Search Condos Rentals in Winter Haven from CA $85

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Winter Haven Condo Rentals

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (2014)
"We will definitely stay there again"
The price is CA $85
CA $120 total
includes taxes & fees
May 14 - May 15
Vacation Village at Parkway
The Azur Resort
Townhome, 6 Bedrooms | View from room

The Azur Resort

4.0 star property
8.2 out of 10, Very good, (32)
"Great stay, will definitely be booking again in the future! Thanks! 10/10"
The Azur Resort
Caribe Cove Resort
Outdoor pool, a heated pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2249)
"our stay was amazing minus the condensation pipe leaking in the laundry room "
Caribe Cove Resort
Lifetime of Vacations Resort
Lake

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (129)
"place is awesome "
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, (170)
"great place to stay!"
High Point World 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, (106)
"What a wonderful experience. The whole process was seamless from start to finish. Correspondence was always quick and the check in was made so easy. This was home from home for us, it was clean, beds comfortable, and it had everything you could wish for plus the location is just amazing near to Walmart and literally 7 minutes from Animal Kingdom. It was so good we have already booked to return later this year. Thank you to the host for making this such a wonderful stay. "
Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
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)
"Great place! Lots of small details made it perfect!"
Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
Berkley Lake Townhomes
2 outdoor pools, a heated pool, open 8:00 AM to 7:00 PM, sun loungers

Berkley Lake Townhomes

3.0 star property
8.4 out of 10, Very good, (429)
"My kids love it "
Berkley Lake Townhomes
Great Caribbean style condo near Disney
Exterior

Great Caribbean style condo near Disney

9.6 out of 10, Exceptional, (159)
"Condo was great. Very quiet complex we had s great time and would stay again. "
Great Caribbean style condo near Disney
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, (106)
"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
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, (109)
"This place was accurately advertised. Being from out of town & not knowing the area, it was GREAT that this place was in a gated & secure area. This condo was accurately advertised, honestly, it was better! "
Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park
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

9.0 out of 10, Wonderful, (29)
"Condo was beautiful and clean. Close to everything and very convenient to all the Disney parks. "
Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort
Finding Nemo Themed Room | 5 Miles to Disney
A heated pool

Finding Nemo Themed Room | 5 Miles to Disney

9.4 out of 10, Exceptional, (3)
"This property exceeded our expectations and a short trip to Orlando. The furnishings were comfortable. The condo was clean. The communication with the host was excellent. They went above and beyond to provide us with everything we needed for a wonderful vacation."
Finding Nemo Themed Room | 5 Miles to Disney
Modern & comfortable, 5 mins to Disney. WiFi, water slides, pool, sports.
A heated pool

Modern & comfortable, 5 mins to Disney. WiFi, water slides, pool, sports.

9.4 out of 10, Exceptional, (66)
"This place was really nice and welcoming"
Modern & comfortable, 5 mins to Disney. WiFi, water slides, pool, sports.
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, (131)
"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
EPIC 12 Bedroom Home with Private Pool!
Pool

EPIC 12 Bedroom Home with Private Pool!

10.0 out of 10, Exceptional, (5)
EPIC 12 Bedroom Home with Private Pool!
CHRIS & SUE'S CONDO AT WINDSOR PALMS 3 MILES FROM DISNEY AND ALL IT'S MAGIC
A heated pool

CHRIS & SUE'S CONDO AT WINDSOR PALMS 3 MILES FROM DISNEY AND ALL IT'S MAGIC

9.6 out of 10, Exceptional, (152)
"Great clean close to parks"
CHRIS & SUE'S CONDO AT WINDSOR PALMS 3 MILES FROM DISNEY AND ALL IT'S MAGIC
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, (92)
"As always, Windsor Hills is a wonderful community to stay in! Location to WDW is great. Loved being on the first floor - no steps after long day in the park. Communication from owners was great. Would definitely stay here again. "
STAR WARS first floor 3 bedroom condo in a Galaxy just 2 miles from Disney World
Fantastic lake-view condo with pool, hot tub, balcony, AC & kitchen -near Disney
A heated pool

Fantastic lake-view condo with pool, hot tub, balcony, AC & kitchen -near Disney

8.6 out of 10, Excellent, (14)
"Great resort, roomy and great location with all amenities you need"
Fantastic lake-view condo with pool, hot tub, balcony, AC & kitchen -near Disney
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Pool

Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal

9.8 out of 10, Exceptional, (71)
"The property was as shown and pleasant to stay in."
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
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, (2014)
"We will definitely stay there again"
The price is CA $85
CA $120 total
includes taxes & fees
May 14 - May 15
Vacation Village at Parkway
Summer Bay Orlando by Exploria Resorts
5 outdoor pools, pool umbrellas, sun loungers

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5389)
"All around wonderful place to stay, staff very helpful, we will definitely be back."
The price is CA $151
CA $214 total
includes taxes & fees
May 4 - May 5
Summer Bay Orlando by Exploria Resorts
Barefoot'n Resort Kissimmee Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.2 out of 10, Wonderful, (68)
"This was my second time staying here and each time was a great stay.. "
The price is CA $135
CA $171 total
includes taxes & fees
May 14 - May 15
Barefoot'n Resort Kissimmee Orlando
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 CA $85 to CA $85 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.
Are there any family-friendly condos in Winter Haven?
Choose Vsm4 Sd1947 4 Bedroom Home By Redawning and make your trip to Winter Haven one to remember. This family-friendly condo has a 3.5-star rating and amenities such as a swimming pool and WiFi. Winter Haven boasts an array of family-friendly attractions to visit that’ll keep the kids entertained. Indigo’s Family Fun Center and Cypresswood Golf and Country Club deliver fun for young and old.