Villas in Winter Haven

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Villas in Winter Haven

Westgate villa
Terrace/patio

Westgate villa

3.0 star property
5.6 out of 10, (5)
"10/10 recommend this place!!"
Westgate villa
Beautiful 5Bd Single Family w/ Game Room @ 106 Lake Wilson Preserve
Outdoor pool, pool loungers, lifeguards on site

Beautiful 5Bd Single Family w/ Game Room @ 106 Lake Wilson Preserve

4.5 star property
7.2 out of 10, Good, (7)
"Property was cool and up to date but we had roaches And I didn’t like tht you had to pay each day to get the pool heated 45 plus tax and u had to get it for a minimum of 3 days smh a/c wasn’t working good at first just lil nic nacks I feel could have been takin care of once we complained bout roaches thy came and sprayed and u didn’t see anymore but needs to work on things like tht but nice house overall "
Beautiful 5Bd Single Family w/ Game Room @ 106 Lake Wilson Preserve
Luxury 5Bd w/ Jacuzzi & Pool Near Disney @ 5528
Outdoor pool, pool loungers, lifeguards on site

Luxury 5Bd w/ Jacuzzi & Pool Near Disney @ 5528

4.5 star property
5.0 out of 10, (2)
"Si for those who are trying to book this home, the house is beautiful and very well kept, make sure to bring your own trash bags, napkins and toilet paper as they only provide very few , bring towels, on my stay we had a good time the only set back was maintenance, for example the 1st bathroom broke and I reported the issue but no one ever came , I paid extra for the heated pool , but upon arrival it was cold… my only recommendation is to Report Report Report , luckily was not charged for the...
Luxury 5Bd w/ Jacuzzi & Pool Near Disney @ 5528
Havilah Vacation Villas Resort Club
Outdoor pool

Havilah Vacation Villas Resort Club

2.0 star property
6.0 out of 10, (2)
"We had no hot water until the morning we left. Made reoeated calls to maintenance but the issue wasn't resolved. Had to drive 20 mins to a Planet Fitness in order to bathe."
Havilah Vacation Villas Resort Club
Reunion. 5 Heated Pools. Slps 8
Terrace/patio

Reunion. 5 Heated Pools. Slps 8

3.0 star property
9.4 out of 10, Exceptional, (3)
"Very nice! Our stay was for a girls weekend but will work for families as well. Self-Check-In was a bonus! Condo was clean and ready for us. It's out of the way from Orlando which could be a perk if you're not doing the Disney scene. Place was quiet, clean, and the grounds (& pool) were well maintained. "
Reunion. 5 Heated Pools. Slps 8
Krows Nest Near Disney World & Universal!
Interior

Krows Nest Near Disney World & Universal!

3.5 star property
9.4 out of 10, Exceptional, (8)
"Great stay for family. Roomy and clean with extra play games for young ones. Plenty of things to check out in the area and parks are nearby. Looking forward to staying again!"
Krows Nest Near Disney World & Universal!
8830 Macapa Drive
Outdoor pool

8830 Macapa Drive

4.0 star property
8.0 out of 10, Very good, (2)
"Fabulous modern property. Pool & Tub heating extra. Wonderful stay."
8830 Macapa Drive
Haven Villas
Desk, soundproofing, iron/ironing board, free WiFi

Haven Villas

4.0 star property
7.6 out of 10, Good, (15)
"We enjoyed having our own personal pool for the week"
Haven Villas
7703 Banyon Way
Pool

7703 Banyon Way

4.0 star property
8.8 out of 10, Excellent, (3)
"We really enjoyed our weekend!!!!! Beautiful home"
7703 Banyon Way
1719cvt Orlando Newest Resort Community 5 Bedroom Villa by RedAwning
Restaurant

1719cvt Orlando Newest Resort Community 5 Bedroom Villa by RedAwning

3.5 star property
9.4 out of 10, Exceptional, (3)
"Absolutely booking here for future trips!! "
1719cvt Orlando Newest Resort Community 5 Bedroom Villa by RedAwning
Super Cozy Home With Private Pool
3 bedrooms

Super Cozy Home With Private Pool

2.0 star property
7.0 out of 10, Good, (2)
"Everything was fine. Just a minor Issue with bed in the 2nd flr master bedroom."
Super Cozy Home With Private Pool
Themed Mickey Bedroom 4BR at Solterra
4 bedrooms

Themed Mickey Bedroom 4BR at Solterra

2.0 star property
10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay. The property was beautiful. Our Host Maria was really great , very punctual in responding to our needs. Will Definitely go back"
Themed Mickey Bedroom 4BR at Solterra
New Ownership 7BR Close to Disney
Exterior

New Ownership 7BR Close to Disney

3.5 star property
9.6 out of 10, Exceptional, (4)
"Nice place"
New Ownership 7BR Close to Disney
Modern Luxury Retreat-pool Mickey Harry Potter Bedrooms
Room

Modern Luxury Retreat-pool Mickey Harry Potter Bedrooms

2.0 star property
8.0 out of 10, Very good, (2)
"Pro's: Really great communication with team. Quiet area with great food in the area. Con's: We didn't ever receive a fob to access the clubhouse and pool. The carpet was really stained and the bathrooms were not super clean either. Ran out of toilet paper on day two. "
Modern Luxury Retreat-pool Mickey Harry Potter Bedrooms
Free Pool Heat if you Stay in the Month of November
5 bedrooms

Free Pool Heat if you Stay in the Month of November

2.0 star property
10.0 out of 10, Exceptional, (2)
"We rally had an amazing stay here at this property!! The house was really nice and clean, just as the pictures! We were able to reach for help anytime in the day, even 1 o'clock at night someone answered us the phone when we couldnt figure something out in the house. We will definitely stay here again!"
Free Pool Heat if you Stay in the Month of November
Large Margaritaville Villa w/ Private Pool + View
Miscellaneous

Large Margaritaville Villa w/ Private Pool + View

4.0 star property
8.6 out of 10, Excellent, (7)
"We had a great stay — the villa was clean and conveniently located near amenities. We will definitely book again."
Large Margaritaville Villa w/ Private Pool + View
Beautiful 3 bed Townhome in Windsor Hills Resort
Room

Beautiful 3 bed Townhome in Windsor Hills Resort

2.0 star property
Beautiful 3 bed Townhome in Windsor Hills Resort
< 10 Mi to Disney: Prime Resort Villa w/ Pool
Interior

< 10 Mi to Disney: Prime Resort Villa w/ Pool

3.0 star property
< 10 Mi to Disney: Prime Resort Villa w/ Pool
Davenport Getaway w/ Pool: 11 Mi to Disney Parks!
Outdoor pool

Davenport Getaway w/ Pool: 11 Mi to Disney Parks!

3.0 star property
10.0 out of 10, Exceptional, (1)
Davenport Getaway w/ Pool: 11 Mi to Disney Parks!
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
Terrace/patio

Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access

5.0 star property
8.0 out of 10, Very good, (4)
"The house was huge we had enough room for everyone I loved the theme rooms and it was quiet "
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
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

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Good"
Nuris E 2-night trip
Posted 13 hours ago
Hilton Vacation Club Mystic Dunes Orlando

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between and 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 8.3. 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 3879 villas in Winter Haven. For a family holiday, a getaway with friends and everything in between, Expedia will help you find the ideal space in a few easy clicks.