Search Villas in Winter Haven

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Compare 7285 Villas in Winter Haven with updated reviews, rates, and availability.

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
10.0 out of 10, Exceptional, (243)
"Rob and Louise are exceptional hosts. Aside from the relative location to attractions nearby, the resort has plenty of amenities to offer and security for peace of mind. By their communication and care of the residence, any visitor can immediately tell and appreciate the care of their home that they display. They were even generous enough to share recommendations of other places worth checking out, so we have a plentiful itinerary for the next trip to the area, to which we will plan around the...
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
Blue Villa Beauty- 3bed/3bath Margaritaville Resort
10.0 out of 10, Exceptional, (8)
"Property is in a very nice area. The condo is as described. Very clean. It is not far from sunset walk which has restaurants and shops. Target is nearby. Very easy to get to parks. Had a great time. Would definitely stay again."
Blue Villa Beauty- 3bed/3bath Margaritaville Resort
The Peninsula - Villa with Pool Conservation Area View
9.4 out of 10, Exceptional, (142)
"This house was amazing i will visit again on my next visit"
The Peninsula - Villa with Pool Conservation Area View
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Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View
8.6 out of 10, Excellent, (71)
"The house was beautiful. In other properties I have rented through VRBO they had the basics such as salt and pepper. I get the bug problem but furnish the basics"
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View
DISNEY 2 MILES LUXURY FAMILY VILLA for 16 - 10 TVs 75, 7@65 PRVT POOL + JACUZZI
10.0 out of 10, Exceptional, (182)
"This home was great for multiple families. The house lay out gave each family a place of their own. The pool area has so much room! Highly recommend this house."
DISNEY 2 MILES LUXURY FAMILY VILLA for 16 - 10 TVs 75, 7@65 PRVT POOL + JACUZZI
280CW-🥇Gorgeous 9 bed/ 8 bath-Private Pool & SPA
9.8 out of 10, Exceptional, (12)
"House was beautiful, clean and equipped with all the things you need in a vacation rental. Lavilla Vacation Rentals was very responsive and informative. This beautiful home is in a GREAT location. Location is nearby many grocery stores & restaurants. I will definitely book with them again. Loved it! ♥️ Thank you!"
280CW-🥇Gorgeous 9 bed/ 8 bath-Private Pool & SPA
4 bedrooms near Disney with lake view
8.6 out of 10, Excellent, (32)
"Very relaxing! Had a great time!"
4 bedrooms near Disney with lake view
Close to all Parks| Private Pool |Spa | Games Room | 4MIN WALK TO CLUBHOUSE
10.0 out of 10, Exceptional, (14)
"As advertised in the pictures, very modern house . Very clean , the host is amazing anything questions we had , they got back to us asap . Easy check in at the gate ,could not ask for a better vaction house . There was 7 of us and there was more then enough room the house is very big. The pool in back yard we all loved with tv outside, we spent all our time out there . Will Recommend for everyone to book here ."
Close to all Parks| Private Pool |Spa | Games Room | 4MIN WALK TO CLUBHOUSE
Gorgeous Home with Golf Course View Championsgate
10.0 out of 10, Exceptional, (10)
"The house was spacious, clean, and perfect for a large family! Everyone had their own space. The beds and pillows were extremely comfortable, and the kitchen was well stocked! We will surely be back.❤️"
Gorgeous Home with Golf Course View Championsgate
Special Offer- Pool, SPA, Family-Friendly 489OC
9.0 out of 10, Wonderful, (2)
"This was a beautiful with plebty of room for me and my friends while we attended a sporting event. Would definitely stay again."
Special Offer- Pool, SPA, Family-Friendly 489OC
Luxury Orlando Villa with PrivateTheater at pool area
9.8 out of 10, Exceptional, (18)
"I really enjoyed everything about my stay! The area, the friendly neighbors and atmosphere. The location was perfect near restaurants and stores! I really look forward to booking this location in the future!"
Luxury Orlando Villa with PrivateTheater at pool area
5*Luxury Villa 6BR,4BA 3Ensuits /Pool facing SE/10mins to Disney parks,free Wifi
9.6 out of 10, Exceptional, (109)
"Check in at the gate was simple and fast and we were given our access passes for the rest of the stay. The villa was spotless and had everything we could possibly need in the kitchen to prepare and serve meals. The pool was great and the whole party spent hours in it. A huge number of towels provided for both in the villa and pool towels which we could take to the water parks. Washing machine meant we could wash almost all the clothes before travelling home to save a massive wash on our return....
5*Luxury Villa 6BR,4BA 3Ensuits /Pool facing SE/10mins to Disney parks,free Wifi
Renovated villa w private pool & bbq - close to magic theme parks!!
10.0 out of 10, Exceptional, (18)
"Very clean good location"
Renovated villa w private pool & bbq - close to magic theme parks!!
*Special Deals! FROZEN Bedroom. Closest To Disney 6BR/4BA Pool No Rear Neighbors
9.8 out of 10, Exceptional, (111)
"Very spacious for 6 adults & 2 teenage boys. Comfortable beds. Hot showers & bath tubs. Keep that dual living room furniture; best we have experienced! Loved the washer & dryer for our clothes. Resort Passes and excellent perk- the water park & movie theater were wonderful! Suggested Improvements: Gane Room-Install a small AC and organize better. Better instructions on how to use air hockey & e-games. And, lastly, in bold & highlighted the instructions about the back door to swimming pool as the...
*Special Deals! FROZEN Bedroom. Closest To Disney 6BR/4BA Pool No Rear Neighbors
Water Front Villa in Emerald Island, 3 Mi to Disney, 4BdRm/3Ba,Theme Rm,Pool
9.4 out of 10, Exceptional, (51)
"The layout of this house was perfect for our family. The view was very nice. We also loved the fact that we could have groceries delivered and pretty quickly too. Close to mainy stores and fun places to go. Host was very responsive when contacted."
Water Front Villa in Emerald Island, 3 Mi to Disney, 4BdRm/3Ba,Theme Rm,Pool
OH BOY!! STAY AT MINNIE'S MANSION! NEWLY UPDATED! PRIVATE POOL, GAME R00M!!
10.0 out of 10, Exceptional, (6)
"Don’t hesitate book this property! We absolutely loved this property and the amenities. It was clean and spacious. We traveled with family including kids. This property has a pool and a gameroom with fun things for the kiddos. This property is located so close to Disney, Walmart, restaurants. The property is in a gated community and is quiet. The kitchen had plenty of dishes, pots and pans. They provided pool towels as well. The host replies very quickly and provided great service. We will stay...
OH BOY!! STAY AT MINNIE'S MANSION! NEWLY UPDATED! PRIVATE POOL, GAME R00M!!
Luxury 5-Bedroom Villa with secluded Pool & Games Room only 10 miles from Disney
9.8 out of 10, Exceptional, (7)
"The property was perfect for our stay. My grandchildren enjoyed the pool every day after visiting the theme parks."
Luxury 5-Bedroom Villa with secluded Pool & Games Room only 10 miles from Disney
Grand Opening! Windsor 10BD Disney Villa for large group! Pool/Game/BBQ/5 Kings!
9.8 out of 10, Exceptional, (24)
"We had a great time with our married kids and grands! A total of 33 and had plenty of room!"
Grand Opening! Windsor 10BD Disney Villa for large group! Pool/Game/BBQ/5 Kings!
Stunning 3 bed/2 bath w Den/Near Disney/South Facing Pool/Hot Tub/FreeWiFi/Xbox1
9.4 out of 10, Exceptional, (63)
"We spent 5 days here but only went to Disney for two days. It was so nice to have a place to just hang out and relax on those other days. The house was very clean and the kids loved the pool. I loved the master bed and bath. The only downside was there were no cleaning supplies like soap or extra trash bags, so you will want to pack/buy some of those."
Stunning 3 bed/2 bath w Den/Near Disney/South Facing Pool/Hot Tub/FreeWiFi/Xbox1
Now taking bookings for 2024/2025 Book Now to get the best offer prices
9.6 out of 10, Exceptional, (105)
"Furnished in the usual Florida "style" with all the basics and many little extras baby gates, pool table, TV in almost every room and then some, cool box , gas BBQ, every kitchen utensil possible including a real kettle for the UK folks, absolutely no hesitation recommending booking this villa. If you don't know the area it's a 5 min drive to a sample of every restaurant in Orlando area so your evening out isn't a chore for your driver. 25mins to Universal at 8am and under 20 to most Disney."
Now taking bookings for 2024/2025 Book Now to get the best offer prices
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See all available properties in Winter Haven
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.

