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

Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 3408 Condo Rentals in Winter Haven with updated reviews, rates, and availability.

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1796)
"Decor could use an update however room was comfortable."
The price is AED 340
AED 449 total
includes taxes & fees
3 Apr - 4 Apr
Vacation Village at Parkway
The Azur Resort
Townhome, 6 Bedrooms | View from room

The Azur Resort

4.0 star property
8.4 out of 10, Very Good, (28)
"Great place…very spacious …everything you need except a coffee machine…we had to buy one…no big deal…"
The Azur Resort
Lifetime of Vacations Resort
Lake

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (125)
"The property is convenient to restaurants, shopping, and Disney. On a busy road (192) but the back of the property is quiet and peaceful. Large lake, pool and walking path arebehind every unit. Fully equipped kitchen. Love staying here."
Lifetime of Vacations Resort
High Point World Resort
Outdoor spa tub

High Point World Resort

3.5 star property
8.8 out of 10, Excellent, (169)
"Amazon quit friendly what I really enjoy is quick checking in "
High Point World Resort
Great Caribbean style condo near Disney
Exterior

Great Caribbean style condo near Disney

9.6 out of 10, Exceptional, (156)
"Place was clean and in a good location. John was a big help for any questions. Enjoy our stay. "
Great Caribbean style condo near Disney
Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
A heated pool

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

10.0 out of 10, Exceptional, (100)
"Stayed at the property during spring break and it was everything we’d hoped for and more. Very spacious with plenty of room to hang out and with very good sized bedrooms and space for everyone. The location was great with easy access to Disney and a short drive to Universal and other attractions. The condo was very clean and laid out effectively to make our stay great. April was great to work with and communicated quickly and provided all of the information needed for the stay. If you’re looking...
Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort
Pool

Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort

9.2 out of 10, Wonderful, (26)
"Condo was very nice. Have been to Windsor Hills for several years and always enjoyable."
Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort
Ground floor 3 bed condo close to pool and WATER PARK in Windsor Hills Resort
Sport court

Ground floor 3 bed condo close to pool and WATER PARK in Windsor Hills Resort

9.6 out of 10, Exceptional, (101)
"It's a well maintained beautiful property at a great location.Location is prefect, 15 minutes drive from Magic Kingdom, near Walmart and other aminities. "
Ground floor 3 bed condo close to pool and WATER PARK in Windsor Hills Resort
5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis
A heated pool

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

9.6 out of 10, Exceptional, (56)
"Pleasant stay. Carpet needs cleaning."
5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis
Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8
Exterior

Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8

9.2 out of 10, Wonderful, (127)
"We have stayed in this resort before for the proximity to Disney. The condo is clean and has enough bed space. "
Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8
Dream Disney Family Vacation,one of best resort 2 miles to Disney, space for 8
Exterior

Dream Disney Family Vacation,one of best resort 2 miles to Disney, space for 8

9.0 out of 10, Wonderful, (119)
"Great location close to Disney and pool area was great! Host was great and very responsive. The condo unit could use some maintenance work inside but other than that it was great!"
Dream Disney Family Vacation,one of best resort 2 miles to Disney, space for 8
STAR WARS first floor 3 bedroom condo in a Galaxy just 2 miles from Disney World
Exterior

STAR WARS first floor 3 bedroom condo in a Galaxy just 2 miles from Disney World

9.2 out of 10, Wonderful, (89)
"Property was as shown in pictures. Very nice pool. Great location. Would stay again."
STAR WARS first floor 3 bedroom condo in a Galaxy just 2 miles from Disney World
Welcome to Dream Weaver, 3/2 top floor condo with elevators, 3 miles from Disney
Outdoor pool, a heated pool

Welcome to Dream Weaver, 3/2 top floor condo with elevators, 3 miles from Disney

9.8 out of 10, Exceptional, (76)
"Lots of room. Great pool and hot tub area. Easy location."
Welcome to Dream Weaver, 3/2 top floor condo with elevators, 3 miles from Disney
Beautiful 3 bed condo over the lake in Oakwater Resort - just 2 miles from WDW.
Pool

Beautiful 3 bed condo over the lake in Oakwater Resort - just 2 miles from WDW.

