Lakeland - Winter Haven Holiday Rentals

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Holiday Rentals in Lakeland - Winter Haven

Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, 4,761 reviews
"Loved the pools and the property the condos were very nice and felt like your own home. "
The price is NZ$298
includes taxes & fees
23 Jun - 24 Jun
Summer Bay Orlando by Exploria Resorts
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, 850 reviews
"Property was absolutely beautiful! The cottages were amazing! We got to use the amenities after checking out. I would highly recommend this place with families with children. If you want to go to a resort to relax by the pool, this isn’t it, this is more for people with families. The cottages are well equipped for families. Overall his beautiful !!"
Margaritaville Resort Orlando Cottages by Rentyl
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, 1,423 reviews
"I liked the size of my 4 br/3ba room. It was spacious and comfortable. Some furniture was dated, but tolerable. The Gameroom had several games broken or unavailable. The pool was great for children. Ovetall, the property was nice. The receptionist could have been more friendly with a smile. I felt as if I was interrupting them. I would stay again. The only gripe I have is, it appeared that African Americans were grouped in building 1. It was noticeable, trust me."
The Berkley, Orlando
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Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, 1,257 reviews
"The breaker flipped and the power went out in the middle of me cooking. But maintenance was there pretty swiftly to get the power restored."
The price is NZ$430
includes taxes & fees
23 Jun - 24 Jun
Encantada Resort Vacation Townhomes by IDILIQ
Villas At Regal Palms
4.0 star property
8.4 out of 10, Very good, 466 reviews
"Outstanding "
Villas At Regal Palms
Lifetime of Vacations Resort
3.0 star property
9.0 out of 10, Wonderful, 83 reviews
"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
Holiday Inn Club Vacations Orlando Breeze Resort, an IHG Hotel
3.5 star property
9.4 out of 10, Exceptional, 333 reviews
"Close to venue and super clean"
The price is NZ$212
includes taxes & fees
11 Jun - 12 Jun
Holiday Inn Club Vacations Orlando Breeze Resort, an IHG Hotel
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, 88 reviews
"Beautiful property with very spacious rooms. Will definitely stay again "
Grand Lake Resort
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
9.8 out of 10, Exceptional, 13 reviews
"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!
Champions Gate!*Disney Themes!*4 Bedrooms!*Private Pool!*
9.6 out of 10, Exceptional, 12 reviews
"This property was great for our quick trip to Disney. The host was very easy to contact with any questions we had."
Champions Gate!*Disney Themes!*4 Bedrooms!*Private Pool!*
Family house / 4 BD-2Baths (August promotion!! low rates for this month)
8.8 out of 10, Excellent, 13 reviews
"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)
⭐⭐⭐⭐⭐Expansive family-friendly vacation home, themed rooms, water park, fitness
10.0 out of 10, Exceptional, 2 reviews
"Beautiful property. Pictures do not show a true depiction. Master bedroom not on lower level but plenty of space. Dining room table is beautiful. Close proximity to shopping and dining."
⭐⭐⭐⭐⭐Expansive family-friendly vacation home, themed rooms, water park, fitness
MISSION TO MARS EXTREME PRIVATE ATTRACTION VACATION HOME
MISSION TO MARS EXTREME PRIVATE ATTRACTION VACATION HOME
Bahama Bay Resort
3.5 star property
8.6 out of 10, Excellent, 2,025 reviews
"Friendly and beautiful. If there was an issue it was addressed quickly. Always love staying here. "
Bahama Bay Resort
Smart TV—2 King Beds—Walt Disney World—Resort—Parking—private pool—full kitchen
9.8 out of 10, Exceptional, 31 reviews
"Loved staying here we are hoping to be back in April..Very clean easy to communicate with hosts. The pool / Lazy river was Great! Definitely WOULD recommend!"
The price is NZ$670
includes taxes & fees
23 Jun - 24 Jun
Smart TV—2 King Beds—Walt Disney World—Resort—Parking—private pool—full kitchen
Brand New Luxury Villa! Dog Friendly, Gated Resort w/ tons of Amenities, Jacuzzi, Free Wifi, BBQ Grill!
9.8 out of 10, Exceptional, 7 reviews
"Amazing"
Brand New Luxury Villa! Dog Friendly, Gated Resort w/ tons of Amenities, Jacuzzi, Free Wifi, BBQ Grill!
THE ULTIMATE MOUSE HOUSE, a Spectacular Disney Themed Pool Villa for Families!!
9.2 out of 10, Wonderful, 97 reviews
"could have been cleaned better. plus closet door fell off in one room when trying to open. dangerous. glad it was me opening it and not my 3 year old granddaughter."
THE ULTIMATE MOUSE HOUSE, a Spectacular Disney Themed Pool Villa for Families!!
🌟DISCOUNT NIGHTS AVAILABLE,PRIME LOCATION🌟. Near DISNEY. All-Inclusive 3BR/3BA
10.0 out of 10, Exceptional, 222 reviews
"Beautiful home, very helpful hosts, pool and exercise areas of resort very nice - dumbbells to 50 lbs, 2 universal machines with some parts not functioning - mostly legs but better than I see at most hotels. 3 min walk to the pool area from the condo. Very clean, comfortable beds, a/c very cool and pleasant. Washer/dryer worked well. Everything you might need in kitchen and bathrooms. They checked in with us when we checked in and during our stay. Convenient to all the parks, about 30 minute...
🌟DISCOUNT NIGHTS AVAILABLE,PRIME LOCATION🌟. Near DISNEY. All-Inclusive 3BR/3BA
The Azur Resort
4.0 star property
8.4 out of 10, Very good, 15 reviews
"Enjoyed our stay…really nice "
The Azur Resort
Caribe Cove Resort
3.5 star property
8.8 out of 10, Excellent, 2,227 reviews
"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
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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

The Grove Resort & Water Park Orlando
4.0 star property
8.2 out of 10, Very good, 5,544 reviews
"Family friendly and nice property. The only bad was the splash area water was extremely cold."
The price is NZ$449
includes taxes & fees
10 Jun - 11 Jun
The Grove Resort & Water Park Orlando
Hilton Vacation Club Mystic Dunes Orlando
3.5 star property
8.8 out of 10, Excellent, 3,218 reviews
"It was so beautiful we extended our stay"
The price is NZ$228
includes taxes & fees
8 Jul - 9 Jul
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, 3,587 reviews
"It was a very nice stay, check in with Thiedeeus was extremely professional and fun part he made us feel very welcome to the resort, the grand kids love the different pools, we did the kids pool during the day and the other pools at night with the jacuzzi, we had a 2 bedroom suite with 8 of us and we were very comfortable, full kitchen, it was perfect for us. great stay."
The price is NZ$201
includes taxes & fees
16 Jun - 17 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Lakeland - Winter Haven holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Lakeland - Winter Haven. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Lakeland - Winter Haven. Seeing all the best attractions is bound to make you fall in love with Lakeland - Winter Haven. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Lakeland - Winter Haven short-term rentals, that won’t be hard to do.

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