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Apartment holiday rentals in Winter Haven

Find and book unique apartments on Airbnb

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Popular amenities for Winter Haven apartment rentals

Weekly apartment rentals

Top guest favourite
Apartment in Auburndale
5 out of 5 average rating, 33 reviews

Costa Lake | 1BDR Full Condo | Spacious | Luxury |

MarianaRating, 5 stars3 days ago
The place was just as described. It was a quiet neighborhood with a beautiful view to the lake. Everything was super cleaned and the hosts were very kind and helpful all the time. We will definitely recommend their home to our friends and we will go back in the future. Thanks you both for everything.
Guest favourite
Apartment in Davenport
4.88 out of 5 average rating, 80 reviews

Luxurious Living 15 minutes from Disney

AbeRating, 5 stars4 weeks ago
Jensen's place was perfect for our family of four. We stayed here while on vacation to visit Walt Disney World, and the 2 bedroom, 2 bathroom condo was wonderful. It was clean and spacious and well stocked. When I couldn't find an ironing board, Jensen had one brought over. The pool that you have access to is amazing. Very spacious with cabanas for shade and a nice hot tub area. The location of Jensen's place is also very convenient, just off of I-4, with very easy access to all of the Disney parks. We would stay here again.
Guest favourite
Apartment in Davenport
4.92 out of 5 average rating, 73 reviews

Gated resort minutes from all major attractions

Mónica Rating, 5 stars4 weeks ago
I recommend the accommodation. The description matches what was contracted
Guest favourite
Apartment in Davenport
4.89 out of 5 average rating, 37 reviews

Beautiful NEWLY remodeled 2BD CONDO close toDISNEY

CalvinRating, 5 stars2 days ago
We came for a few days to visit family and do some shopping. Stephania’s apartment is beautiful and the minimalist design creates a peaceful aesthetic for your stay. She was extremely responsive and clear in her communication. The location is near Disney, outlets and lots of restaurants, very convenient! Though we didn’t use the pool it was well-maintained with lots of seating. The gym had a good variety of equipment and was easy to access. We would definitely recommend staying at her home for a visit in the area.
Superhost
Apartment in Kissimmee
4.79 out of 5 average rating, 240 reviews

Stunning condo close to everything!

RichardRating, 5 stars1 week ago
Would love to be able to come back we didn’t want to leave. One of the best Airbnb stays I’ve had.
Guest favourite
Apartment in Davenport
4.82 out of 5 average rating, 57 reviews

Family Friendly Condo Near Parks & Champions Gate

TracyRating, 5 stars1 week ago
Great stay! Great host! Very responsive. All the information I needed provided well in advance. Home is just as described! Would definitely recommend.
Top guest favourite
Apartment in Davenport
5 out of 5 average rating, 9 reviews

Stunning 3BR Condo Near Disney

GabrielRating, 5 stars4 days ago
We were very well pleased with our stay! Almost too good to be true with how clean and comfortable the location was! Nice size home with spacious bedrooms and easy access to the activities the area has to offer! Everything was a couple minutes away by car which made it that much more lovely ! Equipped with all that you would need to get the day started and to end the night comfortable at home! We had a great stay!
Guest favourite
Apartment in Davenport
4.89 out of 5 average rating, 56 reviews

Ohana Oasis | Pool & Near Disney

HopeRating, 5 stars1 month ago
We had a wonderful stay, and would recommend this listing to anyone! Everything was clean and well kept, Kayla was super responsive and all around super helpful! We will definitely be back!

Pet-friendly apartment rentals

Guest favourite
Apartment in Orlando
4.95 out of 5 average rating, 127 reviews

Vista Cay Luxury Vision Walk to EPIC and OCCC

ReneeRating, 5 stars3 weeks ago
Great place to stay and certainly a great price for what you get .
Top guest favourite
Apartment in Champions Gate
4.85 out of 5 average rating, 279 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

FedericoRating, 5 stars5 days ago
Spacious 3/2 unit with balcony facing the nature on the 4th floor. It is located south and outside of the Disney area in a residential with a lot of restaurant choices and grocery store .
Guest favourite
Apartment in Poinciana
5 out of 5 average rating, 13 reviews

Orlando 3BR/2BA/4BED Beautiful modern amenities

ZlatkoRating, 5 stars2 months ago
We had a wonderful time staying at Ilce’s place. The house was clean, comfortable, and had everything we needed. Ilce was a great host, and we would definitely stay here again.
Guest favourite
Apartment in Kissimmee
4.94 out of 5 average rating, 117 reviews

3 Bedroom w/large patio on Resort Golf Course

PhillipRating, 5 stars3 weeks ago
We definitely enjoyed our stay and maybe some time in the near future, we will return.....
Superhost
Apartment in Davenport
4.79 out of 5 average rating, 234 reviews

Brand New AwardWinning Renovated Condo Near Disney

AntoinetteRating, 5 stars3 weeks ago
Cai Ling and John were amazing hosts! Their place was clean and in a great location. Hope to be back soon!
Guest favourite
Apartment in Celebration
4.9 out of 5 average rating, 112 reviews

Pet Friendly in Orlando Area near Disney.

