Winter Haven Vacation Rentals

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May 15 - May 16
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Vacation Rentals in Winter Haven

2 outdoor pools, a heated pool, pool loungers
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5251)
"Excellent stay. Thank you"
The price is RM189
RM300 total
includes taxes & fees
16 May - 17 May
Seralago Hotel & Suites Main Gate East
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5895)
"The front desk is excellent, unfortunately part of the breakfast team need to know how to communicate to the customers what to say and try to modify the breakfast menu, i had 3 days same thing's every morning."
The price is RM208
RM311 total
includes taxes & fees
16 May - 17 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, (4708)
"Very clean and safe. Will stay there again if possible."
The price is RM609
RM833 total
includes taxes & fees
19 May - 20 May
Summer Bay Orlando by Exploria Resorts
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Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (833)
"The property was very nice but we had no idea what layout we would be getting until we arrived which made it hard to plan. The villa did not come with the frozen drink machine it was supposed to have and had no extra blankets or pillows "
Margaritaville Resort Orlando Cottages by Rentyl
Aerial view
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very good, (1253)
"Wonderful place to stay. Clean and well maintained. Would recommend for stay."
Vacation Village at Parkway
Property amenity
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (1436)
"Great service "
The price is RM288
RM460 total
includes taxes & fees
23 May - 24 May
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1411)
"Great resort very comfortable and loved the view of the lake we even saw a few alligators and fireworks from Disney "
The Berkley, Orlando
Outdoor pool, pool loungers, lifeguards on site
Spectrum Resort Orlando
4.0 star property
9.2 out of 10, Wonderful, (191)
"I enjoyed myself at this beautiful property, I wanted to go on a relaxing vacation and this property really allowed me that. It was quiet, beautiful, and clean. My son did not want to leave he wanted to stay an extra day. My only concern was parking, I love the idea of wellness but when you are in the buildings in the back it’s a lot of walking lol 😂😂😂 especially when you left a restaurant. Overall this a spot you can enjoy with your family. Luxury, it feels like you are home. I recommend...
Spectrum Resort Orlando
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, (2666)
"I loved my stay at the regal oaks with my family perfect place for a family vacation. Food and drinks are great the customer service is excellent "
The price is RM601
RM1,441 total
includes taxes & fees
27 May - 28 May
Regal Oaks Resort Vacation Townhomes by IDILIQ
Waterslide
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1119)
"Great hotel "
Reunion Resort & Golf Club
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1253)
"It was great besides no air conditioning upstairs where bedrooms are , even though they clean after you leave there should be a dust pan and mop to do cleaning while there "
The price is RM482
RM1,239 total
includes taxes & fees
12 Jun - 13 Jun
Encantada Resort Vacation Townhomes by IDILIQ
Outdoor pool, pool umbrellas, pool loungers
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, (1066)
"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, (82)
"Place is good Its a older place but its safe and in a great location. Staff is very nice and area is a hub for Disneyland merchandise. "
Lifetime of Vacations Resort
Outdoor pool, pool loungers
Villas At Regal Palms
4.0 star property
8.4 out of 10, Very good, (460)
"This is a great place to stay. This was second time staying and definitely not my last. Can’t wait to come back. "
Villas At Regal Palms
Property grounds
Bahama Bay Resort
3.5 star property
8.6 out of 10, Excellent, (2024)
"We had a lower end 2 bedroom unit. Very spacious & updated nicely. We will definitely return to this resort. "
Bahama Bay Resort
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
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, pool loungers
Celebration Suites
3.0 star property
7.8 out of 10, Good, (4056)
"No need for the extra room but good if more people with you "
Celebration Suites
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
Private pool
Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (112)
"Downstairs bedroom bathroom had water get too cold quickly. Upstairs master bedroom had shower that had boiling hot water. No washcloths available."
Formosa Valley Resort by UNE Homes
Don't see what you're looking for?
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

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, (329)
"Very clean hotel. The breakfast was good. The rooms are very spacious "
The price is RM531
RM595 total
includes taxes & fees
20 May - 21 May
Best Western Plus Winter Haven Inn & Suites 
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, (1001)
"Facility was dated, but clean. A minor blemish is that a tile was missing from the bathroom shower. Staff was pleasant and helpful. Our sports venue was less than 5 minutes away. Good location "
The price is RM495
RM555 total
includes taxes & fees
16 May - 17 May
Howard Johnson by Wyndham Winter Haven FL
Bar (on property)
Holiday Inn Winter Haven, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (949)
"Great stay so far! Check in was perfect "
The price is RM476
RM534 total
includes taxes & fees
26 May - 27 May
Holiday Inn Winter Haven, an IHG Hotel
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.

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.