Minimap with link to location map
Filters
Price
Rating
Distance from Center
Rating (according to Stars)
Facilities

Check availability






Holiday homes in Winter Haven (Page 8)

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)
5 Bedrooms-4 Bathrooms Windsor Island 1860sd in Davenport, USA

5 Bedrooms-4 Bathrooms Windsor Island 18...

Holiday home in Davenport near Winter Haven, Florida , 1860 Summer Drive
Situated 20 km from Swanns Railroad Station (historical), 29 km from Legoland Florida and 29 km from Disneys Animal Kingdom, 5 Bedrooms-4 Bathrooms Wi...
  • Swimming pool
  • Swimming Pool

no reviews

from $312.00 Show details »

Leslies Retreat at Solterra Resort home in Davenport, USA

Leslies Retreat at Solterra Resort home

Holiday home in Davenport near Winter Haven, Florida
Situated 20 km from Swanns Railroad Station (historical), 29 km from Legoland Florida and 29 km from Disneys Animal Kingdom, Leslies Retreat at Solter...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $315.06 Show details »

Enchanted Sand Hill Vacation Home in Davenport, USA

Enchanted Sand Hill Vacation Home

Holiday home in Davenport near Winter Haven, Florida , 2620 Sand Hill Pointe Circle
Enchanted Sand Hill Vacation Home, a property with a shared lounge, is set in Davenport, 25 km from Disneys Blizzard Beach Water Park, 25 km from ESPN...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $246.87 Show details »

Sand Hill Pointe Circle House #258755 Home in Davenport, USA

Sand Hill Pointe Circle House #258755 Ho...

Holiday home in Davenport near Winter Haven, Florida
Situated in Davenport, Sand Hill Pointe Circle House #258755 Home features accommodation with a private pool and free WiFi.
  • Parking
  • Swimming pool
  • Swimming Pool
  • TV
  • Telephone

no reviews

from $207.98 Show details »

Villa Westend in Dundee, USA

Villa Westend

Holiday home in Dundee near Winter Haven, Florida , Golf Aire Boulevard and Kent Court (Central Location Only; Not a Check in Address)
Set in Dundee, within 22 km of Legoland Florida and 26 km of Swanns Railroad Station (historical), Villa Westend offers accommodation with free WiFi, ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 21 Reviews 8.0

from $178.00 Show details »

Villa Merlin in Davenport, USA

Villa Merlin

Holiday home in Davenport near Winter Haven, Florida , 1102 Golf Course Parkway
Featuring pool views, Villa Merlin provides accommodation with free bikes, a terrace and a tennis court, around 21 km from Swanns Railroad Station (hi...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 8 Reviews 9.0

from $134.82 Show details »

Golf Course Estates in Davenport, USA

Golf Course Estates

Holiday home in Davenport near Winter Haven, Florida
Featuring accommodation with a private pool, pool view and a patio, Golf Course Estates is located in Davenport.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $404.00 Show details »

EXQUISITE FAMILY HOME in Lakeland, USA

EXQUISITE FAMILY HOME

Holiday home in Lakeland near Winter Haven, Florida
Located 4.3 km from Foodco Railroad Station, 4.5 km from Tolson Railroad Station and 5 km from Joydon Railroad Station, EXQUISITE FAMILY HOME provides...
  • Parking
  • Family rooms

Superb 11 Reviews 9.5

from $134.24 Show details »

Cottage with Private Pool - Walk to Lake Wales! in Lake Wales, USA

Cottage with Private Pool - Walk to Lake...

Holiday home in Lake Wales near Winter Haven, Florida
Set in Lake Wales in the Florida region, Cottage with Private Pool - Walk to Lake Wales! features a patio.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 14 Reviews 9.4

from $212.00 Show details »

Mid-Century Modern Escape in Central Lakeland! in Lakeland, USA

Mid-Century Modern Escape in Central Lak...

Holiday home in Lakeland near Winter Haven, Florida
Situated in Lakeland, 4.3 km from Bib Town Railroad Station, 6 km from Foodco Railroad Station and 6.2 km from Tolson Railroad Station, Mid-Century Mo...
  • Parking

Exceptional 5 Reviews 10.0

from $289.67 Show details »

Lovely Lakeland Home with Game Room, Near Lake! in Lakeland, USA

Lovely Lakeland Home with Game Room, Nea...

Holiday home in Lakeland near Winter Haven, Florida
Set in Lakeland, 3.4 km from Tolson Railroad Station and 4.3 km from Foodco Railroad Station, Lovely Lakeland Home with Game Room, Near Lake! offers f...
  • Parking

Superb 4 Reviews 9.3

from $192.00 Show details »

Pet-Friendly Cottage Near Downtown Lakeland in Lakeland, USA

Pet-Friendly Cottage Near Downtown Lakel...

Holiday home in Lakeland near Winter Haven, Florida
Pet-Friendly Cottage Near Downtown Lakeland is situated in Lakeland, 5.4 km from Foodco Railroad Station, 5.7 km from Tolson Railroad Station, as well...
  • Parking
  • Pets allowed

Very good 3 Reviews 8.3

from $129.57 Show details »

3/2 Downtown Lakeland Family & Pet Friendly Home in Lakeland, USA

3/2 Downtown Lakeland Family & Pet Frien...

Villa in Lakeland near Winter Haven, Florida , 215 West Belmar Street
3/2 Downtown Lakeland Family & Pet Friendly Home is located in Lakeland, 5.5 km from Foodco Railroad Station, 5.8 km from Tolson Railroad Station, as ...
  • Parking
  • Pets allowed

no reviews

from $162.45 Show details »

Lakeland House Less Than Half Mi to Tigers Spring Training in Lakeland, USA

Lakeland House Less Than Half Mi to Tige...

