Search Vacation Homes in Winter Haven

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Compare Vacation Homes in Winter Haven with updated reviews, rates, and availability.

The Berkley, Orlando
Outdoor pool

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1665)
"Love this place, stay here every time we go to Orlando, which is very often."
The price is AED 918
AED 1,070 total
includes taxes & fees
9 Feb - 10 Feb
The Berkley, Orlando
Formosa Valley Resort by UNE Homes
Pool

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (134)
"Clean and comfortable, food and shopping close by"
Formosa Valley Resort by UNE Homes
Relaxing Oasis with Private Pool & Resort Perks
Immerse in Star Wars magic with a dedicated movie space, designed for an epic cinematic experience

Relaxing Oasis with Private Pool & Resort Perks

9.2 out of 10, Wonderful, (15)
"The house was very true to its pictures and was actually bigger than we expected. We had plenty of room and the house was only about 20-25 minutes from the disney parks, which is what we wanted! Hoping to return next year!"
Relaxing Oasis with Private Pool & Resort Perks
25 OFF 200+5-star reviews.15 MIN TO DISNEY. CLEAN HOME IN PREMIUM LOCATION.

25 OFF 200+5-star reviews.15 MIN TO DISNEY. CLEAN HOME IN PREMIUM LOCATION.

10.0 out of 10, Exceptional, (220)
"The property was just as described. The host was more than helpful. I would let people know that there is no soap, shampoo, salt, pepper, or other amenities at the house. It caught me off guard since I’ve never been to a house without those basics. Not a negative. Just be warned when you’re packing."
25 OFF 200+5-star reviews.15 MIN TO DISNEY. CLEAN HOME IN PREMIUM LOCATION.
Professionally Decorated Feb 2023-Purpose Built Vacation Oasis-2024 Discounts

Professionally Decorated Feb 2023-Purpose Built Vacation Oasis-2024 Discounts

9.6 out of 10, Exceptional, (17)
"Enjoyed our stay. Close to Sea World - worked well for our stay. The bottom shelf of the dishwasher is missing a roller. Thank you. "
Professionally Decorated Feb 2023-Purpose Built Vacation Oasis-2024 Discounts
Luxury Home - 5 Minutes From Disney - Star Wars Theatre!

Luxury Home - 5 Minutes From Disney - Star Wars Theatre!

9.6 out of 10, Exceptional, (89)
"This home is located in a beautiful gated community of like homes. Six adults stayed at this home 12 days during Christmas holidays. It was charmingly decorated with Disney theme accents. We had no children in our group, but it is perfect for families with children as well as adults. Everything you could possibly need to cook and serve a big holiday dinner was available in the spacious kitchen. The only issue we had was with the hot tub jets not working, but the host was responsive when we...
Luxury Home - 5 Minutes From Disney - Star Wars Theatre!
2022 Award @ Hosthub, Home Theater/Game Room/Harry Potter Rm Close to Disney
Media Room with Projector, Surround Sound, Ps4, Xbox and Foosball table

2022 Award @ Hosthub, Home Theater/Game Room/Harry Potter Rm Close to Disney

9.6 out of 10, Exceptional, (33)
"Good communication, was a great place for our family to stay as we explored Disney and Universal. This was our first time staying offsite from Disney and was a great location under 1/2 hour to all the parks. Do yourself a favor if staying here, go to the Eleven restaurant one night which is at the Reunion resort (11th floor) and 1/2 mile away. This place has a rooftop view of all the fireworks at Disney- DJ on Fridays and live music on Saturdays. We did this our final night and had awesome...
2022 Award @ Hosthub, Home Theater/Game Room/Harry Potter Rm Close to Disney
Private pool - spa wifi/ game room under AC 3 miles from Disney
private pool and spa (heating is extra charge)

Private pool - spa wifi/ game room under AC 3 miles from Disney

9.2 out of 10, Wonderful, (25)
"Everything was as described. Great fit for our family. We didn’t cook much, but the unit was fully equipped to do so. Great space for all of us to hang out at night. Communication was top notch"
Private pool - spa wifi/ game room under AC 3 miles from Disney
Exquisite home with pool, lanai, game room, central AC, & washer/dryer

Exquisite home with pool, lanai, game room, central AC, & washer/dryer

9.2 out of 10, Wonderful, (21)
"Just a wonderful beautiful house very clean "
Exquisite home with pool, lanai, game room, central AC, & washer/dryer
Margaritaville Cottage, Private Pool, Near Disney!
Pool

Margaritaville Cottage, Private Pool, Near Disney!

4.0 star property
9.2 out of 10, Wonderful, (10)
"Excellent experience! "
Margaritaville Cottage, Private Pool, Near Disney!
Stylish home, Themed Room with Private Pool
Pool

Stylish home, Themed Room with Private Pool

10.0 out of 10, Exceptional, (17)
"I've stayed in over 40 vacation homes to date & this is in my top 5. Didn't use the pool as weather was just a tad too cold for me. The place was very clean. The only thing at this property that was disappointing was the dish detergent provided. Seems to be a cheap brand that didn't clean well. We usually take a few rolls of paper towels, bath soap, tissue paper, trash bags, chlorox wipes and dish detergent with us on trips. So we were okay to clean up after ourselves.Outside trash can provided...
Stylish home, Themed Room with Private Pool
Barbecue in Summer Kitchen, Smart TV by the Pool!
For those who like to stay late at the pool

Barbecue in Summer Kitchen, Smart TV by the Pool!

