Search Winter Haven Villa Rentals from CA $232

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Our top choices for Winter Haven villas

Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion

Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
Kissimmee
8.8 out of 10, Excellent, (6 reviews)
"Villa was very nice. Accommodations were great & we enjoyed our stay. Grounds were kept very nice & enjoyed the pool. "
United States
Russell K.
The price is CA $165
CA $413 total
includes taxes & fees
May 25 - May 26
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion

Resort Villa, Pools Fun and relaxation/w Kingbed.

Resort Villa, Pools Fun and relaxation/w Kingbed.
Kissimmee
9.2 out of 10, Wonderful, (30 reviews)
"Host was responsive and accommodating. Comfy bedding as well!"
United States
Leah D.
Resort Villa, Pools Fun and relaxation/w Kingbed.

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
7.0 out of 10, Good, (10 reviews)
"Room was clean, place was nice and quiet. "
United States
Abi
The price is CA $57
CA $232 total
includes taxes & fees
May 11 - May 12
VedaHive Luxury Villa

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Kissimmee
8.8 out of 10, Excellent, (88 reviews)
"We had no issues during our stay. We enjoyed the activities that that resort offered. "
United States
Deborah W.
The price is CA $243
CA $1,266 total
includes taxes & fees
May 10 - May 11
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

Close to Disney - shabby chic style villa with private pool!!

Close to Disney - shabby chic style villa with private pool!!
Lake Berkley
9.4 out of 10, Exceptional, (120 reviews)
"Very good villa; very comfortable beds and in a great location on the 192, close to shops, parks and restaurants."
United Kingdom
Ann Q.
The price is CA $230
CA $563 total
includes taxes & fees
May 7 - May 8
Close to Disney - shabby chic style villa with private pool!!

The Sunny | Theme Parks • Heated Pool • Grill

The Sunny | Theme Parks • Heated Pool • Grill
Sandy Ridge
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful group to work with. Enjoyed a much needed vacation. Host was very easy to get in contact with and solved any issues in a timely manner! Plan on staying again sometime in the future!"
United States
Stacy C.
The price is CA $182
CA $582 total
includes taxes & fees
May 17 - May 18
The Sunny | Theme Parks • Heated Pool • Grill

Pelican by Migration Travel

Pelican by Migration Travel
Davenport
10.0 out of 10, Exceptional, (6 reviews)
"Everything was excellentGreat experience The house was very cleanBenjamin and Kimberly are great hostsLooking forward to staying there again"
Mexico
Ronit M.
The price is CA $177
CA $652 total
includes taxes & fees
May 7 - May 8
Pelican by Migration Travel

Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
9.0 out of 10, Wonderful, (15 reviews)
"We had a wonderful stay! The home was beautiful, clean, and exactly as described. The location was perfect—close to everything while still feeling peaceful and relaxing.The heated pool was a huge hit with the kids and made our stay even more enjoyable. Everything exceeded our expectations, and we would absolutely stay here again. Highly recommend!"
United States
Julia G.
The price is CA $110
CA $567 total
includes taxes & fees
May 7 - May 8
Gorgeous VILLA near Disney, Private Heated South Pool

Champions Gate, all amenities included Luxury as New Platinum Pool Townhome

Champions Gate, all amenities included Luxury as New Platinum Pool Townhome
Champions Gate
9.6 out of 10, Exceptional, (106 reviews)
"Good stay "
United States
Michelle H.
The price is CA $193
CA $515 total
includes taxes & fees
May 15 - May 16
Champions Gate, all amenities included Luxury as New Platinum Pool Townhome

Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa

Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa
3.0 star property
Solterra Resort
The price is CA $160
CA $927 total
includes taxes & fees
May 21 - May 22
Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa

Resort Villa with Private Pool & Spa

Resort Villa with Private Pool & Spa
Trafalgar Village
9.0 out of 10, Wonderful, (2 reviews)
"Overall the villa was lovely, beautifully clean inside with nice touches like mini toiletries, large tub of ground coffee, sugar, creamer, plenty of toilet rolls salt and pepper, olive oil, coffee filters oh and a kettle bonus for us Brits.The Lounge, dining and bedrooms were beautifully furnished and had everything we needed. Plenty of bath towels, although could have done with a few more pool towels so we didn’t have to put them in the dryer after each use, but a minor detail.Frank was an...
United States
Sarah B.
The price is CA $146
CA $560 total
includes taxes & fees
May 11 - May 12
Resort Villa with Private Pool & Spa

Contemporary 4BR Townhome With Pool & Themed Rooms

Contemporary 4BR Townhome With Pool & Themed Rooms
3.0 star property
Clermont
The price is CA $167
CA $471 total
includes taxes & fees
May 14 - May 15
Contemporary 4BR Townhome With Pool & Themed Rooms

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Kissimmee
9.6 out of 10, Exceptional, (144 reviews)
"The host was great, the pool and spa were warm and great. The house was clean and had good amenities! Will definitely keep in mind for future visits "
United States
Sarah H.
The price is CA $194
CA $576 total
includes taxes & fees
May 11 - May 12
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Trafalgar Village
8.8 out of 10, Excellent, (9 reviews)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is CA $131
CA $643 total
includes taxes & fees
May 10 - May 11
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

