Search Condo Rentals in Winter Haven

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 2844 Condo Rentals in Winter Haven with updated reviews, rates, and availability.

Vacation Village at Parkway
Outdoor pool

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1394)
"Near parks"
Vacation Village at Parkway
Berkley Lake Townhomes
Outdoor pool

Berkley Lake Townhomes

3.0 star property
8.4 out of 10, Very Good, (407)
"Over all good very need more cleaness "
Berkley Lake Townhomes
Lifetime of Vacations Resort
Dock

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (110)
"I loved the charming feel of the property. The rooms were very spacious and clean. The property was very well maintained and the staff was terrific "
Lifetime of Vacations Resort
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
The Yacht Club- Master Bedroom 2

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

9.8 out of 10, Exceptional, (81)
"This place is 15 minutes from Disney (with traffic).. Spacious 4 bedroom 3 bath.. and taylor made for 1 family 3 or 4 kids or 2 family with 4 kids with bunks. Close to all morning coffee places and evening frachises like Olive graden, Outback Firdays amd more. Great screened in porch for the evening"
The price is SAR 537
SAR 1,528 total
includes taxes & fees
4 Dec - 5 Dec
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
Living area

Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!

9.6 out of 10, Exceptional, (112)
"We stayed here for a quick Disney trip with our kiddo. It was 2 parents, kid, and grandma. Place was very clean and had everything we needed. The owners were very prompt in responding to any messages. Definitely will consider stayong here again."
The price is SAR 225
SAR 757 total
includes taxes & fees
2 Dec - 3 Dec
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
3BR/2B condo with views of Disney FIREWORKS!!!!
Property map

3BR/2B condo with views of Disney FIREWORKS!!!!

10.0 out of 10, Exceptional, (10)
"The property was perfect for my family of 5 to stay for a weekend of high school band competition and a visit to Disney. Very spacious and comfortable. Very close to Magic Kingdom. We would definitely stay here again. "
The price is SAR 563
SAR 1,282 total
includes taxes & fees
29 Nov - 30 Nov
3BR/2B condo with views of Disney FIREWORKS!!!!
Reunion Resort - Near Theme Parks & Airport
Front View Aerial

Reunion Resort - Near Theme Parks & Airport

9.4 out of 10, Exceptional, (30)
"Great place in a great spot. "
The price is SAR 300
SAR 1,211 total
includes taxes & fees
24 Nov - 25 Nov
Reunion Resort - Near Theme Parks & Airport
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
Brand New King Size Bed with pillow top Mattress

Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2

9.8 out of 10, Exceptional, (164)
"Great location! Place was perfect our family of four"
The price is SAR 244
SAR 787 total
includes taxes & fees
10 Dec - 11 Dec
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
Stylish 2 bed condo in Oakwater Resort just 2 miles from Disney World!
Welcome to Disney Trail in Oakwater resort

Stylish 2 bed condo in Oakwater Resort just 2 miles from Disney World!

9.6 out of 10, Exceptional, (101)
"For my family of 4 this was our first trip to Disney World and this location is great! The condo itself was a nice, very comfortable and had everything we needed."
Stylish 2 bed condo in Oakwater Resort just 2 miles from Disney World!
5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis
Pool

5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis

9.6 out of 10, Exceptional, (51)
"Had a lovely time "
5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis
Waterview luxury condo in gated resort close to theme parks with NO RESORT FEES!
Resort beach with hammocks and loungers with view of Old Davenport Lake

Waterview luxury condo in gated resort close to theme parks with NO RESORT FEES!

9.0 out of 10, Wonderful, (55)
"Loved the pool and restaurant bar area. "
Waterview luxury condo in gated resort close to theme parks with NO RESORT FEES!
The Splash Shot Modern Suite | Pool & Resort Amenities
Living area

The Splash Shot Modern Suite | Pool & Resort Amenities

9.8 out of 10, Exceptional, (6)
"This home appeared to be new and was very accommodating. Our host would always respond in a timely manner. You can't go wrong with this home. "
The Splash Shot Modern Suite | Pool & Resort Amenities
Caribe Cove Resort
Exterior

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2239)
"It was spacious and felt like you were at home"
Caribe Cove Resort
Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios
Brand New Ashley Queen Sofa Bed

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

9.4 out of 10, Exceptional, (141)
"We stayed here to evacuate from Hurricane Milton. We had to extend our stay due to weather conditions and the hosts were very gracious and accommodating. The property was very clean, newly renovated, the neighbors were really friendly and disney is right up the road! What more could you ask for? We highly recommend this property! "
Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios
Fully Remodeled~Windsor Hills~2.5 Miles from Disney World Main Entrance
Room

Fully Remodeled~Windsor Hills~2.5 Miles from Disney World Main Entrance

10.0 out of 10, Exceptional, (145)
"We loved staying here as part of our Disney trip! We stayed at the hotel all day our second full day and it was exactly the refreshing day we needed in between our days at Disney. It’s right next to a nice Walmart to get everything you need! It’s only 15 minutes from Disney and has on site attractions to keep you busy and fed! We would love to come back one day!"
Fully Remodeled~Windsor Hills~2.5 Miles from Disney World Main Entrance
Windsor Hills - Large 3BR/2BA - 5 Min to Disney
Room

