Winter Haven Vacation Rentals

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Check prices for these dates

Tonight
Jan 19 - Jan 20
Tomorrow
Jan 20 - Jan 21
Next weekend
Jan 24 - Jan 26
In two weeks
Jan 31 - Feb 2

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, (5094)
"The room was overall clean but found a massive cockroach one night. Not happy about that."
The price is NT$4,001
NT$5,538 total
includes taxes & fees
Feb 2 - Feb 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, (1161)
"Great area with a vacation feel."
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, (1415)
"Great price and value for a family vacation! "
The price is NT$3,023
NT$3,925 total
includes taxes & fees
Feb 2 - Feb 3
Vacation Village at Parkway
The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1644)
"Great property, but not much to do by it. There arent sidewalks to the main food options. Also, dont count on their transportation to disney world. Prepare to uber but great place "
The price is NT$4,898
NT$5,840 total
includes taxes & fees
Feb 3 - Feb 4
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, (2825)
"I would recommend this property! Just be sure you townhome is not on the side close to Old Town. The townhouse was great and could easily have held 8. We were 6. But they definitely need attention. The carpet on the stairs and in the rooms is absolutely awful and must be replaced. The dryer vent was leaking into the house so the washer/dryer cabinet was filled with lint and hot moist air when you ran it. The a/c vent on the stairwell was so dusty and needed a good scrubbing. These are...
The price is NT$4,195
NT$11,264 total
includes taxes & fees
Jan 20 - Jan 21
Regal Oaks Resort Vacation Townhomes by IDILIQ
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, (1209)
"So luxurious and very well decorated! We enjoyed feeling so comfortable and it was super clean! Staff was so knowledgeable and very accommodating. Definitely coming back!!!"
The price is NT$8,033
NT$10,678 total
includes taxes & fees
Jan 30 - Jan 31
Reunion Resort & Golf Club
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, (1113)
"Good for big families staff friendly "
Magic Village Yards, Trademark Collection by Wyndham
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, (1322)
"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$3,215
NT$8,408 total
includes taxes & fees
Jan 20 - Jan 21
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, (520)
"Very good, would book again"
Villas At Regal Palms
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, (2055)
"Todo dentro de.lo esperado. Excelente . Es la segunda vez que vamos y siemlre acorde a lo qie buscamos ."
Bahama Bay Resort
Lifetime of Vacations Resort
Lake

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (116)
"Amazing for families. Great location and amenities. "
The price is NT$5,186
NT$6,446 total
includes taxes & fees
Jan 20 - Jan 21
Lifetime of Vacations Resort
Grand Lake Resort
Outdoor pool, pool umbrellas, sun loungers

Grand Lake Resort

3.0 star property
9.0 out of 10, Wonderful, (102)
"Only issue I had was that there wasn't a broom or many cleaning supplies located in the room"
The price is NT$5,762
NT$7,157 total
includes taxes & fees
Jan 20 - Jan 21
Grand Lake 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, (133)
"Clean and comfortable, food and shopping close by"
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
Caribe Cove Resort
Outdoor pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2242)
"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
High Point World Resort
Outdoor spa tub

High Point World Resort

3.5 star property
8.8 out of 10, Excellent, (169)
"Amazon quit friendly what I really enjoy is quick checking in "
High Point World 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, (670)
"Good place"
The price is NT$4,345
NT$4,867 total
includes taxes & fees
Jan 26 - Jan 27
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, (1002)
"Nice hotel for a decent price. "
The price is NT$3,359
NT$3,762 total
includes taxes & fees
Jan 22 - Jan 23
Howard Johnson by Wyndham Winter Haven FL
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, (1004)
"Beautiful area with a variety of restaurants to choose from. Hotel is very clean and staff are friendly "
The price is NT$3,655
NT$4,094 total
includes taxes & fees
Jan 26 - Jan 27
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 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 130 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.