Lakeland - Winter Haven Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Lakeland - Winter Haven

5 outdoor pools
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, (4713)
"Shuttle accessible to grocery store!! Great!!"
The price is HK$1,006
HK$1,376 total
includes taxes & fees
28 May - 29 May
Summer Bay Orlando by Exploria Resorts
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1412)
"Amazing 4 bedroom condo loved everything about the place "
The Berkley, Orlando
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (842)
"Great place "
Margaritaville Resort Orlando Cottages by Rentyl
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1253)
"It was great besides no air conditioning upstairs where bedrooms are , even though they clean after you leave there should be a dust pan and mop to do cleaning while there "
The price is HK$806
HK$2,060 total
includes taxes & fees
11 Jun - 12 Jun
Encantada Resort Vacation Townhomes by IDILIQ
2 outdoor pools, open 8 AM to 10 PM, pool loungers
Holiday Inn Club Vacations Orlando Breeze Resort, an IHG Hotel
3.5 star property
9.4 out of 10, Exceptional, (330)
"One of the best places I’ve ever stayed "
The price is HK$805
HK$989 total
includes taxes & fees
5 Jun - 6 Jun
Holiday Inn Club Vacations Orlando Breeze Resort, an IHG Hotel
Outdoor pool, pool loungers
Villas At Regal Palms
4.0 star property
8.4 out of 10, Very good, (462)
"Very nice place "
Villas At Regal Palms
Lake
Lifetime of Vacations Resort
3.0 star property
9.0 out of 10, Wonderful, (82)
"Place is good Its a older place but its safe and in a great location. Staff is very nice and area is a hub for Disneyland merchandise. "
Lifetime of Vacations Resort
Outdoor pool, pool umbrellas, pool loungers
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, (85)
"Very courteous staff "
Grand Lake Resort
Fridge, microwave, oven, stovetop
Champions Gate!*Disney Themes!*4 Bedrooms!*Private Pool!*
9.8 out of 10, Exceptional, (10)
"We come every year for the cheerleading tournament, very safe, gated neighborhood, very responsive owner for any issues, and the only house in the last 6 years where the a/c was actually cold the entire stay!!!"
Champions Gate!*Disney Themes!*4 Bedrooms!*Private Pool!*
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!
Terrace/patio
Family house / 4 BD-2Baths (August promotion!! low rates for this month)
9.2 out of 10, Wonderful, (12)
"Wonderful place to stay. Excellent communication. Very accommodating to our requests. We enjoyed our stay. Thank you"
Family house / 4 BD-2Baths (August promotion!! low rates for this month)
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
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, (27)
"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 HK$1,404
HK$3,425 total
includes taxes & fees
16 Jun - 17 Jun
Smart TV—2 King Beds—Walt Disney World—Resort—Parking—private pool—full kitchen
Exterior
MISSION TO MARS EXTREME PRIVATE ATTRACTION VACATION HOME
MISSION TO MARS EXTREME PRIVATE ATTRACTION VACATION HOME
Property grounds
Bahama Bay Resort
3.5 star property
8.6 out of 10, Excellent, (2024)
"We had a lower end 2 bedroom unit. Very spacious & updated nicely. We will definitely return to this resort. "
Bahama Bay Resort
Private kitchen
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!!
Private pool
Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (113)
"So well appointed, beautiful and clean!! Great location, an easy and close drive to Disney!"
Formosa Valley Resort by UNE Homes
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
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!
Outdoor pool
Caribe Cove Resort
3.5 star property
8.8 out of 10, Excellent, (2227)
"The salt water pool is heated. The mattresses were lumpy, shower in master bath wasn't useable, carpet is worn, ice dispenser stuck. In need of some updating but overall was a good value. Front desk people were great and super helpful. "
Caribe Cove 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

3 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas
The Grove Resort & Water Park Orlando
4.0 star property
8.2 out of 10, Very good, (5405)
"Great for families, lots of entertainment options. Rooms were not clean for a next guest, I had to clean to make it descent for our stay. "
The price is HK$1,554
HK$2,138 total
includes taxes & fees
23 May - 24 May
The Grove Resort & Water Park Orlando
4 outdoor pools, pool cabanas (surcharge), pool umbrellas
Hilton Vacation Club Mystic Dunes Orlando
3.5 star property
8.8 out of 10, Excellent, (3139)
"Not very good handicap parking access to building. Building could use some maintenance . "
The price is HK$680
HK$1,037 total
includes taxes & fees
4 Jun - 5 Jun
Hilton Vacation Club Mystic Dunes Orlando
2 outdoor pools, pool umbrellas, pool loungers
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, (3544)
"This property was in an excellent location. Close to plenty of dining options. The facilities were clean and very well maintained and the staff was very friendly and helpful. I will be making another visit to this resort my next time traveling to Orlando for vacation. "
The price is HK$723
HK$1,076 total
includes taxes & fees
9 Jun - 10 Jun
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 holiday rental in Lakeland - Winter Haven?

Yes, there are holiday rentals in Lakeland - Winter Haven close to Legoland Florida, or you can select a more 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 the 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 holiday rentals like in Lakeland - Winter Haven?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Lakeland - Winter Haven. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.

Recent reviews of Lakeland - Winter Haven properties
Expedia verified reviews

Howard Johnson by Wyndham Lakeland

Howard Johnson by Wyndham Lakeland

5/5 Excellent
"Affordable "
A verified traveller stayed at Howard Johnson by Wyndham Lakeland
Posted 23 hours ago
Howard Johnson by Wyndham Lakeland