Holiday Homes in Winter Haven

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Featured Holiday Homes in Winter Haven

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1885)
"Very nice property for family vacation)"
The price is AU$188
includes taxes & fees
26 Aug - 27 Aug
The Berkley, Orlando

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (167)
"My children and I enjoyed our stay. This place is close to everything. The property managers responds within minutes for any inquires. You can also reach someone by phone at any hour. The home was very clean with everything you need! I would definitely recommend!"
Formosa Valley Resort by UNE Homes

Amazing, Brand New 10BD/8BR for Up to 28 Guests

3.0 star property
10.0 out of 10, Exceptional, (5)
"Loved every moment of it"
Amazing, Brand New 10BD/8BR for Up to 28 Guests

Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5

10.0 out of 10, Exceptional, (68)
"Very happy with our stay here and hope to return."
Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5

Uncover One-of-a-Kind Wonderland! Themed Rooms + Free Pool Heat & Magical Perks!

10.0 out of 10, Exceptional, (108)
"We had such a wonderful stay and can’t wait to come back next year! This house was a dream for all 4 families!"
Uncover One-of-a-Kind Wonderland! Themed Rooms + Free Pool Heat & Magical Perks!

The Grand Village 4BR Pool Home near Disney Parks

The Grand Village 4BR Pool Home near Disney Parks

6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ

9.4 out of 10, Exceptional, (237)
"We were there for my brother's surprise 60th birthday "
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ

Luxury 6BR near Disney, Pool, Jacuzzi, Game & Theme Room

9.8 out of 10, Exceptional, (22)
"This place is everything you want. Easy to find and got everything you need to make your vacation a dream. Close to the parks, places to eat and shop. Uber-eats is also an option. I had a great time! "
Luxury 6BR near Disney, Pool, Jacuzzi, Game & Theme Room

Spectacular 5⭐Villa -⛳Golf Course View, Salt💧Pool/Spa, Game Room, BBQ & Theater

10.0 out of 10, Exceptional, (47)
"We really enjoyed this home! Plenty of space for us to work and play while here for a convention!!! "
Spectacular 5⭐Villa -⛳Golf Course View, Salt💧Pool/Spa, Game Room, BBQ & Theater

20 Bedroom Hollywood Themed Mansion Private Pool+Lazy River

20 Bedroom Hollywood Themed Mansion Private Pool+Lazy River

Every Amenity! 2 Theaters, Private Gym, Pool, Baby Equip FREE, Outdoor Grill

9.4 out of 10, Exceptional, (50)
"We had a great stay, the host was responsive and everything was as expected."
Every Amenity! 2 Theaters, Private Gym, Pool, Baby Equip FREE, Outdoor Grill

Newly Renovated 8BR Villa equipped with a heated pool / Spa Located near Disney

9.6 out of 10, Exceptional, (107)
"Everything was as pictured! The host was helpful and quick to answer any questions! We loved this house and everything about it. It was beautiful and perfect for our family. "
Newly Renovated 8BR Villa equipped with a heated pool / Spa Located near Disney

Exquisite Destination. Disney Vacation Homes. Central to All Major Attraction

9.8 out of 10, Exceptional, (253)
"The house was very beautiful enjoyed are stay very much was very easy checking in and out we will b renting again can’t wait to come back "
Exquisite Destination. Disney Vacation Homes. Central to All Major Attraction

Disney Area – Heated Pool/Spa, Outdoor TV, Walk to Resort Amenities

10.0 out of 10, Exceptional, (65)
"We had a wonderful vacation staying at this beautiful home! Everything was exactly as pictured and described. Susan was a wonderful host and was an amazing communicator! "
Disney Area – Heated Pool/Spa, Outdoor TV, Walk to Resort Amenities

Extended Stay Retreat – Private Pool, Spa & Space for Everyone

9.8 out of 10, Exceptional, (60)
"The property was clean, and the host was always accessible and friendly. Quiet neighborhood with easy access to everything "
Extended Stay Retreat – Private Pool, Spa & Space for Everyone

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

8.8 out of 10, Excellent, (82)
"Great home for a large family. Has everything that a family needs."
MO800 Champions Gate 5 Bedroom bathroom 5 Private Pool & Jaccuzi, Free Waterpark

Tropical villa overlooking the lake with a private pool, spa, grill, & AC

8.4 out of 10, Very good, (42)
"Is too good . The house is very comfortable . "
Tropical villa overlooking the lake with a private pool, spa, grill, & AC

Gorgeous Home w/Game Room, Heated Pool & Spa

10.0 out of 10, Exceptional, (8)
"This was a great property. With or without Disney a family could have a great vacation here."
Gorgeous Home w/Game Room, Heated Pool & Spa

Your dream holiday home in Champions Gate

8.4 out of 10, Very good, (9)
"Everything was great!!!!!! I will love to stay here again!!!!! The house was everything and more way more than enough room!!!!!!!"
Your dream holiday home in Champions Gate

3 Miles to Disney! Themed Home FREE Heated Pool & Spa Theater Grill & 7 Bedrooms

10.0 out of 10, Exceptional, (183)
"Loved staying at this home again!"
3 Miles to Disney! Themed Home FREE Heated Pool & Spa Theater Grill & 7 Bedrooms
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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Top Winter Haven Hotel Reviews