Lakeland - Winter Haven Vacation Rentals

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide.

Find properties with these dates

Tonight
May 12 - May 13
Tomorrow
May 13 - May 14
Next weekend
May 17 - May 19

Vacation Rentals in Lakeland - Winter Haven

Interior
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
10.0 out of 10, Exceptional, (11)
"The house was the perfect size and those beds. So comfy. The house is older but well maintained. Great communication with the host. We really felt safe and relaxed while we were there. Thank you again!!!"
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
Fridge, microwave, oven, stovetop
⭐⭐⭐⭐⭐Expansive family-friendly vacation home, themed rooms, water park, fitness
10.0 out of 10, Exceptional, (1)
"The home is wonderfully and creatively decorated. The kitchen. dining. tv.pool table area is great fun for being together. We had rain on our visit but the home is conducive to handle all of that. Great visit, wonderfully responsive manager. Thank you"
⭐⭐⭐⭐⭐Expansive family-friendly vacation home, themed rooms, water park, fitness
A heated pool
🌟DISCOUNT NIGHTS AVAILABLE,PRIME LOCATION🌟. Near DISNEY. All-Inclusive 3BR/3BA
10.0 out of 10, Exceptional, (221)
"Had a great time at this property, it was very clean, location within the resort was great and the resort itself felt very safe. Pool area was fun for adults and kids, the bar was nice and all the staff was super friendly! Had a couple questions for the hosts, they were quick to respond and everything was very easy as far as logistics go!"
🌟DISCOUNT NIGHTS AVAILABLE,PRIME LOCATION🌟. Near DISNEY. All-Inclusive 3BR/3BA
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Indoor pool, outdoor pool
VERY CLOSE TO DISNEY! Fabulous 5 bed Home! Sleeps 11 Pool, Spa, Theater, Gated
10.0 out of 10, Exceptional, (34)
"The best stay ever with family! Tina was very responsive with any questions we had throughout the reservation and up to our stay. Always accommodating and even purchased a baby walker to add the many extras this home has to offer for families with littles. The description on the site is exactly what you will walk into. Will send referrals to this property and book in the future."
VERY CLOSE TO DISNEY! Fabulous 5 bed Home! Sleeps 11 Pool, Spa, Theater, Gated
Pool
Inviting family friendly home with pool, pool spa, lanai, central AC, & W/D
10.0 out of 10, Exceptional, (4)
"The layout of this house is amazing. I loved the number of bedrooms and bathrooms for our 2 families. We enjoyed having a pool/hot tub at the house. My only complaint is that the kitchen is very poorly stocked. I would love to see it stocked with cooking pans, a griddle and a grill. Maybe some more mixing/serving bowls. Utensils for a grill would have been helpful."
Inviting family friendly home with pool, pool spa, lanai, central AC, & W/D
Pool
NEW Luxury Villa Near Disney w/ Pool & Spa!
10.0 out of 10, Exceptional, (22)
"Both the property and comunication with the property manager were great! The house was very large and in very good condition overall since it is relatively new. There were a few broken items as a result of being used as a rental, but nothing major. My only suggestions are that their should be more bath towels (the room where my wife and I stayed only had one bath towel, but then others had two) and there should be a gas BBQ (I didn't feel that I should have to rent one for a weekwhen we ate out...
NEW Luxury Villa Near Disney w/ Pool & Spa!
Exterior
Midway between Disney and the Gulf beaches
10.0 out of 10, Exceptional, (29)
"The stay was wonderful. Our host was very responsive to anything we asked. The home is very beautiful and clean and in a great location. We will be back in the future."
The price is ￥16,357
￥30,471 total
includes taxes & fees
May 13 - May 14
Midway between Disney and the Gulf beaches
Fridge, microwave, oven, stovetop
Champions Gate!*Disney Themes!*4 Bedrooms!*Private Pool!*
9.8 out of 10, Exceptional, (9)
"Great location awesome home Great for the kids"
Champions Gate!*Disney Themes!*4 Bedrooms!*Private Pool!*
Outdoor pool, a heated pool
Smart TV—2 King Beds—Walt Disney World—Resort—Parking—private pool—full kitchen
9.8 out of 10, Exceptional, (26)
"We had a great time, the property was just as advertised. It was clean, the beds were super comfortable and we had everything we needed. The resort was good, great pool. Communication with thehost was easy with quick responses. We would definitely book again."
The price is ￥22,121
￥61,446 total
includes taxes & fees
May 19 - May 20
Smart TV—2 King Beds—Walt Disney World—Resort—Parking—private pool—full kitchen
Property grounds
Calabay Charm - sunny & private, great accommodation & space, south-facing pool/spa
9.8 out of 10, Exceptional, (10)
"This home accommodated our group of 6 adults very comfortably. Well laid out, lots of room to gather together or find some quiet time. Pool area offers both sun and shade and is very private. We would return."
Calabay Charm - sunny & private, great accommodation & space, south-facing pool/spa
Outdoor pool
Great quiet and comfortable, South Central Lakeland location.
9.8 out of 10, Exceptional, (104)
"Good experience"
The price is ￥10,126
￥14,457 total
includes taxes & fees
May 13 - May 14
Great quiet and comfortable, South Central Lakeland location.
Pool
Brand New Luxury Villa! Dog Friendly, Gated Resort w/ tons of Amenities, Jacuzzi, Free Wifi, BBQ Grill!
9.6 out of 10, Exceptional, (5)
"House was beautiful, everything was great!"
Brand New Luxury Villa! Dog Friendly, Gated Resort w/ tons of Amenities, Jacuzzi, Free Wifi, BBQ Grill!
Fridge, microwave, oven, stovetop
Newly Renovated Home - Brand New Furniture Throughout - Clubhouse With Pool and Tennis Courts!
9.6 out of 10, Exceptional, (22)
"My Wife and i booked this home and absolutely loved the stay. The only issue was the previous tenants must have used the tea kettle for something other than water and the cleaning folls missed it and there was mold in it. Not a big issue just warmed up water in a coffee mug. Nice neighbors and very quiet neighborhood. We would most definitely stay here again."
Newly Renovated Home - Brand New Furniture Throughout - Clubhouse With Pool and Tennis Courts!
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1409)
"Perfect family spot, great location and very nice property. Would go back anytime."
The Berkley, Orlando
2 outdoor pools, open 8 AM to 10 PM, sun loungers
Holiday Inn Club Vacations Orlando Breeze Resort, an IHG Hotel
3.5 star property
9.4 out of 10, Exceptional, (328)
"Loved everything about it didn't want to leave."
The price is ￥20,096
￥24,239 total
includes taxes & fees
May 13 - May 14
Holiday Inn Club Vacations Orlando Breeze Resort, an IHG Hotel
Private pool
Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (112)
"Downstairs bedroom bathroom had water get too cold quickly. Upstairs master bedroom had shower that had boiling hot water. No washcloths available."
Formosa Valley Resort by UNE Homes
Outdoor pool, a heated pool
Magical Family Villa: 8-Bdrm, 5 Themed, Pool, Spa, Game Room, Arcade, Movie
9.4 out of 10, Exceptional, (143)
"This is a very beautiful and comfortable house. It was 14 of us. The communication was amazing. They reply very fast. My family had an amazing time at the house in the pool and game room. I will totally rent this house again. Thanks for your hospitality."
Magical Family Villa: 8-Bdrm, 5 Themed, Pool, Spa, Game Room, Arcade, Movie
Terrace/patio
Family house / 4 BD-2Baths (August promotion!! low rates for this month)
9.2 out of 10, Wonderful, (10)
"House was beautiful and everything needed for a good stay. Property was very nice and surprisingly quiet. Be advised though that traffic getting to and from Orlando is absolutely terrible. An hour to an hour and a half just for a 19 mile drive and it didn't seem to matter the time of day. I realize owners have no control over that. Communication was a little sketchy but overall a great home and good stay."
Family house / 4 BD-2Baths (August promotion!! low rates for this month)
Private kitchen | Fridge, microwave, oven, stovetop
THE ULTIMATE MOUSE HOUSE, a Spectacular Disney Themed Pool Villa for Families!!
9.2 out of 10, Wonderful, (96)
"We had a wonderful stay, and the host is very responsive and helpful. Great location close to Disney"
THE ULTIMATE MOUSE HOUSE, a Spectacular Disney Themed Pool Villa for Families!!
Marina
Camp Mack, a Guy Harvey Lodge, Marina & RV Resort
3.0 star property
9.2 out of 10, Wonderful, (156)
"The best bang for your buck! "
The price is ￥19,021
￥21,304 total
includes taxes & fees
May 13 - May 14
Camp Mack, a Guy Harvey Lodge, Marina & RV Resort
Don't see what you're looking for?
See all available properties in Lakeland - Winter Haven
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.

