Best Winter Haven Vacation Rentals
-
Guest favorite
Central Private King Suit Washer Dryer 2 Miles To Hospital
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
The 42 m² Central Private King Suit Washer Dryer 2 Miles To Hospital Winter Haven apartment is located 3.2 km from Village Square and 10 minutes by car from Saint Matthew Catholic Church. Wi-Fi and parking are provided for guests' utmost comfort.
Central Private King Suit Washer Dryer 2 Miles To Hospital
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
Central Private King Suit Washer Dryer 2 Miles To Hospital
The 42 m² Central Private King Suit Washer Dryer 2 Miles To Hospital Winter Haven apartment is located 3.2 km from Village Square and 10 minutes by car from Saint Matthew Catholic Church. Wi-Fi and parking are provided for guests' utmost comfort.
Unique Cozy Studio
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Luggage storage
- Tea and coffee facilities
Situated within a 4-km distance of Cypress Gardens, the 1-bedroom Unique Cozy Studio Winter Haven also boasts easy access to Swanns (historical) train station which is nearly a 10-minute drive away. The 45 m² apartment features Wi-Fi, along with a private parking lot for guests travelling by car.
Unique Cozy Studio
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Luggage storage
- Tea and coffee facilities
Unique Cozy Studio
Situated within a 4-km distance of Cypress Gardens, the 1-bedroom Unique Cozy Studio Winter Haven also boasts easy access to Swanns (historical) train station which is nearly a 10-minute drive away. The 45 m² apartment features Wi-Fi, along with a private parking lot for guests travelling by car.
Peaceful Lakeside Retreat
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Tea and coffee facilities
- Terrace
Offering a terrace and a patio for guests' leisure, Peaceful Lakeside Retreat Winter Haven villa is situated a 15-minute ride from the 150-acre interactive theme park "Legoland Florida Resort". Located 7 km from Winter Park Municipal Golf Club, the 3-bedroom holiday home provides Wi-Fi and private parking.
Peaceful Lakeside Retreat
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Tea and coffee facilities
- Terrace
Peaceful Lakeside Retreat
Offering a terrace and a patio for guests' leisure, Peaceful Lakeside Retreat Winter Haven villa is situated a 15-minute ride from the 150-acre interactive theme park "Legoland Florida Resort". Located 7 km from Winter Park Municipal Golf Club, the 3-bedroom holiday home provides Wi-Fi and private parking.
Cheap Winter Haven Vacation Rentals
Hook, Line & Leisure: Lakefront Gem W/ Porch!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Sun loungers
Located an 18-minute walk from Inman Park, Lakefront Vibes W/ Lanai! Bird-Watching Paradise Winter Haven villa gives access to various tourist sites in the vicinity. The 3-bedroom holiday home hosts up to 8 guests and provides them with a car park.
Hook, Line & Leisure: Lakefront Gem W/ Porch!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Sun loungers
Hook, Line & Leisure: Lakefront Gem W/ Porch!
Located an 18-minute walk from Inman Park, Lakefront Vibes W/ Lanai! Bird-Watching Paradise Winter Haven villa gives access to various tourist sites in the vicinity. The 3-bedroom holiday home hosts up to 8 guests and provides them with a car park.
Lakeside Lofts At Lake Martha
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Sun terrace
- Patio
Lakeside Lofts At Lake Martha Winter Haven villa offers proximity to nearby tourist spots, such as Lake Region Baptist Church, situated 2.9 km away. With a maximum capacity of 8 guests, the 5-bedroom villa offers parking.
Lakeside Lofts At Lake Martha
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Sun terrace
- Patio
Lakeside Lofts At Lake Martha
Lakeside Lofts At Lake Martha Winter Haven villa offers proximity to nearby tourist spots, such as Lake Region Baptist Church, situated 2.9 km away. With a maximum capacity of 8 guests, the 5-bedroom villa offers parking.