HannahRating, 5 stars1 week ago
We loved our stay. The pool was so fun for our one year old and we were able to bring our cat on our trip - and he loved people watching out the windows! It was clean, the hosts were responsive, and the pool/surrounding areas were so much fun. We will definitely book with them again if we go back to the area!
Guest favourite
Apartment in Orlando
4.99 out of 5 average rating, 140 reviews

Serene Lakeview By Disney -Universal Epic8.2 mi

ZacharyRating, 5 stars1 week ago
Adir’s space was in excellent condition and provided excellent communication throughout our stay! Beautiful view
Superhost
Apartment in Kissimmee
4.81 out of 5 average rating, 203 reviews

Family Friendly I Mins from Disney I Resort Pool

KimberlyRating, 5 stars2 weeks ago
Andres's place was beautiful, comfortable and close to a lot of restaurants. The only inconvenient we had was gaining access inside the property through the gate. Other than that everything was perfect. Would stay again.

Apartment rentals with a pool

Guest favourite
Apartment in Kissimmee
4.91 out of 5 average rating, 79 reviews

Coastal Retreat | 15 min to Disney

MakaylaRating, 5 stars5 days ago
Ana’s place was very comfortable and welcoming! We felt right at home during our vacation, and the check in and out process was very easy and accessible. VERY clean, and that added to our experience all the more. Very close to Walt Disney World which was a plus! We’re very happy with our stay and would stay here again.
Superhost
Apartment in Davenport
4.77 out of 5 average rating, 69 reviews

Lovely 1 Bedroom Apartment with Pool and Jacuzzi!

KellyRating, 5 stars6 days ago
The apartment was clean, the bed was comfortable, and the balcony was lovely. We had a small issue with the toilet, but the host was extremely responsive and fixed the issue well enough for our stay. Pool is nice but pool bar is closed Tuesdays and Wednesdays and didn’t have a great bar selection. Overall, great experience!
Guest favourite
Apartment in Reunion
4.92 out of 5 average rating, 25 reviews

Marvelous corner condo at Reunion Resort in ideal

CherylRating, 5 stars1 month ago
This condo is as marvelous as the pictures and the description! We enjoyed our stay here, and hope to stay here again on a return visit to Orlando. The host is wonderful and easy to reach when needed. Thank you!
Top guest favourite
Apartment in Davenport
4.83 out of 5 average rating, 152 reviews

Intense Space-Themed Condo Near Disney

ChrissyRating, 5 stars2 months ago
Great “space” both figuratively and literally. Pictures actually don’t justify the condo. It’s very cool. If you’ve ever stayed on Disney property, specifically Port Orleans/Riverside… it gives those kind of vibes on the outside. The little attention to detail on the inside is perfect for any Star Wars fanatics like we are. Traffic in the area is pretty gnarly so if you are staying here to visit Disney or Universal parks, plan to leave 30 min to 1 hr earlier than you think. Other than that, we had great communication with the owner and he was very accommodating for check in and when we had questions during our stay. Also, the washer and dryer in the unit came in clutch for our week! Would definitely stay here again.
Guest favourite
Apartment in Davenport
4.97 out of 5 average rating, 29 reviews

Cozy Condo in Champions Gate

DianeRating, 5 stars2 months ago
We cannot say enough about how much we loved our stay during this winter. For the second year we have enjoyed a wonderful, clean, peaceful stay at this fantastic condo. There is nothing to complain about. Ana has been a very responsive and helpful host and everything was just perfect and was truly a comfortable “home sweet home”. We will surely stay at Ana’s condo again and again in the years to come.
Top guest favourite
Apartment in Davenport
5 out of 5 average rating, 56 reviews

Aqua Dream > Tropical Bahama Bay Condo Near Disney

EsmeraldaRating, 5 stars3 days ago
Would definitely stay again! Beautiful stay
Top guest favourite
Apartment in Davenport
4.96 out of 5 average rating, 27 reviews

Cozy & Family-Friendly Minutes From Epic Universe

RevRating, 5 stars1 month ago
Let me start by saying if you are reading this, and this space is available for your stay do not wait to book! I was so impressed with the host’s responsiveness the cleanliness of the home, the amenities. By far the best Airbnb . Super Host is an understatement ! Fantastic stay
Guest favourite
Apartment in Davenport
4.91 out of 5 average rating, 47 reviews

Terrace Ridge 3BR/2BA Condo Close to Disney & Golf

MargaretRating, 5 stars1 week ago
the condo is very spacious and well laid out. Definitely exceeded our expectations. location very convenient for our trip. the value and accommodations are way better than a hotel. We will choose will choose this condo for any future trips to Orlando.

Quick stats about apartment rentals in Winter Haven

  • Total rentals

    10 properties

  • Nightly prices starting at

    $77 SGD before taxes and fees

  • Total number of reviews

    50 reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

  • Local attractions

    LEGOLAND Florida Water Park, Winter Haven Hospital and Harborside

Destinations to explore

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