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Apartment vacation rentals in Winter Haven

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Popular amenities for Winter Haven apartment rentals

Apartment rentals with a hot tub

Guest favorite
Apartment in Florida Center
4.92 out of 5 average rating, 49 reviews

Penthouse With EPIC Views

DanRating, 5 stars4 days ago
Good value close to I-Drive and Universal. Ubers were normally only 5-10 minutes and not expensive. It is fairly "walkable" to Universal for those that enjoy walking. Lol. The view is wonderful in the evenings....can see the lights of the attractions and just very pretty. It is half a block off of I-Drive and a couple decent restaurants and "toursity" things. There is a legit Irish pub near there that is AMAZING if you want a true Irish pub experience.
Guest favorite
Apartment in Florida Center
4.9 out of 5 average rating, 51 reviews

The Point Hotel & Suites - 603 Luxury - Pool View

DominicRating, 5 stars5 months ago
Had a wonderful stay! The apartment is great, perfect for what we needed. The hotel is beautiful with a big pool and lounge area. AC worked great and there was plenty of bedding and extra blankets for our stay. The hosts were super friendly and flexible with check-in/checkout which made for a very peaceful last morning. 10/10 would recommend and we will be staying again next time we’re in Orlando!
Guest favorite
Apartment in Orlando
4.85 out of 5 average rating, 54 reviews

Orlando 9th Floor - 5 min From Disney. Blue Heron

InoelisRating, 5 stars1 month ago
Excellent experience, very clean home and throughout the hotel. We were very pleased with everything from the initial host contact all the way to the end of our stay. The amazing views are unforgettable and worth every penny. We would definitely stay at this home again. Very close to the attractions and plenty of restaurants in walking distance.
Guest favorite
Apartment in Florida Center
4.92 out of 5 average rating, 36 reviews

Exclusive Second-Floor Apartment

JaniceRating, 5 stars1 week ago
The unit was clean and well stocked. It was in a location accessible to restaurants within walking distance. Giovanni was extremely responsive and everything from check in to check out went very smoothly. The pictures represent the unit well, however, they do make it look a little bigger than it seemed in person. Overall great stay.
Superhost
Apartment in Orlando
4.93 out of 5 average rating, 41 reviews

Spacious Orlando APT w/ Jacuzzi near Theme Parks!

EricaRating, 5 stars1 day ago
Excellent gost, clean place. The host was very responsive and helpful. If ever in the area I would book again. It's hard to find an host with this type of communication work well done.
Guest favorite
Apartment in Davenport
4.93 out of 5 average rating, 15 reviews

Hidden Luxury Paradise

EricaRating, 5 stars2 weeks ago
This place was so perfect for a quick weekend getaway, and I wish we could’ve stayed longer! The condo is so comfortable and beautifully decorated. The pool was nice and close, and the restaurant was so convenient! Definitely recommend!
Superhost
Apartment in Orlando
4.83 out of 5 average rating, 52 reviews

Beautiful apartment in Vista Cay Resort

AndreaRating, 5 stars3 days ago
This was my first time in Orlando. Thank you Erik for my stay wonderful! I will definitely be back and I will always highly recommend!! I felt like I was truly home away from home!!
Superhost
Apartment in Florida Center
4.8 out of 5 average rating, 10 reviews

Studio # 1 1 bed - 1 sofa bed - 4 people

YaoMingRating, 5 stars2 weeks ago
Unit was clean and modern.

Weekly apartment rentals

Superhost
Apartment in Kissimmee
4.71 out of 5 average rating, 17 reviews

2 Bedrooms/2 Bath - For 10

LizaRating, 5 stars49 months ago
The apt suite fit 8 comfortably and would have fit more ppl. Everything u need is in it. The location is great. Front desk check in was so quick and they were always fast when u called front desk for anything like towels extra shampoo etc. Brian always checked in and answered questions asap. Pools were clean and not too many ppl. They were open 8-12 midnight. The location is excellent. Oldtown and fun spot are right the walking distance and and everything else is close by. Good location when ur just using room to sleep, shower and eat. I would return.
Guest favorite
Apartment in Kissimmee
4.87 out of 5 average rating, 115 reviews

3-103 Heated Pool Free Wi-Fi Free Resort Amenities

FarzonaRating, 5 stars2 weeks ago
Everything was great, my family liked this place, highly recommended
Top guest favorite
Apartment in Auburndale
4.95 out of 5 average rating, 232 reviews

Ariana Place - Tree House Like Lakefront Views

ScottRating, 5 stars3 weeks ago
5 stars all around! I just spent 5 nights at the Treehouse and hated to leave. I'm in sync with all the other reviews as they say it all! Perfect place just off the highways but close to the necessities in the Orlando/Lakeland area. Delightful views on Lake Ariana and plenty of rabbits and squirrels to watch while relaxing at the end of the day. Joni and Dennis were wonderful hosts and just a text away to answer any questions. Definitely will stay here again when I get back to the area. BOOK IT!
Superhost
Apartment in Kissimmee
4.93 out of 5 average rating, 15 reviews

