A castle entrance with flags and banners, including a LEGO Kingdoms banner.

Search Condos Rentals in Winter Haven

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Winter Haven condo rentals

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 £118
includes taxes & fees
2 Aug - 3 Aug
Lake View•Gardens•Private Balcony Suite•Legoland
Interior

Toria Suites 920

Toria Suites 920
East Lake Morton
9.8 out of 10, Exceptional, (6 reviews)
"Was a great area to be in with food and nice places to walk within walking distance"
United States
Troy M.
The price is £244
includes taxes & fees
28 Jul - 29 Jul
Toria Suites 920
Smart TV, fireplace, books

Lovely 3-bedroom condo with AC in charming Lakeland

Lovely 3-bedroom condo with AC in charming Lakeland
Lakeland
The price is £187
includes taxes & fees
30 Jul - 31 Jul
Lovely 3-bedroom condo with AC in charming Lakeland
Pool

Cozy 3BR condo w/ pool, hot tub & balcony

Cozy 3BR condo w/ pool, hot tub & balcony
Poinciana
The price is £253
includes taxes & fees
29 Jul - 30 Jul
Cozy 3BR condo w/ pool, hot tub & balcony
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 £159
includes taxes & fees
29 Jul - 30 Jul
Scenic Resort Home Close to Disney and Universal
Lake

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 £200
includes taxes & fees
11 Aug - 12 Aug
Bahama Bay 515 Rum run unit 515
Outdoor pool, a heated pool

Spacious & Peaceful Condo Near Champions Gate.

Spacious & Peaceful Condo Near Champions Gate.
Champions Gate
10.0 out of 10, Exceptional, (3 reviews)
"Andrea did a wonderful job keeping us infoormed of what we needed to know for our stay. She was helpful and very accommodating to our needs.We would highly recommend her condo for anyone wanting to stay just a short drive from all that Orlando has to offer."
United States
Alicia T.
The price is £181
includes taxes & fees
12 Aug - 13 Aug
Spacious & Peaceful Condo Near Champions Gate.
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 £267
includes taxes & fees
28 Jul - 29 Jul
Luxurious Living at Your Fingertips with King bed
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 £230
includes taxes & fees
22 Aug - 23 Aug
Toria Suites 922
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 £243
includes taxes & fees
28 Jul - 29 Jul
"Ocean's Gate" - 2BD/2BA condo near Disney
Exterior

Reunion Resort - Near Theme Parks & Airport

Reunion Resort - Near Theme Parks & Airport
Reunion
9.6 out of 10, Exceptional, (59 reviews)
"The location was great. Nice complex. Easy access to a variety of restaurants and necessities. Thanks for a great stay!"
United States
Traci B.
The price is £254
includes taxes & fees
30 Jul - 31 Jul
Reunion Resort - Near Theme Parks & Airport
Property grounds

Toy Story Room at Bahama Bay | Sage Vacations

Toy Story Room at Bahama Bay | Sage Vacations
Bahama Bay
9.0 out of 10, Wonderful, (16 reviews)
"Stayed a week and had a great time. Location was perfect and unit was very equipped with everything we needed for 2 toddlers . Bonus was pool right out back of unit . Would definitely stay again. "
United States
Ellen S.
The price is £213
includes taxes & fees
29 Jul - 30 Jul
Toy Story Room at Bahama Bay | Sage Vacations
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 £270
includes taxes & fees
11 Aug - 12 Aug
Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park
Terrace/patio

New! Seven Eagles Hideaway at Reunion Resort

New! Seven Eagles Hideaway at Reunion Resort
Reunion
The price is £287
includes taxes & fees
25 Aug - 26 Aug
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, (169 reviews)
"This was a great location to everything and pet-friendly. The host was great at communication. The neighborhood was very nice and the people were extremely friendly. We will definitely stay here again when in Orlando. "
United States
Lydia W.
The price is £154
includes taxes & fees
26 Jul - 27 Jul
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
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 £227
includes taxes & fees
4 Aug - 5 Aug
Near Disney/Resort Pool, Bar & Gym
Pool

2 Bedrooms/ 2 Bathrooms/ Champions Gate (897 OA)

2 Bedrooms/ 2 Bathrooms/ Champions Gate (897 OA)
Davenport
The price is £288
includes taxes & fees
15 Aug - 16 Aug
2 Bedrooms/ 2 Bathrooms/ Champions Gate (897 OA)
Smart TV

Toria Suites Condo 924

Toria Suites Condo 924
East Lake Morton
9.0 out of 10, Wonderful, (2 reviews)
"Centrally located in the city, quiet. "
United States
Brian L.
The price is £230
includes taxes & fees
22 Aug - 23 Aug
Toria Suites Condo 924
Outdoor dining

Entire Condo 3B3B/Resort Style/Close to theme park

Entire Condo 3B3B/Resort Style/Close to theme park
Davenport
10.0 out of 10, Exceptional, (4 reviews)
"Clean, easily accessible "
Canada
Jennifer R.
The price is £304
includes taxes & fees
28 Jul - 29 Jul
Entire Condo 3B3B/Resort Style/Close to theme park
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 £219
includes taxes & fees
28 Jul - 29 Jul
Harry's Mystical Hideaway in Gated Windsor Palms 15 minutes to Disney
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Haven Hotel Reviews

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent
"Had a great family trip! Will definitely return for future trips!"
Kelly 3-night trip
Posted less than an hour ago
Margaritaville Resort Orlando with H2O Waterpark

Find out more about Winter Haven

Winter Haven Condo Rentals information

Number of reviews
273
Accommodation
3431 Condo Rentals
Lowest Price
£118
Highest Price
£304

Frequently asked questions

How much do condos in Winter Haven cost?
Condos in Winter Haven range from £118 to £304 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 3431 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.