Winter Haven Apt: 1 Mi To Polk State College!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Spa & wellness centre
Featuring a convenient location within 5 minutes' walk of Rotary Park, the spacious 50 m² Winter Haven Apt: 1 Mi To Polk State College! accommodates up to 2 guests. The 1-bedroom apartment offers a car park on site and modern comforts like Wi-Fi.
Winter Haven Apt: 1 Mi To Polk State College!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Spa & wellness centre
Winter Haven Apt: 1 Mi To Polk State College!
Featuring a convenient location within 5 minutes' walk of Rotary Park, the spacious 50 m² Winter Haven Apt: 1 Mi To Polk State College! accommodates up to 2 guests. The 1-bedroom apartment offers a car park on site and modern comforts like Wi-Fi.
Pet Friendly Vacation Rentals Winter Haven
Serene Lakeside Cottage Retreat
- BBQ facilities
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Sun terrace
Nestled 10 minutes by car from Lake Haines Boat Launch Nature Preserve, Serene Lakeside Cottage Retreat Winter Haven is boasting a sundeck and a golf course for guests' enjoyment. Located 3.5 km from Lake Rochelle, this 3-bedroom villa provides Wi-Fi and parking.
Serene Lakeside Cottage Retreat
- BBQ facilities
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Sun terrace
Serene Lakeside Cottage Retreat
Nestled 10 minutes by car from Lake Haines Boat Launch Nature Preserve, Serene Lakeside Cottage Retreat Winter Haven is boasting a sundeck and a golf course for guests' enjoyment. Located 3.5 km from Lake Rochelle, this 3-bedroom villa provides Wi-Fi and parking.
Sweet Cottage
- Cookware/ Kitchen utensils
- Air conditioning
- Luggage storage
- Ironing facilities
- Tea and coffee facilities
- Garden area
Staying at Sweet Cottage Winter Haven, guests can visit Beymer United Methodist Church, which is only 1.3 km away.
Sweet Cottage
- Cookware/ Kitchen utensils
- Air conditioning
- Luggage storage
- Ironing facilities
- Tea and coffee facilities
- Garden area
Sweet Cottage
Staying at Sweet Cottage Winter Haven, guests can visit Beymer United Methodist Church, which is only 1.3 km away.
Promise Land Manor Historic Home Lake Access, Near Parks And Venues
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Terrace
Located approximately 10 minutes' drive from the round natural Lake Smart, Promise Land Manor Historic Home Lake Access, Near Parks And Venues Winter Haven provides access to various tourist attractions in the vicinity.
Promise Land Manor Historic Home Lake Access, Near Parks And Venues
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Terrace
Promise Land Manor Historic Home Lake Access, Near Parks And Venues
Located approximately 10 minutes' drive from the round natural Lake Smart, Promise Land Manor Historic Home Lake Access, Near Parks And Venues Winter Haven provides access to various tourist attractions in the vicinity.
Winter Haven Vacation Rentals Oceanfront
Groovy Funhouse Getaway - 4 Bdrm Near Legoland
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Billiard tables
- Outdoor swimming pool
The 4-bedroom Groovy Funhouse Getaway - 4 Bdrm Near Legoland Villa Winter Haven is located within a 6-km distance of Chain of Lakes Park Stadium and allows guests to enjoy mini golf, billiard, and darts. Offering an outdoor swimming pool, this Winter Haven holiday home invites guests to visit Marshall Hampton Reserve, located approximately a 10-minute ride away.
Groovy Funhouse Getaway - 4 Bdrm Near Legoland
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Billiard tables
- Outdoor swimming pool
Groovy Funhouse Getaway - 4 Bdrm Near Legoland
The 4-bedroom Groovy Funhouse Getaway - 4 Bdrm Near Legoland Villa Winter Haven is located within a 6-km distance of Chain of Lakes Park Stadium and allows guests to enjoy mini golf, billiard, and darts. Offering an outdoor swimming pool, this Winter Haven holiday home invites guests to visit Marshall Hampton Reserve, located approximately a 10-minute ride away.