Other property types in Winter Haven

Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (6066)
"2nd time staying here and will come back for sure. The hotel seems a bit old but fair enough for the price. Is very clean, the staff is very friendly. They offer Disney and universal transportation. The beds are comfy, the rooms have a fridge, microwave, coffee machine, perfect for short stays. I really recommend to stay here, there's a Walmart next to the hotel and Starbucks, across the street there's an IHOP and souvenir stores. The price is really good for what you actually get. "
The price is AED 190
AED 287 total
includes taxes & fees
23 Jun - 24 Jun
Ramada by Wyndham Kissimmee Gateway
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very Good, (4781)
"Communication with staff confusing. I lost my car keys running to get out of a sudden downpour. I dialed 0 and asked about said key. They had the keys. I was told by Katherine that they could not send anybody over till it stopped raining. Are you kidding me…. I was told to call back when the rain stopped. 1 1/2 hr latter it stopped raining. I called the operator back and could not get through, ringing, transferred to the wrong department. So ( with recent knee surgery walking was slow going) I...
The price is AED 426
AED 596 total
includes taxes & fees
7 Jul - 8 Jul
Summer Bay Orlando by Exploria Resorts
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5321)
"thanks for your service "
The price is AED 153
AED 240 total
includes taxes & fees
23 Jun - 24 Jun
Seralago Hotel & Suites Main Gate East
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.

Recent reviews of Winter Haven hotels
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