Winter Haven Vacation Rentals

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Vacation Rentals in Winter Haven

Seralago Hotel & Suites Main Gate East
2 outdoor pools, a heated pool, sun loungers
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5565)
"I had to wait 20 minutes for the front counter lady to come in from smoking. The security guard was sitting in the lobby playing on his phone and he just kept saying she will be back soon.. Then she told me I had booked a double bed room and I said no I booked a family suite.. So I had to show her my email and she said well I don't know why they put you in another room, let me make sure I have a clean one.. After standing in the lobby for a total of 40 minutes (including her smoke break time), I...
The price is P2,305
P3,818 total
includes taxes & fees
Nov 27 - Nov 28
Seralago Hotel & Suites Main Gate East
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, (5025)
"Our unit was clean but in definite need of an update. The carpet was threadbare and torn in some areas. We still had a great stay and appreciated the prompt attention from security when we needed access to our unit."
The price is P7,690
P10,498 total
includes taxes & fees
Dec 5 - Dec 6
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, (1084)
"This is our third time staying at Margaritaville (cottage the first time, villas the second and third time); I must say this villa was the least taken care of. It wasn’t super clean and the slider had some damage regarding opening/closing the blinds and locking/unlocking the sliding glass door. The front door didn’t have a safety lock at all (it looked to have been removed) so that made us a little uneasy. Our bed (queen) was very bouncy and it seemed to cave a little in the middle. Overall, it...
Margaritaville Resort Orlando Cottages by Rentyl
Vacation Village at Parkway
Aerial view
Vacation Village at Parkway
3.0 star property
8.4 out of 10, Very Good, (1394)
"Near parks"
Vacation Village at Parkway
Regal Oaks Resort Vacation Townhomes by IDILIQ
2 outdoor pools, open 8:00 AM to 9:00 PM, cabanas (surcharge)
Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very Good, (2800)
"Overall we really enjoyed our stay at Regal Oaks. We had a two bedroom, 2.5 bath townhouse with private hot tub and it was perfect for our group of 4. My only critics is the hot tub cover desperately needs to be replaced (stained and cracked which would leave little pieces floating in the hot tub). And pretty much all the toilet paper roll holders were broken and the toilet paper kept falling off of them. But everything else was clean and the beds were very comfortable. Location was pretty much...
The price is P6,054
P18,486 total
includes taxes & fees
Nov 26 - Nov 27
Regal Oaks Resort Vacation Townhomes by IDILIQ
The Berkley, Orlando
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1599)
"The pool area was a great spot to relax! Lots of chairs, tables and loungers! We would definitely recommend this resort! "
The Berkley, Orlando
Reunion Resort & Golf Club
Waterslide
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1182)
"Nice!!"
The price is P10,271
P14,450 total
includes taxes & fees
Nov 24 - Nov 25
Reunion Resort & Golf Club
Encantada Resort Vacation Townhomes by IDILIQ
2 outdoor pools, pool umbrellas, sun loungers
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1311)
"Great place for a vacation. The townhouse was super clean and the staff was very friendly."
The price is P7,255
P16,750 total
includes taxes & fees
Nov 24 - Nov 25
Encantada Resort Vacation Townhomes by IDILIQ
Magic Village Yards, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, sun loungers
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, (1103)
"Best option "
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, (110)
"It was quiet and peaceful "
Lifetime of Vacations Resort
Villas At Regal Palms
Outdoor pool, sun loungers
Villas At Regal Palms
4.0 star property
8.4 out of 10, Very Good, (509)
"Vacation is so much better when it feels like home away from home. Comfortable, spacious, quiet and friendly. Gorgeous, comfortable pool area. 5 STARS. RECCOMMEND. "
Villas At Regal Palms
Bahama Bay Resort
Property grounds
Bahama Bay Resort
3.5 star property
8.6 out of 10, Excellent, (2042)
"The stay was amazing clean, spacious, and quiet! Check in was hassle free!"
Bahama Bay Resort
The Azur Resort
View from room
The Azur Resort
4.0 star property
8.8 out of 10, Excellent, (22)
"Me in my family really enjoy our stay "
The Azur Resort
Grand Lake Resort
Outdoor pool, pool umbrellas, sun loungers
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, (99)
"My family and I loved our experience! We enjoyed the warm pool, and the spacious room! "
Grand Lake Resort
Caribe Cove Resort
Outdoor pool
Caribe Cove Resort
3.5 star property
8.8 out of 10, Excellent, (2239)
"It was spacious and felt like you were at home"
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, (128)
"The place is beautiful, clean and Romy for a big family"
Formosa Valley Resort by UNE Homes
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.
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Other types of properties in Winter Haven you may be interested in

Best Western Plus Winter Haven Inn & Suites 
Desk, laptop workspace, blackout drapes, iron/ironing board
Best Western Plus Winter Haven Inn & Suites 
3.5 star property
9.4 out of 10, Exceptional, (598)
"Great hotel. "
The price is P7,551
P8,457 total
includes taxes & fees
Dec 1 - Dec 2
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, (1004)
"Very nice place clean "
The price is P5,808
P6,505 total
includes taxes & fees
Dec 4 - Dec 5
Holiday Inn Winter Haven, an IHG Hotel
Howard Johnson by Wyndham Winter Haven FL
Blackout drapes, iron/ironing board, free cribs/infant beds
Howard Johnson by Wyndham Winter Haven FL
2.0 star property
7.0 out of 10, Good, (1002)
"Property was ok, Should have been more staff at the counter, had to pay a $50 room essential fee, which we got back after the room was checked. "
The price is P5,998
P6,718 total
includes taxes & fees
Nov 24 - Nov 25
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 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 spa tub.

How many vacation rentals are there in Winter Haven?

Choose from 122 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 Inman Park and The Circle B Bar Reserve 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.