Studio Apartment in Upscale Golf Community

BenRating, 5 stars2 weeks ago
This was a nice private unit well accommodated for my short stay
Superhost
Apartment in Clermont
4.79 out of 5 average rating, 268 reviews

Charming Lakefront Apt. Near Disney

LeeRating, 5 stars4 weeks ago
This place was amazing and not far from anything. Place was clean, private, very peaceful. The bed was to die for and like sleeping on a cloud. Definitely a gem to be had whether visiting Disney or diving the lower springs. Restaurants were very close by. Courtney was an amazing host and an amazing place
Top guest favorite
Apartment in Kissimmee
4.93 out of 5 average rating, 43 reviews

3171-302 Resort Lake View Disney Universal Orlando

RachelRating, 5 stars3 weeks ago
This place was just what we needed for a quick weekend getaway. The house was comfortable, the beds were great and everything was extremely clean! The kitchen had all necessary equipment for meals and the home had just enough space for my family of five. My kids love the clubhouse “waterpark”. We would definitely stay again!
Guest favorite
Apartment in Orlando
4.9 out of 5 average rating, 10 reviews

Lakeview Mid-Century Loft | 11a-8p Check-In ONLY

LuisRating, 5 stars1 week ago
Angela is a great host, attentive and we felt comfortable during our stay!
Guest favorite
Apartment in Winter Garden
4.92 out of 5 average rating, 24 reviews

Winter Garden King Bed Pet-Friendly 15 Min to Park

TarunRating, 5 stars2 days ago
Great place and excellent hospitality will be back whenever I’m in this Area

Private apartment rentals

Guest favorite
Apartment in Kissimmee
4.86 out of 5 average rating, 35 reviews

Beautiful Apartment near Disney

NicoleRating, 5 stars4 days ago
Really enjoyed how friendly the hosts were, quick response time. The apartment was so cute and well equipped, loved that it had a washer and dryer, fully stocked kitchen and the rooms were neat, clean and clutter free. 15-20 minute drive to the parks, close by to stores and gas stations. Highly recommend, we will be coming back for our next Disney trip !
Guest favorite
Apartment in Orlando
5 out of 5 average rating, 12 reviews

Home Apartment in Orlando

RonaldRating, 5 stars4 days ago
Amazing place very clean I will definitely stay again 🙏🏾🙏🏾🙏🏾
Top guest favorite
Apartment in Davenport
5 out of 5 average rating, 16 reviews

Close to Disney + QR Clue Experience

EstebanRating, 5 stars3 weeks ago
Samuel has been a great host to us. He is very responsive and kind. The condo has literally anything you need to spend a great time, in an awesome place. We really loved our stay in Sam's place.
Top guest favorite
Apartment in Orlando
5 out of 5 average rating, 13 reviews

Graceful Paradise FL (By MCO Airport)

LorelynRating, 5 stars2 weeks ago
Thank you so much for your hospitality! Your place truly felt like a home away from home during our stay. It was comfortable, clean, and had everything we needed. We really appreciated the thoughtful touches and how responsive you were. Wishing you all the best—and I’ll definitely recommend your place to friends and family visiting the area!
Top guest favorite
Apartment in Winter Garden
4.9 out of 5 average rating, 141 reviews

Stay A While

ArtemRating, 5 stars2 weeks ago
We had a wonderful stay at Sonia’s place in Winter Garden! From the start, communication was smooth, clear, and friendly. Sonia is a thoughtful and welcoming host who made sure we had everything we needed. The house was spotless, spacious, and beautifully decorated — exactly as described, if not better. We truly felt at home and would gladly stay here again. Highly recommended!
Guest favorite
Apartment in Winter Haven
4.88 out of 5 average rating, 57 reviews

Unique cozy studio.

MichaelRating, 5 stars1 week ago
I had an amazing time staying here. It had everything as described. Area was quiet and the house was beautiful. The host greeted me upon check in and was super friendly and helpful with all my questions. I definitely would stay here again.
Superhost
Apartment in Kissimmee
4.77 out of 5 average rating, 13 reviews

Beautiful & Cozy 2Bed-2bath Apartment near Disney

TammyRating, 5 stars1 month ago
A gate pass instead of having to scan ID and talk to operator each time would be a great idea. Appreciated having extra towels on our longer stay.
Guest favorite
Apartment in Florida Center
4.85 out of 5 average rating, 26 reviews

Like at home

NatanRating, 5 stars1 month ago
Angels home was very clean and you could feel the comfort in the home! the home was near to every entertainment activities that we wanted to attend to. I would definitely book Angels home again in the future. Thank you!!

Quick stats about apartment rentals in Winter Haven

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    900 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Polk County
  5. Winter Haven
  6. Apartment rentals