9.8 out of 10, Exceptional, (40)
"Our stay was perfect. House is beautiful and very comfortable. "
Barbecue in Summer Kitchen, Smart TV by the Pool!
Great quiet and comfortable, South Central Lakeland location.
Room

Great quiet and comfortable, South Central Lakeland location.

9.8 out of 10, Exceptional, (129)
"We fell ill and could not make our trip. I will say that Chris was very understanding and a very good communicator. Next time we go to Lakeland we will most certainly stay with Chris. Chris was kind enough to offer a full refund even though he was not required, very much appreciated. Thank you Chris "
The price is AED 257
AED 361 total
includes taxes & fees
11 Feb - 12 Feb
Great quiet and comfortable, South Central Lakeland location.
5BD 4BA Disney Pool Solterra 5425
LivingRoom1

5BD 4BA Disney Pool Solterra 5425

10.0 out of 10, Exceptional, (5)
"We really enjoyed our stay! The house was clean and had everything."
5BD 4BA Disney Pool Solterra 5425
MO800 Champions Gate 5 Bedroom bathroom 5 Private Pool & Jaccuzi, Free Waterpark

MO800 Champions Gate 5 Bedroom bathroom 5 Private Pool & Jaccuzi, Free Waterpark

9.0 out of 10, Wonderful, (68)
"We had an amazing experience at this property. The house was clean and photos accurately depict the home! We will be back again next year! "
MO800 Champions Gate 5 Bedroom bathroom 5 Private Pool & Jaccuzi, Free Waterpark
3 Bedrooms/ 3 Bathrooms/ The Hub (3205 TT)
3205 Tranquil Trail 1.jpg

3 Bedrooms/ 3 Bathrooms/ The Hub (3205 TT)

10.0 out of 10, Exceptional, (14)
"Clean … modern … easy access from Disney world "
The price is AED 347
AED 1,497 total
includes taxes & fees
11 Feb - 12 Feb
3 Bedrooms/ 3 Bathrooms/ The Hub (3205 TT)
Magical Memories Villa | Private Pool!
Visit together and enjoy meals at the Dining Table, offering seating for 6

Magical Memories Villa | Private Pool!

9.0 out of 10, Wonderful, (12)
"Great place. Great communication. Property was clean with all the comforts necessary for a great stay. A big thank you to our host. The community gate code did change during our stay, however we were quickly provided the new code by the management team. Thanks again. Hot tub was nice, I would have preferred the pool to be a little warmer but that’s truly nitpicking. "
Magical Memories Villa | Private Pool!
5 Star Disney themed Villa with ultra-private s/w facing pool 3 miles from parks
Extended lanai with heated pool, spa, and waterfall overlook conservation area

5 Star Disney themed Villa with ultra-private s/w facing pool 3 miles from parks

10.0 out of 10, Exceptional, (93)
"Beautiful home, clean and nicely decorated. Pool facing sun and open field is fantastic. No complaints. Will be back!! "
5 Star Disney themed Villa with ultra-private s/w facing pool 3 miles from parks
3 miles from Disney World, 6 Bedrooms, Free heat for pool, and grill usage

3 miles from Disney World, 6 Bedrooms, Free heat for pool, and grill usage

9.2 out of 10, Wonderful, (90)
"This property is very convenient to all the Disney parks. It is close to Walmart, gift stores, and food. My grandchildren enjoyed the swimming pool and hot tub. We had a great time. "
3 miles from Disney World, 6 Bedrooms, Free heat for pool, and grill usage
Sophisticated 4 En Suites w/ Private Hot Tub
Living Space

Sophisticated 4 En Suites w/ Private Hot Tub

10.0 out of 10, Exceptional, (12)
"This is great location for all your Disney trips. Typical uber was about 17 of you are not looking to drive to the parks. The pictures represent the home accurately and the hot tub was a nice bonus. We noticed not all other condos had the same option. And for those who may be skeptical with the credit card process it is legit. Overall it was a fantastic vacation location. "
Sophisticated 4 En Suites w/ Private Hot Tub
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.
Don't see what you're looking for?
See all available properties in Winter Haven
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winter Haven

Margaritaville Resort Orlando Cottages by Rentyl
Front of property

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1184)
"Need full length mirror i. Villa…and although it was clean it was not sparkling clean, saw lot of dust on the floors and stairs. Caulking needs to be redone in the showers. Very nice place to stay, i would recommend. Thank you"
Margaritaville Resort Orlando Cottages by Rentyl
Summer Bay Orlando by Exploria Resorts
Property amenity

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5124)
"Area close to all attractions and staff was amazing "
The price is AED 446
AED 618 total
includes taxes & fees
23 Feb - 24 Feb
Summer Bay Orlando by Exploria Resorts
Vacation Village at Parkway
Outdoor pool

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1434)
"Very staff, clean room and great pool and hot tub"
The price is AED 306
AED 403 total
includes taxes & fees
19 Feb - 20 Feb
Vacation Village at Parkway
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.