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Holiday homes in Winter Haven (Page 2)

Enjoy your stay and find the best Holiday homes in Winter Haven at affordable prices

Searching for a holiday home in Winter Haven (Florida)? Explore a great selection of vacation homes in Winter Haven to find the one that best fits to your needs, starting from $71.58 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Winter Haven and region (20 miles)
The Mariner Cay House Southern Dunes home in Haines City, USA

The Mariner Cay House Southern Dunes hom...

Villa in Haines City near Winter Haven, Florida
Set 14 km from Swanns Railroad Station (historical), 24 km from Legoland Florida and 28 km from Carters Railroad Station, The Mariner Cay House Southe...

no reviews

from $117.62 Show details »

Sandra's Southern Dunes Vacation Home in Haines City, USA

Sandra's Southern Dunes Vacation Home

Holiday home in Haines City near Winter Haven, Florida , 1910 Southern Dunes Court
Situated in Haines City, Sandras Southern Dunes Vacation Home features accommodation with a private pool.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 3 Reviews 8.7

from $143.75 Show details »

Sth4 Sd1910 Fp Home in Haines City, USA

Sth4 Sd1910 Fp Home

Holiday home in Haines City near Winter Haven, Florida
Situated in Haines City, Sth4 Sd1910 Fp Home features accommodation with a private pool and free WiFi.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $194.98 Show details »

Michael's Southern Dunes Vacation Home in Haines City, USA

Michael's Southern Dunes Vacation Home

Holiday home in Haines City near Winter Haven, Florida , 1662 Waterview Loop
Situated in Haines City, Michaels Southern Dunes Vacation Home features accommodation with a private pool.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $172.50 Show details »

Mn4 Wl1662 Fp Home in Haines City, USA

Mn4 Wl1662 Fp Home

Holiday home in Haines City near Winter Haven, Florida
Boasting air-conditioned accommodation with a private pool, Mn4 Wl1662 Fp Home is situated in Haines City.
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $327.97 Show details »

Southern Breeze Great Pool Space! Home in Haines City, USA

Southern Breeze Great Pool Space! Home

Holiday home in Haines City near Winter Haven, Florida
Southern Breeze Great Pool Space!
  • Parking
  • Swimming pool
  • Swimming Pool
  • TV
  • Telephone

no reviews

from $289.97 Show details »

Careys Southern Dunes Vacation Home in Haines City, USA

Careys Southern Dunes Vacation Home

Holiday home in Haines City near Winter Haven, Florida , 1661 Waterview Loop
Set in Haines City, just 14 km from Swanns Railroad Station (historical), Careys Southern Dunes Vacation Home offers accommodation with a fitness cent...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $118.00 Show details »

Careys Southern Dunes Vacation Home in Haines City, USA

Careys Southern Dunes Vacation Home

Holiday home in Haines City near Winter Haven, Florida , 1661 Waterview Loop
Set in Haines City, Careys Southern Dunes Vacation Home offers a private pool.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 2 Reviews 7.5

from $147.20 Show details »

Southern Dunes Peaceful Golf home in Haines City, USA

Southern Dunes Peaceful Golf home

Holiday home in Haines City near Winter Haven, Florida , 1934 Bermuda Pointe Drive
Set in Haines City, Southern Dunes Peaceful Golf home offers a private pool and free WiFi.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

no reviews

from $193.80 Show details »

Davids Southern Dunes Vacation Home in Haines City, USA

Davids Southern Dunes Vacation Home

Holiday home in Haines City near Winter Haven, Florida , 1676 Waterview Loop
Located in Haines City, just 14 km from Swanns Railroad Station (historical), Davids Southern Dunes Vacation Home provides accommodation with a fitnes...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $118.00 Show details »

Serene Private Pool Home In Southern Dunes! Home in Haines City, USA

Serene Private Pool Home In Southern Dun...

Holiday home in Haines City near Winter Haven, Florida
Situated 14 km from Swanns Railroad Station (historical), 25 km from Legoland Florida and 29 km from Carters Railroad Station, Serene Private Pool Hom...
  • Parking
  • Swimming pool
  • Swimming Pool
  • TV
  • Telephone

no reviews

from $182.84 Show details »

Davids Southern Dunes Vacation Home in Haines City, USA

Davids Southern Dunes Vacation Home

Holiday home in Haines City near Winter Haven, Florida , 1676 Waterview Loop
Situated in Haines City, Davids Southern Dunes Vacation Home features accommodation with a private pool.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 2 Reviews 6.0

from $143.75 Show details »

South Facing Pool - Bright Sunny Home! Home in Haines City, USA

South Facing Pool - Bright Sunny Home! H...

Holiday home in Haines City near Winter Haven, Florida
South Facing Pool - Bright Sunny Home!
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $194.98 Show details »

Casa Noel - Luxury 5 bedroom Villa near Disney & Golf in Haines City, USA

Casa Noel - Luxury 5 bedroom Villa near...