-
Top location
The Old Haven - An Enduring Piece Of Nostalgia
- Cookware/ Kitchen utensils
- Air conditioning
- Luggage storage
- Ironing facilities
- Fitness centre
- Garden area
The 4-bedroom The Old Haven - An Enduring Piece Of Nostalgia Villa Winter Haven entices active guests with access to a fitness centre and is located approximately a 10-minute drive from the natural freshwater Lake Conine.
The Old Haven - An Enduring Piece Of Nostalgia
- Cookware/ Kitchen utensils
- Air conditioning
- Luggage storage
- Ironing facilities
- Fitness centre
- Garden area
The Old Haven - An Enduring Piece Of Nostalgia
The 4-bedroom The Old Haven - An Enduring Piece Of Nostalgia Villa Winter Haven entices active guests with access to a fitness centre and is located approximately a 10-minute drive from the natural freshwater Lake Conine.
Hot Tub & Fire Pit: Lakefront Home On Lake Eloise
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Flat-screen TV
- Spa & wellness centre
- Garden area
Situated nearly 25 minutes' walk from Lego Ninjago World, the spacious 1-bedroom Hot Tub & Fire Pit: Lakefront Home On Lake Eloise Winter Haven apartment also boasts easy access to Swanns (historical) train station which is around 10 km away. The apartment offers modern facilities, such as Wi-Fi and essentials like private car parking for car travellers.
The availability of a Jacuzzi at Hot Tub & Fire Pit: Lakefront Home On Lake Eloise apartment ensures a relaxing stay.
Hot Tub & Fire Pit: Lakefront Home On Lake Eloise
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Flat-screen TV
- Spa & wellness centre
- Garden area
Hot Tub & Fire Pit: Lakefront Home On Lake Eloise
Situated nearly 25 minutes' walk from Lego Ninjago World, the spacious 1-bedroom Hot Tub & Fire Pit: Lakefront Home On Lake Eloise Winter Haven apartment also boasts easy access to Swanns (historical) train station which is around 10 km away. The apartment offers modern facilities, such as Wi-Fi and essentials like private car parking for car travellers.
The availability of a Jacuzzi at Hot Tub & Fire Pit: Lakefront Home On Lake Eloise apartment ensures a relaxing stay.
Winter Haven Vacation Rentals with Private Pool
Cozy Bungalow
- Cookware/ Kitchen utensils
- Air conditioning
- Luggage storage
- Laundry
- Ironing facilities
- Garden area
Located only 6 minutes' walk from First Baptist Church, the 3-bedroom Cozy Bungalow Winter Haven offers quick access to various city attractions in the vicinity. Providing guests with Wi-Fi and parking, this Winter Haven villa is 3.2 km from Cobb Grand 10 Cinemas.
Cozy Bungalow
- Cookware/ Kitchen utensils
- Air conditioning
- Luggage storage
- Laundry
- Ironing facilities
- Garden area
Cozy Bungalow
Located only 6 minutes' walk from First Baptist Church, the 3-bedroom Cozy Bungalow Winter Haven offers quick access to various city attractions in the vicinity. Providing guests with Wi-Fi and parking, this Winter Haven villa is 3.2 km from Cobb Grand 10 Cinemas.
Lakefront Winter Haven Retreat: Hot Tub & Patio!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Table tennis
The 4-bedroom Lakefront Winter Haven Retreat: Hot Tub & Patio! villa is located within a 3-km distance of Rotary Park and provides guests with a Jacuzzi for a more relaxing stay. Featuring lake views, the welcoming holiday home invites guests to visit the round natural Lake Smart, located approximately a 10-minute ride away.
A variety of outdoor activities such as ping-pong can be enjoyed in the surroundings. To ensure children's entertainment, the property provides books and board games.
Lakefront Winter Haven Retreat: Hot Tub & Patio!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Table tennis
Lakefront Winter Haven Retreat: Hot Tub & Patio!
The 4-bedroom Lakefront Winter Haven Retreat: Hot Tub & Patio! villa is located within a 3-km distance of Rotary Park and provides guests with a Jacuzzi for a more relaxing stay. Featuring lake views, the welcoming holiday home invites guests to visit the round natural Lake Smart, located approximately a 10-minute ride away.
