Search Holiday Rentals in Winter Haven

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Top Holiday Rentals in Winter Haven

Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1411)
"It is like living in your own home. Fully equipped kitchen. King size beds comfortable but the twin beds were not. The vacation home is very nice though. Close to a lot of restaurants.20 mins to Disney"
The Berkley, Orlando
Private pool
Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (113)
"Downstairs bedroom bathroom had water get too cold quickly. Upstairs master bedroom had shower that had boiling hot water. No washcloths available."
Formosa Valley Resort by UNE Homes
Outdoor pool, pool loungers, lifeguards on site
Spectrum Resort Orlando
4.0 star property
9.2 out of 10, Wonderful, (191)
"The Spectrum Resort townhome was excellent! We loved every minute of our stay there. We also had Mobile Spa come to the townhome while we were staying there. It was fabulous! We plan to return! One request is to stock extra blankets."
Spectrum Resort Orlando
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Outdoor pool, pool umbrellas, pool loungers
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, (1066)
"We stayed here because it is close to all the parks. Pleasantly surprised with the unit too. All new!"
Magic Village Yards, Trademark Collection by Wyndham
Lake
Lifetime of Vacations Resort
3.0 star property
9.0 out of 10, Wonderful, (82)
"Everything about the Property.is perfect nice and clean."
Lifetime of Vacations Resort
Outdoor pool, pool umbrellas, pool loungers
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, (84)
"nd quiet. Nobody bothering you the pool was amazing and heated the jacuzzi whew amazing lol. I will definitely book again when I visit. The view is also so nice in the backyard seeing the water. Option to even use the boat but I was scared of alligators lol so I stayed on shore. It’s an amazing quiet place. Even slept in a couple times due to the quietness and not knowing it was day time lol. Definitely an amazing birthday trip"
Grand Lake Resort
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (836)
"The food by the pool was delicious!"
Margaritaville Resort Orlando Cottages by Rentyl
Outdoor pool
Caribe Cove Resort
3.5 star property
8.8 out of 10, Excellent, (2227)
"The salt water pool is heated. The mattresses were lumpy, shower in master bath wasn't useable, carpet is worn, ice dispenser stuck. In need of some updating but overall was a good value. Front desk people were great and super helpful. "
Caribe Cove Resort
Waterslide
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1119)
"Perfect for the family. "
Reunion Resort & Golf Club
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1253)
"It was great besides no air conditioning upstairs where bedrooms are , even though they clean after you leave there should be a dust pan and mop to do cleaning while there "
The price is ₹8,630
₹22,046 total
includes taxes & fees
12 Jun - 13 Jun
Encantada Resort Vacation Townhomes by IDILIQ
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, (2024)
"We had a lower end 2 bedroom unit. Very spacious & updated nicely. We will definitely return to this resort. "
Bahama Bay Resort
5 outdoor pools
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, (4711)
"Everything was great."
The price is ₹10,771
₹14,737 total
includes taxes & fees
19 May - 20 May
Summer Bay Orlando by Exploria Resorts
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, (2668)
"I loved my stay at the regal oaks with my family perfect place for a family vacation. Food and drinks are great the customer service is excellent "
The price is ₹9,153
₹23,821 total
includes taxes & fees
12 Jun - 13 Jun
Regal Oaks Resort Vacation Townhomes by IDILIQ
Outdoor pool, pool loungers
Villas At Regal Palms
4.0 star property
8.4 out of 10, Very good, (460)
"This is a great place to stay. This was second time staying and definitely not my last. Can’t wait to come back. "
Villas At Regal Palms
Townhome, 5 Bedrooms (Private Pool) | Living area | TV
The Azur Resort
4.0 star property
8.4 out of 10, Very good, (15)
"Enjoyed our stay…really nice "
The Azur Resort
Aerial view
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very good, (1254)
"I stay at a lot of resorts in the area!! This is one of my favorites 👍"
Vacation Village at Parkway
Property amenity
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (1438)
"Great service "
The price is ₹5,093
₹8,150 total
includes taxes & fees
23 May - 24 May
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3 outdoor pools, open 9:00 AM to midnight, pool umbrellas, pool loungers
Celebration Suites
3.0 star property
7.8 out of 10, Good, (4056)
"No need for the extra room but good if more people with you "
Celebration Suites
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5898)
"My trip was awesome and the location was perfect "
The price is ₹3,687
₹5,512 total
includes taxes & fees
19 May - 20 May
Ramada by Wyndham Kissimmee Gateway
2 outdoor pools, a heated pool, pool loungers
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5252)
"Excellent stay. Thank you"
The price is ₹3,474
₹5,460 total
includes taxes & fees
19 May - 20 May
Seralago Hotel & Suites Main Gate East
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See all available properties in 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.

Other types of properties in Winter Haven you may be interested in

Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room) | Desk, laptop workspace, blackout curtains, iron/ironing board
Best Western Plus Winter Haven Inn & Suites 
2.5 star property
9.4 out of 10, Exceptional, (330)
"Overnight stay for a volleyball tournament. Wish we had more time to enjoy the room and Amenities. "
The price is ₹9,401
₹10,529 total
includes taxes & fees
19 May - 20 May
Best Western Plus Winter Haven Inn & Suites 
Bar (on property)
Holiday Inn Winter Haven, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (949)
"Great stay so far! Check in was perfect "
The price is ₹8,433
₹9,445 total
includes taxes & fees
23 May - 24 May
Holiday Inn Winter Haven, an IHG Hotel
3 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas
The Grove Resort & Water Park Orlando
4.0 star property
8.2 out of 10, Very good, (5356)
""I recently stayed at the resort for 2 nights and overall had a pleasant experience. The cleanliness of the resort was impressive, and the spaciousness of the 2-bedroom accommodation with a kitchen and laundry room was convenient. However, it was disappointing not to have a coffee maker in our room. Another inconvenience was the long wait for the elevator, as there was only one available. We ended up using the stairs instead. Additionally, our building was quite far from the waterpark and main...
The price is ₹16,633
₹22,887 total
includes taxes & fees
20 May - 21 May
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.

Holiday Rentals in Winter Haven

Search for holiday rentals in Winter Haven on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Winter Haven using one of the methods below:

  • View our selection of featured holiday rentals in Winter Haven
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  • Enter your travel dates to view the best deals on holiday rentals in Winter Haven while they last

Look no further and take a look at our great range of rental properties in Winter Haven!

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.

How many holiday rentals are there in Winter Haven?

Choose from 102 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.

Recent reviews of Winter Haven properties
Expedia verified reviews

Margaritaville Resort Orlando

Margaritaville Resort Orlando

5/5 Excellent
"Love Margaritaville! The best food and atmosphere. "
A verified traveller stayed at Margaritaville Resort Orlando
Posted 2 days ago
Margaritaville Resort Orlando