Lakeland - Winter Haven Holiday Rentals

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Holiday Rentals in Lakeland - Winter Haven

Our top choices for Lakeland - Winter Haven holiday rentals

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1604)
"Great place to stay."
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5611)
"Great stay. We will stay again. "
The price is AU$226
includes taxes & fees
7 Sept - 8 Sept
Summer Bay Orlando by Exploria Resorts

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1895)
"Beautiful, perfect for a family getaway"
The price is AU$201
includes taxes & fees
7 Sept - 8 Sept
The Berkley, Orlando

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
8.6 out of 10, Excellent, (1374)
"Very nice resort "
The price is AU$417
includes taxes & fees
14 Sept - 15 Sept
Encantada Resort Vacation Townhomes by IDILIQ

Grand Lake Resort

3.0 star property
9.2 out of 10, Wonderful, (136)
"It’s a great place "
Grand Lake Resort

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

3.5 star property
9.2 out of 10, Wonderful, (486)
"Very nice hotel...Very safe and clean "
The price is AU$243
includes taxes & fees
9 Sept - 10 Sept
Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Lifetime of Vacations Resort

3.0 star property
9.4 out of 10, Exceptional, (146)
"Quiet place "
Lifetime of Vacations Resort

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (170)
"Great stay"
The price is AU$793
includes taxes & fees
1 Oct - 2 Oct
Formosa Valley Resort by UNE Homes

Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool

9.6 out of 10, Exceptional, (48)
"The home was perfect for our family trip to Disney! Its conveniently located near all of the FUN!! Great place to stay! I would definitely stay here again!"
Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool

Villas At Regal Palms

4.0 star property
8.4 out of 10, Very good, (578)
"This was the 2nd time we’ve stayed at Regal Palms and will definitely be back again. "
Villas At Regal Palms

Champions Gate condos by UNE

4.0 star property
9.2 out of 10, Wonderful, (31)
"Beautiful grounds and great location "
Champions Gate condos by UNE

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2258)
"We had a great family vacation "
Caribe Cove Resort

Luxury 20 bedroom Reunion Villas @ Disney's Doorstep

9.2 out of 10, Wonderful, (96)
"Excellent facilities close to many places to golf and have fun"
Luxury 20 bedroom Reunion Villas @ Disney's Doorstep

Every Amenity! 2 Theaters, Private Gym, Pool, Baby Equip FREE, Outdoor Grill

9.4 out of 10, Exceptional, (53)
"We had a great stay, the host was responsive and everything was as expected."
Every Amenity! 2 Theaters, Private Gym, Pool, Baby Equip FREE, Outdoor Grill

Reunion BRAND NEW Fancy Vacation Home

9.4 out of 10, Exceptional, (20)
"Spacious property with excellent facilities, perfect as a base for our Disney holiday "
Reunion BRAND NEW Fancy Vacation Home

The Grand Village 4BR Pool Home near Disney Parks

The Grand Village 4BR Pool Home near Disney Parks

Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5

10.0 out of 10, Exceptional, (69)
"We had an incredible experience at this property! It was beautifully maintained and truly felt like a home away from home. The house was furnished with everything you could possibly need from a fully stocked kitchen to comfortable beds and cozy common areas.One of the biggest hits for our family, aside from the pool of course was the arcade, our kids were obsessed! It kept them entertained for hours and was such a unique, fun touch.Access to the home was super easy, both checking in and out were...
Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5

Bahama Bay Resort

3.5 star property
8.6 out of 10, Excellent, (2089)
"It's a family place, were you feel comfortable and welcome."
The price is AU$411
includes taxes & fees
8 Sept - 9 Sept
Bahama Bay Resort

Encore Resort

4.0 star property
6.4 out of 10, (117)
"Great place "
Encore Resort

Disney house “WITH SPLASH POOL”🌟8 guests🌟3 bedrooms🌟6 beds🌟3 baths

9.8 out of 10, Exceptional, (135)
"Just wonderful "
Disney house “WITH SPLASH POOL”🌟8 guests🌟3 bedrooms🌟6 beds🌟3 baths
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

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$201 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.