Hot Winter Haven Villa Rates 2026

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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
The price is NZ$1,106 per night from 20 Jan to 21 Jan
NZ$1,106
20 Jan - 21 Jan 2026
includes taxes & fees
Stay at this family-friendly villa in Kissimmee. Enjoy free Wi-Fi, private pools and a water park. Popular attractions Disney's Animal Kingdom® Theme Park and ...
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
Stay at this villa in Kissimmee. Enjoy free Wi-Fi and an indoor pool. Popular attractions Mystic Dunes Golf Club and Reunion Resort Golf Course are located ...
Opens in a new window681-Sticks
Stunning Luxury 6 bed 5.5bath  Pool Villa Nr Disney Golf Games Room gated resort

Stunning Luxury 6 bed 5.5bath Pool Villa Nr Disney Golf Games Room gated resort

Davenport FL
Stay at this golf villa in Davenport. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions Reunion Resort Golf Course and Providence Golf ...
Opens in a new windowStunning Luxury 6 bed 5.5bath Pool Villa Nr Disney Golf Games Room gated resort
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Our DisneyDreamVilla - minutes to DisneyWorld!!!

Our DisneyDreamVilla - minutes to DisneyWorld!!!

Kissimmee FL
Stay at this family-friendly villa in Kissimmee. Enjoy free Wi-Fi, private pools and a water park. Our guests praise the helpful staff in their reviews. Popular ...
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
Stay at this family-friendly villa in Kissimmee. Enjoy private pools, a garden and laundry facilities. Popular attractions Disney's Animal Kingdom® Theme Park ...
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
Stay at this family-friendly villa in Kissimmee. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Old Town and Green Meadows Petting Farm are ...
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
Stay at this villa in Four Corners. Enjoy free Wi-Fi, private pools and a water park. Popular attractions Mystic Dunes Golf Club and Reunion Resort Golf Course ...
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
Stay at this villa in Kissimmee. Enjoy a garden, snorkelling on-site and cable TV channels. Popular attractions ESPN Wide World of Sports Complex and Disney's ...
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
Stay at this family-friendly villa in Kissimmee. Enjoy free Wi-Fi, private pools and a garden. Our guests praise the helpful staff in their reviews. Popular ...
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.co.nz.

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.co.nz on your side.

Winter Haven Villas essential information

Accommodation
8785 Villas
Lowest Price
NZ$258
Highest Price
NZ$1,106
Popular accommodation
Private Pool, Spa and Premium Resort Amenities Included!, 681-Sticks, Stunning Luxury 6 bed 5.5bath Pool Villa Nr Disney Golf Games Room gated resort, 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 NZ$258 per night from 25 Dec to 26 Dec
NZ$258
25 Dec - 26 Dec
includes taxes & fees
Stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
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 NZ$723 per night from 12 Jan to 13 Jan
NZ$723
12 Jan - 13 Jan 2026
includes taxes & fees
Stay at this hotel in Winter Haven. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park 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 NZ$301 per night from 28 Dec to 29 Dec
NZ$301
28 Dec - 29 Dec
includes taxes & fees
Stay at this hotel in Winter Haven. Enjoy free breakfast, free Wi-Fi and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in their ...
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
Fully refundableReserve now, pay when you stay
The price is NZ$420 per night from 18 Jan to 19 Jan
NZ$420
18 Jan - 19 Jan 2026
includes taxes & fees
Stay at this family-friendly resort in Four Corners. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff in ...
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.