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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

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, (3,278 reviews)
"Yes .. very clean rooms and hotel chef was great"
United States
Alicia
The price is €105
includes taxes & fees
8 Feb - 9 Feb
Vacation Village Orlando, Celebration
Pool

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, (91 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 €175
includes taxes & fees
8 Feb - 9 Feb
Dazzling Newly Renovated Condo 1.5 miles to Disney
Pool

Golf‑View 3BR Condo, Pet‑Friendly Near Disney

Golf‑View 3BR Condo, Pet‑Friendly Near Disney
Reunion
The price is €310
includes taxes & fees
4 Feb - 5 Feb
Golf‑View 3BR Condo, Pet‑Friendly Near Disney
TV

Upstay: Modern Condo w Outdoor Pool - Near Disney!

Upstay: Modern Condo w Outdoor Pool - Near Disney!
Winter Garden
9.4 out of 10, Exceptional, (3 reviews)
"Super location. Lovely pool, mostly quiet as most people are at Disney.Good price compared to others in the area.*had a couple of small issues and the owner dealt with them easily and quickly :)"
United States
Brian D.
The price is €237
includes taxes & fees
4 Feb - 5 Feb
Upstay: Modern Condo w Outdoor Pool - Near Disney!
WiFi, bed sheets

Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
Lake Wales
8.8 out of 10, Excellent, (6 reviews)
The price is €133
includes taxes & fees
3 Mar - 4 Mar
Lake View•Gardens•Private Balcony Suite•Legoland
Pool

Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios

Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios
Champions Gate
9.2 out of 10, Wonderful, (157 reviews)
"Absolutely wonderful stay, property was absolutely beautiful, very comfortable and inviting. Host was amazing, great communication, property maint/mngr was wonderful as well assisted immediately with any questions. Would highly recommend one of this hosts properties. They are all beautifully done, and comfortable. 10 out of 10!"
United States
Kara W.
The price is €193
includes taxes & fees
4 Feb - 5 Feb
Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios
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 €163
includes taxes & fees
4 Feb - 5 Feb
Scenic Resort Home Close to Disney and Universal
Exterior

Quiet. Roomy. Close to Disney. Fast Wifi Parking.

Quiet. Roomy. Close to Disney. Fast Wifi Parking.
Grand Palms
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 €166
includes taxes & fees
4 Feb - 5 Feb
Quiet. Roomy. Close to Disney. Fast Wifi Parking.
Outdoor pool, a heated pool

Near Disney/Resort Pool, Bar & Gym

Near Disney/Resort Pool, Bar & Gym
Champions Gate
9.4 out of 10, Exceptional, (6 reviews)
"The property was great.. very clean and relaxing"
Canada
Dawn D.
The price is €266
includes taxes & fees
3 Mar - 4 Mar
Near Disney/Resort Pool, Bar & Gym
TV, offices

Bright Ground Floor Condo Minutes to Parks

Bright Ground Floor Condo Minutes to Parks
Kissimmee
The price is €298
includes taxes & fees
5 Mar - 6 Mar
Bright Ground Floor Condo Minutes to Parks
Pool

Themed townhouse w/ resort amenities

Themed townhouse w/ resort amenities
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"Great place 20minutes to all Disney and 30 to universal! Close to grocery and pharmacy. Very secure property and staff were great. Use of the full property was ideal all benefits a vacation could ask for! Hosts were very quick to respond and handle any questions. Keeping this place and hosts in my records for future family trips! "
Canada
Sherrie B.
Themed townhouse w/ resort amenities
Exterior

Bahama Bay Resort - Platinum Deluxe Condo Great for Families or Couples

Bahama Bay Resort - Platinum Deluxe Condo Great for Families or Couples
Bahama Bay
9.6 out of 10, Exceptional, (137 reviews)
"My family loved the space and ease of this property. Lots of room and the pools were fantastic! "
United States
Michelle K.
The price is €284
includes taxes & fees
28 Feb - 1 Mar
Bahama Bay Resort - Platinum Deluxe Condo Great for Families or Couples
Pool

