All Vacation Rentals Winter Haven
Winter Haven
2 guests

Adults:

2

Children:

0

Child’s age:

Winter Haven

Nov 12 - Nov 13 ·
2 guests

Winter Haven Vacation Rentals

Winter Haven
2 guests

Adults:

2

Children:

0

Child’s age:

Over 70 stays assessed to highlight the standout picks

Navigation

1. Central Private King Suit Washer Dryer 2 Miles To Hospital

2. Unique Cozy Studio

3. Peaceful Lakeside Retreat

4. Hook, Line & Leisure: Lakefront Gem W/ Porch!

Cheap Winter Haven Vacation Rentals

5. Lakeside Lofts At Lake Martha

6. Winter Haven Apt: 1 Mi To Polk State College!

7. Serene Lakeside Cottage Retreat

Pet Friendly Vacation Rentals Winter Haven

8. Sweet Cottage

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

10. Groovy Funhouse Getaway - 4 Bdrm Near Legoland

Best Winter Haven Vacation Rentals

  • Guest favorite
Central Private King Suit Washer Dryer 2 Miles To Hospital Central Private King Suit Washer Dryer 2 Miles To Hospital

Central Private King Suit Washer Dryer 2 Miles To Hospital

1401 Avenue K Northeast
3.1 km (1.9 mi) from city center
42
  • 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.

8.6
53 reviews
~ US$81 / night

Central Private King Suit Washer Dryer 2 Miles To Hospital

3.1 km (1.9 mi) from city center
42
  • 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.

8.6
53 reviews
From US$ 81 / night
Unique Cozy Studio Unique Cozy Studio

Unique Cozy Studio

602 Julia Street Southeast
1.0 km (0.6 mi) from city center
45
  • 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.

9.7
14 reviews
~ US$88 / night

Unique Cozy Studio

1.0 km (0.6 mi) from city center
45
  • 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.

9.7
14 reviews
From US$ 88 / night
Peaceful Lakeside Retreat Peaceful Lakeside Retreat

Peaceful Lakeside Retreat

46 Lake Howard Drive Southwest
1.9 km (1.2 mi) from city center
172
  • 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.

9.8
11 reviews
~ US$155 / night

Peaceful Lakeside Retreat

1.9 km (1.2 mi) from city center
172
  • 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.

9.8
11 reviews
From US$ 155 / night

Cheap Winter Haven Vacation Rentals

Hook, Line & Leisure: Lakefront Gem W/ Porch! Hook, Line & Leisure: Lakefront Gem W/ Porch!

Hook, Line & Leisure: Lakefront Gem W/ Porch!

510 Sears Ave Ne
2.5 km (1.6 mi) from city center
222
  • 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.

10
9 reviews
~ US$232 / night

Hook, Line & Leisure: Lakefront Gem W/ Porch!

2.5 km (1.6 mi) from city center
222
  • 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.

10
9 reviews
From US$ 232 / night
Lakeside Lofts At Lake Martha Lakeside Lofts At Lake Martha

Lakeside Lofts At Lake Martha

433 Ave C Ne
1.2 km (0.7 mi) from city center
214
  • 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.

9.1
22 reviews
~ US$182 / night

Lakeside Lofts At Lake Martha

1.2 km (0.7 mi) from city center
214
  • 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.

9.1
22 reviews
From US$ 182 / night
Winter Haven Apt: 1 Mi To Polk State College! Winter Haven Apt: 1 Mi To Polk State College!

Winter Haven Apt: 1 Mi To Polk State College!

251 W Lake Elbert Dr Ne Upstairs Unit
1.7 km (1.0 mi) from city center
50
  • 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.

10
3 reviews
~ US$102 / night

Winter Haven Apt: 1 Mi To Polk State College!

1.7 km (1.0 mi) from city center
50
  • 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.

10
3 reviews
From US$ 102 / night

Pet Friendly Vacation Rentals Winter Haven

Serene Lakeside Cottage Retreat Serene Lakeside Cottage Retreat

Serene Lakeside Cottage Retreat

4840 Old Lucerne Park Road
8.0 km (5.0 mi) from city center
179
  • 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.

9
8 reviews
~ US$206 / night

Serene Lakeside Cottage Retreat

8.0 km (5.0 mi) from city center
179
  • 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.

