Book Holiday Homes in Lakeland - Winter Haven

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Lakeland - Winter Haven Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Lakeland - Winter Haven vacation homes are the perfect way for you to wing it.

Holiday houses in Lakeland - Winter Haven let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Lakeland - Winter Haven in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Lakeland - Winter Haven adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Lakeland - Winter Haven with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Lakeland - Winter Haven vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Lakeland - Winter Haven Holiday Homes essential information

Accommodation
Holiday Homes
Lowest Price
AU$233
Highest Price
AU$411
Popular accommodation
The Grove Resort & Water Park Orlando, Holiday Inn Club Vacations at Orange Lake Resort by IHG, Hilton Vacation Club Aqua Sol Orlando West, Margaritaville Resort Orlando with H2O Waterpark

Top trending hotels in Lakeland - Winter Haven

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is AU$411 per night from 8 Apr to 9 Apr
AU$411
includes taxes & fees
8 Apr - 9 Apr
Located in Winter Garden, The Grove Resort & Water Park Orlando is on a lake, a 1-minute drive from Surfari Water Park and 11 minutes from Orange County National ...
The Grove Resort & Water Park Orlando
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundable
The price is AU$335 per night from 29 Apr to 30 Apr
AU$335
includes taxes & fees
29 Apr - 30 Apr
Located in Kissimmee (Orange Lake), Holiday Inn Club Vacations at Orange Lake Resort by IHG is within a 15-minute drive of Old Town and ChampionsGate Golf ...
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

4 out of 5
17777 Bali Blvd, Winter Garden, FL
The price is AU$233 per night from 28 Apr to 29 Apr
AU$233
includes taxes & fees
28 Apr - 29 Apr
Located in Winter Garden, Hilton Vacation Club Aqua Sol Orlando West is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club.
Hilton Vacation Club Aqua Sol Orlando West
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Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle, Kissimmee, FL
The price is AU$398 per night from 29 Apr to 30 Apr
AU$398
includes taxes & fees
29 Apr - 30 Apr
Located in Kissimmee, Margaritaville Resort Orlando with H2O Waterpark is a 3-minute drive from Island H2O Live! and 8 minutes from Walt Disney World® ...
Margaritaville Resort Orlando with H2O Waterpark
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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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^Subject to availability and chosen travel dates.