Holiday Rentals in Winter Haven

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Holiday Rentals in Winter Haven

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1714)
"Love the location very close to Disney and tonnes of other activities and dining. (15 min drive to Disney parks and a lot of things within 10 min walk)"
The price is €101
includes taxes & fees
1 Apr - 2 Apr
Vacation Village at Parkway

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1247)
"We loved our stay!"
Margaritaville Resort Orlando Cottages by Rentyl

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5214)
"There was no cool water, only about 150 degrees, but once we told someone, the maintenance guy was there within the hour and fixed it. The place definitely has seen better days and looks rough in some spots but it was comfortable and convenient. "
The price is €151
includes taxes & fees
30 Mar - 31 Mar
Summer Bay Orlando by Exploria Resorts

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.2 out of 10, Wonderful, (25)
"a book with Wi-Fi info, tv info and local info would be a nice addition"
The price is €113
includes taxes & fees
12 Mar - 13 Mar
Barefoot'n Resort Kissimmee Orlando

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1230)
"Just beautiful. Perfect for a good rest. Sometimes had to request for cleaning but the place was good."
The price is €300
includes taxes & fees
25 Mar - 26 Mar
Reunion Resort & Golf Club

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1699)
"This is the 5th time we have stayed. Bedroom layouts work great for us. "
The price is €216
includes taxes & fees
12 Mar - 13 Mar
The Berkley, Orlando

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2849)
"Love this property. Like that it’s gated. Love the hot tubs at rooms. Only complaint is I paid for a lake view room, and did not receive one. I had a view facing someone else’s unit instead. "
The price is €343
includes taxes & fees
16 Mar - 17 Mar
Regal Oaks Resort Vacation Townhomes by IDILIQ

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1702)
"Desk staff was helpful and friendly. And walking distance to Old Town"
The price is €113
includes taxes & fees
12 Mar - 13 Mar
Barefoot Suites

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

3.5 star property
9.4 out of 10, Exceptional, (420)
"Very nice property and very clean. The staff was great."
The price is €158
includes taxes & fees
24 Mar - 25 Mar
Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Luxury 20 bedroom Reunion Villas @ Disney's Doorstep

9.2 out of 10, Wonderful, (87)
"Location was great! The water park was an added bonus, the kids loved it!! Pool a plus! Enough room for us all! Side by side homes were a plus! Thanks for allowing us to stay!! Hopefully we win Nationals again and can come back! "
Luxury 20 bedroom Reunion Villas @ Disney's Doorstep

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
9.2 out of 10, Wonderful, (1125)
"Great stay "
Magic Village Yards, Trademark Collection by Wyndham

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
8.6 out of 10, Excellent, (1329)
"I recently stayed at Encantada Resort Vacation Townhomes by IDILIQ in Four Corners, Florida, from December 23 to January 2, and it was absolutely fantastic! The resort provided the perfect balance of relaxation and convenience. The townhome was spacious, clean, and well-maintained, with all the amenities we needed to feel at home. The fully equipped kitchen made it easy to prepare meals, and the private patio with a hot tub was an incredible touch for unwinding after a day of exploring. The...
The price is €294
includes taxes & fees
16 Mar - 17 Mar
Encantada Resort Vacation Townhomes by IDILIQ

Villas At Regal Palms

4.0 star property
8.4 out of 10, Very good, (526)
"Plenty of space and comfort "
Villas At Regal Palms

Bahama Bay Resort

3.5 star property
8.6 out of 10, Excellent, (2067)
"We have stayed at Bahama Bay for three times now. The condo was not as up kept as we have had in prev years. We like the safety and gated community feel. It was somewhat quiet except we were by the tennis courts and tournaments started promptly at 8 every morning. May ask more questions for next visit."
Bahama Bay Resort

Leisure Lounge

3.0 star property
8.0 out of 10, Very good, (9)
"The property was exactly what I needed...a room for a few nights. Nice and quiet. Other guests were friendly"
Leisure Lounge

Blissful Bay

3.0 star property
7.4 out of 10, Good, (14)
"All of house is great. Meet new people vacationing from other places really great stay."
Blissful Bay

Encore Resort

4.0 star property
6.4 out of 10, (114)
"It was a very nice home. My family had a great time"
Encore Resort

Marvelous Villa with Galactic Themed Bedroom at Encore

9.2 out of 10, Wonderful, (46)
"We loved our stay. The house accommodated us fabulously! The water park on the property was great. Finn’s restaurant was great for the most part. Don’t order the crab cakes. The only thing I would change is—the renter should be given a list of proper phone numbers to reach the various places—restaurants, pool area, etc "
Marvelous Villa with Galactic Themed Bedroom at Encore

Tempo Trek Lodgings

3.5 star property
7.4 out of 10, Good, (22)
"Didn’t like shared bathroom "
The price is €107
includes taxes & fees
25 Mar - 26 Mar
Tempo Trek Lodgings

The Azur Resort

4.0 star property
8.4 out of 10, Very good, (26)
"Everything was perfect only thing missing was dish soap in the kitchen area. We were very comfortable here everything was clean. Highly recommend!"
The Azur Resort
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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Other types of properties in Winter Haven you may be interested in

Best Western Plus Winter Haven Inn & Suites 

3.5 star property
9.4 out of 10, Exceptional, (732)
"The property was nice and clean. The staff was friendly and always available to help. They gave us some good recommendations on nearby dining. Would definitely stay here again."
The price is €166
includes taxes & fees
23 Mar - 24 Mar
Best Western Plus Winter Haven Inn & Suites 

Howard Johnson by Wyndham Winter Haven FL

2.0 star property
7.0 out of 10, Good, (1000)
"Just what you would expect from Howard Johnson. Clean,quiet,safe."
The price is €114
includes taxes & fees
25 Mar - 26 Mar
Howard Johnson by Wyndham Winter Haven FL

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very good, (7079)
"Good staff, well maintained, and plenty to do with the water park, pools, arcade, and restaurant."
The price is €232
includes taxes & fees
23 Mar - 24 Mar
The Grove Resort & Water Park Orlando
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 129 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.