Winter Haven Holiday Rentals

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Holiday Rentals in Winter Haven

Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5833)
"Esta muy accesible y cerca de todo"
The price is S$120
per night
15 May - 16 May
Ramada by Wyndham Kissimmee Gateway
5 outdoor pools
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, (4675)
"This is our second year and we will be back. We love Summer Bay! "
The price is S$240
per night
7 May - 8 May
Summer Bay Orlando by Exploria Resorts
2 outdoor pools, a heated pool, pool loungers
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5215)
"Why did i pay a resort fee? This place has no open restaurants or stores in the complex and barely has vending machines. Maybe once it could be called a resort but now its barely a hotel"
The price is S$86
per night
9 May - 10 May
Seralago Hotel & Suites Main Gate East
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Property amenity
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (1418)
"I loved the atmosphere everyone was so friendly and kind I am very pleased with my stay shoutout to the bartender she was amazing. I will definitely recommend I will be back. "
The price is S$133
per night
8 May - 9 May
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (819)
"Excellent stay! "
Margaritaville Resort Orlando Cottages by Rentyl
Aerial view
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very good, (1247)
"Second room was a separate apartment."
Vacation Village at Parkway
2 outdoor pools, open 8:00 AM to 9:00 PM, pool cabanas (surcharge)
Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very good, (2655)
"We had a very good experience. The localization is great, near to Disney, Walmart, Walgreens and Old Town. The house is very functional and the full kitchen was essential for a trip with children. Only the shower could be better, because in all the bathrooms there was little water in the showers."
The price is S$418
per night
7 May - 8 May
Regal Oaks Resort Vacation Townhomes by IDILIQ
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1399)
"Very quiet "
The Berkley, Orlando
Outdoor pool, pool loungers, lifeguards on site
Spectrum Resort Orlando
4.0 star property
9.4 out of 10, Exceptional, (184)
"Front desk/Danay or Danae is very accommodating. A good face of the company. Knows the needs of a client. We badly needed elevator for our 90 yr old mother. Pictures shown a townhouse with ground level accomodation. But the one we chose upon check out was located at the 2nd floor w/o elevator (not deluxe). Expedia cannot help due to protection coverage. Anyway, she find a way for us to be upgraded. If not for her I regret that I chose spectrum. I highly recommend this beatiful resort. Worth...
Spectrum Resort Orlando
2 outdoor pools, pool umbrellas, sun loungers
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1248)
"Having a heated pool just outside your backdoor was fantastic. It was just the right size."
The price is S$369
per night
5 May - 6 May
Encantada Resort Vacation Townhomes by IDILIQ
Waterslide
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1118)
"Loved it and kid friendly. "
Reunion Resort & Golf Club
Outdoor pool, pool umbrellas, pool loungers
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, (1065)
"We stayed here because it is close to all the parks. Pleasantly surprised with the unit too. All new!"
Magic Village Yards, Trademark Collection by Wyndham
Lake
Lifetime of Vacations Resort
3.0 star property
9.0 out of 10, Wonderful, (77)
"We had a wonderful stay at this resort. First room we were given did develop a smell but we when we spoke to reception, we were moved immediately and there were no further issues. The lake is a hidden gem and we spent a couple of lovely evenings sitting in the pergola, watching the sun go down. We were able to walk to shops, and there were plenty of places to eat nearby. Sickies was fab! It is basic accommodation but everything was spotlessly clean and the whole resort was quiet and well kept....
Lifetime of Vacations Resort
Outdoor pool, pool loungers
Villas At Regal Palms
4.0 star property
8.4 out of 10, Very good, (458)
"Second time staying here, and will come back again!! "
Villas At Regal Palms
Outdoor pool, pool umbrellas, pool loungers
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, (84)
"nd quiet. Nobody bothering you the pool was amazing and heated the jacuzzi whew amazing lol. I will definitely book again when I visit. The view is also so nice in the backyard seeing the water. Option to even use the boat but I was scared of alligators lol so I stayed on shore. It’s an amazing quiet place. Even slept in a couple times due to the quietness and not knowing it was day time lol. Definitely an amazing birthday trip"
Grand Lake Resort
Property grounds
Bahama Bay Resort
3.5 star property
8.6 out of 10, Excellent, (2022)
"A very convenient property. Easy to get around."
Bahama Bay Resort
Living area
The Azur Resort
4.0 star property
8.4 out of 10, Very good, (15)
"Enjoyed our stay…really nice "
The Azur Resort
3 outdoor pools, open 9:00 AM to midnight, pool umbrellas, sun loungers
Celebration Suites
3.0 star property
7.8 out of 10, Good, (4055)
"No need for the extra room but good if more people with you "
Celebration Suites
Private pool
Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (111)
"Great property"
Formosa Valley Resort by UNE Homes
Outdoor pool
Caribe Cove Resort
3.5 star property
8.8 out of 10, Excellent, (2227)
"The salt water pool is heated. The mattresses were lumpy, shower in master bath wasn't useable, carpet is worn, ice dispenser stuck. In need of some updating but overall was a good value. Front desk people were great and super helpful. "
Caribe Cove Resort
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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 types of properties in Winter Haven you may be interested in

Bar (on property)
Holiday Inn Winter Haven, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (941)
"Verónica was awesome took care of everything right away she made me smile she has awesome attitude and very nice woman "
The price is S$187
per night
26 May - 27 May
Holiday Inn Winter Haven, an IHG Hotel
Desk, blackout curtains, iron/ironing board, free cots/infant beds
Howard Johnson by Wyndham Winter Haven FL
2.0 star property
7.0 out of 10, Good, (1000)
"To Much Noise At Night 🌙 "
The price is S$142
per night
9 May - 10 May
Howard Johnson by Wyndham Winter Haven FL
Desk, laptop workspace, blackout curtains, iron/ironing board
Best Western Plus Winter Haven Inn & Suites 
2.5 star property
9.4 out of 10, Exceptional, (311)
"Very cleaned the room."
The price is S$201
per night
9 May - 10 May
Best Western Plus Winter Haven Inn & Suites 
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.

Frequently asked questions

Can I find a holiday rental in Winter Haven?

Yes, there are holiday rentals in Winter Haven close to LEGOLAND® Florida, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Winter Haven speak positively about the scenic lakeside and top-notch restaurants in this destination. Leave time to check out the gardens and entertainment venues during your visit.

What are some of the best holiday rentals that Winter Haven has to offer?

The Berkley, Orlando: This holiday home rental outside of Winter Haven offers a furnished patio, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and a coffee maker. You can relax into your holiday with an arcade/games room and 1 hot tub.

How many holiday rentals are there in Winter Haven?

Choose from 102 Expedia holiday rentals in Winter Haven for a memorable holiday.

What can I see and do in Winter Haven?

Family-friendly attractions include LEGOLAND® Florida and Indigo's Family Fun Center, whereas The Circle B Bar Reserve and Rotary Park are a couple of great spots to enjoy the outdoors. Theatre Winter Haven and Chain of Lakes Park are other places to visit while you're in town.

What are holiday rentals like in Winter Haven?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winter Haven. Holiday rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a family trip.

Recent reviews of Winter Haven properties
Expedia verified reviews

Margaritaville Cottages Orlando by VStays

Margaritaville Cottages Orlando by VStays

5/5 Excellent
"This was our best vacation in a long time. This property is so well maintained and absolutely gorgeous. Definitely will return and have been telling everyone that they need to vacation here. Book it!! You will not be disappointed. "
A verified traveller stayed at Margaritaville Cottages Orlando by VStays
Posted 14 hours ago
Margaritaville Cottages Orlando by VStays