Holiday home in Lakeland near Winter Haven, Florida
Set 5.8 km from Foodco Railroad Station, 5.9 km from Joydon Railroad Station and 6.4 km from Cumbee Railroad Station, Lakeland House Less Than Half Mi...
  • Parking
  • Internet facilities
  • Safety deposit box
  • Hairdryer
  • Iron

Superb 2 Reviews 9.5

from $248.33 Show details »

Lakeland Home with Large Backyard about 1 Mile From FSC! in Lakeland, USA

Lakeland Home with Large Backyard about...

Holiday home in Lakeland near Winter Haven, Florida
Situated in Lakeland, 5.1 km from Bib Town Railroad Station, 6.1 km from Foodco Railroad Station and 6.4 km from Tolson Railroad Station, Lakeland Hom...
  • Parking

Exceptional 1 Reviews 10.0

from $144.29 Show details »

Peaceful Home with Patio, 26 Mi to Disney World in Poinciana, USA

Peaceful Home with Patio, 26 Mi to Disne...

Holiday home in Poinciana near Winter Haven, Florida
Set in Poinciana, 27 km from Swanns Railroad Station (historical), 35 km from Legoland Florida and 44 km from Gatorland, Peaceful Home with Patio, 26 ...
  • Parking

Superb 2 Reviews 9.5

from $77.00 Show details »

Grand Luxury 4BD Pool Home@ Disney & Universal in Poinciana, USA

Grand Luxury 4BD Pool Home@ Disney & Uni...

Holiday home in Poinciana near Winter Haven, Florida
Located in Poinciana, 28 km from Swanns Railroad Station (historical) and 34 km from Legoland Florida, Grand Luxury 4BD Pool Home@ Disney & Universal ...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Pleasant 9 Reviews 6.1

from $136.80 Show details »

WelcomeHomeLakeland, FL in Lakeland, USA

WelcomeHomeLakeland, FL

Holiday home in Lakeland near Winter Haven, Florida , 4608 Old Road 37
Welcomeyourhome is located in Lakeland, 10 km from Bib Town Railroad Station, 11 km from Foodco Railroad Station, and 11 km from Tolson Railroad Stati...

Pleasant 1 Reviews 7.0

from $130.00 Show details »

Davenport Home with Pool and Lanai 15 Mi to Disney in Davenport, USA

Davenport Home with Pool and Lanai 15 Mi...

Holiday home in Davenport near Winter Haven, Florida
Situated in Davenport, 22 km from Disneys Blizzard Beach Water Park, 22 km from ESPN Wide World of Sports and 23 km from Disneys Boardwalk, about 15 M...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • Internet facilities

Exceptional 1 Reviews 10.0

from $177.71 Show details »

Luxury & Comfortable Oasis in Gated Community near Disney, Seaworld, Universal, & Discovery in Davenport, USA

Luxury & Comfortable Oasis in Gated Comm...

Holiday home in Davenport near Winter Haven, Florida , 468 Tivoli Circle
Boasting an outdoor swimming pool, a shared lounge, and a terrace, Luxury & Comfortable Oasis in Gated Community near Disney, Seaworld, Universal, & D...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 5 Reviews 8.4

from $125.00 Show details »

Fantastic 5 Bedroom Home With Private Pool 258Svd Villa in Davenport, USA

Fantastic 5 Bedroom Home With Private Po...

Villa in Davenport near Winter Haven, Florida
Fantastic 5 Bedroom Home With Private Pool 258Svd Villa is located in Davenport, 21 km from Disneys Blizzard Beach Water Park, 22 km from ESPN Wide Wo...
  • Parking
  • Swimming pool
  • Swimming Pool

Passable 1 Reviews 5.0

from $144.40 Show details »

Grand Family Superior 4BR House near Disney Parks in Davenport, USA

Grand Family Superior 4BR House near Dis...

Holiday home in Davenport near Winter Haven, Florida
Set in Davenport, 21 km from Disneys Blizzard Beach Water Park and 22 km from ESPN Wide World of Sports, Grand Family Superior 4BD House near Disney P...
  • Parking
  • Pets allowed

Good 13 Reviews 7.3

from $103.36 Show details »

5BR Family Home Near Disney in Davenport, USA

5BR Family Home Near Disney

Holiday home in Davenport near Winter Haven, Florida , 262 Bella Prestwick Boulevard
Offering city views, 5BR Family Home Near Disney is an accommodation situated in Davenport, 21 km from Disneys Blizzard Beach Water Park and 22 km fro...
  • Parking
  • Pets allowed
  • Family rooms
  • Allergy-free room

no reviews

from $164.00 Show details »

Kissimmee Home with Private Pool and Lanai in Davenport, USA

Kissimmee Home with Private Pool and Lan...

Holiday home in Davenport near Winter Haven, Florida
Within 30 km of Swanns Railroad Station (historical) and 31 km of Legoland Florida, Kissimmee Retreat with Lanai 27 Mi to Disney! offers free WiFi and...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $202.67 Show details »

Four Bedroom Pool Home - 143 FL - VUSA in Davenport, USA

Four Bedroom Pool Home - 143 FL - VUSA

Holiday home in Davenport near Winter Haven, Florida
Boasting an outdoor swimming pool and a 24-hour front desk, Four Bedroom Pool Home - 143 FL - VUSA is situated conveniently in Davenport, 22 km from D...
  • Parking
  • Family rooms
  • Outdoor pool
  • Kid-friendly buffet
  • Swimming pool

no reviews

from $321.72 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