Lakeland - Winter Haven Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Lakeland - Winter Haven vacation rentals
Aparthotel in Davenport
Holiday Inn Club Vacations Orlando Breeze Resort by IHG9.2 out of 10, Wonderful, (505)
"Great place"
Bobby
The price is ￥19,613
￥24,778 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Vacation Home in Kissimmee
The Berkley, Orlando9.6 out of 10, Exceptional, (2013)
"Really great 2 bedroom, beautiful Room, Nice Pool and Landscape...Will definitely be back."
Thomas
The price is ￥23,872
￥28,637 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Aparthotel in Orlando
WorldQuest Orlando Resort8.4 out of 10, Very Good, (4026)
"Clean room, active and friendly staff. Nice accommodations "
Filippo
Cottage in Winter Haven
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn10.0 out of 10, Exceptional, (3)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
John
The price is ￥26,830
￥68,763 total
includes taxes & fees
Dec 27 - Dec 28
Condo in Kissimmee
Vacation Village Orlando, Celebration8.6 out of 10, Excellent, (3115)
"Great place to stay"
Jose
The price is ￥15,533
￥21,552 total
includes taxes & fees
Dec 25 - Dec 26
Condo resort in Kissimmee
Regal Oaks Resort Vacation Townhomes by IDILIQ8.4 out of 10, Very Good, (3035)
"Hot tub was nice.
Mattresses were the best!!!!"
corey
The price is ￥22,627
￥56,668 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Aparthotel in Kissimmee
Barefoot Suites9.0 out of 10, Wonderful, (1801)
"Clean room location "
Bryan
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.
Top Lakeland - Winter Haven Hotel Reviews
The Grove Resort & Water Park Orlando
10/10 Excellent
Find out more about Lakeland - Winter Haven
Search for holiday rentals in Lakeland - Winter Haven on Expedia! 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
- Vacation Homes in Lakeland - Winter Haven
- Villas in Lakeland - Winter Haven
- Apartments in Lakeland - Winter Haven
- Condo Rentals in Lakeland - Winter Haven
- Cottages in Lakeland - Winter Haven
- Resorts in Lakeland - Winter Haven
- RV Parks in Lakeland - Winter Haven
- Motels in Lakeland - Winter Haven
- Aparthotels in Lakeland - Winter Haven
- Cabin Rentals in Lakeland - Winter Haven
- Farmstay in Lakeland - Winter Haven
- Guest Houses in Lakeland - Winter Haven
- Condo Resorts in Lakeland - Winter Haven
- B&B in Lakeland - Winter Haven
- Houseboats in Lakeland - Winter Haven