Windsor Hills - Large 3BR/2BA - 5 Min to Disney

9.4 out of 10, Exceptional, (193)
"Upon check in security didn’t have our reservation. They were able to give me a phone number for management that they answered. Condo was very clean. Using the little key box for key was a pain. Other than that and the tv’s were all messed up probably from the previous guest that I was able to figure out. All was good. "
Windsor Hills - Large 3BR/2BA - 5 Min to Disney
Newly furnished and Updated Windsor Hills Resort Condo! Stay in excellence.

Newly furnished and Updated Windsor Hills Resort Condo! Stay in excellence.

10.0 out of 10, Exceptional, (8)
"The condo was great very clean and in a great location to everything. Would definitely recommend this place. The owner is wonderful to work with."
Newly furnished and Updated Windsor Hills Resort Condo! Stay in excellence.
Beautiful - Luxury Condo! Top Resort! 3 Miles From Disney! More For Your Money!
Windsor palm resort pool, toddler pool, hot tub, clubhouse, sport courts

Beautiful - Luxury Condo! Top Resort! 3 Miles From Disney! More For Your Money!

10.0 out of 10, Exceptional, (151)
"We stayed 3 nights while visiting Disney with family. Very nice clean place/area and great communication with host Anna. Thank you Anna for your hospitality and I highly recommend your beautiful condo!"
Beautiful - Luxury Condo! Top Resort! 3 Miles From Disney! More For Your Money!
Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
Plenty of Room to Relax after a Fun Filled Day in the Parks.

Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath

10.0 out of 10, Exceptional, (89)
"This condo is so nice! Clean and more than enough room for seven of us. Close to the pool as well. We liked the fact that it was close to all the Disney parks. Would definitely stay again but maybe not during a Hurricane!! We never lost power during the storm either. Great communication with the owner. Thank you April!"
Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
The Azur Resort
Exterior

The Azur Resort

4.0 star property
8.8 out of 10, Excellent, (22)
"Me in my family really enjoy our stay "
The Azur Resort
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.
Don't see what you're looking for?
See all available properties in Winter Haven
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winter Haven

Seralago Hotel & Suites Main Gate East
Exterior

Seralago Hotel & Suites Main Gate East

3.0 star property
5.2 out of 10, (5565)
"I had to wait 20 minutes for the front counter lady to come in from smoking. The security guard was sitting in the lobby playing on his phone and he just kept saying she will be back soon.. Then she told me I had booked a double bed room and I said no I booked a family suite.. So I had to show her my email and she said well I don't know why they put you in another room, let me make sure I have a clean one.. After standing in the lobby for a total of 40 minutes (including her smoke break time), I...
The price is SAR 147
SAR 244 total
includes taxes & fees
24 Nov - 25 Nov
Seralago Hotel & Suites Main Gate East
Summer Bay Orlando by Exploria Resorts
Property amenity

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5025)
"Our unit was clean but in definite need of an update. The carpet was threadbare and torn in some areas. We still had a great stay and appreciated the prompt attention from security when we needed access to our unit."
The price is SAR 490
SAR 669 total
includes taxes & fees
8 Dec - 9 Dec
Summer Bay Orlando by Exploria Resorts
Margaritaville Resort Orlando Cottages by Rentyl
Front of property

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1084)
"This is our third time staying at Margaritaville (cottage the first time, villas the second and third time); I must say this villa was the least taken care of. It wasn’t super clean and the slider had some damage regarding opening/closing the blinds and locking/unlocking the sliding glass door. The front door didn’t have a safety lock at all (it looked to have been removed) so that made us a little uneasy. Our bed (queen) was very bouncy and it seemed to cave a little in the middle. Overall, it...
Margaritaville Resort Orlando Cottages by Rentyl
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.

Frequently asked questions

How much do condos in Winter Haven cost?
The price range for condos in Winter Haven is SAR 225 to SAR 563 per night. No matter your budget, you’ll find a place that suits your wallet — as well as your whole squad! 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?
Pick from 2844 condos in Winter Haven. No matter if you’re vacationing with the kids or planning a weekend escape with your besties, Expedia will help you find the ideal base for your squad.
Why book your condo in Winter Haven with Expedia?
Vacays should be hassle-free, so if you’re after condos at an affordable rate, Expedia can help. Keep costs down and check in to something small and cozy, or splurge on a high-end condo and spoil the ones you love most. Use our convenient search filters to find an escape in Winter Haven that suits your style.
How can I find cheap condos in Winter Haven?
With Expedia’s useful filter tool, getting your hands on cheap condos in Winter Haven is a piece of cake. To discover stays that are easy on your bank balance, refine your search results by budget, star rating and amenities.