Villa in Haines City near Winter Haven, Florida , 2102 Mallory Circle
Featuring pool views, Casa Noel - Luxury 5 bedroom Villa near Disney & Golf offers accommodation with a patio and a coffee machine, around 24 km from ...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 4 Reviews 7.3

from $189.60 Show details »

Private Pool In Golf Resort! Home in Haines City, USA

Private Pool In Golf Resort! Home

Holiday home in Haines City near Winter Haven, Florida
Located 14 km from Swanns Railroad Station (historical), 25 km from Legoland Florida and 29 km from Carters Railroad Station, Private Pool In Golf Res...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $270.97 Show details »

Jim's Southern Dunes House in Haines City, USA

Jim's Southern Dunes House

Holiday home in Haines City near Winter Haven, Florida , 1728 Clubhouse Cove
Set in Haines City, Jims Southern Dunes House offers accommodation with a private pool.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $156.40 Show details »

Southern Comfort Home In Southern Dunes Golf! home in Haines City, USA

Southern Comfort Home In Southern Dunes...

Holiday home in Haines City near Winter Haven, Florida
Southern Comfort Home In Southern Dunes Golf! home is situated in Haines City, 14 km from Swanns Railroad Station (historical), 25 km from Legoland Fl...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $315.97 Show details »

Polo's Southern Dunes Home home in Haines City, USA

Polo's Southern Dunes Home home

Holiday home in Haines City near Winter Haven, Florida
Featuring air-conditioned accommodation with a private pool, Polos Southern Dunes Home home is located in Haines City.
  • Swimming pool
  • Swimming Pool

no reviews

from $169.42 Show details »

Lovely Home in Southern Dunes Golf & Country Club Gated Community in Haines City, USA

Lovely Home in Southern Dunes Golf & Cou...

Holiday home in Haines City near Winter Haven, Florida , 1509 Gulfview Drive
Featuring an outdoor swimming pool, a fitness centre, and a garden, Lovely Home in Southern Dunes Golf & Country Club Gated Community provides accommo...
  • Parking
  • Restaurant
  • Fitness centre
  • Family rooms
  • Outdoor pool

no reviews

from $208.39 Show details »

402 Park Place House in Haines City, USA

402 Park Place House

Holiday home in Haines City near Winter Haven, Florida
Situated in Haines City, this holiday home is set 29 km from Kissimmee.
  • Parking
  • Swimming pool
  • Swimming Pool

Bad 1 Reviews 1.0

from $136.26 Show details »

Villa Rosalie at Southern Dunes in Haines City, USA

Villa Rosalie at Southern Dunes

Holiday home in Haines City near Winter Haven, Florida , 1406 Park Place
Set in Haines City, Villa Rosalie at Southern Dunes offers accommodation with a private pool.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $202.02 Show details »

Robert's Classy Southern Dunes Holiday Home in Haines City, USA

Robert's Classy Southern Dunes Holiday H...

Villa in Haines City near Winter Haven, Florida , 1412 Park Place
Boasting accommodation with a private pool, Roberts Classy Southern Dunes Holiday Home is set in Haines City.
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $198.80 Show details »

Kay's Southern Dunes Vacation Home in Haines City, USA

Kay's Southern Dunes Vacation Home

Holiday home in Haines City near Winter Haven, Florida , 2268 Mallory Circle
Set in Haines City, Kays Southern Dunes Vacation Home offers accommodation with a private pool.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $147.97 Show details »

Privacy Pool Area In This Beautiful Home! Home in Haines City, USA

Privacy Pool Area In This Beautiful Home...

Holiday home in Haines City near Winter Haven, Florida
Privacy Pool Area In This Beautiful Home!
  • Parking
  • Swimming pool
  • Swimming Pool
  • TV
  • Telephone

no reviews

from $194.98 Show details »

Maria's Beautiful Southern Dunes Home in Haines City, USA

Maria's Beautiful Southern Dunes Home

Villa in Haines City near Winter Haven, Florida , 2212 Mallory Circle
Set in Haines City, Marias Beautiful Southern Dunes Home offers accommodation with a private pool.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $202.07 Show details »

Number of Holiday homes in Winter Haven 1000
Number of guest ratings 5672
Average price per night $207.82
Lowest price per night $71.58
Highest price per night $391.29

Most popular Holiday-homes in Winter Haven

The most popular Holiday-homes in Winter Haven based on average guest rating (Top 10).

Cheapest Holiday-homes in Winter Haven

The cheapest Holiday-homes in Winter Haven based on room rate per night (Top 10).

Most booked Holiday-homes in Winter Haven

The most booked Holiday-homes in Winter Haven based on popularity with guests (Top 10).

Holiday homes in Winter Haven (Florida), comfortable and familiar

Staying in a holiday or vacation home in Winter Haven can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Winter Haven for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Winter Haven should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com