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Holiday homes in Winter Haven (Page 5)

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)
Cocoa Villa home in Haines City, USA

Cocoa Villa home

Holiday home in Haines City near Winter Haven, Florida
Cocoa Villa home is located in Haines City, 14 km from Swanns Railroad Station (historical), 25 km from Legoland Florida, and 29 km from Carters Railr...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $288.43 Show details »

Private Pool 2 Queens And Twin Room! Home in Haines City, USA

Private Pool 2 Queens And Twin Room! Hom...

Holiday home in Haines City near Winter Haven, Florida
Private Pool 2 Queens And Twin Room!
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $178.98 Show details »

Splendid 3 bedroom home with private pool 2896KL villa in Haines City, USA

Splendid 3 bedroom home with private poo...

Villa in Haines City near Winter Haven, Florida
Featuring accommodation with a private pool, Splendid 3 bedroom home with private pool 2896KL villa is located in Haines City.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 1 Reviews 7.0

from $144.39 Show details »

Tower Lake Hideaway in Haines City, USA

Tower Lake Hideaway

Holiday home in Haines City near Winter Haven, Florida
Featuring air-conditioned accommodation with a private pool, Tower Lake Hideaway is set in Haines City.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $202.33 Show details »

Fantastic 4 BR Home With Private Pool & Spa 137MH villa in Haines City, USA

Fantastic 4 BR Home With Private Pool &...

Villa in Haines City near Winter Haven, Florida
Set 14 km from Swanns Railroad Station (historical), 25 km from Legoland Florida and 29 km from Carters Railroad Station, Fantastic 4 BR Home With Pri...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $185.01 Show details »

Fionas Southern Dunes Vacation Home in Haines City, USA

Fionas Southern Dunes Vacation Home

Holiday home in Haines City near Winter Haven, Florida , 2889 Kokomo Loop
Boasting accommodation with a private pool, Fionas Southern Dunes Vacation Home is situated in Haines City.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $197.80 Show details »

Fiona's Southern Dunes #241056 Home in Haines City, USA

Fiona's Southern Dunes #241056 Home

Holiday home in Haines City near Winter Haven, Florida
Fionas Southern Dunes #241056 Home is set in Haines City, 14 km from Swanns Railroad Station (historical), 25 km from Legoland Florida, as well as 29 ...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $230.73 Show details »

Golf Resort Home with Private Pool Near Disney! in Haines City, USA

Golf Resort Home with Private Pool Near...

Holiday home in Haines City near Winter Haven, Florida
Within 14 km of Swanns Railroad Station (historical) and 25 km of Legoland Florida, Golf Resort Home with Private Pool Near Disney! provides free WiFi...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 2 Reviews 7.0

from $121.00 Show details »

Pauls Southern Dunes Vacation Home in Haines City, USA

Pauls Southern Dunes Vacation Home

Holiday home in Haines City near Winter Haven, Florida , 2849 Kokomo Loop
Boasting accommodation with a private pool, Pauls Southern Dunes Vacation Home is situated in Haines City.
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • Shower
  • Bath

no reviews

from $209.00 Show details »

Minnie's Hideaway villa in Haines City, USA

Minnie's Hideaway villa

Holiday home in Haines City near Winter Haven, Florida
Minnies Hideaway villa is set in Haines City, 14 km from Swanns Railroad Station (historical), 25 km from Legoland Florida, and 29 km from Carters Rai...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $277.57 Show details »

Maya's Villa in Haines City, USA

Maya's Villa

Villa in Haines City near Winter Haven, Florida , 189 Minniehaha Circle
Situated in Haines City, Mayas Villa provides accommodation with a private pool and free WiFi.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 4 Reviews 8.0

from $177.14 Show details »

Disney-Area Family Home with Private Pool! in Haines City, USA

Disney-Area Family Home with Private Poo...

Villa in Haines City near Winter Haven, Florida
Recently Renovated Family Getaway 20Mi to Disney! is situated in Haines City, 15 km from Swanns Railroad Station (historical), and features a patio, g...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • Internet facilities

Disappointing 1 Reviews 4.0

from $257.67 Show details »

Minniehaha Retreat home in Haines City, USA

Minniehaha Retreat home

Holiday home in Haines City near Winter Haven, Florida
Set 15 km from Swanns Railroad Station (historical), 26 km from Legoland Florida and 30 km from Carters Railroad Station, Minniehaha Retreat home offe...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $191.73 Show details »

341 Villa Sorrento in Haines City, USA

341 Villa Sorrento

Holiday home in Haines City near Winter Haven, Florida
Located in Haines City, 341 Villa Sorrento provides accommodation with a private pool and free WiFi.

