Search Apartment Rentals in Winter Haven

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Winter Haven Apartments

Spectrum Resort Orlando
4.0 star property
9.2 out of 10, Wonderful, 208 reviews
"The townhouse was great. Clean, updated, quiet and roomy. Well worth the price. The staff is amazing and truly want to make your stay special. I would highly recommend staying here."
Spectrum Resort Orlando
C2821-303/Windsor Hills Resort/3 Bedrm/Water Park
9.8 out of 10, Exceptional, 28 reviews
"Very well kept, and nice pool area"
C2821-303/Windsor Hills Resort/3 Bedrm/Water Park
A Magical Location For Your Perfect Vacation!
10.0 out of 10, Exceptional, 49 reviews
"Great location"
A Magical Location For Your Perfect Vacation!
Centrally located, close to shops, lake and quiet neighborhood
10.0 out of 10, Exceptional, 6 reviews
"This is the cutest and cleanest place we have rented. It has everything you need in the nicest neighborhood. It felt very safe. We walked around the lake close by and tried some of the restaurants the owner suggested. They were great!! After coming to Lakeland for years with our daughter for competitions, our only regret is not finding this gem sooner. You don’t be disappointed!!"
Centrally located, close to shops, lake and quiet neighborhood
Your ideal near by Disney parks stay! Great for families. Quite community
9.4 out of 10, Exceptional, 81 reviews
"Clean, nicely appointed 2 bedroom condo was waiting for us to enjoy. Marina was always available to answer questions/help us out."
Your ideal near by Disney parks stay! Great for families. Quite community
Nice Private Studio Room — 10 Minutes from the Legoland Park and Downtown
9.8 out of 10, Exceptional, 27 reviews
"Can’t beat the price for this Comfy little studio. Very clean. Had everything available. Bed was so comfortable, I Slept well even when Amtrak honked by. Great host. 10/10"
The price is CA $73
CA $155 total
includes taxes & fees
Jun 28 - Jun 29
Nice Private Studio Room — 10 Minutes from the Legoland Park and Downtown
Studio "Grande"
10.0 out of 10, Exceptional, 12 reviews
"I would highly recommend. Hope to be able to come back next year."
The price is CA $101
CA $241 total
includes taxes & fees
Jun 28 - Jun 29
Studio "Grande"
BG785 Champions Gate Condo 3Bedrooms 2Bathrooms Free Waterpark
9.2 out of 10, Wonderful, 11 reviews
"Loved staying here! Clean, lots of room, and had everything we needed for a week long stay."
BG785 Champions Gate Condo 3Bedrooms 2Bathrooms Free Waterpark
Adorable Guesthouse off of Lake Hollingsworth
10.0 out of 10, Exceptional, 13 reviews
"Property exactly as described. Clean, well decorated, and great area. Would definitely visit again."
Adorable Guesthouse off of Lake Hollingsworth
Soak up the charm of this cozy, recently remodel studio.
9.8 out of 10, Exceptional, 28 reviews
"Owner(s) must have design experience because every detail about this cozy spot has been meticulously planned. From the welcome snacks, to extra power sources on both sides of the bed, to the extra bathroom mirrors, it is made to meet all your needs. We WILL be back!! Thank you!"
Soak up the charm of this cozy, recently remodel studio.
Legoland / Disney Private 2 Bedroom Kitchen and Bath Studio with Lake view
10.0 out of 10, Exceptional, 11 reviews
"In town for a baseball tournament location is great, 6 min from the fields. Nice to have coffee in the morning looking out at the lake from the deck. We didn’t have time to use the pool but it was very tempting! Hosts were great, no complaints at all. Highly recommend."
The price is CA $136
CA $266 total
includes taxes & fees
Jun 26 - Jun 27
Legoland / Disney Private 2 Bedroom Kitchen and Bath Studio with Lake view
Contemporary Stay 10 min to Parks Pets Allowed
8.0 out of 10, Very good, 1 review
"This is a great location if you are going to Disney its super close. The pool and the main lobby area are amazing"
The price is CA $106
CA $324 total
includes taxes & fees
Jul 23 - Jul 24
Contemporary Stay 10 min to Parks Pets Allowed
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
5.0 star property
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
Upgraded Condo close to Disney and Campionsgate
9.4 out of 10, Exceptional, 90 reviews
"Bed need to be upgraded"
Upgraded Condo close to Disney and Campionsgate
SOLO Tiny house
10.0 out of 10, Exceptional, 36 reviews
"Very clean, very secure, close to great places to eat, Very nice people who own the place."
SOLO Tiny house
Mins to Disney/Gated Resort/New Lv Rm Furniture
10.0 out of 10, Exceptional, 3 reviews
"Enjoyed our stay, clean, comfortable, simple. Kids enjoyed the community pool. I would stay here again."
Mins to Disney/Gated Resort/New Lv Rm Furniture
Charming Suite In The Heart Of Lakeland
9.6 out of 10, Exceptional, 34 reviews
"Good place to stay everything you need. So much better than a hotel!!! And the host Yana was amazing!!! Thanks i will definitely be back."
The price is CA $82
CA $204 total
includes taxes & fees
Jun 25 - Jun 26
Charming Suite In The Heart Of Lakeland
Newly Renovated First Floor 2Bed & 2 Bath, Near Disney
9.8 out of 10, Exceptional, 29 reviews
"This was my first experience with a vacation rental instead of a hotel. I was nervous but the hosts made the process easy. Very cute condo, just as pictured. Excellent location for getting around to all the Disney places. Walmart was super close. On site staff was very friendly. Our only issue was with ants, which I'm told is common in FL in May. I was able to communicate with the hosts about this and they reimbursed me for supplies to deal with the ants. Otherwise the property was very cute,...
Newly Renovated First Floor 2Bed & 2 Bath, Near Disney
Studio 4A !
9.2 out of 10, Wonderful, 15 reviews
"Studio 4A is in a beautiful space. The screen in porch was my favorite spot. Love the location near the Downtown area. Excellent stay Cassandra "
The price is CA $94
CA $241 total
includes taxes & fees
Jun 25 - Jun 26
Studio 4A !
Family Condo 2 Bedrooms (King bed & Bunk bed) 1 Bathroom Near Walt Disney World
6.4 out of 10, 8 reviews
"Very friendly, helpful management, we had small issues, and was taking care of promptly. Will stay again if I visit Disney again. Location was perfect, for parks and outside park eating. Recommend highly."
The price is CA $136
CA $296 total
includes taxes & fees
Jul 10 - Jul 11
Family Condo 2 Bedrooms (King bed & Bunk bed) 1 Bathroom Near Walt Disney World
Don't see what you're looking for?
See all available properties in Winter Haven
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.

