Winter Haven Vacation Rentals

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Vacation Rentals in Winter Haven

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, (5041)
"Great place to stay! Quiet and peaceful with lots of natural wildlife and plenty to do on the property. Will definitely be staying here again!"
The price is NT$3,948
NT$5,465 total
includes taxes & fees
Jan 2 - 2025/1/3
Summer Bay Orlando by Exploria Resorts
Margaritaville Resort Orlando Cottages by Rentyl
Interior

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1110)
"Great option for groups or families!"
Margaritaville Resort Orlando Cottages by Rentyl
Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1401)
"El hotel está en un lugar muy bueno bien cerca de los parques , el hotel está muy limpio con muchas condiciones muy limpio y un muy buen precio "
Vacation Village at Parkway
Reunion Resort & Golf Club
11 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1193)
"Great stay!"
The price is NT$9,636
NT$12,476 total
includes taxes & fees
Dec 26 - Dec 27
Reunion Resort & Golf Club
The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1615)
"Beautiful Resort. Travelled with my wife, son, my parents and my niece. We stayed in a 4 bedroom apt. Very spacious rooms and ample common areas. Only “complaint” O had is that furniture was a bit dated but you could tell they were high level back in the 2000s. If we have family coming again, we would defined considered staying here again!"
The Berkley, Orlando
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, (2811)
"Had a great time "
The price is NT$3,682
NT$10,596 total
includes taxes & fees
Dec 19 - Dec 20
Regal Oaks Resort Vacation Townhomes by IDILIQ
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, (1105)
"Best option "
Magic Village Yards, Trademark Collection by Wyndham
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, (2045)
"Loved everything this property had will be booking again soon. "
Bahama Bay Resort
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, (1315)
"We loved the location and the community amenities. House was nice, clean and exactly what we needed. "
The price is NT$5,200
NT$10,598 total
includes taxes & fees
Dec 19 - Dec 20
Encantada Resort Vacation Townhomes by IDILIQ
Lifetime of Vacations Resort
Lake

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (112)
"I loved the charming feel of the property. The rooms were very spacious and clean. The property was very well maintained and the staff was terrific "
The price is NT$3,422
NT$4,436 total
includes taxes & fees
Jan 12 - 2025/1/13
Lifetime of Vacations Resort
Villas At Regal Palms
Outdoor pool, sun loungers

Villas At Regal Palms

4.0 star property
8.4 out of 10, Very Good, (512)
"Pool area was well kept and the restaurant staff were great. "
Villas At Regal Palms
Grand Lake Resort
Outdoor pool, pool umbrellas, sun loungers

Grand Lake Resort

3.0 star property
9.0 out of 10, Wonderful, (101)
"The people at the property were great to deal with our whole stay. The grounds were nice and well maintained. Central to a lot of things we did while we visited. We are actually planning a 2 week stay in July. Love the property. Pool is nice. Lake is beautiful. "
The price is NT$5,116
NT$6,415 total
includes taxes & fees
Jan 17 - 2025/1/18
Grand Lake Resort
Caribe Cove Resort
Outdoor pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2241)
"Condo is spacious, beds aren’t comfortable but for the price it’s understandable. If they could change the mattress would be amazing! Pool area is really nice. "
Caribe Cove Resort
Formosa Valley Resort by UNE Homes
Private pool

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (132)
"The place is beautiful, clean and Romy for a big family"
Formosa Valley Resort by UNE Homes
The Azur Resort
Townhome, 6 Bedrooms | View from room

The Azur Resort

4.0 star property
8.8 out of 10, Excellent, (23)
"Me in my family really enjoy our stay "
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

Holiday Inn Winter Haven, an IHG Hotel
Bar (on property)

Holiday Inn Winter Haven, an IHG Hotel

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Very nice stay and wonderful staff. Only complaint was a very slow elevator. One of the elevators was not working properly. "
The price is NT$3,898
NT$4,366 total
includes taxes & fees
Dec 22 - Dec 23
Holiday Inn Winter Haven, an IHG Hotel
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, (633)
"The front desk was so helpful and courteous the entire time very supportive. I would highly recommend."
The price is NT$4,442
NT$4,975 total
includes taxes & fees
Dec 19 - Dec 20
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, (1003)
"Nice"
The price is NT$3,313
NT$3,711 total
includes taxes & fees
Jan 2 - 2025/1/3
Howard Johnson by Wyndham Winter Haven FL
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 spa tub.

How many vacation rentals are there in Winter Haven?

Choose from 129 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.