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Condo Rentals in Lakeland - Winter Haven

Vacation Village Orlando, Celebration

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3076)
"Great place to stay"
United States
Jose
The price is SAR 359
SAR 501 total
includes taxes & fees
16 Dec - 17 Dec
Vacation Village Orlando, Celebration

Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park

2.0 star property
Champions Gate
10.0 out of 10, Exceptional, (1)
"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.
Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park

Pond View~Club Cortile Resort~Pool~Hot Tub~Themed

2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
"Thanks to Derek and Lauren being such great Hosts our stay was amazing. Great communication from start to finish, the price is beautiful and amazing very comfortable and a great atmosphere. My family and I will definitely be revisiting next visit to Orlando."
United States
Eriq B.
The price is SAR 240
SAR 1,665 total
includes taxes & fees
10 Dec - 11 Dec
Pond View~Club Cortile Resort~Pool~Hot Tub~Themed

Resort stay~Pool Access~Peaceful Retreat~Balcony

2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
"The host was very nice and helpful The rooms were very clean Enjoyed our stay Would stay again"
United States
Anonymous traveler
The price is SAR 182
SAR 1,237 total
includes taxes & fees
7 Dec - 8 Dec
Resort stay~Pool Access~Peaceful Retreat~Balcony

Two Bed Condo In Parkway Palms Resort 2 Bedroom Condo

2.0 star property
Kissimmee
The price is SAR 393
SAR 1,588 total
includes taxes & fees
15 Dec - 16 Dec
Two Bed Condo In Parkway Palms Resort 2 Bedroom Condo

Sophisticated Retreat

Kissimmee
9.4 out of 10, Exceptional, (3)
"Amazing! I will be staying here again!"
United States
MikeD
The price is SAR 150
SAR 544 total
includes taxes & fees
7 Dec - 8 Dec
Sophisticated Retreat

Lake View•Gardens•Private Balcony Suite•Legoland

2.0 star property
Lake Wales
10.0 out of 10, Exceptional, (1)
"Very welcoming. Beautiful cabin and beautiful view. We appreciated the waters left in the fridge. As well as their attention. "
United States
Laura H.
The price is SAR 348
SAR 465 total
includes taxes & fees
10 Dec - 11 Dec
Lake View•Gardens•Private Balcony Suite•Legoland

Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney

Kissimmee
9.6 out of 10, Exceptional, (115)
"We had such a wonderful stay! Everything was so clean and well organized. Will stay here again if it is available!!!"
United States
Logan S.
The price is SAR 206
SAR 735 total
includes taxes & fees
7 Dec - 8 Dec
Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney

Amazing Water View, 1 Mile to Disney,Newly Renovated

Orlando
9.6 out of 10, Exceptional, (122)
"Very nice resort ! We had a great time "
United States
Sara P.
The price is SAR 259
SAR 810 total
includes taxes & fees
6 Dec - 7 Dec
Amazing Water View, 1 Mile to Disney,Newly Renovated

Sensational Water View 1 Mile to Disney Newly Renovated Superb Location

Orlando
9.8 out of 10, Exceptional, (195)
"Very smooth process checking in and out. Property was clean, and host provided all the necessary information to make our stay enjoyable. "
United States
Beverly C.
The price is SAR 225
SAR 772 total
includes taxes & fees
4 Dec - 5 Dec
Sensational Water View 1 Mile to Disney Newly Renovated Superb Location

Westgate Vacation Villas

3.5 star property
Kissimmee
The price is SAR 911
SAR 1,222 total
includes taxes & fees
4 Dec - 5 Dec
Westgate Vacation Villas

Marriotts Royal Palms - 2 Bedroom

Orlando
10.0 out of 10, Exceptional, (2)
"The property was clean and well care for. I would stay again if I were to visit the area again."
United States
Chris
Marriotts Royal Palms - 2 Bedroom

2778 Windsor Hills 3 Bed Condo- All Included

2.0 star property
Windsor Hills
10.0 out of 10, Exceptional, (1)
2778 Windsor Hills 3 Bed Condo- All Included

Windsor Hills Magical Retreat, Cinderella. Toy Story, Star Wars, 2mis to Disney!

