Lakeland - Winter Haven Holiday Rentals

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Our top choices for Lakeland - Winter Haven holiday rentals

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, (4,798 reviews)
"Beautiful property, clean and well maintained rooms, very nice staff."
United States
Debra
The price is AU$241
includes taxes & fees
29 Mar - 30 Mar
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,551 reviews)
"Yes .. very clean rooms and hotel chef was great"
United States
Alicia
The price is AU$174
includes taxes & fees
9 Mar - 10 Mar
Vacation Village Orlando, Celebration

The Village Resort Suite and Spa

The Village Resort Suite and Spa
2.5 star property
Orlando
10.0 out of 10, Exceptional, (1 review)
"Everything was great. "
United States
Kelly
The price is AU$617
includes taxes & fees
10 Mar - 11 Mar
The Village Resort Suite and Spa

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
3.0 star property
Kissimmee
The price is AU$322
includes taxes & fees
9 Mar - 10 Mar
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Enjoy Disney 3brs at Villas of Somerset

Enjoy Disney 3brs at Villas of Somerset
3.5 star property
Kissimmee
The price is AU$438
includes taxes & fees
9 Mar - 10 Mar
Enjoy Disney 3brs at Villas of Somerset

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (2 reviews)
"House was great, perfect central location. Very quiet neighborhood nice farm outside peaceful back yard seating area. "
United States
Wade
The price is AU$388
includes taxes & fees
11 Mar - 12 Mar
BlockHaven near Legoland & Disney

Modern Villa

Modern Villa
2.5 star property
Haines City
2.0 out of 10, (1 review)
The price is AU$342
includes taxes & fees
9 Mar - 10 Mar
Modern Villa

voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG
4.0 star property
Kissimmee
7.6 out of 10, Good, (1,019 reviews)
"Staff was very helpful, location was what we needed and rooms and pool were outstanding "
United States
Chester Joseph
The price is AU$145
includes taxes & fees
11 Mar - 12 Mar
voco Kissimmee Orlando by IHG

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.2 out of 10, Wonderful, (227 reviews)
"Great place. Great location. "
United States
Andrew
The price is AU$182
includes taxes & fees
8 Apr - 9 Apr
Barefoot'n Resort Kissimmee Orlando

Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (200 reviews)
"Nice rooms helpful staff would go again for sure"
United States
David
Camp Mack Lodge, Marina & RV Resort

Sunny Private Pool & Spa & Fenced Yard. Nr Parks

Sunny Private Pool & Spa & Fenced Yard. Nr Parks
4.5 star property
Indian Point
The price is AU$894
includes taxes & fees
26 Mar - 27 Mar
Sunny Private Pool & Spa & Fenced Yard. Nr Parks

Great quiet and comfortable, South Central Lakeland location.

Great quiet and comfortable, South Central Lakeland location.
Lake Hollingsworth
9.8 out of 10, Exceptional, (173 reviews)
"Clean and convenient stay. Easy check in and no unnecessary process. We will definitely stay again "
United States
amanda.arvanetes@yahoo.com a.
Great quiet and comfortable, South Central Lakeland location.

The Irlo

The Irlo
3.0 star property
Kissimmee
7.0 out of 10, Good, (10 reviews)
"My stay started as a cautious one, and quickly changed to a great one . Room was alot more then I anticipated, and staff- from manager Shawn down to the clerk's went well above and beyond for levels of service. Seen postings negative to site but believe me I've been here almost a month and found nothing bad. Florida is known for bugs of many sorts and glad to report had no issues, and they take extra precautions to keep everyone safe. I now snow bird and will be back again without a second...
United States
Jeffrey
The price is AU$294
includes taxes & fees
9 Mar - 10 Mar
The Irlo

FL- 1844 GOBI DR

FL- 1844 GOBI DR
3.0 star property
Kissimmee
The price is AU$569
includes taxes & fees
9 Mar - 10 Mar
FL- 1844 GOBI DR

Charming Suite In The Heart Of Lakeland

Charming Suite In The Heart Of Lakeland
Lakeland
9.0 out of 10, Wonderful, (69 reviews)
"Everything was as advertised. Very clean and quiet."
United States
Sterling T.
The price is AU$205
includes taxes & fees
9 Mar - 10 Mar
Charming Suite In The Heart Of Lakeland

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, (537 reviews)
"It was lovely! We would stay here again for sure! "
United States
Hilary
The price is AU$279
includes taxes & fees
12 Mar - 13 Mar
Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
The price is AU$510
includes taxes & fees
12 Mar - 13 Mar
Modern 3 Bed Villa, Newly Renovated, Prime Location

Studio petite

Studio petite
South Lake Morton
9.6 out of 10, Exceptional, (38 reviews)
"Designated parking spot, well lit entrance, exceptionally clean"
United States
Amanda F.
The price is AU$254
includes taxes & fees
12 Mar - 13 Mar
Studio petite

The Exclusive Tatman Evergreen Suite

The Exclusive Tatman Evergreen Suite
Lake Alfred
10.0 out of 10, Exceptional, (16 reviews)
"I liked the vibe it had! "
United States
Leon A.
The price is AU$139
includes taxes & fees
9 Mar - 10 Mar
The Exclusive Tatman Evergreen Suite

Paradise in Brandon with luxurious 6 person jacuzzi.

Paradise in Brandon with luxurious 6 person jacuzzi.
Limona Improvement
9.8 out of 10, Exceptional, (27 reviews)
"We loved staying here. The place is very clean and the back yard area with the Hot-tub was a great addition. Getting into the hot-tub after our concert was a great way to end the night. We will definitely book again if ever in the Tampa area! "
United States
mercedes F.
The price is AU$347
includes taxes & fees
9 Mar - 10 Mar
Paradise in Brandon with luxurious 6 person jacuzzi.
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.

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Top Lakeland - Winter Haven Hotel Reviews

Find out more about Lakeland - Winter Haven

Everything you need to know about Lakeland - Winter Haven holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeland - Winter Haven holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lakeland - Winter Haven holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Lakeland - Winter Haven holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lakeland - Winter Haven. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lakeland - Winter Haven holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lakeland - Winter Haven holiday rentals we have selected for you start as low as AU$164 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Lakeland - Winter Haven rentals

At Expedia, we put the best Lakeland - Winter Haven holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lakeland - Winter Haven rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lakeland - Winter Haven holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lakeland - Winter Haven. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.