Top Winter Haven Villa Rates

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Featured Villas in Winter Haven

Private Pool, Spa and Premium Resort Amenities Included!

Private Pool, Spa and Premium Resort Amenities Included!

Kissimmee FL
With a stay at this villa in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center.
Opens in a new windowPrivate Pool, Spa and Premium Resort Amenities Included!
681-Sticks

681-Sticks

2 out of 5
681 Sticks St Kissimmee FL
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Highland Reserve Golf Club and ChampionsGate Golf Club.
Opens in a new window681-Sticks
Luxury 6-Bed Villa-Private Pool, Spa & Games Room-Near Disney & Top attractions!

Luxury 6-Bed Villa-Private Pool, Spa & Games Room-Near Disney & Top attractions!

Davenport FL
A stay at this villa places you in the heart of Davenport, a 5-minute drive from Providence Golf Club and 10 minutes from Lewis W Mathews Memorial Sports ...
Opens in a new windowLuxury 6-Bed Villa-Private Pool, Spa & Games Room-Near Disney & Top attractions!
Save an average of 15% on thousands of hotels when you're signed in
Our DisneyDreamVilla - minutes to DisneyWorld!!!

Our DisneyDreamVilla - minutes to DisneyWorld!!!

Kissimmee FL
With a stay at this villa in Kissimmee (Windsor Hills), you'll be within a 10-minute drive of Walt Disney World® Resort and Old Town.
Opens in a new windowOur DisneyDreamVilla - minutes to DisneyWorld!!!
8BR, 4.5 BA, Pool, Sleeps 16

8BR, 4.5 BA, Pool, Sleeps 16

Kissimmee FL
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and Old Town.
Opens in a new window8BR, 4.5 BA, Pool, Sleeps 16
Private Pool & Spa Only 8 mi to Disney! Gated Community

Private Pool & Spa Only 8 mi to Disney! Gated Community

Kissimmee FL
With a stay at this villa, you'll be centrally located in Kissimmee, within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets.
Opens in a new windowPrivate Pool & Spa Only 8 mi to Disney! Gated Community
SOLANA - BEAUTIFUL 4 BEDROOM POOL HOME, WITH SPA AND GAME ROOM, CLOSE TO DISNEY

SOLANA - BEAUTIFUL 4 BEDROOM POOL HOME, WITH SPA AND GAME ROOM, CLOSE TO DISNEY

Davenport FL
With a stay at this villa in Four Corners (Solana), you'll be within a 15-minute drive of Flamingo Crossings Town Center and Highland Reserve Golf Club.
Opens in a new windowSOLANA - BEAUTIFUL 4 BEDROOM POOL HOME, WITH SPA AND GAME ROOM, CLOSE TO DISNEY
Reunion Swanky

Reunion Swanky

4 out of 5
7901 Putting Green Way Kissimmee FL
Located in Kissimmee (Reunion), this villa is within a 10-minute drive of Mystic Dunes Golf Club and Flamingo Crossings Town Center.
Opens in a new windowReunion Swanky
BEST HOUSE! StarWars Theater, HarryPotter, Princess, Pirates!!! Disney 8-10 min!

BEST HOUSE! StarWars Theater, HarryPotter, Princess, Pirates!!! Disney 8-10 min!

Kissimmee FL
With a stay at this villa in Kissimmee, you'll be a 3-minute drive from Mystic Dunes Golf Club and 8 minutes from Walt Disney World® Resort.
Opens in a new windowBEST HOUSE! StarWars Theater, HarryPotter, Princess, Pirates!!! Disney 8-10 min!
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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.

Winter Haven Luxury Villas

It’s time to plan your next getaway, and this time, you want it to be amazing. You just want a holiday where you’ll come away with humble brags like “I just couldn’t choose between the pool or the hot tub” and “It was so hard for the whole family to pick their rooms in such a big house”. OK, maybe those aren’t so humble. And that’s exactly the point when you’ve got Winter Haven villa accommodation from lastminute.com.au.

You know what else you might get with that villa? A gourmet kitchen. What does one do in a gourmet kitchen? Why, craft delicious meals that are bound to impress your significant other, kiddos, mum, or whoever else you count among your travelling companions. Nothing says “clan getaway” like a tasty dinner in luxey surroundings, after all. But who says you even have to cook? Conjuring up gastronomic delights takes effort, and you ask us, cheap villa holidays are all about relaxing—and enjoying the fact you’re getting so much bang for your buck. Winter Haven has plenty of ways to delight your taste buds, and don’t get us started on the scenery. No filter, indeed.

Yes, this holiday will give you plenty of humble brags, but there’s nothing humble at all about our awesome deals. Put in for some annual leave and grab some pocket change, because we’ve got Winter Haven villas that will have you wondering “How is that even possible?” Anything is possible—well, almost anything—when you’ve got lastminute.com.au on your side.

Winter Haven Villas essential information

Accommodation
8786 Villas
Lowest Price
AU$227
Highest Price
AU$681
Popular accommodation
Private Pool, Spa and Premium Resort Amenities Included!, 681-Sticks, Luxury 6-Bed Villa-Private Pool, Spa & Games Room-Near Disney & Top attractions!, Our DisneyDreamVilla - minutes to DisneyWorld!!!, 8BR, 4.5 BA, Pool, Sleeps 16, Private Pool & Spa Only 8 mi to Disney! Gated Community, SOLANA - BEAUTIFUL 4 BEDROOM POOL HOME, WITH SPA AND GAME ROOM, CLOSE TO DISNEY, Reunion Swanky, BEST HOUSE! StarWars Theater, HarryPotter, Princess, Pirates!!! Disney 8-10 min!

Top trending hotels in Winter Haven

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 out of 5
5801 Roosevelt Dr Winter Haven FL
Fully refundableReserve now, pay when you stay
The price is AU$227 per night from 21 Dec to 22 Dec
AU$227
21 Dec - 22 Dec
includes taxes & fees
With a stay at Best Western Plus Winter Haven Inn & Suites  in Winter Haven, you'll be within a 15-minute walk of LEGOLAND® Florida and Peppa Pig Theme Park ...
Opens in a new windowBest Western Plus Winter Haven Inn & Suites 
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
The price is AU$681 per night from 5 Jan to 6 Jan
AU$681
5 Jan - 6 Jan 2026
includes taxes & fees
When you stay at Legoland Florida Hotel in Winter Haven, you'll be within a 5-minute drive of LEGOLAND® Florida.
Opens in a new windowLegoland Florida Hotel
Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW Winter Haven FL
Fully refundable
The price is AU$257 per night from 28 Dec to 29 Dec
AU$257
28 Dec - 29 Dec
includes taxes & fees
With a stay at Staybridge Suites Winter Haven Auburndale by IHG in Winter Haven, you'll be in a shopping district, within a 10-minute drive of LEGOLAND® Florida ...
Opens in a new windowStaybridge Suites Winter Haven Auburndale by IHG
Save an average of 15% on thousands of hotels when you're signed in
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
The price is AU$318 per night from 21 Dec to 22 Dec
AU$318
21 Dec - 22 Dec
includes taxes & fees
Located in Four Corners, 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 ...
Opens in a new windowThe Grove Resort & Water Park Orlando
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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.