2.0 star property
Windsor Hills
10.0 out of 10, Exceptional, (1)
"This home was a great stay..our family enjoyed every minute of our stayThe home was clean and well kept and was within walking and a short drive to restaurants gricery stores and shoppingI would definitely recommend to book your stay at this condo The owner Richard was pleasant to deal with and check in was easy and convenient I would definitely stay here again"
United States
Paul S.
The price is SAR 303
SAR 1,057 total
includes taxes & fees
10 Dec - 11 Dec
Windsor Hills Magical Retreat, Cinderella. Toy Story, Star Wars, 2mis to Disney!

Cozy 2-bedroom condo in a gated community in lovely Poinciana

Poinciana
The price is SAR 244
SAR 558 total
includes taxes & fees
5 Dec - 6 Dec
Cozy 2-bedroom condo in a gated community in lovely Poinciana

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

3.0 star property
Kissimmee
The price is SAR 398
SAR 1,984 total
includes taxes & fees
4 Dec - 5 Dec
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

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

2.0 star property
Windsor Hills
10.0 out of 10, Exceptional, (2)
"Very nice Condo. Communication with yhe owner was frequent and convenient. Great stay. "
United States
Brent J.
The price is SAR 1,000
SAR 1,973 total
includes taxes & fees
1 Jan - 2 January 2026
Newly Remodeled 3BR Condo 5m to Disney – Steps from Pool

Homelike Waterview-condo 2BR/2BA with elevator 10 min to Disney

Kissimmee
9.4 out of 10, Exceptional, (6)
"the location was excellent for our needs, just minutes from Walt Disney World. the booking was easy and precise. the check-in information was simple, but complete. all around experience was top notch."
United States
Gary S.
The price is SAR 284
SAR 1,148 total
includes taxes & fees
7 Dec - 8 Dec
Homelike Waterview-condo 2BR/2BA with elevator 10 min to Disney

Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !

Brandon
9.8 out of 10, Exceptional, (201)
"Excellent location, perfect little condo with all the necessities. Had a wonderful time. Loved the added bonus of having a washer and dryer"
United States
Steve H.
The price is SAR 484
SAR 1,336 total
includes taxes & fees
12 Dec - 13 Dec
Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !

Monster Adventure with Water Park near Disney NEW RENO

2.0 star property
Windsor Hills
10.0 out of 10, Exceptional, (2)
"The pool was clean and set at a wonderful temperature. The kids loved the waterslides and kiddie area."
United States
cassandra p.
The price is SAR 425
SAR 1,271 total
includes taxes & fees
4 Dec - 5 Dec
Monster Adventure with Water Park near Disney NEW RENO
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 Lakeland - Winter Haven Hotel Reviews

Frequently asked questions

How much do condos in Lakeland - Winter Haven cost?
The price range for condos in Lakeland - Winter Haven is SAR 465 to SAR 1,984 per night. Whatever your budget, you're sure to find something that suits your needs — as well as your entire crew! 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 Lakeland - Winter Haven?
Browse through 137 condos in Lakeland - Winter Haven and reserve your favorite. Whether you're off on a vacation with the whole fam or reuniting with friends, with Expedia, your perfect stay is just a few clicks away.
Why book your condo in Lakeland - Winter Haven with Expedia?
We think that getaways should be a walk in the park, so if you're on the lookout for condos at a great price, Expedia has your back. Keep costs down and pick something small and cozy, or splurge on a luxury condo and pamper your loved ones. Our search filters make it easy to lock in a stay in Lakeland - Winter Haven that suits you best.
How can I find cheap condos in Lakeland - Winter Haven?
A good way to uncover cheap condos in Lakeland - Winter Haven is with Expedia's convenient filter tool. Fine-tune your search results by star rating, amenities and budget to take advantage of excellent rates in a few clicks.