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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 2890 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, (1755)
"Everything was excellent except the mattress was wore out"
The price is AED 379
AED 493 total
includes taxes & fees
28 Mar - 29 Mar
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, (26)
"Everything was perfect only thing missing was dish soap in the kitchen area. We were very comfortable here everything was clean. Highly recommend!"
The Azur Resort
Lifetime of Vacations Resort
Lake

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (124)
"The property was clean and comfy. We loved the staff and the view. "
Lifetime of Vacations Resort
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, (98)
"The place was perfect for our big family! The kids loved their room! The bathrooms are nicely updated loved the masters shower. Would stay there again anytime. April was really nice and she answers so quickly. Thanks for a great week at your beautiful condo!"
Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
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
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
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
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, (25)
"We enjoyed our stay there. Was very clean and comfy. Was surprised on some things not included, like paper towels, kitchen towels and dish soap, kid friendly dishes, (there was a couple plastic plates but no plastic cups)All in all we had a great time. "
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, (55)
"We had a nice stay, but we were only there to sleep. We did not use any of the amenities. My only complaint is not really even a complaint, but there was a lot of hair in the bathroom. it was even on the walls. This was in the master bathroom. I'm not sure about the other bathroom and everything else was super clean! Location was excellent and Disney was only a short drive away which is what we were there for. The king bed was super comfortable. My sister slept in the queen bed and said it was...
5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis
Caribe Cove Resort
Outdoor pool, a heated pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2245)
"our stay was amazing minus the condensation pipe leaking in the laundry room "
Caribe Cove Resort
Great Caribbean style condo near Disney
Exterior

Great Caribbean style condo near Disney

9.6 out of 10, Exceptional, (155)
"Condo was well decorated and stocked with everything you need. If I had only one complaint, it would be the television situation. They don't have smart TVs, so streaming services are a no go, and the cable service constantly drops out or freezes. There was also no service in the master bedroom. Other than theses issues, we had an enjoyable stay. "
Great Caribbean style condo near Disney
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, (74)
"Great Condo. Very close to Disney. My kids loved the pool and water park. Owners were very responsive with any questions we had. Would stay here again!!"
Welcome to Dream Weaver, 3/2 top floor condo with elevators, 3 miles from Disney
3 Bed Luxury Premium Rated At Bahama Bay
Pool

3 Bed Luxury Premium Rated At Bahama Bay

9.2 out of 10, Wonderful, (154)
"Description is accurate. Host was available for questions. Easy in and out. Great complex everyone was very friendly. "
The price is AED 331
AED 945 total
includes taxes & fees
5 Apr - 6 Apr
3 Bed Luxury Premium Rated At Bahama Bay
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, (106)
"Great place to stay, plenty of space for a family. Everything you need to make it a home from home. Very clean internally and the surrounding amenities are kept clean and tidy. Would certainly stay again. "
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, (241)
"We stayed here to bring our daughter to the parks nearby. The house was condo was clean and welcoming. They provided some necessities which was nice. We went during a chilly week in FL so we didn’t get to take advantage of the pool area really. We did go in the hot tub for a little bit one night. Seemed clean. The onsite store had weird hours which was disappointing. They didn’t open until 10 and closed at like 7pm. Was hoping to be able to buy coffee in the mornings there but couldn’t. But I...
🏝New Water Park!!! Huge Pool, 5 Minutes to Disney World!🏝
FULLY REMODELED! Windsor Hills 402! A Must See, 2 Bedroom Condo!
A heated pool

FULLY REMODELED! Windsor Hills 402! A Must See, 2 Bedroom Condo!

9.2 out of 10, Wonderful, (52)
"Very nice and maintained well"
FULLY REMODELED! Windsor Hills 402! A Must See, 2 Bedroom Condo!
Stunning, Newly Renovated Condo, Near Disney and Universal
Pool

Stunning, Newly Renovated Condo, Near Disney and Universal

9.6 out of 10, Exceptional, (121)
"Overall, place was well appointed with dishes and cooking utensils, washer/dryer, tv’s ect. Against the traffic when travelling to Disney which was great as all other routes were backed up. Good size condo. Complex was nice with amenities such as pool, work out centre and hot tub although we did not have time to enjoy them. Mark was very responsive. I would book again. "
The price is AED 290
AED 813 total
includes taxes & fees
24 Mar - 25 Mar
Stunning, Newly Renovated Condo, Near Disney and Universal
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 327
AED 880 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!
EPIC 12 Bedroom Home with Private Pool!
Pool

EPIC 12 Bedroom Home with Private Pool!

10.0 out of 10, Exceptional, (2)
"We had the best time at the house. It had enough space and entertainment for everyone without being in top of each other. Highly recommend! All my questions were answered promptly. Great overall experience! "
EPIC 12 Bedroom Home with Private Pool!
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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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, (1755)
"Everything was excellent except the mattress was wore out"
The price is AED 379
AED 493 total
includes taxes & fees
28 Mar - 29 Mar
Vacation Village at Parkway
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, (1254)
"Love this resort and cottage. "
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
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, (5223)
"Excellent property, extremely accessible, exciting, clean, pool areas fantastic. Property is situated on the quiet end of the 192 highway but still close to all shopping. "
The price is AED 413
AED 581 total
includes taxes & fees
30 Mar - 31 Mar
Summer Bay Orlando by Exploria Resorts
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 379 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 2890 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.