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Top Holiday Rentals in Winter Haven

Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Property amenity
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
8.0 out of 10, Very good, (1641)
"Staff very attentive Gr8 breakfast"
The price is Rp802.950
Rp1.341.230 total
includes taxes & fees
23 Sept - 24 Sept
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
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, (4957)
"Room was nice only concern was the restroom door but everything else was amazing"
The price is Rp1.674.075
Rp2.362.794 total
includes taxes & fees
29 Sept - 30 Sept
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, (1014)
"Perfect but cottages is far"
Margaritaville Resort Orlando Cottages by Rentyl
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, (5476)
"It was okay, they need to update their room and TV."
The price is Rp545.400
Rp928.695 total
includes taxes & fees
29 Sept - 30 Sept
Seralago Hotel & Suites Main Gate East
Vacation Village at Parkway
Aerial view
Vacation Village at Parkway
3.0 star property
8.4 out of 10, Very good, (1366)
"We had a great time, apartaments Are spacious and it’s very close to Disney parks. Recommended."
Vacation Village at Parkway
The Berkley, Orlando
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1545)
"The employees at the Berkley were so friendly. The beds were very comfortable. Every area of this resort was kept so clean. We had an issue with our fridge and a hornet nest on our screened in porch. The issues were resolved so quickly. We will be coming back for sure! Wonderful place!"
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, (2772)
"Excelente lugar y comodss habitaciones "
The price is Rp1.571.340
Rp4.793.021 total
includes taxes & fees
23 Sept - 24 Sept
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, (1166)
"Water pressure is the worse I have ever dealt with. "
The price is Rp3.189.523
Rp4.342.438 total
includes taxes & fees
8 Oct - 9 Oct
Reunion Resort & Golf Club
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, (1296)
"I stayed at Encantada for 1 week, it was a girls trip with myself and my two friends, and I have nothing but great things to say about this place. As we drove up, I loved that it was a gated community and you had to punch in a code to go in, so immediately I felt safe. The front desk was excellent. We were greeted warmly and even though we arrived a little early and the room wasn’t ready, within 15 mins it was all ready for us. We had house 8536 Bay Lilly Loop (4 Bedroom Townhouse) we opted on...
The price is Rp1.376.077
Rp3.729.359 total
includes taxes & fees
20 Oct - 21 Oct
Encantada Resort Vacation Townhomes by IDILIQ
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, (1097)
"The place was a great location and central to everything "
The price is Rp3.695.842
Rp7.993.643 total
includes taxes & fees
26 Sept - 27 Sept
Magic Village Yards, Trademark Collection by Wyndham
Lifetime of Vacations Resort
Lake
Lifetime of Vacations Resort
3.0 star property
9.2 out of 10, Wonderful, (104)
"Great property in a popular location Stayed here twice now. Would stay again "
Lifetime of Vacations Resort
Villas At Regal Palms
Outdoor pool, pool loungers
Villas At Regal Palms
4.0 star property
8.4 out of 10, Very good, (506)
"The town home we stayed in was nice but it wasn't that clean and they had the air conditioner locked so it stayed on 75 to hot in the home the downstairs was way to hot and thank god i brought my own fan helped out flys everywhere the stove was broken the town homes number was 3040 beside that the water park and the the restaurant and the bar was fantastic everyone was so nice "
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, (2032)
"It was just a relaxing environment."
Bahama Bay Resort
Grand Lake Resort
Outdoor pool, pool umbrellas, pool loungers
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, (96)
"Everything about the property was spot on. Everything was close. Pool, amenities, there was a Jacuzzi which I really favored. Clean pool and walk around area. Air conditioning and water temperature was on point. The only thing they need is a ICE MACHINE in the office. We needed ice for our drinks. . . I Will use this place again two thumbs up , two toes up. ☺️.."
Grand Lake Resort
Celebration Suites
Lobby
Celebration Suites
3.0 star property
7.8 out of 10, Good, (4063)
"No need for the extra room but good if more people with you "
Celebration Suites
The Azur Resort
Townhome, 6 Bedrooms | View from room
The Azur Resort
4.0 star property
8.6 out of 10, Excellent, (20)
"Beautiful, can’t wait to go back. "
The Azur Resort
Caribe Cove Resort
Outdoor pool
Caribe Cove Resort
3.5 star property
8.8 out of 10, Excellent, (2235)
"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
Formosa Valley Resort by UNE Homes
Private pool
Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (125)
" We enjoyed our stay in the spacious house, which was perfect for our family of six. We would stay again in the future. However, there are a few areas for improvement: Towels: We had a limited number of towels for our 5-night stay. More would have been appreciated. Kitchen Supplies: It would be helpful to have basic kitchen supplies like salt and pepper available, as we forgot to purchase them. Additionally, one of the bathroom doors accidentally hot locked .Although we followed the...
Formosa Valley Resort by UNE Homes
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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 curtains, iron/ironing board
Best Western Plus Winter Haven Inn & Suites 
3.5 star property
9.4 out of 10, Exceptional, (535)
"Amazing staff. We enjoyed our stay. I love that it is close to Legoland."
The price is Rp1.693.013
Rp1.896.326 total
includes taxes & fees
22 Oct - 23 Oct
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, (1001)
"Really liked it, I loved the room and the convenient location, very near to LEGOLAND and dining places!!!"
The price is Rp1.575.600
Rp1.764.672 total
includes taxes & fees
29 Sept - 30 Sept
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, (1002)
"not fancy, but spacious, quiet, clean"
The price is Rp1.287.750
Rp1.442.281 total
includes taxes & fees
24 Sept - 25 Sept
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 101 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.