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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Winter Haven condo rentals

Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,228 reviews)
"Great place, great price. Would definitely stay again."
United States
Ebony
The price is £73
includes taxes & fees
31 May - 1 Jun
Vacation Village Orlando, Celebration
Beach

Bahama Bay 515 Rum run unit 515

Bahama Bay 515 Rum run unit 515
2.0 star property
Bahama Bay
10.0 out of 10, Exceptional, (2 reviews)
"The apartment is very nice, closed to Disney World resort, while in a quiet community."
United States
Joyce
The price is £198
includes taxes & fees
9 Jun - 10 Jun
Bahama Bay 515 Rum run unit 515
Exterior

Family Fun Condo Pool and Sauna near Disney

Family Fun Condo Pool and Sauna near Disney
Winter Garden
10.0 out of 10, Exceptional, (2 reviews)
"Clean, nicely appointed apartment close to Disney. Great pet friendly location. Will stay again. Highly recommend! "
United States
John and Dawn R.
The price is £180
includes taxes & fees
1 Jun - 2 Jun
Family Fun Condo Pool and Sauna near Disney
TV, offices

Bright Ground Floor Condo Minutes to Parks

Bright Ground Floor Condo Minutes to Parks
Kissimmee
The price is £268
includes taxes & fees
23 Jun - 24 Jun
Bright Ground Floor Condo Minutes to Parks
2 outdoor pools

Bella Piazza

Bella Piazza
2.0 star property
Davenport
Bella Piazza
Exterior

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Kissimmee
9.2 out of 10, Wonderful, (166 reviews)
"Not far from Disney properties. Great amenities!"
United States
DELMA T.
The price is £157
includes taxes & fees
1 Jun - 2 Jun
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
1 bedroom, WiFi, bed sheets

Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
Lake Wales
9.2 out of 10, Wonderful, (11 reviews)
"Great view, comfortable room for our one night stay."
United States
Vern H.
The price is £102
includes taxes & fees
3 Jun - 4 Jun
Lake View•Gardens•Private Balcony Suite•Legoland
Children’s area

Jurassic Park & Mermaid Home with Private Pool

Jurassic Park & Mermaid Home with Private Pool
Festival
The price is £320
includes taxes & fees
16 Jun - 17 Jun
Jurassic Park & Mermaid Home with Private Pool
Outdoor pool, a heated pool

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

Lake View, Heated Pool, King Bed, Free Parking, Resort Condo.
Kissimmee
8.4 out of 10, Very good, (5 reviews)
"Location, privacy, security all as desired."
United States
Thomas S.
The price is £162
includes taxes & fees
14 Jun - 15 Jun
Lake View, Heated Pool, King Bed, Free Parking, Resort Condo.
Outdoor pool, a heated pool

Scenic Resort Home Close to Disney and Universal

Scenic Resort Home Close to Disney and Universal
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Would 1000 times over stay here than in a hotel!! The location to everything is ideal. You are not in the middle of all the traffic and lime light of tourism but still close enough of a short drive. You have all the convenience unlike a cramped hotel room. The property felt safe. Would absolutely stay here again. "
United States
Lisa S.
The price is £156
includes taxes & fees
31 May - 1 Jun
Scenic Resort Home Close to Disney and Universal
Pool

Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2

Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
Kissimmee
9.6 out of 10, Exceptional, (205 reviews)
"Very relaxing experience with great Feb weather. Loved the porch that looked out on a fountain and the resort pool facilities. Used the golf m"
United States
Charles S.
The price is £154
includes taxes & fees
1 Jun - 2 Jun
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
Pool

Family Friendly Resort Style Condo

Family Friendly Resort Style Condo
Poinciana
The price is £200
includes taxes & fees
10 Jun - 11 Jun
Family Friendly Resort Style Condo
Condo, 2 Bedrooms | Pool

Fore! Play @ Champions Gate By Shine Villas #419 2 Bedroom Condo

Fore! Play @ Champions Gate By Shine Villas #419 2 Bedroom Condo
3.0 star property
Davenport
Fore! Play @ Champions Gate By Shine Villas #419 2 Bedroom Condo
A heated pool

