Compare Winter Haven Condo Rentals

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Featured Winter Haven Condo Rentals

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$132 nightly
The price is $150 total per night
$150 total
Dec 21 - Dec 22
Total with taxes and fees
Guests of Vacation Village Orlando, Celebration enjoy 7 outdoor pools, a children's pool, and a gym. You can take advantage of onsite parking for a fee, along with an area shuttle. The 24-hour front desk has staff standing by to help with luggage storage and tours/tickets. Other amenities at this family-friendly condo building include 7 hot tubs, free WiFi in public areas, and a business center.
Pool
Hot Tub
Lifetime of Vacations Resort

Lifetime of Vacations Resort

3 out of 5
7770 W Irlo Bronson Memorial Hwy Kissimmee FL
$134 nightly
The price is $150 total per night
$150 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Lifetime of Vacations Resort features an outdoor pool, a gym, and a business center. RV, bus, and truck parking is available. Friendly staff can provide luggage storage, and also offer advice about sightseeing. Additional amenities include a computer station, laundry facilities, and a vending machine.
Pool
Kitchen
2 Bedroom, 2 Bath Condo 2 miles from Disney and 10 miles from Universal studios.

2 Bedroom, 2 Bath Condo 2 miles from Disney and 10 miles from Universal studios.

Kissimmee FL
At this condo, guests enjoy a water park, an outdoor pool, and a gym. Other amenities at this family-friendly condo building include a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub
Spacious Family Condo - Garden View - 2 Miles from Disney

Spacious Family Condo - Garden View - 2 Miles from Disney

2 out of 5
Kissimmee FL
Guests of this condo enjoy features like a hot tub.
Pool
Hot Tub
CHRIS & SUE'S CONDO AT WINDSOR PALMS 3 MILES FROM DISNEY AND ALL IT'S MAGIC

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

Kissimmee FL
Guests staying at this condo enjoy access to a water park, a gym, and a hot tub. Additional amenities include an arcade/game room and laundry facilities.
Pool
Hot Tub
First floor condo - 2Bed/ 2 Bath - sleeps 6 - Just minutes to Disney & much more

First floor condo - 2Bed/ 2 Bath - sleeps 6 - Just minutes to Disney & much more

Davenport FL
Guests staying at this condo enjoy access to a water park, an outdoor pool, and a hot tub. Other amenities at this family-friendly condo building include an arcade/game room, laundry facilities, and barbecue grills.
Pool
Hot Tub
Berkley Lake Townhomes

Berkley Lake Townhomes

3 out of 5
1010 Park Ridge Cir Kissimmee FL
Berkley Lake Townhomes features 2 outdoor pools, a children's pool, and a gym. There's free parking if you drive. The front desk has multilingual staff that can help with concierge services, and offer advice about sights and eateries nearby. Other amenities at this family-friendly condo building include free WiFi in public areas, a hot tub, and an outdoor tennis court.
Pool
Hot Tub
Vacation Rental near Disney, Univeral Studios, Epic, w/free parking and Wi-Fi.

Vacation Rental near Disney, Univeral Studios, Epic, w/free parking and Wi-Fi.

Kissimmee FL
Guests staying at this condo enjoy access to a water park, a gym, and a hot tub. Other amenities at this family-friendly condo building include an arcade/game room and laundry facilities.
Pool
Hot Tub
Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities

Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities

2 out of 5
Davenport FL
$229 nightly
The price is $257 total per night
$257 total
Dec 21 - Dec 22
Total with taxes and fees
This condo features a gym and laundry facilities.
Pool
Washer
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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.

Hotel Options in Winter Haven

    Best Western Plus Winter Haven Inn & Suites 

    Best Western Plus Winter Haven Inn & Suites 

    5801 Roosevelt Dr Winter Haven FL
    $134 nightly
    The price is $151 total per night from Dec 21 to Dec 22
    $151 total
    Dec 21 - Dec 22
    Total with taxes and fees
    9.4/10 Exceptional! (1,083 reviews)
    Legoland Florida Hotel

    Legoland Florida Hotel

    1 Legoland Way Winter Haven FL
    $332 nightly
    The price is $372 total per night from Jan 4 to Jan 5
    $372 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    9/10 Wonderful! (53 reviews)
    Staybridge Suites Winter Haven Auburndale by IHG

    Staybridge Suites Winter Haven Auburndale by IHG

    305 5th St NW and Avenue D NW Winter Haven FL
    $152 nightly
    The price is $170 total per night from Dec 21 to Dec 22
    $170 total
    Dec 21 - Dec 22
    Total with taxes and fees
    9.6/10 Exceptional! (664 reviews)

Luxury Condos

Find luxury condos in Winter Haven
Get your vacation off to a fabulous start by booking a luxury condo in Winter Haven. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Winter Haven condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Winter Haven will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Winter Haven Condo Rentals essential information

Accommodation
3445 Condo Rentals
Lowest Price
$150
Highest Price
$372
Popular accommodation
Vacation Village Orlando, Celebration, Lifetime of Vacations Resort, 2 Bedroom, 2 Bath Condo 2 miles from Disney and 10 miles from Universal studios., Spacious Family Condo - Garden View - 2 Miles from Disney, CHRIS & SUE'S CONDO AT WINDSOR PALMS 3 MILES FROM DISNEY AND ALL IT'S MAGIC, First floor condo - 2Bed/ 2 Bath - sleeps 6 - Just minutes to Disney & much more, Berkley Lake Townhomes, Vacation Rental near Disney, Univeral Studios, Epic, w/free parking and Wi-Fi., Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities

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