9
8 reviews
From US$ 206 / night
Sweet Cottage Sweet Cottage

Sweet Cottage

137 Avenue East Southeast
1.0 km (0.6 mi) from city center
66
  • 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.

10
2 reviews
~ US$140 / night

Sweet Cottage

1.0 km (0.6 mi) from city center
66
  • 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.

10
2 reviews
From US$ 140 / night
Promise Land Manor Historic Home Lake Access, Near Parks And Venues Promise Land Manor Historic Home Lake Access, Near Parks And Venues

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

404 Ave O Ne
1.9 km (1.2 mi) from city center
  • 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.

10
3 reviews
~ US$259 / night

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

1.9 km (1.2 mi) from city center
  • 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.

10
3 reviews
From US$ 259 / night

Winter Haven Vacation Rentals Oceanfront

Groovy Funhouse Getaway - 4 Bdrm Near Legoland Groovy Funhouse Getaway - 4 Bdrm Near Legoland

Groovy Funhouse Getaway - 4 Bdrm Near Legoland

3357 Timberline Road West
5.3 km (3.3 mi) from city center
141
  • 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.

7.5
27 reviews
~ US$233 / night

Groovy Funhouse Getaway - 4 Bdrm Near Legoland

5.3 km (3.3 mi) from city center
141
  • 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.

7.5
27 reviews
From US$ 233 / night
  • Top location
The Old Haven - An Enduring Piece Of Nostalgia The Old Haven - An Enduring Piece Of Nostalgia

The Old Haven - An Enduring Piece Of Nostalgia

718 Carroll Avenue Southwest
0.5 km (0.3 mi) from city center
167
  • 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.

9
6 reviews
~ US$242 / night

The Old Haven - An Enduring Piece Of Nostalgia

0.5 km (0.3 mi) from city center
167
  • 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.

9
6 reviews
From US$ 242 / night
Hot Tub & Fire Pit: Lakefront Home On Lake Eloise Hot Tub & Fire Pit: Lakefront Home On Lake Eloise

Hot Tub & Fire Pit: Lakefront Home On Lake Eloise

2006 1/2 Helena Rd
6.0 km (3.8 mi) from city center
56
  • 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.

10
1 reviews
~ US$236 / night

Hot Tub & Fire Pit: Lakefront Home On Lake Eloise

6.0 km (3.8 mi) from city center
56
  • 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.

10
1 reviews
From US$ 236 / night

Winter Haven Vacation Rentals with Private Pool

Cozy Bungalow Cozy Bungalow

Cozy Bungalow

138 Avenue East Southeast
1.0 km (0.6 mi) from city center
132
  • 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.

9.2
5 reviews
~ US$143 / night

Cozy Bungalow

1.0 km (0.6 mi) from city center
132
  • 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.

9.2
5 reviews
From US$ 143 / night
Lakefront Winter Haven Retreat: Hot Tub & Patio! Lakefront Winter Haven Retreat: Hot Tub & Patio!

Lakefront Winter Haven Retreat: Hot Tub & Patio!

1700 S Lake Mirror Dr Nw
2.1 km (1.3 mi) from city center
307
  • 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.

10
2 reviews
~ US$330 / night

Lakefront Winter Haven Retreat: Hot Tub & Patio!

2.1 km (1.3 mi) from city center
307
  • 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.

10
2 reviews
From US$ 330 / night
  • Beach access
Lanai & Pool: Elegant Villa In Winter Haven! Lanai & Pool: Elegant Villa In Winter Haven!

Lanai & Pool: Elegant Villa In Winter Haven!

1600 Orange St Nw
2.0 km (1.2 mi) from city center
474
  • 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.

9.3
3 reviews
~ US$383 / night

Lanai & Pool: Elegant Villa In Winter Haven!

2.0 km (1.2 mi) from city center
474
  • 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.

9.3
3 reviews
From US$ 383 / night

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.

Tip:

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.

Tip:

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.

Tip:

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.

Tip:

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.

Tip:

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.

Tip:

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.

Tip:

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.

Tip:

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.

Tip:

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.

Tip:

Stick to well-trafficked areas after sunset to ensure a safe experience.

Location