Sweet Rental Deal !!! Just Few Minutes Away from Disney

Sweet Rental Deal !!! Just Few Minutes Away from Disney
Grand Palms
9.4 out of 10, Exceptional, (139 reviews)
"Great value for the location. Easy access to Sunset Walk, Disney Parks, Target, etc. Easy for Ubering as well. Excellent host, highly recommend. "
United States
Kellie G.
The price is £182
includes taxes & fees
29 May - 30 May
Sweet Rental Deal !!! Just Few Minutes Away from Disney
Pool

Kissimmee Memory Lane—3 bedroom, 2 bath fully furnished condo

Kissimmee Memory Lane—3 bedroom, 2 bath fully furnished condo
Poinciana
The price is £275
includes taxes & fees
10 Jun - 11 Jun
Kissimmee Memory Lane—3 bedroom, 2 bath fully furnished condo
Terrace/patio

New! Seven Eagles Hideaway at Reunion Resort

New! Seven Eagles Hideaway at Reunion Resort
Reunion
The price is £293
includes taxes & fees
30 May - 31 May
New! Seven Eagles Hideaway at Reunion Resort
Pool

Luxurious Living at Your Fingertips with King bed

Luxurious Living at Your Fingertips with King bed
Champions Gate
10.0 out of 10, Exceptional, (1 review)
"This was a last minute booking but it turned out great. We were in town for a trade show and this fit me and my colleague perfectly. "
United States
Theresa M.
The price is £277
includes taxes & fees
22 Jun - 23 Jun
Luxurious Living at Your Fingertips with King bed
Pool

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
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.
The price is £252
includes taxes & fees
29 May - 30 May
Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park
Smart TV, Netflix, DVD player, books

Remodeled 3/2 condo minutes to Parks, shopping and entertainment

Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Royal Palm Bay
9.4 out of 10, Exceptional, (44 reviews)
"The location was perfect for our needs and true to it's online description."
United States
Angie S.
The price is £191
includes taxes & fees
31 May - 1 Jun
Remodeled 3/2 condo minutes to Parks, shopping and entertainment
A heated pool

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, (165 reviews)
"We had a great stay. Good location. The accommodations were clean and welcoming."
United States
Nathan L.
The price is £170
includes taxes & fees
29 May - 30 May
Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities
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

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

6/10 Okay
"Overall, our stay was good. Hotel looks older on the outside and in the stairwell/hallways. We stayed in one of the renovated rooms so the entire room was brand new, from carpet to bathroom, which was really nice! Beds were comfortable, but the pillows were smaller than we are used to. Not saying that would deter me from staying there again - simply mentioning. Breakfast was good, but the breakfast area lacked seating so we had to eat in our car. The general location of the hotel was surrounded by high end apartments, commercial industries and lower income housing."
TIMOTHY 1-night trip
Posted less than an hour ago
Howard Johnson by Wyndham Winter Haven FL

Find out more about Winter Haven

Winter Haven Condo Rentals information

Number of reviews
4,970
Accommodation
3667 Condo Rentals
Lowest Price
£73
Highest Price
£320

Frequently asked questions

How much do condos in Winter Haven cost?
Condos in Winter Haven range from £73 to £320 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 3667 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.
Are there any family-friendly condos in Winter Haven?
Yes, there sure are! Lock in Vsm4 Sd1947 4 Bedroom Home By Redawning — a 3.5-star option located a quick drive from downtown Winter Haven. This family-friendly condo offers convenient features like a swimming pool and WiFi. Once you've checked in and unpacked, there are plenty of family-friendly attractions to explore around Winter Haven. Eagle Ridge Mall and Cypresswood Golf and Country Club are two popular options.
Why book your condo in Winter Haven with Expedia?
Reserving a condo in Winter Haven is as easy as clicking on your travel dates and picking an option that suits your style. After something inexpensive or upscale, or a stay that also comes with a kitchen and laundry? Use Expedia's search filters to narrow your results even further and find your ideal match.
How can I find cheap condos in Winter Haven?
The simplest way to track down cheap condos in Winter Haven is with Expedia's convenient filter tool. Refine your search results by budget, amenities and star rating to discover unbeatable deals 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.