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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

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, (4,422 reviews)
"Great stay"
United States
Martena
The price is €99
includes taxes & fees
19 Jul - 20 Jul
Vacation Village Orlando, Celebration
TV, offices

Family condo w/ pool near Florida parks

Family condo w/ pool near Florida parks
Kissimmee
The price is €302
includes taxes & fees
7 Jul - 8 Jul
Family condo w/ pool near Florida parks
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 €184
includes taxes & fees
8 Jul - 9 Jul
Scenic Resort Home Close to Disney and Universal
Terrace/patio

New! Seven Eagles Hideaway at Reunion Resort

New! Seven Eagles Hideaway at Reunion Resort
Reunion
The price is €329
includes taxes & fees
12 Jul - 13 Jul
New! Seven Eagles Hideaway at Reunion Resort
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, (168 reviews)
"Not far from Disney properties. Great amenities!"
United States
DELMA T.
The price is €213
includes taxes & fees
28 Jul - 29 Jul
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Lobby

Upstay Modern 2BR Condo Near Disney

Upstay Modern 2BR Condo Near Disney
Winter Garden
The price is €271
includes taxes & fees
7 Jul - 8 Jul
Upstay Modern 2BR Condo Near Disney
Fridge, microwave, oven, stovetop

Fully Remodeled stylish 3/2 condo, close to the parks

Fully Remodeled stylish 3/2 condo, close to the parks
kissimmee
9.6 out of 10, Exceptional, (17 reviews)
"This place was clean and comfortable. The beds were very cozy, and the location was perfect for easily strolling to the places we needed to go. However, the kitchen items were minimal."
United States
Sun-young S.
The price is €236
includes taxes & fees
12 Jul - 13 Jul
Fully Remodeled stylish 3/2 condo, close to the parks
Exterior

Tropical Resort Condo Near Disney: Pools, Spa & Family Fun

Tropical Resort Condo Near Disney: Pools, Spa & Family Fun
Bahama Bay
9.6 out of 10, Exceptional, (139 reviews)
"Nice condo. Very large kitchen. Located in a resort community with lots of activities."
United States
Barb K.
The price is €285
includes taxes & fees
15 Jul - 16 Jul
Tropical Resort Condo Near Disney: Pools, Spa & Family Fun
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 €139
includes taxes & fees
10 Jul - 11 Jul
Lake View•Gardens•Private Balcony Suite•Legoland
Fridge, microwave, oven, stovetop

Bahama Bay, Davenport, Florida Oversize 2 Br condo

Bahama Bay, Davenport, Florida Oversize 2 Br condo
Bahama Bay
9.4 out of 10, Exceptional, (10 reviews)
"Spacious and clean unit. Quiet, clean and nice property overall (nice pool options and walking paths). Short drive to amenities and activities. Host was responsive."
United States
Holly
The price is €241
includes taxes & fees
6 Jul - 7 Jul
Bahama Bay, Davenport, Florida Oversize 2 Br condo
Outdoor pool, a heated pool

Near Disney/Resort Pool, Bar & Gym

Near Disney/Resort Pool, Bar & Gym
Champions Gate
8.6 out of 10, Excellent, (9 reviews)
"The place was very nice. The hostess was very attentive and quick to respond. It is close to restaurants and everything you need. We would definitely stay here again. "
United States
Saul T.
Near Disney/Resort Pool, Bar & Gym
Outdoor pool, a heated pool

Cute & Compact 2bd/1ba condo near Disney

Cute & Compact 2bd/1ba condo near Disney
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"We decided to take a trip to Florida to go to Disney World and this was an excellent place located close to the parks within about 20 minutes driving distance. The place was very clean the beds were comfortable and it was just perfect for what we needed!"
United States
Allison B.
The price is €183
includes taxes & fees
5 Jul - 6 Jul
Cute & Compact 2bd/1ba condo near Disney
Terrace/patio

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.
The price is €330
includes taxes & fees
6 Jul - 7 Jul
Parkway Palms Resort 1 bedroom condo mins to Disney World.
Condo, 4 Bedrooms | Lobby

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
10.0 out of 10, Exceptional, (1 review)
The price is €533
includes taxes & fees
7 Jul - 8 Jul
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
TV

Direct resort access~Balcony~Pool~Upgraded Inside

Direct resort access~Balcony~Pool~Upgraded Inside
Kissimmee
The price is €332
includes taxes & fees
9 Jul - 10 Jul
Direct resort access~Balcony~Pool~Upgraded Inside
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, (140 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 €217
includes taxes & fees
3 Jul - 4 Jul
Sweet Rental Deal !!! Just Few Minutes Away from Disney
Outdoor pool, a heated pool

King Bed. Heated Pool. Fast Wi-Fi. Free Parking. Near Disney/Universal.

King Bed. Heated Pool. Fast Wi-Fi. Free Parking. Near Disney/Universal.
Kissimmee
The price is €193
includes taxes & fees
7 Jul - 8 Jul
King Bed. Heated Pool. Fast Wi-Fi. Free Parking. Near Disney/Universal.
Fridge, microwave, oven, stovetop

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, (13 reviews)
The price is €294
includes taxes & fees
5 Jul - 6 Jul
BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️
Fridge, microwave, oven, stovetop

Stunning Townhome with Private Pool & Games Room

Stunning Townhome with Private Pool & Games Room
Clermont
The price is €309
includes taxes & fees
28 Jul - 29 Jul
Stunning Townhome with Private Pool & Games Room
Exterior

Reunion Resort - Near Theme Parks & Airport

Reunion Resort - Near Theme Parks & Airport
Reunion
9.6 out of 10, Exceptional, (59 reviews)
"We enjoyed our stay at the condo! Reunion is a wonderful place for familes of all ages! We appreciated the easy checkin and good amenities in the condo and resort. Safe, quiet, wonderful stay! This was our second stay, and we hope to be back in the future. "
United States
Stacy S.
The price is €297
includes taxes & fees
2 Aug - 3 Aug
Reunion Resort - Near Theme Parks & Airport
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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"⭐⭐⭐⭐⭐ Our stay at Kompose Boutique Resort exceeded all of our expectations! From the moment we arrived, the front desk staff made us feel welcome with their friendly and professional service. The breakfast was outstanding, with fresh, delicious food and a great variety of options every morning. The pool was absolutely amazing—we spent a lot of time there and truly loved it. It was clean, relaxing, and one of the highlights of our stay. The rooms were modern, spotless, and very comfortable. Everything felt brand new, and the attention to cleanliness was excellent. If you’re looking for a beautiful, clean, and relaxing place to stay with exceptional customer service, Kompose Boutique Resort is the perfect choice. We highly recommend it and will definitely be coming back on our next visit!"
Karelyn 3-night trip
Posted 4 hours ago
Kompose Boutique Resort at Theme Parks

Find out more about Winter Haven

Winter Haven Condo Rentals information

Number of reviews
172
Accommodation
3413 Condo Rentals
Lowest Price
€99
Highest Price
€533

Frequently asked questions

How much do condos in Winter Haven cost?
Condos in Winter Haven range from €99 to €533 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 3413 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.