 16+, Sports Team Friendly, Pet Friendly Villa Winter Haven entices guests to explore various tourist destinations nearby. The 6-bedroom villa… More

Book Now

Private Ensuite In Historic Home

404 Ave O Ne, Winter Haven, United States Show map

To enjoy your vacation in Winter Haven, stay at Private Ensuite In Historic Home Winter Haven apartment, which is 3.5 km from Ridge Art Association and about 10 minutes by car from the round natural… More

Book Now

John Shirleys Retreat

1037 Mockingbird Circle, Winter Haven, United States Show map

Located within a 10-minute drive of Lake Region Yacht & Country Club, the 3-bedroom John Shirleys Retreat Villa Winter Haven provides access to various tourist attractions in the vicinity. More

Book Now

Central Florida Vacation Home

3783 Fieldstone Circle, Winter Haven, United States Show map

Staying at the 4-bedroom Central Florida Vacation Home Winter Haven, guests can visit Calvary Baptist Church, which is nearly a 25-minute walk away. The Winter Haven villa accommodates up to 12… More

Book Now

Stylish Lake Home With Huge Pool, Arcade With Ps5,And Theater Just 5 Min From Legoland

120 Lake Ring Drive, Winter Haven, United States Show map

The 3-bedroom Stylish Lake Home With Huge Pool, Arcade With Ps5,And Theater Just 5 Min From Legoland Winter Haven hosts up to 6 guests and is nestled around a 25-minute stroll from natural sites such… More

From US$ 314 Book Now

Cozy Cove Stay

1137 Carefree Cove Drive, Winter Haven, United States Show map

Situated approximately 25 minutes' walk from the round natural Lake Smart, the 1-bedroom Cozy Cove Stay Winter Haven apartment offers an opportunity to discover various tourist attractions in the… More

From US$ 91 Book Now