Winter Haven Holiday Rentals

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Holiday 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, (5020)
"Overall a good stay "
The price is HK$875
HK$1,231 total
includes taxes & fees
1 Dec - 2 Dec
Summer Bay Orlando by Exploria Resorts
Seralago Hotel & Suites Main Gate East
2 outdoor pools, a heated pool, pool loungers
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5558)
"Foe the price you pay it s perfect!in a very good location. There could be some renovations done here and there..our door was about to break and the 2nd pool was not open. Resortfee is a little too much dor what you get!!.it used to be $9, now it s $20 per day!! Otherwise no problems. Thank you"
The price is HK$320
HK$523 total
includes taxes & fees
17 Nov - 18 Nov
Seralago Hotel & Suites Main Gate East
Margaritaville Resort Orlando Cottages by Rentyl
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (1080)
"We had an excellent experience. The cottage was clean, spacious and well-maintained. We had everything we needed including a full-size washer and dryer to do our laundry while we stayed a week visiting Disney World!"
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, (1391)
"THE LOCATION WAS IDEAL FOR OUR VISIT TO THE PARKS. DESIGN OF ROOMS GAVE EVERYONE THEIR NEEDED SPACE, DIDNT FEEL LIKE WE WERE ON TOP OF EACH OTHER. OVERALL GREAT STAY."
Vacation Village at Parkway
The Berkley, Orlando
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1594)
"Great location and extra space in the rooms at this place. We’ve stayed there several times this year. "
The Berkley, Orlando
Regal Oaks Resort Vacation Townhomes by IDILIQ
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, (2797)
"Great for families "
The price is HK$750
HK$2,389 total
includes taxes & fees
26 Nov - 27 Nov
Regal Oaks Resort Vacation Townhomes by IDILIQ
Reunion Resort & Golf Club
Waterslide
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1178)
"The property was clean. The accomedations and amenities were perfect. They were willing to give any extra items needed. They had several pools, water park, golf course, restaurants and so much more. "
The price is HK$1,661
HK$2,254 total
includes taxes & fees
21 Nov - 22 Nov
Reunion Resort & Golf Club
Magic Village Yards, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, pool loungers
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, (1103)
"Best option "
Magic Village Yards, Trademark Collection by Wyndham
Encantada Resort Vacation Townhomes by IDILIQ
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1310)
"This rental is ideal if you’re planning a trip to Disney, with its convenient location near Disney Springs, theme parks, and plenty of shopping. However, there were several drawbacks. The community gate was broken upon arrival, remaining open all weekend, which made the security guard feel redundant. I specifically chose this rental for the hot tub, but it was disappointing to find that only half the jets were working. While the outdoor area is screened in, there were spider webs and flies,...
The price is HK$919
HK$2,167 total
includes taxes & fees
16 Nov - 17 Nov
Encantada Resort Vacation Townhomes by IDILIQ
Bahama Bay Resort
Property grounds
Bahama Bay Resort
3.5 star property
8.6 out of 10, Excellent, (2041)
"Excellent customer service. Great coffee in Lobby Cafe Americana "
Bahama Bay Resort
Lifetime of Vacations Resort
Lake
Lifetime of Vacations Resort
3.0 star property
9.2 out of 10, Wonderful, (109)
"It was quiet and peaceful "
Lifetime of Vacations Resort
The Azur Resort
View from room
The Azur Resort
4.0 star property
8.8 out of 10, Excellent, (22)
"Me in my family really enjoy our stay "
The Azur Resort
Champions Gate!*Disney Themes!*4 Bedrooms!*Private Pool!*
Fridge, microwave, oven, stovetop
Champions Gate!*Disney Themes!*4 Bedrooms!*Private Pool!*
9.6 out of 10, Exceptional, (27)
"This home was very roomy in a nice neighborhood. We did not have a problem using Uber from this location. "
Champions Gate!*Disney Themes!*4 Bedrooms!*Private Pool!*
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
TV
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
9.6 out of 10, Exceptional, (20)
"We had a good time and enjoyed the house "
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
Caribe Cove Resort
Outdoor pool
Caribe Cove Resort
3.5 star property
8.8 out of 10, Excellent, (2239)
"It was spacious and felt like you were at home"
Caribe Cove Resort
Villas At Regal Palms
Outdoor pool, pool loungers
Villas At Regal Palms
4.0 star property
8.4 out of 10, Very good, (509)
"Vacation is so much better when it feels like home away from home. Comfortable, spacious, quiet and friendly. Gorgeous, comfortable pool area. 5 STARS. RECCOMMEND. "
Villas At Regal Palms
Grand Lake Resort
Outdoor pool, pool umbrellas, pool loungers
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, (99)
"My family and I loved our experience! We enjoyed the warm pool, and the spacious room! "
Grand Lake Resort
Family house / 4 BD-2Baths (August promotion!! low rates for this month)
Outdoor pool
Family house / 4 BD-2Baths (August promotion!! low rates for this month)
9.0 out of 10, Wonderful, (22)
"As Milton barreled down on us we felt safe and comfortable . The owner checked in on us and made sure everything was ok. Thank you for making a stressful event better. Donna "
Family house / 4 BD-2Baths (August promotion!! low rates for this month)
MISSION TO MARS EXTREME PRIVATE ATTRACTION VACATION HOME
A heated pool
MISSION TO MARS EXTREME PRIVATE ATTRACTION VACATION HOME
MISSION TO MARS EXTREME PRIVATE ATTRACTION VACATION HOME
THE ULTIMATE MOUSE HOUSE, a Spectacular Disney Themed Pool Villa for Families!!
Fridge, microwave, oven, stovetop
THE ULTIMATE MOUSE HOUSE, a Spectacular Disney Themed Pool Villa for Families!!
9.0 out of 10, Wonderful, (99)
"could have been cleaned better. plus closet door fell off in one room when trying to open. dangerous. glad it was me opening it and not my 3 year old granddaughter."
THE ULTIMATE MOUSE HOUSE, a Spectacular Disney Themed Pool Villa for Families!!
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 
Desk, laptop workspace, blackout curtains, iron/ironing board
Best Western Plus Winter Haven Inn & Suites 
3.5 star property
9.4 out of 10, Exceptional, (591)
"The shower had much to be desired. And the pool was closed unfortunately :'( the room itself was great"
The price is HK$962
HK$1,078 total
includes taxes & fees
26 Nov - 27 Nov
Best Western Plus Winter Haven Inn & Suites 
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)
"The staff at the desk and at the bar (Susan) were exceptionally nice andd went out of their way to make our stay fell warm and wonderful"
The price is HK$833
HK$933 total
includes taxes & fees
19 Nov - 20 Nov
Holiday Inn Winter Haven, an IHG Hotel
Howard Johnson by Wyndham Winter Haven FL
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)
"Property was ok, Should have been more staff at the counter, had to pay a $50 room essential fee, which we got back after the room was checked. "
The price is HK$794
HK$889 total
includes taxes & fees
17 Nov - 18 Nov
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 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 120 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 Inman 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.