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Check prices for these dates

Next weekend
May 2 - May 4
In two weeks
May 9 - May 11
In one month
May 23 - May 25
In two months
Jun 20 - Jun 22

Compare 1223 Condo Rentals in Winter Haven with updated reviews, rates, and availability.

Vacation Village at Parkway
Exterior

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1994)
"The room was quiet and comfortable. Great value stay. Will definitely stay here again. "
The price is NT$2,293
NT$3,157 total
includes taxes & fees
Apr 27 - Apr 28
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)
"We needed to stay for two days til our flight. I was really impressed with the grounds worker, he was constantly working and keeping the property spotless. The pool area was nice and I loved the screened in porch in the back of our unit."
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
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)
"The property was excellent and condo was very nice however I wish there was more soap to wash hands and dishes. Also , there was no soap for dish washer and laundry. There were no gargage bags to replace. In order to cook, you need to buy everything yourself like solt, pepper and oil. Even the toilet paper was limited. We asked for cutting board and frying pen and were promised tomorrow which never happed. Other than that the condo was nice. I think the kitchen needs upgrade like dishwasher."
Berkley Lake Townhomes
Your Florida Paradise Home New 3 BR Pool
Outdoor pool, pool umbrellas, sun loungers

Your Florida Paradise Home New 3 BR Pool

2.5 star property
The price is NT$6,083
NT$12,405 total
includes taxes & fees
Apr 26 - Apr 27
Your Florida Paradise Home New 3 BR Pool
Freedom Florida Vacation Rentals
Outdoor pool

Freedom Florida Vacation Rentals

3.5 star property
8.0 out of 10, Very Good, (36)
"Stayed at 344 barbera drive for 8 nights everything went very good we had one minor issue bit the host rectified the problem immediately .OVERALL everything was a 9/10 "
Freedom Florida Vacation Rentals
Luxurious Condo Near Disneyfree Waterpark Access
Miscellaneous

Luxurious Condo Near Disneyfree Waterpark Access

4.0 star property
7.4 out of 10, Good, (3)
"Overall very good place to stay for a weekend"
Luxurious Condo Near Disneyfree Waterpark Access
Enchanted Retreat
Property grounds

Enchanted Retreat

4.0 star property
7.4 out of 10, Good, (8)
"This was a great place to stay & the pool area wasn’t busy, so we enjoyed a relaxing time. The only complaint was that we were told to replace the toilet paper, tiny soaps, dishwasher tabs… really? Those items should be part of the package & we shouldn’t have to run to Walmart & purchase items to replace the little bit we used. "
Enchanted Retreat
Huge Screened Patio That Overlooks Lake Buck, Near Famous Attractions!!
Condo (Huge screened patio that overlooks La) | Exterior

Huge Screened Patio That Overlooks Lake Buck, Near Famous Attractions!!

2.0 star property
Huge Screened Patio That Overlooks Lake Buck, Near Famous Attractions!!
Freedom FL Condos of Kissimmee
Condo, 2 Bedrooms | Terrace/patio

Freedom FL Condos of Kissimmee

3.5 star property
6.8 out of 10, (23)
"I love everything. "
Freedom FL Condos of Kissimmee
806 LL - Exquisite 3BR Townhome- Bahama Bay Oasis
Condo, Multiple Beds (806 LL - Exquisite 3BR Townhome- Baha) | Pool | 2 outdoor pools, a heated pool

806 LL - Exquisite 3BR Townhome- Bahama Bay Oasis

2.0 star property
806 LL - Exquisite 3BR Townhome- Bahama Bay Oasis
1056 LS - Luxury 4br/3ba - Champions Gate Bliss
Condo, Multiple Beds (1056 LS - Luxury 4BR/3BA - Champions ) | Pool | Indoor pool, outdoor pool, sun loungers

1056 LS - Luxury 4br/3ba - Champions Gate Bliss

3.0 star property
1056 LS - Luxury 4br/3ba - Champions Gate Bliss
Fun In The Sun in Reunion
Outdoor pool

Fun In The Sun in Reunion

4.0 star property
9.0 out of 10, Wonderful, (16)
"Excellent. Having visited many properties in the area, I can can state there is no property that comes even close in terms of value. Book your stay now before agency increases rates which would be reasonable anyway:"
Fun In The Sun in Reunion
Disney Tropical Oasis at Bahama Bay
Outdoor pool

Disney Tropical Oasis at Bahama Bay

4.0 star property
10.0 out of 10, Exceptional, (1)
"Thank you for helping us during hurricane Milton. Letting us stay an extra 4 hrs till we were told that we can be on the streets was a blessing. thank you so very much."
Disney Tropical Oasis at Bahama Bay
Kissimmee Vacation Homes by Shine FM
Outdoor pool, sun loungers

Kissimmee Vacation Homes by Shine FM

4.0 star property
8.0 out of 10, Very Good, (78)
"We had a great stay. We evacuated from hurricane Milton and needed somewhere to go for our family of six. The property manager was very quick to respond and went above and beyond to help us with our stay. Definitely a thousand stars for their personable service. The home was an older home and actually reminded us of a hope we used to live in not too long ago, which made it nostalgic. It was a great stay. "
Kissimmee Vacation Homes by Shine FM
​Near Theme Parks! Potter's Castle! Gorgeous, 3 BR's, Sleeps 8, Pool!
Outdoor pool

​Near Theme Parks! Potter's Castle! Gorgeous, 3 BR's, Sleeps 8, Pool!

3.5 star property
9.4 out of 10, Exceptional, (8)
"It was ok it was kinda dusty in the dining room. Think it could be stocked better. Not all ppl take the products. For each stay for a family there should be basic things toilet paper dishwasher soap sink soap laundry detergent just basic needs for two days at least garbage bags larger skillet."
​Near Theme Parks! Potter's Castle! Gorgeous, 3 BR's, Sleeps 8, Pool!
Rendezvous at Regal Palms
Outdoor pool

Rendezvous at Regal Palms

3.5 star property
10.0 out of 10, Exceptional, (1)
"The place was convient to kissimmee fl only about 10 mins away. Most defintely will rent this place again for my future stay."
Rendezvous at Regal Palms
Mickey's Terrace at Bahama Bay
Outdoor pool

Mickey's Terrace at Bahama Bay

3.5 star property
7.2 out of 10, Good, (5)
"Overall, the property was great. Very well kept. "
Mickey's Terrace at Bahama Bay
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
Exterior

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1994)
"The room was quiet and comfortable. Great value stay. Will definitely stay here again. "
The price is NT$2,293
NT$3,157 total
includes taxes & fees
Apr 27 - Apr 28
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, (5377)
"All around wonderful place to stay, staff very helpful, we will definitely be back."
The price is NT$3,952
NT$5,470 total
includes taxes & fees
May 8 - May 9
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, (66)
"Quiet, comfortable stay. Very close to some shopping and eating at Old Town"
The price is NT$3,356
NT$4,215 total
includes taxes & fees
Apr 27 - Apr 28
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 NT$2,293 to NT$6,083 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 1223 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.