A baseball player in a white uniform with the number 20, a catcher in an orange uniform, and an umpire standing behind the catcher.

Search Holiday Rentals in Lakeland - Winter Haven

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Lakeland - Winter Haven holiday rentals

Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,489 reviews)
"Great stay"
United States
Martena
The price is ₹7,254
₹10,622 total
includes taxes & fees
26 Jul - 27 Jul
Vacation Village Orlando, Celebration
6 outdoor pools, free pool cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (6,054 reviews)
"Have stayed there before. Great location for families with a pool for each area of the resort."
United States
Debra
The price is ₹16,150
₹18,169 total
includes taxes & fees
14 Jul - 15 Jul
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Luxury House, 3 Bedrooms, Garden View | Living area | 50-inch Smart TV with digital channels, toys, heated floors

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (6 reviews)
"We loved this place! It was perfect for all of us! It was nice and clean as well!"
United States
Ericka
The price is ₹4,221
₹22,174 total
includes taxes & fees
12 Jul - 13 Jul
BlockHaven near Legoland & Disney
Apartment (3 Bedrooms) | Interior

Upstay: Tropical Style Family Condo w Pool

Upstay: Tropical Style Family Condo w Pool
3.5 star property
Winter Garden
The price is ₹8,123
₹25,157 total
includes taxes & fees
15 Jul - 16 Jul
Upstay: Tropical Style Family Condo w Pool
Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,288 reviews)
"All was great. Wish we could have stayed longer. Will definitely go back there."
United States
Patricia
The price is ₹10,702
₹13,115 total
includes taxes & fees
23 Jul - 24 Jul
The Berkley, Orlando
Outdoor pool, pool umbrellas, pool loungers

Splash Pool Townhome at Festival Resort

Splash Pool Townhome at Festival Resort
3.0 star property
Festival
Splash Pool Townhome at Festival Resort
32-inch flat-screen TV with cable channels, ping pong

Alhambra Villas by Coolvacay

Alhambra Villas by Coolvacay
3.0 star property
Solivita
9.2 out of 10, Wonderful, (1,004 reviews)
"I enjoy the staff is very profesional"
United States
Dennis
Alhambra Villas by Coolvacay
Property amenity

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Holiday Inn Club Vacations Orlando Breeze Resort by IHG
3.5 star property
Davenport
9.2 out of 10, Wonderful, (571 reviews)
"Everything about this property is awesome! Clean, spacious, convenient, affordable!! We had a great stay!"
United States
Nina
The price is ₹8,205
₹10,970 total
includes taxes & fees
23 Jul - 24 Jul
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Lake

Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (213 reviews)
"3rd time visiting Camp Mack, never disappointed, affordable price, clean, all you need in the camp and great costumer service."
United States
Yoandry
The price is ₹9,809
₹10,986 total
includes taxes & fees
19 Jul - 20 Jul
Camp Mack Lodge, Marina & RV Resort
Apartment (2 Bedrooms) | Interior

Upstay: Family-friendly Getaway With Spa & Pool

Upstay: Family-friendly Getaway With Spa & Pool
3.5 star property
Orlando
10.0 out of 10, Exceptional, (1 review)
"Clean room"
United States
Yves marie
The price is ₹10,269
₹25,422 total
includes taxes & fees
12 Jul - 13 Jul
Upstay: Family-friendly Getaway With Spa & Pool
Outdoor pool, pool umbrellas, pool loungers

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (193 reviews)
"The cabins were great loved it there"
United States
Jennifer
The price is ₹6,909
₹7,738 total
includes taxes & fees
20 Jul - 21 Jul
Lake Ida Beach Resort
Interior entrance

Family Friendly Davenport Pool Villa

Family Friendly Davenport Pool Villa
4.0 star property
Florida Pines
8.0 out of 10, Very good, (1 review)
"The villa was very clean, it was in a quiet community. The private pool was amazing. It was very relaxing for my family and a baby. Only downside was we had to go out and buy more toilet paper, paper towels, salt/pepper, and a large fan. Some of the rooms would get pretty warm since the AC can’t be set past 74. But, overall it was a nice stay! We would stay there again in the future!"
United States
Joseph
The price is ₹14,923
₹51,800 total
includes taxes & fees
13 Jul - 14 Jul
Family Friendly Davenport Pool Villa
Outdoor pool

The Irlo

The Irlo
3.0 star property
Kissimmee
7.4 out of 10, Good, (48 reviews)
"Room was nice, staff was friendly. Location was perfect for my needs"
United States
Amanda
The price is ₹4,739
₹7,548 total
includes taxes & fees
12 Jul - 13 Jul
The Irlo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Lakeland - Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Buen lugar para compartir en familia"
Luis Alberto 3-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Find out more about Lakeland - Winter Haven

Holiday Rentals in Lakeland - Winter Haven

Search for holiday rentals in Lakeland - Winter Haven on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Lakeland - Winter Haven using one of the methods below:

  • View our selection of featured holiday rentals in Lakeland - Winter Haven
  • Use the map to find apartments and other holiday homes in the Lakeland - Winter Haven neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Lakeland - Winter Haven while they last

Look no further and take a look at our great range of rental properties in Lakeland - Winter Haven!

Explore a world of travel with Expedia