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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Winter Haven condo rentals

Exterior

Condo in Kissimmee

Vacation Village Orlando, Celebration
3.0 star property
8.6 out of 10, Excellent, (3,215 reviews)
"Nice place to stay"
Canada
dianne
The price is AU$173
includes taxes & fees
25 Jan - 26 Jan
Vacation Village Orlando, Celebration
WiFi, bed sheets

Condo in Lake Wales

Lake View•Gardens•Private Balcony Suite•Legoland
2.0 star property
8.4 out of 10, Very good, (5 reviews)
The price is AU$189
includes taxes & fees
23 Jan - 24 Jan
Lake View•Gardens•Private Balcony Suite•Legoland
Pool

Condo in Kissimmee

Dazzling Newly Renovated Condo 1.5 miles to Disney
9.4 out of 10, Exceptional, (89 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 AU$264
includes taxes & fees
26 Jan - 27 Jan
Dazzling Newly Renovated Condo 1.5 miles to Disney
Room

Condo in Lake Wales

Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake
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 AU$221
includes taxes & fees
27 Jan - 28 Jan
Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake
Exterior

Condo in Kissimmee

Resort stay~Pool Access~Peaceful Retreat~Balcony
2.0 star property
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
Pool

Condo in Regal Palms

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

Condo in Winter Garden

Upstay - Condo w Pool and More - Near Disney
9.0 out of 10, Wonderful, (22 reviews)
"Great place! Convenient, cozy and clean!"
United States
SHARLA B.
Upstay - Condo w Pool and More - Near Disney
Golf

Condo in Haines City

LUXURY 2 BEDROOM SECOND FLOOR (CORNER) CONDO IN SOUTHERN DUNES
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 AU$690
includes taxes & fees
22 Jan - 23 Jan
LUXURY 2 BEDROOM SECOND FLOOR (CORNER) CONDO IN SOUTHERN DUNES
Pool

Condo in Bellavida

Stylish 4BR Townhome | Private Pool, BBQ & Near Disney
8.8 out of 10, Excellent, (6 reviews)
"Clean home."
United States
Andres P.
The price is AU$686
includes taxes & fees
3 Feb - 4 Feb
Stylish 4BR Townhome | Private Pool, BBQ & Near Disney
Condo, 4 Bedrooms | Lobby

Condo in Kissimmee

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
3.0 star property
The price is AU$849
includes taxes & fees
25 Jan - 26 Jan
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
Terrace/patio

Condo in Kissimmee

Parkway Palms Resort 1 bedroom condo mins to Disney World.
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.
The price is AU$540
includes taxes & fees
3 Feb - 4 Feb
Parkway Palms Resort 1 bedroom condo mins to Disney World.
Pool

Condo in Kissimmee

Breathtaking View 3 Bd/2 bath Resort Condo 191
9.0 out of 10, Wonderful, (21 reviews)
"So cozy and clean and the view was beautiful! Will definitely stay here again!"
United States
Karina R.
The price is AU$615
includes taxes & fees
3 Feb - 4 Feb
Breathtaking View 3 Bd/2 bath Resort Condo 191
A heated pool

Condo in Windsor Hills

Updated 3BR Monsters Inc themed condo with Water Park near Disney
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"The pool was clean and set at a wonderful temperature. The kids loved the waterslides and kiddie area."
United States
cassandra p.
The price is AU$542
includes taxes & fees
22 Jan - 23 Jan
Updated 3BR Monsters Inc themed condo with Water Park near Disney
Pool

Condo in Champions Gate

Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park
2.0 star property
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.
The price is AU$501
includes taxes & fees
10 Feb - 11 Feb
Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park
Pool

Condo in Four Corners

"Ocean's Gate" - 2BD/2BA condo near Disney
9.0 out of 10, Wonderful, (2 reviews)
"We absolutely loved this property! It was beautiful just like the pictures and to be honest better! Extremely clean! We took our 2 year old and she was loving bath time because the bathtub was basically like a pool for her. Close to restaurants and relatively close to the parks. We did travel during Easter weekend so it took us about 35 minutes to get back but I-4 is always so busy around this time. Well stocked and our beautiful views of the golf course were the best to watch the sunrise! We...
United States
Esthefany S.
The price is AU$478
includes taxes & fees
3 Feb - 4 Feb
"Ocean's Gate" - 2BD/2BA condo near Disney
Interior

Condo in Kissimmee

Bright Ground Floor Condo Minutes to Parks
The price is AU$471
includes taxes & fees
30 Jan - 31 Jan
Bright Ground Floor Condo Minutes to Parks
A heated pool

Condo in Champions Gate

Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities
9.4 out of 10, Exceptional, (156 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.
The price is AU$286
includes taxes & fees
25 Jan - 26 Jan
Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities
Exterior

Condo in Grand Palms

Quiet. Roomy. Close to Disney. Fast Wifi Parking.
9.0 out of 10, Wonderful, (6 reviews)
"Great stay! Very quiet and bigger than I expected... rooms where on the opposite side of the house, so that was super nice! It's super close to everything!! I will definitely stay again!"
United States
Sheri J.
The price is AU$288
includes taxes & fees
25 Jan - 26 Jan
Quiet. Roomy. Close to Disney. Fast Wifi Parking.
Property grounds

Condo in Bahama Bay

Toy Story Room at Bahama Bay Resort | Sage Vacations
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 AU$522
includes taxes & fees
26 Jan - 27 Jan
Toy Story Room at Bahama Bay Resort | Sage Vacations
Condo, 2 Bedrooms | Pool

Condo in Davenport

Fore! Play @ Champions Gate By Shine Villas #419 2 Bedroom Condo
3.0 star property
The price is AU$749
includes taxes & fees
28 Jan - 29 Jan
Fore! Play @ Champions Gate By Shine Villas #419 2 Bedroom Condo
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

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Room size"
Diana 4-night trip
Posted 19 hours ago
Hilton Vacation Club Mystic Dunes Orlando

Find out more about Winter Haven

Winter Haven Condo Rentals information

Number of reviews
3,484
Accommodation
3445 Condo Rentals
Lowest Price
AU$173
Highest Price
AU$849

Frequently asked questions

How much do condos in Winter Haven cost?
The price range for condos in Winter Haven is AU$173 to AU$849 per night. Whatever your budget, you'll find something that suits your wallet — as well as your entire family! This price was 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?
Use up your holiday days and choose from 3445 condos in Winter Haven. For a work-related trip, a family getaway or anything in between, Expedia can help you find the perfect space in a few simple clicks.
What is there to do in Winter Haven near my condo?
You'll find loads of fabulous things that'll fill up your itinerary in Winter Haven. Drop by top attractions like LEGOLAND® Florida, Theatre Winter Haven and Indigos Billiards, Bowling & Games. Chain of Lakes Park, The Circle B Bar Reserve and Auburndale City Park also lure many visitors.