A variety of outdoor activities such as ping-pong can be enjoyed in the surroundings. To ensure children's entertainment, the property provides books and board games.
-
Beach access
Lanai & Pool: Elegant Villa In Winter Haven!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Heated swimming pool
Featuring a heated pool, 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 and parking, the 4-bedroom villa is 10 minutes' drive from Lake Shipp Park.
Lanai & Pool: Elegant Villa In Winter Haven!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Heated swimming pool
Lanai & Pool: Elegant Villa In Winter Haven!
Featuring a heated pool, 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 and parking, the 4-bedroom villa is 10 minutes' drive from Lake Shipp Park.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Winter Haven, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Central Private King Suit Washer Dryer 2 Miles To Hospital |
8.6 / 10 (53 Reviews) |
From 81$ | |
| Unique Cozy Studio |
9.7 / 10 (14 Reviews) |
From 88$ | |
| Peaceful Lakeside Retreat |
9.8 / 10 (11 Reviews) |
From 155$ | |
| Hook, Line & Leisure: Lakefront Gem W/ Porch! |
10.0 / 10 (9 Reviews) |
From 232$ | |
| Lakeside Lofts At Lake Martha |
9.1 / 10 (22 Reviews) |
From 182$ |
Frequently Asked Questions
Which vacation rentals near Lake Eloise are great for relaxing?
Look at the Lakefront Winter Haven Retreat and Hot Tub & Fire Pit: Lakefront Home. These rentals offer beautiful views and easy access to the lake for fishing or kayaking.
Book your stay during weekdays for lower rates and less competition for lake activities.
Where can I find cozy vacation rentals for families in Winter Haven?
Consider Groovy Funhouse Getaway and Serene Lakeside Cottage Retreat. They have multiple bedrooms and are perfect for families wanting to stay together.
Check for family-oriented amenities like game rooms, which can add fun for kids during your stay.
What are some budget-friendly vacation rentals in Winter Haven?
Unique Cozy Studio and Winter Haven Apt: 1 Mi To Polk State College offer affordable rates. These locations provide basic comforts at lower costs.
Consider cooking some meals in your rental to save money on dining out.
Which vacation rentals in Winter Haven have pools?
The Lanai & Pool: Elegant Villa In Winter Haven and Hot Tub & Fire Pit homes feature pools for relaxation and fun. These are ideal for enjoying warm days.
Arrive early in the day to secure a good spot by the pool, especially during peak season.
Are there any vacation rentals in Winter Haven near Legoland?
The Groovy Funhouse Getaway is just a short drive from Legoland. This makes it easy for families to enjoy the theme park throughout their stay.
Plan your visit to Legoland on weekdays to avoid long queues in the morning.
Which vacation rentals offer hot tubs for relaxation?
Check out Lakefront Winter Haven Retreat for its hot tub. Hot Tub & Fire Pit: Lakefront Home On Lake Eloise also includes a hot tub for cozy evenings.
Spend a relaxing evening in the hot tub after exploring local attractions to unwind.
What unique vacation rentals in Winter Haven have historic charm?
Promise Land Manor Historic Home offers a unique stay. The Old Haven - An Enduring Piece Of Nostalgia also provides an experience rich in history.
Explore nearby parks during the day to complement your historic accommodation with nature.
What local events should I check out during my Winter Haven stay?
Attend the Winter Haven Christmas Parade in December, featuring local bands and holiday cheer. It's a fun way to enjoy the season with the community.
Arrive early to grab a good viewing spot along the parade route on Central Avenue.
How can I navigate Winter Haven effectively?
Use local buses or try cycling along the scenic routes for convenience. Rentals are available, allowing you to explore at your own pace.
Check for safety guidelines if biking, and consider off-peak hours to avoid traffic.
Is Winter Haven safe for families and tourists?
Most areas in Winter Haven are safe for families and visitors. Central neighborhoods like downtown have regular patrols and are well-lit at night.
Stick to well-trafficked areas after sunset to ensure a safe experience.