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Featured Condos in Winter Haven

$237
Hapimag Lake Berkley Resort

Hapimag Lake Berkley Resort

3.0 out of 5.0 1010 Park Ridge Cir, Kissimmee, FL
5/5
(8 Reviews)
2 outdoor pools, an outdoor tennis court, and a spa tub are all featured at this smoke-free condo. Enjoy the fitness center and perks like free self parking and free WiFi. A business center, a terrace, and a garden are also on offer.
 
$72
Alhambra Villas by Diamond Resorts

Alhambra Villas by Diamond Resorts

3.0 out of 5.0 500 Cypress Pkwy, Poinciana, FL
4.8/5
(4 Reviews)
This condo features an outdoor pool and an outdoor tennis court. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a picnic area, and laundry facilities are also on offer.
 
$207
Caribe Cove Resort

Caribe Cove Resort

3.5 out of 5.0 9000 Treasure Trove Ln, Kissimmee, FL
4.4/5
(138 Reviews)
This condo features an outdoor pool and a fitness center. Enjoy the spa tub and perks like free self parking and free WiFi. There's a sauna on site, and concierge services and barbecue grills are also offered.
 
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Vacation Village at Parkway

Vacation Village at Parkway

3.0 out of 5.0 2975 Arabian Nights Blvd, Kissimmee, FL
4.2/5
(45 Reviews)
7 outdoor pools, 6 spa tubs, and a fitness center are all featured at this smoke-free condo. Bring the family and enjoy the children's pool, playground, and arcade/game room. A free area shuttle is offered as well.
 
$159
Holiday Inn Club Vacations Orlando Breeze Resort

Holiday Inn Club Vacations Orlando Breeze Resort

3.5 out of 5.0 100 Orlando Breeze Circle, Davenport, FL
4/5
(1 Reviews)
2 outdoor pools, 2 outdoor tennis courts, and a spa tub are all featured at this traditional condo. Bring the family and enjoy the mini golf, children's pool, and playground. Enjoy the fitness center and perks like free self parking and free WiFi.
 
$79
Tuscana Resort Orlando by Aston

Tuscana Resort Orlando by Aston

3.5 out of 5.0 1395 Tuscana Lane, Kissimmee, FL
3.9/5
(10 Reviews)
This condo features an outdoor pool, a spa tub, and a restaurant. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Enjoy the fitness center and perks like free self parking and free WiFi.
 
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Regal Palms Resort and Spa

Regal Palms Resort and Spa

3.5 out of 5.0 2700 Sand Mine Rd, Davenport, FL
3.5/5
(146 Reviews)
This smoke-free condo features a full-service spa, 2 outdoor pools, and a restaurant. There's fun for all ages with a lazy river and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the health club and perks like free self parking and free WiFi.
 
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Freedom Florida Vacation Rentals

Freedom Florida Vacation Rentals

3.5 out of 5.0 2700 Sand Mine Rd, Davenport, FL
3/5
(1 Reviews)
This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.
 
$130
Lifetime of Vacations Resort

Lifetime of Vacations Resort

3.0 out of 5.0 7770 W Irlo Bronson Memorial Hwy, Kissimmee, FL
2 outdoor pools, an outdoor pool, and a fitness center are all featured at this smoke-free condo. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a garden, and a picnic area are also on offer.
 
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High Point World Resort

High Point World Resort

3.5 out of 5.0 2951 High Point Boulevard, Kissimmee, FL
This condo features an outdoor pool and an outdoor tennis court. Business travelers can take advantage of the business center. Enjoy the fitness center and perks like free self parking.
 
$125
Grand Lake Resort

Grand Lake Resort

3.0 out of 5.0 7770 W Irlo Bronson Memorial Hwy, Kissimmee, FL
This condo features an outdoor pool and a fitness center. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a garden, and a free grocery shopping service are also on offer.
 
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Wyndham Vacation Resorts Reunion at Orlando

Wyndham Vacation Resorts Reunion at Orlando

4.0 out of 5.0 7593 Gathering Drive, Reunion, Kissimmee, FL
This smoke-free property features a golf course, free water park access, and 3 restaurants. Bring the family and enjoy the lazy river, children's pool, and waterslide. Enjoy the 11 outdoor pools and get free self parking.
 
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Vacation Condos in Winter Haven

Wandering around in search of the best restaurants, snapping pictures of iconic landmarks, and hiking through local landscapes are just a few of the things you love about taking a vacation. But you sometimes miss the comforts of home during your getaways. Next time, bring home with you! Book a condominium through Travelocity, and you can have all your travel needs met. You’ll still be able to experience Winter Haven, but you won’t have to give up the things you love—like a full kitchen to cook your favorite breakfast, a nice quiet spot to catch up on reading, and easy access to the top sites in the city.

There are tons of vacation condo rentals to suit your travel style. Do you want to stay in downtown condos that will put you in the heart of Winter Haven? Or do you prefer a luxury condo in an upscale neighborhood, conveniently located near the best attractions?

Place yourself in any part of the city and spend your days exploring the new world around you. When you tire of seeing the sights and testing coffee in the local cafes, return to your safe haven—your condo rental. You’ll appreciate that you can sleep in late without worrying about hotel staff knocking on your door, and you can head out onto the city street without being pegged as a tourist.

You don’t have to pay prices that resemble a mortgage when you book a condo through Travelocity. Our variety of vacation rentals will let you—and your wallet—feel like you’ve made the right decision. Browse properties today and start deciding what outfits you’ll pack for the trip.

What is the price range for Condos in Winter Haven?

We have up to a variety of Condos available in Winter Haven, ranging from $59 to $237.

How many options are there for Condos in Winter Haven?

Book your stay in Winter Haven Condos through Travelocity today and choose from 34874 available options.

How cheap are Condos in Winter Haven?

Travelers to Winter Haven can find Condos priced as low as $59.

Top Trending Hotels in Winter Haven

See all 34,874 Properties in Winter Haven
$59
Winter Haven Gardens Inn and Banquet Center

Winter Haven Gardens Inn and Banquet Center

2.5 out of 5.0 1150 3rd Street SW, Winter Haven, FL
Situated in Winter Haven, this hotel is within 1 mi (2 km) of Indigo's Family Fun Center and Chain of Lakes Park. Lake Conine is 2.8 mi (4.6 km) away. Winter Haven Station is 16 minutes by foot.
 
$81
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2.0 out of 5.0 1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
Situated in the business district, this motel is within a 15-minute walk of Indigo's Family Fun Center and Chain of Lakes Park. Lake Conine is 2.9 mi (4.7 km) away. Winter Haven Station is 14 minutes by foot.
 
$144
Holiday Inn Winter Haven

Holiday Inn Winter Haven

3.0 out of 5.0 200 Cypress Gardens Boulevard, Winter Haven, FL
Located in the heart of Winter Haven, this hotel is within a 15-minute walk of Chain of Lakes Park and Indigo's Family Fun Center. Legoland Florida and Lake Conine are also within 6 mi (10 km). Winter Haven Station is 14 minutes by foot.
 
$71
Econo Lodge

Econo Lodge

2.0 out of 5.0 5665 Cypress Gardens Boulevard, Building b, Winter Haven, FL
Situated in Winter Haven, this hotel is 0.4 mi (0.6 km) from Legoland Florida and within 6 mi (10 km) of Chain of Lakes Park and Indigo's Family Fun Center. Cypresswood Golf and Country Club and Eagle Ridge Mall are also within 9 mi (15 km).
 

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.