Peaceful Getaway / 2 Clubhouses / Waterpark Access

Peaceful Getaway / 2 Clubhouses / Waterpark Access
Four Corners
10.0 out of 10, Exceptional, (1 review)
"Our host was simply amazing from check in to check out and even during our stay our host was always available! The property was extremely clean and beautiful as the pictures did no justice. I would highly recommend this property to anyone and we will definitely stay with them again "
United States
aaron
The price is €274
includes taxes & fees
18 Feb - 19 Feb
Peaceful Getaway / 2 Clubhouses / Waterpark Access
Pool

"Ocean's Gate" - 2BD/2BA condo near Disney

"Ocean's Gate" - 2BD/2BA condo near Disney
Four Corners
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 €279
includes taxes & fees
4 Feb - 5 Feb
"Ocean's Gate" - 2BD/2BA condo near Disney
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 €289
includes taxes & fees
10 Feb - 11 Feb
Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park
Pool

Stylish 4BR Townhome | Private Pool, BBQ & Near Disney

Stylish 4BR Townhome | Private Pool, BBQ & Near Disney
Bellavida
8.8 out of 10, Excellent, (6 reviews)
"Clean home."
United States
Andres P.
The price is €399
includes taxes & fees
9 Feb - 10 Feb
Stylish 4BR Townhome | Private Pool, BBQ & Near Disney
Exterior

Spacious 3BR Family Getaway w Pool near Disney

Spacious 3BR Family Getaway w Pool near Disney
Winter Garden
8.0 out of 10, Very good, (4 reviews)
"Place was clean and location premier for all the Orlando attractions "
United States
Scott G.
The price is €230
includes taxes & fees
4 Feb - 5 Feb
Spacious 3BR Family Getaway w Pool near Disney
A heated pool

Windsor Hills Resort/2Bedrm Themed Condo

Windsor Hills Resort/2Bedrm Themed Condo
Windsor Hills
9.0 out of 10, Wonderful, (14 reviews)
"We had a great stay at Mike's place. Quiet building with a top floor unit. Great decor. Balcony was a nice place to wind down after long days. Pool/hot tub/slides were great. Would definitely stay here again."
United States
John N.
Windsor Hills Resort/2Bedrm Themed Condo
Pool

Breathtaking View 3 Bd/2 bath Resort Condo 191

Breathtaking View 3 Bd/2 bath Resort Condo 191
Kissimmee
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 €430
includes taxes & fees
16 Feb - 17 Feb
Breathtaking View 3 Bd/2 bath Resort Condo 191
Outdoor pool

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

Newly Remodeled 3BR Condo 5m to Disney – Steps from Pool
Windsor Hills
10.0 out of 10, Exceptional, (6 reviews)
The price is €295
includes taxes & fees
4 Feb - 5 Feb
Newly Remodeled 3BR Condo 5m to Disney – Steps from Pool
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
"Clean, beautiful and staff was great. "
Ann 1-night trip
Posted 1 day ago
Hilton Vacation Club Mystic Dunes Orlando

Find out more about Winter Haven

Winter Haven Condo Rentals information

Number of reviews
3,257
Accommodation
3445 Condo Rentals
Lowest Price
€105
Highest Price
€451

Frequently asked questions

How much do condos in Winter Haven cost?
Condos in Winter Haven range from €105 to €451 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.
Are there any family-friendly condos in Winter Haven?
You bet! Look up Vsm4 Sd1947 4 Bedroom Home By Redawning — a great 3.5-star option located a quick drive from downtown Winter Haven. This family-friendly condo comes with conveniences such as a swimming pool and WiFi. Winter Haven has no shortage of family-friendly attractions to discover that'll keep the kids entertained. LEGOLAND® Florida and Theatre Winter Haven deliver fun for travellers young and old.
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.