Compare Winter Haven Villas
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Villas in Winter Haven
Magical Memories in Windsor Hills Resort
Four Corners FL
Guests of this villa enjoy features like an outdoor pool, a hot tub, and an arcade/game room. This family-friendly villa also has laundry facilities.
Pool
Hot Tub
Splendid villa, overlooking conservation area, with private pool and games room
Davenport FL
This villa features a hot tub, an arcade/game room, and laundry facilities. This family-friendly villa also has barbecue grills.
Pool
Hot Tub
Stunning 9BR/8.5BA Retreat with Private Pool & SPA-280CW
Kissimmee FL
Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
Your New Happy Place!!
Davenport FL
Guests of this villa enjoy features like an outdoor pool, a gym, and an arcade/game room. Other amenities at this golf villa include laundry facilities and barbecue grills.
Pool
Kitchen
Windsor Swanky
2440 Tangier Drive Kissimmee FL
At this villa, guests have access to an outdoor pool, an arcade/game room, and a garden. A stay here includes free offsite parking. This family-friendly villa also has barbecue grills.
Pool
Kitchen
Disney Villa w/ Theater, Arcade, Pool, Spa, Resort
Kissimmee FL
Guests staying at this villa enjoy access to a water park, a gym, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and barbecue grills.
Pool
Hot Tub
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee off Us192
Kissimmee FL
This villa offers a gym, a sauna, and a hot tub. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this family-friendly villa include an arcade/game room and laundry facilities.
Pool
Hot Tub
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.
Hotel Options in Winter Haven
Holiday Inn Winter Haven by IHG
200 Cypress Gardens Boulevard Winter Haven FL
$86 nightly
The price is $96 total per night from Aug 30 to Aug 31
$96 total
Aug 30 - Aug 31
Total with taxes and fees
9/10 Wonderful! (1,015 reviews)
Best Western Plus Winter Haven Inn & Suites
5801 Roosevelt Dr Winter Haven FL
$114 nightly
The price is $128 total per night from Aug 27 to Aug 28
$128 total
Aug 27 - Aug 28
Total with taxes and fees
Staybridge Suites Winter Haven Auburndale by IHG
305 5th St NW and Avenue D NW Winter Haven FL
$103 nightly
The price is $115 total per night from Aug 30 to Aug 31
$115 total
Aug 30 - Aug 31
Total with taxes and fees
9.8/10 Exceptional! (877 reviews)
Luxury Villas
Book luxury villas in Winter Haven
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Winter Haven. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Winter Haven, so book one now. You’ll feel like a million bucks before you even check in.
Spacious luxury villas in Winter Haven
You won’t have a problem finding your own space in Winter Haven. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Winter Haven on your own and use a one-bedroom villa as your home base.
A top-end villa experience in Winter Haven rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!
Winter Haven Villas essential information
Accommodation | 8573 Villas |
|---|---|
Lowest Price | $96 |
Highest Price | $128 |
Popular accommodation | Magical Memories in Windsor Hills Resort, Splendid villa, overlooking conservation area, with private pool and games room, Stunning 9BR/8.5BA Retreat with Private Pool & SPA-280CW, Your New Happy Place!!, Windsor Swanky, Disney Villa w/ Theater, Arcade, Pool, Spa, Resort, 4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee off Us192, Family-Friendly Villa near Disney! Private Pool & Spa • Gated Solterra Resort, 11BD/9BDR/7BR. Sleeps 21. INQUIRE ABOUT FREE DAYS AND MORE. See below |
More to Explore
- Cheap Hotels in Cypress Gardens
- Hotels with Pool in Cypress Gardens
- Pet Friendly Hotels in Cypress Gardens
- Cypress Gardens Hotels
- 2 Star Hotels in Jan Phyl Village
- Houseboats in Jan Phyl Village
- Resorts in Jan Phyl Village
- Cottages in Eagle Lake
- Motels in Eagle Lake
- Vacation Homes in Eagle Lake
- Villas in Eagle Lake
- Hotels near LEGOLAND® Florida
- Hotels near Chain Of Wakes
- Apartments in Polk City
- Cottages in Polk City
- Hostels in Polk City
- Motels in Polk City
- Vacation Homes in Polk City
- Villas in Polk City
- Hotels near Rotary Park
- Farmstay in Pinellas Park
- Chalets in Pinellas Park
- Condo Resorts in Pinellas Park
- Condo Rentals in Pinellas Park
- Holiday Park Resorts in Pinellas Park
- Hostels in Pinellas Park
- Vacation Homes in Pinellas Park
- Rv Parks in Pinellas Park
- Hotels near Theatre Winter Haven
- Houseboats in Winter Haven Station
- Hotels near Sertoma Park
- Hotels near Northgate Shopping Center
- 2 Star Hotels in Inwood
- Hotels with Pool in Inwood
- Hotels near Inman Park
- Hotels near Willowbrook Golf Course
- Farmstay in Wesley Chapel
- Holiday Park Resorts in Wesley Chapel
- Lodges in Wesley Chapel
- Apartments in Eloise
- B&B in Eloise
- Extended Stay Hotels in Eloise
- Eloise Hotels
- Apartments in Auburndale
- B&B in Auburndale
- Cabin Rentals in Auburndale
- Condo Resorts in Auburndale
- Condo Rentals in Auburndale
- Cottages in Auburndale
- Extended Stay Hotels in Auburndale
- Guest Houses in Auburndale
- Holiday Park Resorts in Auburndale
- Hostels in Auburndale
- Kid Friendly Hotels in Auburndale
- Hotels with Free Parking in Auburndale
- La Quinta Inn & Suites Hotels in Auburndale
- Auburndale Hotels
- Houseboats in Auburndale
- Motels in Auburndale
- Vacation Homes in Auburndale
- Rv Parks in Auburndale
- Resorts in Auburndale
- Town Houses in Auburndale
- Villas in Auburndale
- Condo Rentals in Black Jack Island
- Extended Stay Hotels in Black Jack Island
- Guest Houses in Black Jack Island
- Motels in Black Jack Island
- Villas in Black Jack Island
- Motels in Lake Alfred
- Rv Parks in Lake Alfred
- Villas in Lake Alfred
- Hotels near Chain of Lakes Park
- B&B in Longboat Key
- Motels in Longboat Key
- Flights to Orlando
- Flights from New York to Orlando
- Flights from Jan Phyl Village
- Flights from Eagle Lake
- Flights to Florida
- Flights from Inwood
- Flights to Auburndale
- Flights from Nashville to Auburndale
- Flights from New York to Auburndale
- Flights from Washington to Auburndale
- Flights from Auburndale