Winter Haven Holiday Rentals - Holiday Homes in Winter Haven

Q: 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 hot tub.

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Our top choices for Winter Haven vacation rentals

BlockHaven near Legoland & Disney

Winter Haven

Reid

P13,882 total

includes taxes & fees

May 31 - Jun 1

Hook, Line & Leisure: Lakefront Gem w/ Porch!

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

P26,140 total

includes taxes & fees

May 24 - May 25

Outdoor pool, pool umbrellas, sun loungers

Lake Ida Beach Resort

Winter Haven

wade

P5,449 total

includes taxes & fees

Jun 3 - Jun 4

Legoland & Lakes Pool Home Pet Friendly

Winter Haven

P34,646 total

includes taxes & fees

May 25 - May 26

Vacation Village Orlando, Celebration

Kissimmee

P6,070 total

includes taxes & fees

May 26 - May 27

Aster Cove

Crescent Lakes

P34,260 total

includes taxes & fees

May 29 - May 30

Family Friendly Davenport Pool Villa

Florida Pines

P31,982 total

includes taxes & fees

May 27 - May 28

Explore & Relax: Chic & Cozy Retreat in Lakeland!

Lakeland

Debra

P23,636 total

includes taxes & fees

May 29 - May 30

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Top Winter Haven Hotel Reviews

Ramada by Wyndham Kissimmee Gateway

10/10 Excellent

"good place to stay, cute pool and minigolf area, quiet area with good vibes. Pretty good for price"

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent

"The pool has a nice slide for the kids. Depending on the rate you are paying, you may receive a $20 credit per day that you can use at their bar, treats/snacks concession stand by the pool or even at their Starbucks in the lobby. The rooms are comfortable and clean and I have gone to this location a couple of times, and will probably be back in the fall. The breakfast buffet is great but if you prefer a al carte, they also have that available and included. I definitely recommend this place."

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent

"This is my second time staying here and each time I couldn't wait to go back ! The place is clean and the staff is wonderful . There's a rental car in the lobby and even that gentleman was very helpful . Each time I have traveled there , there was a big event going on so it gets a big congested at the front desk but everyone still makes you feel special and greets you with a smile ."

Hilton Vacation Club Aqua Sol Orlando West

6/10 Okay

"If Aqua Sol did not have an excellent maintenance staff I would've gave it two stars. The maintenance staff saved this for me the elevator in building 400 broke several times in the week I was here. Luckily every time it went down, I found a maintenance person, and it was back up and running later, but it kept being a problem throughout the week. The property is well maintained and the staff is excellent. It's a little dated I will admit that. That doesn't make it bad it gives it an old Florida charm that I appreciated. I will say there is a terrible issue with the water pressure here. My shower always felt like it was struggling to push water out and the soaking tub took 20 minutes to fill up. Everything else about the hotel was fine. It's in a great location and while I don't see people spending a whole lot of time on the property there is stuff for you to do if you're having a day in Orlando that isn't filled with the Mouse. A lot more kid friendly so if you have a family, this might be the place for you. Overall, I enjoyed my stay but I probably wouldn't stay here again"

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Super clean. Ridiculous value! Terrific buffet breakfast included with room... Eggs, bacon AND sausage, potatos, waffles, etc. great pool areas (main pool and lazy river) with good shaded seating areas if that's your preference. If back in the area, will definitely look too stay here again. Cuban sandwich at the K-bistro restaurant was Amazing!"

Find out more about Winter Haven

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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 hot tub.

How many vacation rentals are there in Winter Haven?

Choose from 54 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.

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