Winter Haven Vacation Rentals

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Check prices for these dates

Tonight
Mar 31 - Apr 1
Tomorrow
Apr 1 - Apr 2
This weekend
Apr 4 - Apr 6
Next weekend
Apr 11 - Apr 13

Vacation Rentals in Winter Haven

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1839)
"Great experience! Close to everything we needed, quiet location. Pool warm, enjoyed nature trails "
The price is NT$3,350
NT$4,367 total
includes taxes & fees
Apr 1 - Apr 2
Vacation Village at Parkway
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5278)
"Nice Property with lots of activities available"
The price is NT$3,875
NT$5,405 total
includes taxes & fees
May 1 - May 2
Summer Bay Orlando by Exploria Resorts
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1290)
"We absolutely loved our stay. The villa was spacious and modern. The resort is huge and has nice amenities. We especially loved the shuttle service, which we used daily to get to the water park, sunset walk restaurants, and main pool area. Our only disappointment was our villa being so close to a very high traffic, noisy road. It was too noisy to relax and sit outside. If we return, we will request a villa in a different area."
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Barefoot'n Resort Kissimmee Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.4 out of 10, Exceptional, (38)
"We really loved the place but the bathroom wasn’t clean and smelled of urine. The blankets on the bed were only two sheets and a very thin blanket. Overall, we liked it though"
The price is NT$3,216
NT$4,064 total
includes taxes & fees
Apr 1 - Apr 2
Barefoot'n Resort Kissimmee Orlando
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1240)
"Beautiful place and location well kept and very clean. The location is perfect for getting away from it all and just relaxing. "
The price is NT$6,933
NT$9,439 total
includes taxes & fees
Apr 21 - Apr 22
Reunion Resort & Golf Club
Regal Oaks Resort Vacation Townhomes by IDILIQ
2 outdoor pools, open 8:00 AM to 9:00 PM, cabanas (surcharge)

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very Good, (2858)
"This is our second stay here & we would return again in the future. We love how quiet it is. The condo’s along the bodies of water are special and we got to observe wild armadillos, deer, turtles, fish, bats, and even a small gator right out our back door. We love the personal hot tubs on the patio. The pool is always warm & water slides are great for kids. "
The price is NT$4,003
NT$11,084 total
includes taxes & fees
Apr 3 - Apr 4
Regal Oaks Resort Vacation Townhomes by IDILIQ
The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1716)
"Love the spacious units and cleanliness of the property. "
The price is NT$4,478
NT$5,414 total
includes taxes & fees
Apr 3 - Apr 4
The Berkley, Orlando
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
2 outdoor pools, open 8 AM to 10 PM, sun loungers

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

3.5 star property
9.2 out of 10, Wonderful, (432)
"Propery is clean and well maintained. The rooms are spacious. There is a nice pool and Activities Center. I think the only negative about this property is no restaurant or pool bar. Even without those, its an awesome choice."
The price is NT$3,942
NT$4,917 total
includes taxes & fees
Apr 1 - Apr 2
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Magic Village Yards, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, sun loungers

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
9.2 out of 10, Wonderful, (1126)
"Great stay "
Magic Village Yards, Trademark Collection by Wyndham
Barefoot Suites
Aerial view

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1711)
"Excellent location and cost benefit, I will really be back."
The price is NT$3,205
NT$4,066 total
includes taxes & fees
Apr 1 - Apr 2
Barefoot Suites
Encantada Resort Vacation Townhomes by IDILIQ
2 outdoor pools, pool umbrellas, sun loungers

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
8.6 out of 10, Excellent, (1330)
"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 NT$4,132
NT$9,476 total
includes taxes & fees
Apr 1 - Apr 2
Encantada Resort Vacation Townhomes by IDILIQ
Villas At Regal Palms
Outdoor pool, sun loungers

Villas At Regal Palms

4.0 star property
8.4 out of 10, Very Good, (532)
"The villa we stayed in could use some updating"
Villas At Regal Palms
Blissful Bay
Full-size fridge, microwave, oven, stovetop

Blissful Bay

3.0 star property
7.6 out of 10, Good, (16)
"All of house is great. Meet new people vacationing from other places really great stay."
Blissful Bay
Bahama Bay Resort
Condo, 2 Bedrooms, Hot Tub, Garden View (Standard Bahama Bay San Salvador Vill) | Property grounds

Bahama Bay Resort

3.5 star property
8.6 out of 10, Excellent, (2069)
"Quiet, well maintained, security was very good. We would stay at Bahama Bay Resort."
Bahama Bay Resort
Encore Resort
Outdoor pool

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
Caribe Cove Resort
Outdoor pool, a heated pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2246)
"our stay was amazing minus the condensation pipe leaking in the laundry room "
Caribe Cove Resort
Champions Gate condos by UNE
2 outdoor pools

Champions Gate condos by UNE

4.0 star property
9.2 out of 10, Wonderful, (9)
"Gorgeous "
The price is NT$4,571
NT$11,203 total
includes taxes & fees
Apr 1 - Apr 2
Champions Gate condos by UNE
Formosa Valley Resort by UNE Homes
Private pool

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (144)
"Very beautiful home, lots of space"
Formosa Valley Resort by UNE Homes
Leisure Lounge
Outdoor pool

Leisure Lounge

3.0 star property
8.0 out of 10, Very Good, (12)
"i liked having the amenities of home. comfortable bed. patio/pool area is nice. other guests were nice. good community to go for walks. some noise from other guests like any occupied house. would rent this again for a similar situation."
Leisure Lounge
The Azur Resort
Townhome, 6 Bedrooms | View from room

The Azur Resort

4.0 star property
8.2 out of 10, Very Good, (29)
"Great place…very spacious …everything you need except a coffee machine…we had to buy one…no big deal…"
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 
Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room) | Desk, laptop workspace, blackout drapes, iron/ironing board

Best Western Plus Winter Haven Inn & Suites 

3.5 star property
9.4 out of 10, Exceptional, (747)
"Breakfast fantástic!!! Good service"
The price is NT$4,921
NT$5,511 total
includes taxes & fees
May 1 - May 2
Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL
Blackout drapes, iron/ironing board, free cribs/infant beds

Howard Johnson by Wyndham Winter Haven FL

2.0 star property
7.0 out of 10, Good, (1208)
"The staff are very nice."
The price is NT$3,379
NT$3,784 total
includes taxes & fees
Apr 6 - Apr 7
Howard Johnson by Wyndham Winter Haven FL
Home2 Suites By Hilton Winter Haven
Terrace/patio

Home2 Suites By Hilton Winter Haven

3.0 star property
8.8 out of 10, Excellent, (51)
"Exactly what I needed "
The price is NT$4,477
NT$5,014 total
includes taxes & fees
Apr 20 - Apr 21
Home2 Suites By Hilton 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.

Frequently asked questions

Can I find a vacation rental in Winter Haven?

Yes, there are vacation rentals in Winter Haven close to LEGOLAND® Florida, or you can choose a more secluded option if you'd like a relaxing place to 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's the top vacation rental that Winter Haven has to offer?

The Berkley, Orlando: This vacation home rental outside of Winter Haven offers a furnished patio, a terrace, and a barbecue grill 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 vacation with an arcade game room and a hot tub.

How many vacation rentals are there in Winter Haven?

Choose from 134 Expedia vacation rentals in Winter Haven for a memorable vacation.

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 vacation rentals like in Winter Haven?

Vacation rentals are private properties you can book for a few days or a quick weekend in Winter Haven. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.