Other types of properties in Lakeland - Winter Haven you may be interested in

4 outdoor pools, cabanas (surcharge), pool umbrellas
Hilton Vacation Club Mystic Dunes Orlando
3.5 star property
8.8 out of 10, Excellent, (3099)
"Outstanding property and staff "
The price is ￥13,584
￥20,723 total
includes taxes & fees
May 20 - May 21
Hilton Vacation Club Mystic Dunes Orlando
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (3001)
"We love the pool area. "
The price is ￥24,395
￥34,762 total
includes taxes & fees
May 14 - May 15
Margaritaville Resort Orlando
2 outdoor pools, pool umbrellas, sun loungers
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, (3532)
"This is my family's second time at the resort, and it's always a great time. Kids and adults will enjoy themselves at the water park, and the activities the resort provide. The unit provides you with everything you need for your stay, plus there are many stores around the resort. "
The price is ￥14,433
￥21,495 total
includes taxes & fees
May 20 - May 21
Hilton Vacation Club Aqua Sol Orlando West
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.

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!

Frequently asked questions

Can I find a vacation rental in Lakeland - Winter Haven?

Yes, there are vacation rentals in Lakeland - Winter Haven close to Legoland Florida, or you can choose a secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic lakeside in Lakeland - Winter Haven. While you're in the area, you can also enjoy the top-notch restaurants and theme park.

What can I see and do in Lakeland - Winter Haven?

Legoland Florida and Safari Wilderness are a couple of family-friendly sights, whereas cultural attractions include Lakeland Center and Florida Air Museum. You can also visit some other popular places in town, such as Bok Tower Gardens and Lakeside Village.

What are vacation rentals like in Lakeland - Winter Haven?

Vacation rentals are privately owned properties you can stay in for several days or longer in Lakeland - Winter Haven. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a small group gathering.

Recent reviews of Lakeland - Winter Haven properties
Expedia verified reviews

Holiday Inn Winter Haven, an IHG Hotel

Holiday Inn Winter Haven, an IHG Hotel

5/5 Excellent
"Great stay so far! Check in was perfect "
A verified traveler stayed at Holiday Inn Winter Haven, an IHG Hotel
Posted 21 hours ago
Holiday Inn Winter Haven, an IHG Hotel