Winter Haven Vacation Rentals from NT$1,316: Search Short-Term Rentals

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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Vacation Rentals in Winter Haven

"Several pool and hot tub options. Nice area for walking. Family friendly. Shuttle around the village and to grocery store. Friendly staff While it is generally peaceful, we could hear moving of furniture and other sounds from the unit above us. "

NT$3,876 total

includes taxes & fees

Mar 16 - Mar 17

"We had a fantastic stay at Margaritaville Resort Orlando Cottages! The cottages were incredibly spacious and perfect for our family of seven—everyone was comfortable, and we never felt cramped. The location was ideal for our Disney World trip, with easy access to the parks while also providing a peaceful and relaxing retreat after long days of adventure. The atmosphere was wonderful, and it truly felt like a home away from home. We would absolutely stay here again and highly recommend it to...

"Me and my bf stay for 5 days in the junior suite, it was very accommodating and lots of pools and activities for families, we felt very safe and welcomed. Rooms were very clean, the only thing that we didn’t care for was the living room, it’s very big with small tv and furniture but that’s nothing we just spent most of our time in the nice comfy king bed, will definitely stay again but may just upgrade our room next time! "

NT$5,672 total

includes taxes & fees

Mar 23 - Mar 24

"Would recommend "

NT$4,021 total

includes taxes & fees

Feb 23 - Feb 24

"The front desk staff were absolutely amazing! Christina went above and beyond to accommodate my family in our stay. The stay was so nice, we called and extended our reservation! Our kids loved the lazy River and the access to a yard area."

NT$10,636 total

includes taxes & fees

Mar 9 - Mar 10

"Good stay, clean."

NT$4,922 total

includes taxes & fees

Feb 24 - Feb 25

2 outdoor pools, open 8:00 AM to 9:00 PM, cabanas (surcharge)

"Roomy, quiet, nice pool."

NT$12,159 total

includes taxes & fees

Mar 16 - Mar 17

"This is a hidden gem. Quiet, small and comfortable."

NT$8,754 total

includes taxes & fees

Mar 9 - Mar 10

2 outdoor pools, open 8 AM to 10 PM, sun loungers

"Loved the big space in the apartment-sized living room/kitchen/eating area and bedroom and bathroom. Having a full sized kitchen and stove was wonderful. We really enjoyed the large pool and hot tub one evening. Close to lots of restaurants and shopping. Not too far from the highway. "

NT$5,230 total

includes taxes & fees

Feb 23 - Feb 24

Outdoor pool, pool umbrellas, sun loungers

"We had an amazing time. I highly recommend staying here. All the comforts of home while enjoying your time in Florida. Super easy access to Disney parks. The front desk staff was phenomenal "

2 outdoor pools, pool umbrellas, sun loungers

"I recently stayed at Encantada Resort Vacation Townhomes by IDILIQ in Four Corners, Florida, from December 23 to January 2, and it was absolutely fantastic! The resort provided the perfect balance of relaxation and convenience. The townhome was spacious, clean, and well-maintained, with all the amenities we needed to feel at home. The fully equipped kitchen made it easy to prepare meals, and the private patio with a hot tub was an incredible touch for unwinding after a day of exploring. The...

NT$10,305 total

includes taxes & fees

Feb 23 - Feb 24

"It advatized wifi which we did not have. One of the best sheets on my room was very dirty and had cuts in it. Mind you the sheet was in-between the other two sheets but and not noticeable till you separated them, however how hard is it to replace the throw like blanket if it's damaged and is stained. I can't speak for the other rooms since I stayed in the master bathroom. Everything else looked clean and maintained and everything was working besides the advertised wifi and the front desk...

"The property was exactly what I needed...a room for a few nights. Nice and quiet. Other guests were friendly"

"Goood Area"

NT$3,675 total

includes taxes & fees

Feb 27 - Feb 28

"We had a wonderful time! We stayed in the family apartment, and it was perfect for our small children! The proximity to the pool/ waterpark was amazing. The resort has numerous amenities that is a huge plus. We felt safe and will definitely be back for another stay!"