🌿Welcome to the Jungle🌿

🌿Welcome to the Jungle🌿
Loughman
9.0 out of 10, Wonderful, (18 reviews)
"As advertised, safe and quiet neighborhood, the house was wonderful and the grandkids had a great time in pool and jacuzzi."
United States
Teresa W.
The price is CA $211
CA $662 total
includes taxes & fees
May 12 - May 13
🌿Welcome to the Jungle🌿

Completely Renovated 3/2 Close to Disney parks

Completely Renovated 3/2 Close to Disney parks
Royal Palm Bay
10.0 out of 10, Exceptional, (29 reviews)
"15 mins drive to Disney, We enjoyed our stay, clean as advertised, Owner communicates in detail, Will definitely rebook this Villa. "
United States
Elisa
The price is CA $142
CA $380 total
includes taxes & fees
May 29 - May 30
Completely Renovated 3/2 Close to Disney parks

BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney

BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Kissimmee
10.0 out of 10, Exceptional, (11 reviews)
"Close to Disney "
Canada
Tatiana
The price is CA $121
CA $718 total
includes taxes & fees
May 20 - May 21
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney

3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!

3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!
Bahama Bay
8.6 out of 10, Excellent, (9 reviews)
"We loved our stay! Rooms were very spacious, great large towels for bath and lots of beach towels, fun Nemo room for the kids and full kitchen and laundry. The pools and splash of were very fun and the pool by lake felt very tropical with beach and poolside service. Patio is full shade."
United States
Natalie S.
The price is CA $155
CA $542 total
includes taxes & fees
May 7 - May 8
3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!

Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater

Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
Haines City
8.8 out of 10, Excellent, (86 reviews)
"Our family had a wonderful stay at this property. Everything was lovely. Communication with the owner was quick and very responsive. The home is very roomy and the rooms were all very nice. The movie room was a nice bonus! The pool was great; added pool heat since we stayed in late December and ot was well worth it. Overall great rental!"
United States
Carmen L.
The price is CA $216
CA $555 total
includes taxes & fees
May 10 - May 11
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater

Star Stay At Championsgate Resort By Shine Villas 023 7 Bedroom Villa

Star Stay At Championsgate Resort By Shine Villas 023 7 Bedroom Villa
3.0 star property
Champions Gate
The price is CA $177
CA $1,148 total
includes taxes & fees
May 7 - May 8
Star Stay At Championsgate Resort By Shine Villas 023 7 Bedroom Villa
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 Winter Haven Hotel Reviews

Find out more about Winter Haven

Winter Haven Villas information

Number of reviews
692
Accommodation
9119 Villas
Lowest Price
CA $232
Highest Price
CA $1,272

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between CA $232 and CA $1,272 per night. These stays offer the privacy to enjoy your own space at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best villas in Winter Haven?
Winter Haven has multiple villas with a total average guest review rating of 9.2. Private Pool 3 Bedroom Home By Redawning is a popular option with Expedia guests. Visitors staying at this 3.5-star getaway will have access to a swimming pool and a lanai. Ov4051 - Southern Dunes - 3 Bed 2. 5 Baths Villa is also a highly recommended stay. This 3.5-star villa comes with a tennis court and a swimming pool, among other conveniences.
How many villas are there in Winter Haven?
Pack your bags and pick from 9119 villas in Winter Haven. For a family vacation, a getaway with friends and everything in between, Expedia will help you find the ideal space in a few easy clicks.
Are there any family-friendly villas in Winter Haven?
Put your feet up at Private Pool 3 Bedroom Home By Redawning, a 3.5-star option just a quick drive from downtown. Conveniences here include WiFi and a pool table. Another family-friendly getaway is Ov4051 - Southern Dunes - 3 Bed 2. 5 Baths Villa. Laundry facilities and an oven help make this 3.5-star retreat a guest favourite. Once you've checked in and unpacked your bags, there's a host of family-friendly attractions to visit around Winter Haven. LEGOLAND® Florida and Indigo's Family Fun Centre are two popular options.
Why book your villa in Winter Haven with Expedia?
Expedia makes it a cinch to find your ideal villa in Winter Haven. Vacationing with the family? Use our handy filters to look for stays with amenities like a pool and WiFi. If you have a budget, click on how much you're willing to spend and the star rating of the property. We'll help you find a perfect place in tune with your style and taste.
How can I find cheap villas in Winter Haven?
The easiest way to get cheap villas in Winter Haven is with Expedia's user-friendly filter tool. Fine-tune your search results by amenities, star rating and budget to land awesome bargains in just a click or two.
What is there to do near my villa in Winter Haven?
Whatever you love doing, Winter Haven has a whole lot to keep you on the move. Indigo's Family Fun Center, Lake Henry Golf Club and Cypresswood Golf and Country Club are on many visitors' agendas. Don't leave without exploring LEGOLAND® Florida, Chain of Lakes Park and Theatre Winter Haven either. With Expedia's Winter Haven hotel deals, you'll be able to discover even more renowned attractions like these with the money you save.

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