Winter Haven Short-Term Rentals from S$156: Search Holiday Rentals

Q: 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.

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Our top choices for Winter Haven holiday rentals

Outdoor pool, pool umbrellas, pool loungers

Lake Ida Beach Resort

Winter Haven

Martha

includes taxes & fees

8 Apr - 9 Apr

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Winter Haven

"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."

John

includes taxes & fees

14 Apr - 15 Apr

BlockHaven near Legoland & Disney

Winter Haven

Reid

includes taxes & fees

9 Apr - 10 Apr

Serene Lake Views: Winter Haven Home

Winter Haven

Harmony Ensuite Room Shared Home No Car

Kissimmee

includes taxes & fees

14 Apr - 15 Apr

Lakefront Babson Park Escape: Pet Friendly!

Babson Park

Vacation Village Orlando, Celebration

Kissimmee

Kena

includes taxes & fees

3 May - 4 May

Camp Mack Lodge, Marina & RV Resort

Lake Wales

Tommy

includes taxes & fees

3 May - 4 May

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Top Winter Haven Hotel Reviews

Westgate Vacation Villas Resort

10/10 Excellent

"Wonderful place with lots of great activities and amenities for my tween and teen! Evan with an uncharacteristically cool and rainy weather there was so much to do. Only challenge was the wifi was very weak and spotty, it was fine because we were on vacation but if you’re planning on teleworking, streaming shows, etc make alternate plans. "

Margaritaville Resort Orlando with H2O Waterpark

8/10 Good

"Clean room. Enjoyable pool experience. There is a lively pool with music and a quieter pool if you want to relax. I was annoyed that there were many people who saved multiple pool chairs early in the morning and never came to use the chairs. This was rude for families that had no where to sit. "

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"We really enjoyed our 12-day stay in a 2-bedroom, 2-bath unit at Mystic Dunes. The condo was very spacious, clean, and comfortable. The kitchen was fully equipped with everything we needed, and the washer and dryer were newer models, which was a nice bonus. Housekeeping came every three days to refresh the beds and towels, which we appreciated. There was also ample parking throughout the property. The grounds are beautiful-lush, well-maintained, and mature. There are several areas where the trees form a canopy over the road, creating a peaceful, scenic setting. My daughter and I especially enjoyed taking long walks together each day. The activity center staff was friendly and offered a great selection of free equipment to borrow, including basketballs, tennis and pickleball gear, volleyballs, bikes, and more. The mini golf course is also free and was a highlight for us-an 18-hole course that’s been recently refreshed, clean, well-maintained, and nicely shaded. We visited both the Terrace Pool and the Waterfall Pool. Both were zero-entry, heated, and clean, with plenty of seating. The Terrace Pool even has hammocks, which we thought were a fun touch. My only complaint is that there don’t seem to be any rules around playing catch in the pool. During our stay (spring break), the pools were very busy, and groups playing catch often took up large areas-sometimes hitting others and making it difficult to relax and enjoy the space. Overall, it was a great stay, and we would"

The Grove Resort & Water Park Orlando

6/10 Okay

"The waterpark is not for teens. Best if your kids are 10 and under, and staff act accordingly. No amenities in the room other than soap. Not even coffee for the coffeemaker. No prices on the groceries in the marketplace, and everything is stupidly expensive. The only road leading to this place is full of traffic. "

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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 56 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.

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