NT$13,310 total

includes taxes & fees

Feb 27 - Feb 28

"Very clean and large with everything you need"

Condo, 2 Bedrooms, Hot Tub, Garden View (Standard Bahama Bay San Salvador Vill) | Property grounds

"We have stayed at Bahama Bay for three times now. The condo was not as up kept as we have had in prev years. We like the safety and gated community feel. It was somewhat quiet except we were by the tennis courts and tournaments started promptly at 8 every morning. May ask more questions for next visit."

Full-size fridge, microwave, oven, stovetop

"All of house is great. Meet new people vacationing from other places really great stay."

"Very nice and clean looking forward to staying here again "

"It was a very nice home. My family had a great time"

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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 drapes, iron/ironing board

"Very close to legoland"

NT$5,719 total

includes taxes & fees

Feb 23 - Feb 24

Blackout drapes, iron/ironing board, free cribs/infant beds

"Quiet. Friendly staff. Good value for the money."

NT$4,210 total

includes taxes & fees

Feb 24 - Feb 25

"This is our second time going to the grove. We love that it is fun for every age. One thing i would change is how expensive the alcohol drinks were i got 3 drinks for $71.00 "

NT$6,429 total

includes taxes & fees

Mar 23 - Mar 24

Find out more about Winter Haven

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Recent reviews of Winter Haven properties

5/5 Excellent

"This is our second time going to the grove. We love that it is fun for every age. One thing i would change is how expensive the alcohol drinks were i got 3 drinks for $71.00 "

A verified traveler stayed at The Grove Resort & Water Park Orlando

Posted 13 hours ago

Margaritaville Resort Orlando Cottages by Rentyl

5/5 Excellent

"We had a fantastic stay at Margaritaville Resort Orlando Cottages! The cottages were incredibly spacious and perfect for our family of seven—everyone was comfortable, and we never felt cramped. The location was ideal for our Disney World trip, with easy access to the parks while also providing a peaceful and relaxing retreat after long days of adventure. The atmosphere was wonderful, and it truly felt like a home away from home. We would absolutely stay here again and highly recommend it to families looking for both convenience and comfort! "

A verified traveler stayed at Margaritaville Resort Orlando Cottages by Rentyl

Posted 1 day ago

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All accommodation types in Winter Haven

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 128 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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Winter Haven Vacation Rentals

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Check prices for these dates

Vacation Rentals in Winter Haven

Vacation Village at Parkway

Vacation Village at Parkway

Margaritaville Resort Orlando Cottages by Rentyl

Margaritaville Resort Orlando Cottages by Rentyl

Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts

Barefoot Suites

Barefoot Suites

Reunion Resort & Golf Club

Reunion Resort & Golf Club

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando

Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ

The Berkley, Orlando

The Berkley, Orlando

Holiday Inn Club Vacations Orlando Breeze Resort

Holiday Inn Club Vacations Orlando Breeze Resort

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ

Villas At Regal Palms

Villas At Regal Palms

Leisure Lounge

Leisure Lounge

Tempo Trek Lodgings

Tempo Trek Lodgings

Champions Gate condos by UNE

Champions Gate condos by UNE

Formosa Valley Resort by UNE Homes

Formosa Valley Resort by UNE Homes

Bahama Bay Resort

Bahama Bay Resort

Blissful Bay

Blissful Bay

Lifetime of Vacations Resort

Lifetime of Vacations Resort

Encore Resort

Encore Resort

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

Best Western Plus Winter Haven Inn & Suites

Best Western Plus Winter Haven Inn & Suites

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Find out more about Winter Haven

Recent reviews of Winter Haven properties

Recent reviews of Winter Haven properties

The Grove Resort & Water Park Orlando

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions