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Our top choices for Winter Haven condo rentals

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,201 reviews)
"Nice place to stay"
Canada
dianne
Vacation Village Orlando, Celebration

Dazzling Newly Renovated Condo 1.5 miles to Disney

Dazzling Newly Renovated Condo 1.5 miles to Disney
Kissimmee
9.4 out of 10, Exceptional, (88 reviews)
"This place was awesome! Incredibly clean floors. I even called my sister just to show her how clean the floors were. "
United States
Elizabeth P L.
The price is NZ$305
includes taxes & fees
26 Jan - 27 Jan
Dazzling Newly Renovated Condo 1.5 miles to Disney

Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake

Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake
Lake Wales
10.0 out of 10, Exceptional, (1 review)
"Had an amazing stay! Property was exactly how it was described- clean, comfortable, very safe. (As a solo woman traveling alone feeling safe always makes a trip easier) The bed and sheets were sooo comfortable! Micki was kind, attentive, incredibly responsive and happily accommodated me, making my entire experience was seamless. I felt right at home, would happily return. 5 Stars is not enough to describe how wonderful Micki is as host!"
United States
Anonymous traveller
The price is NZ$268
includes taxes & fees
27 Jan - 28 Jan
Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake

Resort stay~Pool Access~Peaceful Retreat~Balcony

Resort stay~Pool Access~Peaceful Retreat~Balcony
2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"The host was very nice and helpful The rooms were very clean Enjoyed our stay Would stay again"
United States
Anonymous traveller
Resort stay~Pool Access~Peaceful Retreat~Balcony

Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
2.0 star property
Lake Wales
8.4 out of 10, Very good, (5 reviews)
The price is NZ$230
includes taxes & fees
27 Jan - 28 Jan
Lake View•Gardens•Private Balcony Suite•Legoland

BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️

BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️
Kissimmee
10.0 out of 10, Exceptional, (12 reviews)
"Enjoyed everything!"
United States
Caroline W.
BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️

Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities

Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities
Champions Gate
9.4 out of 10, Exceptional, (155 reviews)
"Amazing location and host and property manager were very attentive before and during the stay. Only recommendation is to have the cleaning company do a more detailed job and to have more supplies even if trial size for dish soap and trash bags and salt and pepper, etc. Would definitely stay again "
United States
Teresaa B.
Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities

Newly Remodeled 3BR Condo 5m to Disney – Steps from Pool

Newly Remodeled 3BR Condo 5m to Disney – Steps from Pool
2.0 star property
Windsor Hills
10.0 out of 10, Exceptional, (5 reviews)
Newly Remodeled 3BR Condo 5m to Disney – Steps from Pool

Family-Friendly Condo with Pool & Sauna

Family-Friendly Condo with Pool & Sauna
Winter Garden
10.0 out of 10, Exceptional, (1 review)
"This 2 bedroom apartment was perfect for us. Clean and well kept. Very spacious rooms with comfortable beds. I would recommend this place. "
United States
Samuel L.
Family-Friendly Condo with Pool & Sauna

Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park

Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park
2.0 star property
Champions Gate
10.0 out of 10, Exceptional, (1 review)
"Nice place in a great area. Plenty of restaurants nearby. We were evacuating from St Pete ahead of Milton with my wife, MIL and cat. Both bedrooms were nice and MIL and kitty really enjoyed the large couch in the living room. "
United States
David K.
Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park

Toy Story Room at Bahama Bay Resort | Sage Vacations

Toy Story Room at Bahama Bay Resort | Sage Vacations
Bahama Bay
9.4 out of 10, Exceptional, (13 reviews)
"Updated condo with modern kitchen. Great for families. The Toy Story room was cute and the bedding could be freshened up."
Canada
Shonna M.
The price is NZ$619
includes taxes & fees
26 Jan - 27 Jan
Toy Story Room at Bahama Bay Resort | Sage Vacations

Valentina’s Condo-Resort Style!

Valentina’s Condo-Resort Style!
Kissimmee
10.0 out of 10, Exceptional, (6 reviews)
"Nice neighborhood, local pool and condo. Would stay again."
United States
Jason M.
The price is NZ$382
includes taxes & fees
19 Jan - 20 Jan
Valentina’s Condo-Resort Style!

Lake View, Heated Pool, King Bed, Free Parking, Resort Condo.

Lake View, Heated Pool, King Bed, Free Parking, Resort Condo.
Kissimmee
8.0 out of 10, Very good, (4 reviews)
"Location, privacy, security all as desired."
United States
Thomas S.
The price is NZ$337
includes taxes & fees
19 Jan - 20 Jan
Lake View, Heated Pool, King Bed, Free Parking, Resort Condo.

Family townhome w/Regal Palm pool & lazy river

Family townhome w/Regal Palm pool & lazy river
2.0 star property
Regal Palms
10.0 out of 10, Exceptional, (2 reviews)
"Good place, clean and family friendly."
United States
Shawndra H.
Family townhome w/Regal Palm pool & lazy river

Homely spacious 2BD Close to Disney

Homely spacious 2BD Close to Disney
Kissimmee
9.2 out of 10, Wonderful, (13 reviews)
"We chose this place because of its proximity to Disney and we loved it because we were able to use ride share to get to the parks. It was super clean, adequately furnished, and beds were very comfortable. Very fair price"
United States
Linda S.
Homely spacious 2BD Close to Disney

LUXURY 2 BEDROOM SECOND FLOOR (CORNER) CONDO IN SOUTHERN DUNES

LUXURY 2 BEDROOM SECOND FLOOR (CORNER) CONDO IN SOUTHERN DUNES
Haines City
9.2 out of 10, Wonderful, (63 reviews)
"We extended our stay by two weeks, please read my previous review. Can not complain about anything apart from location from theme parks, at least a 45 minute drive from attractions."
United Kingdom
Anthony M.
The price is NZ$791
includes taxes & fees
19 Jan - 20 Jan
LUXURY 2 BEDROOM SECOND FLOOR (CORNER) CONDO IN SOUTHERN DUNES

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
3.0 star property
Kissimmee
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

Parkway Palms Resort 1 bedroom condo mins to Disney World.

Parkway Palms Resort 1 bedroom condo mins to Disney World.
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"The condo is ideally located for Disney World with many restaurants close by. The property manager was quick to respond to any questions and we would definitely stay there again."
United States
Michael G.
Parkway Palms Resort 1 bedroom condo mins to Disney World.

Charming 3-bedroom condo with WiFi, fitness room in Tremendous Davenport

Charming 3-bedroom condo with WiFi, fitness room in Tremendous Davenport
Champions Gate
10.0 out of 10, Exceptional, (1 review)
"Nice clean place to stay!"
United States
Greg V.
Charming 3-bedroom condo with WiFi, fitness room in Tremendous Davenport
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

Find out more about Winter Haven

Winter Haven Condo Rentals information

Number of reviews
3,464
Accommodation
3445 Condo Rentals
Lowest Price
NZ$230
Highest Price
NZ$791

Frequently asked questions

How much do condos in Winter Haven cost?
Condos in Winter Haven range from NZ$230 to NZ$791 per night. These stays offer loads of space for the entire family at a price that's easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Winter Haven?
Work out your holiday dates and then pick from 3445 condos in Winter Haven. For official business travel, a weekend escape or anything in between, Expedia can help you find the right place in just a few clicks.
What is there to do in Winter Haven near my condo?
Winter Haven has enough sights and activities to keep you on the hop for weeks, beginning with Indigo's Family Fun Centre. Lake Henry Golf Club, Cypresswood Golf and Country Club and LEGOLAND® Florida are other renowned attractions. If you're in town for longer, Chain of Lakes Park and Theatre Winter Haven are worthwhile additions to your itinerary.