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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Winter Haven condo rentals

7 outdoor pools, pool umbrellas, pool loungers

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,129 reviews)
"Fanily friendly, great value, great location!"
United States
Marivette
The price is €92
includes taxes & fees
29 May - 30 May
Vacation Village Orlando, Celebration
Room

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
7.4 out of 10, Good, (3 reviews)
"Room was spotless. Private entrance, the shuffleboard table game was fun, coffee and creamer was awesome. Bedding was so soft. You could tell there was construction going on with in the property however there wasn’t any noice and the room was clean clean clean!!! "
United States
Barbara
The price is €120
includes taxes & fees
3 Jun - 4 Jun
Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake
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.
Scenic Resort Home Close to Disney and Universal
2 outdoor pools

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, (1 review)
"Place was exactly as described. The pool, amenities and restaurant are all top notch. It was a blessing and a privilege."
United States
wayne
The price is €228
includes taxes & fees
18 May - 19 May
Bahama Bay 515 Rum run unit 515
WiFi, bed sheets

Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
Lake Wales
9.0 out of 10, Wonderful, (10 reviews)
"Great view, comfortable room for our one night stay."
United States
Vern H.
The price is €118
includes taxes & fees
31 May - 1 Jun
Lake View•Gardens•Private Balcony Suite•Legoland
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 €488
includes taxes & fees
19 May - 20 May
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
TV, offices

Bright Ground Floor Condo Minutes to Parks

Bright Ground Floor Condo Minutes to Parks
Kissimmee
The price is €250
includes taxes & fees
21 May - 22 May
Bright Ground Floor Condo Minutes to Parks
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, (164 reviews)
"Excellent accommodations."
United States
Raychelle
The price is €182
includes taxes & fees
20 May - 21 May
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
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)
"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 €251
includes taxes & fees
17 May - 18 May
Tropical Resort Condo Near Disney: Pools, Spa & Family Fun
1 bedroom, in-room safe, desk, iron/ironing board

Sophisticated Retreat

Sophisticated Retreat
Kissimmee
9.4 out of 10, Exceptional, (10 reviews)
"Perfect for my wife and me. We were there for UDA College Dance championships. Super close and convenient to ESPN. Plenty of food options nearby. Facilities are good for the price point. Only issue is a heard of elephants lives above the unit. "
United States
Rocky C.
Sophisticated Retreat
Exterior

Reunion Resort - Near Theme Parks & Airport

Reunion Resort - Near Theme Parks & Airport
Reunion
9.6 out of 10, Exceptional, (57 reviews)
"Had a as great stay at Reunion, fabulous facilities. "
United States
Helen H.
The price is €292
includes taxes & fees
15 Jun - 16 Jun
Reunion Resort - Near Theme Parks & Airport
TV, ping pong

Upstay 3BR Suite w Pool, Sauna & Games—Near Disney

Upstay 3BR Suite w Pool, Sauna & Games—Near Disney
Winter Garden
The price is €228
includes taxes & fees
17 May - 18 May
Upstay 3BR Suite w Pool, Sauna & Games—Near Disney
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)
"Home was clean, loved the wine when we arrived late and easy access"
United States
Denis B.
The price is €284
includes taxes & fees
17 May - 18 May
BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️
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.
Parkway Palms Resort 1 bedroom condo mins to Disney World.
Interior

Toria Suites 922

Toria Suites 922
East Lake Morton
9.0 out of 10, Wonderful, (2 reviews)
"The lakes were beautiful and we were centrally located close to many of them. Everything we needed was within a few miles of the condo."
United States
Pamela
The price is €253
includes taxes & fees
16 May - 17 May
Toria Suites 922
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.
The price is €234
includes taxes & fees
2 Jun - 3 Jun
Near Disney/Resort Pool, Bar & Gym
Pool

Family Friendly Resort Style Condo

Family Friendly Resort Style Condo
Poinciana
The price is €231
includes taxes & fees
16 May - 17 May
Family Friendly Resort Style Condo
Outdoor pool, a heated pool

Harry's Mystical Hideaway in Gated Windsor Palms 15 minutes to Disney

Harry's Mystical Hideaway in Gated Windsor Palms 15 minutes to Disney
Kissimmee
9.0 out of 10, Wonderful, (4 reviews)
"Clean,quiet place. Great little getaway."
United States
Jodi C.
The price is €260
includes taxes & fees
17 May - 18 May
Harry's Mystical Hideaway in Gated Windsor Palms 15 minutes to Disney
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, (164 reviews)
"The property was clean, in a great location, and communication with the host was excellent. It was a very basic set up, but if you come prepared with your own toiletries (bath soap, shampoo, etc) it’s all good. Special bonus that it’s on the bottom floor. We enjoyed our stay. "
United States
Brenda
The price is €197
includes taxes & fees
29 May - 30 May
Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities
Pool

Spacious Condo at Lake Marion

Spacious Condo at Lake Marion
Poinciana
The price is €292
includes taxes & fees
19 May - 20 May
Spacious Condo at Lake Marion
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4/10 Poor
"The room was very nice, however we had problems with booking right from the start . Our room was not ready upon arrival , everything closes super early even though the sign s and website state otherwise . The pool and water park are not close by . Also they charge you 35 a night to park your car and lots of hidden fees. "
Dawn 5-night trip
Posted 1 hour ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Condo Rentals information

Number of reviews
4,707
Accommodation
3667 Condo Rentals
Lowest Price
€92
Highest Price
€488

Frequently asked questions

How much do condos in Winter Haven cost?
Condos in Winter Haven range from €92 to €488 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?
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.