9.4 out of 10, Exceptional, (110)
"Great location. Near Disney, Walmart, restaurantsSpacious propertyExcellent value Many extras for families. "
Beautiful 3 bed condo over the lake in Oakwater Resort - just 2 miles from WDW.
Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park
Outdoor pool, a heated pool

Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park

9.4 out of 10, Exceptional, (107)
"It was a very cute condo. The only reason I gave 4 instead of 5 is because the guest bed was uncomfortable. It dipped in the middle. Also, I address this with owners already, when booking the condo had a crib in it, but when we got closer, they took it out without warning. They did have a pal n play but the rim of the plastic piece that the child pulls themselves on was very disgusting. It was nice that there was a high chair, I chose this specific condo because it was baby friendly. Overall,...
Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park
🏝New Water Park!!! Huge Pool, 5 Minutes to Disney World!🏝
Outdoor pool, a heated pool

🏝New Water Park!!! Huge Pool, 5 Minutes to Disney World!🏝

9.8 out of 10, Exceptional, (244)
"From the start, hosts were very responsive and great communication from check in steps to check out. Home was amazing, kids loved sharing a Mickey Mouse room and great location. The pool and water park was a great bonus after long Disney days. Location was in the middle of Disney and Universal Studios. We couldn’t be happier with our stay, can’t wait to come back!!"
🏝New Water Park!!! Huge Pool, 5 Minutes to Disney World!🏝
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
A heated pool

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

9.2 out of 10, Wonderful, (135)
"We enjoyed our stay. No issues. We liked the location and the fact that it’s a gated community. Would stay here again. Thanks!"
The price is AED 290
AED 823 total
includes taxes & fees
24 Mar - 25 Mar
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Get away from it all in a place that's close to it ALL! Renovated - near Disney!
Outdoor pool, a heated pool

Get away from it all in a place that's close to it ALL! Renovated - near Disney!

10.0 out of 10, Exceptional, (108)
"Great time at Disney. Location of unit was good. Cons: Additional Pillows in master bedroom were thin and probably needs replacing. There is a musky smell when you enter the unit. Possibly from dishwasher or laundry room. Pros: location is great. Pool is warm. Hot tub nice. Disney plus nice. Unit had everything needed. Overall we would come again "
Get away from it all in a place that's close to it ALL! Renovated - near Disney!
Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
Outdoor pool

Windsor Poolside Escape with Stunning Pool View-Perfect for Families!

2.0 star property
10.0 out of 10, Exceptional, (285)
"Condo"
The price is AED 646
AED 1,471 total
includes taxes & fees
27 Mar - 28 Mar
Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
"At Sea" Condo 15 Minutes from Disney
Outdoor pool, a heated pool

"At Sea" Condo 15 Minutes from Disney

9.4 out of 10, Exceptional, (177)
"Clean, quiet, easy all around. Great experience "
"At Sea" Condo 15 Minutes from 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.
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

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1796)
"Decor could use an update however room was comfortable."
The price is AED 340
AED 449 total
includes taxes & fees
3 Apr - 4 Apr
Vacation Village at Parkway
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5254)
"The property had a lot of onsite activities to enjoy, was really clean and quiet. "
The price is AED 387
AED 552 total
includes taxes & fees
3 Apr - 4 Apr
Summer Bay Orlando by Exploria Resorts
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1279)
"The property is amazing ,safe comfortable,clean,and spacious.its very good condition "
Margaritaville Cottages Orlando with H2O Waterpark 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?
Condos in Winter Haven range from AED 290 to AED 646 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 vacation dates and then pick from 3408 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.
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.