Very good 2 Reviews 8.5

from $198.14 Show details »

Modern Retreat with Screened Porch and Game Room! in Lakeland, USA

Modern Retreat with Screened Porch and G...

Holiday home in Lakeland near Winter Haven, Florida
Modern Retreat with Screened Porch and Game Room! is located in Lakeland, 11 km from Bib Town Railroad Station, 11 km from Morris Mine Railroad Statio...
  • Parking

no reviews

from $187.00 Show details »

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

Grand Family Deluxe 4BR House near Disne...

Holiday home in Davenport near Winter Haven, Florida
Situated in Davenport, 29 km from Legoland Florida and 29 km from Disneys Blizzard Beach Water Park, Grand Family Deluxe 4BD House near Disney Parks p...
  • Parking
  • Pets allowed

Very good 37 Reviews 8.4

from $72.80 Show details »

Davenport Escape with Lanai and Heated Pool! in Davenport, USA

Davenport Escape with Lanai and Heated P...

Holiday home in Davenport near Winter Haven, Florida
Located in Davenport, 18 km from Swanns Railroad Station (historical), 29 km from Legoland Florida and 29 km from Disneys Blizzard Beach Water Park, D...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 3 Reviews 9.3

from $115.71 Show details »

Peter Pan's Neverland in Davenport, USA

Peter Pan's Neverland

Holiday home in Davenport near Winter Haven, Florida , 230 Captain Hook Way
Boasting air-conditioned accommodation with a private pool, Peter Pans Neverland is situated in Davenport.
  • Swimming pool
  • Swimming Pool

no reviews

from $168.67 Show details »

Lovely Lakeland Home Less Than 2 Mi to FSC and Lake! in Lakeland, USA

Lovely Lakeland Home Less Than 2 Mi to F...

Holiday home in Lakeland near Winter Haven, Florida
Located 4.2 km from Foodco Railroad Station, 4.9 km from Joydon Railroad Station and 5.3 km from Cumbee Railroad Station, Lovely Lakeland Home Less Th...
  • Parking
  • Pets allowed

Exceptional 2 Reviews 10.0

from $289.33 Show details »

Stunning 5 Bedroom Home in Marbella in Davenport, USA

Stunning 5 Bedroom Home in Marbella

Holiday home in Davenport near Winter Haven, Florida
Stunning 5 Bedroom Home in Marbella is set in Davenport, 19 km from Swanns Railroad Station (historical), 29 km from Legoland Florida, as well as 29 k...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 3 Reviews 6.3

from $145.24 Show details »

Turquoise Turtle in Davenport, USA

Turquoise Turtle

Holiday home in Davenport near Winter Haven, Florida
Located in Davenport, 19 km from Swanns Railroad Station (historical) and 29 km from Legoland Florida, Turquoise Turtle provides air-conditioned accom...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 4 Reviews 10.0

from $138.67 Show details »

Spacious Private Family Home with Inground pool in Lakeland, USA

Spacious Private Family Home with Ingrou...

Holiday home in Lakeland near Winter Haven, Florida , 2737 Hickory Ridge Drive
Situated in Lakeland, Spacious Private Family Home with Inground pool features a private pool.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 6 Reviews 9.3

from $157.50 Show details »

1586SW-Champions Retreat (S) in Davenport, USA

1586SW-Champions Retreat (S)

Holiday home in Davenport near Winter Haven, Florida
Set 29 km from Legoland Florida, 34 km from Disneys Animal Kingdom and 36 km from Disneys Blizzard Beach Water Park, 1586SW-Champions Retreat (S) offe...
  • Parking
  • Fitness centre
  • TV
  • Air conditioning
  • Hairdryer

Exceptional 2 Reviews 10.0

from $173.78 Show details »

Sun-Soaked Villa with Pool - 17 Mi to Disney World! in Davenport, USA

Sun-Soaked Villa with Pool - 17 Mi to Di...

Holiday home in Davenport near Winter Haven, Florida
Within 19 km of Swanns Railroad Station (historical) and 30 km of Legoland Florida, Sun-Soaked Villa with Pool - 17 Mi to Disney World! provides free ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 4 Reviews 8.5

from $203.00 Show details »

Davenport Dream in Davenport, USA

Davenport Dream

Holiday home in Davenport near Winter Haven, Florida
Set in Davenport, within 19 km of Swanns Railroad Station (historical) and 28 km of Disneys Blizzard Beach Water Park, Davenport Dream offers accommod...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 2 Reviews 6.0

from $285.98 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