Other property types in Winter Haven

Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, 6,083 reviews
"Nice and quite and safe"
The price is CA $71
CA $108 total
includes taxes & fees
Jun 26 - Jun 27
Ramada by Wyndham Kissimmee Gateway
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, 4,792 reviews
"The balconys, noone botherd anyone or was worried about others, everyone was calm and did their own thing and noone said a word. The bars and pools are great. If you only have money for a place to.stay, stay here they have ALOT of stuff to do for free on thr resort"
The price is CA $159
CA $222 total
includes taxes & fees
Jul 8 - Jul 9
Summer Bay Orlando by Exploria Resorts
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, 5,328 reviews
"Seralago is the best "
The price is CA $49
CA $81 total
includes taxes & fees
Jun 30 - Jul 1
Seralago Hotel & Suites Main Gate East
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.

Winter Haven Apartments information

Number of reviews
681
Accommodation
1410 Apartments
Lowest Price
CA $73
Highest Price
CA $136

Frequently asked questions

What's it like to stay at an apartment in Winter Haven?
You can search through 18 apartments in Winter Haven for your stay. Why not take time to enjoy the scenic lakeside or seek out the top-notch restaurants? Favorite places to explore include LEGOLAND® Florida.
How do you know if an apartment is a good option for your stay?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, and also for families wanting the conveniences of home.
What's the top apartment for a stay in Winter Haven?
Listed below are some of the more popular apartments in the area to choose from: Spectrum Resort Orlando: Located in Kissimmee, 19.3 mi/31 km from the heart of Winter Haven. Includes laundry facilities, free WiFi, and separate dining areas. Free parking and a fitness center are on site. A Magical Location For Your Perfect Vacation!: Located 21.3 mi/34.3 km away in Davenport. Free WiFi, private balconies, and Smart TVs are included. A fitness center and an outdoor pool are on site. Newly Renovated Private 1 Bedroom Close to Disney: Located in Davenport, 20.5 mi/33 km away. Includes free WiFi, private patios, and Smart TVs. A fitness center and an outdoor pool are on site. Magical Harry Potter Themed Condo: 22.5 mi/36.2 km away in Kissimmee. Upgraded Condo close to Disney and Campionsgate: Located in Kissimmee, 18.6 mi/30 km from Winter Haven. Includes free WiFi, private patios, and Smart TVs. A fitness center and a water park are on site.
How many apartments are there in Winter Haven?
Expedia has 18 apartments to book in Winter Haven.
What will the weather be like during my trip to Winter Haven?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Winter Haven. The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What should I see and do in Winter Haven?
People visiting Winter Haven come for its restaurants and lakeside setting. Family-friendly attractions include LEGOLAND® Florida and Indigo’s Family Fun Center, whereas The Circle B Bar Reserve and Inman Park are a couple of great spots to enjoy the outdoors. Theatre Winter Haven and Chain of Lakes Park are other places to visit while you’re in town.
What's the best way to get to and around Winter Haven?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Kissimmee, FL (ISM-Kissimmee Gateway), which is located 26 mi (41.9 km) from the heart of the city. Otherwise, you can search for flights to Avon Park, FL (AVO-Avon Park Executive), which is 32.1 mi (51.7 km) away. To venture out into the surrounding area, hop aboard a train at Winter Haven Station.

Recent Reviews in Winter Haven
Expedia verified reviews