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Hotel holiday rentals in Winter Haven

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Popular amenities for Winter Haven hotels

Family-Friendly hotels

Superhost
Hotel room in Kissimmee
4.86 out of 5 average rating, 103 reviews

Celebration Suites - 2 Miles from Disney - For 6

ChazRating, 5 stars15 months ago
The Celebration Suites is a slightly more outdated hotel, however it is very well renovated and is very nice. The office staff was extremely accommodating and friendly. The room was very clean, and we got to make use of one of their three pools, and it was very well maintained as was the pool area itself. Definitely recommend using, and will use them again in future. Overall great location and a great stay.
Place to stay in Kissimmee
4.86 out of 5 average rating, 7 reviews

VACATION VILLAGE RESORT AT PARKWAY ~KISSIMMEE, FLA

ChelseaRating, 5 stars29 months ago
This place was just as advertised and had everything we expected. It was a lovely place to stay. We were very comfortable!
Hotel room in Orlando

Wyndham Bonnet Creek / 1BR -Inside Gates of Disney

TaliaRating, 5 stars72 months ago
Rob and Julia were very responsive and everything was exactly as we had hoped. We love this location and will certainly be back!
Hotel room in Orlando
5 out of 5 average rating, 6 reviews

Two Bedroom Kingstown Reef -Amusement Park Central

CarolinaRating, 5 stars78 months ago
This place was amazing, very comfortable and a fun location the front desk Brianna and Mike were very helpful we definitely will return!
Superhost
Resort in Celebration
4.6 out of 5 average rating, 5 reviews

MYSTIC DUNES RESORT & GOLF CLUB 1bd

BrendaRating, 5 stars48 months ago
Great resort. Host made out the process easy with their prompt response.
Hotel room in Orlando
4.5 out of 5 average rating, 4 reviews

Wyndham Bonnet Creek ** 2B Inside Gates of Disney

DougRating, 5 stars78 months ago
The place has everything and is smack in the middle of all the Disney magic. While the property was full of families and kids over the holiday week, the condo was amazingly quiet. Great all around!
Resort in Orlando

♥ Unforgettable vacations! Wonderful Resort! ✶ #1

LorraineRating, 5 stars36 months ago
It was amazing!!!
Resort in Kissimmee
4.67 out of 5 average rating, 3 reviews

Vacation Villas at Fantasy World (by Disney World)

PaolaRating, 5 stars76 months ago
Wendy's Villa was an amazing place. The place was nice, clean, had many near places, you could be the whole day there entertained, and Wendy was always attentive to messages and helped. If I return to Orlando I would try to reserve the villa again. Thank you Wendy!

Hotels with a pool

Guest favourite
Hotel room in Orlando
4.87 out of 5 average rating, 91 reviews

White Snow Beluga/2 Queen Beds + Parking

FawnRating, 5 stars2 months ago
Perfect location!! Easy walk to SeaWorld and Aquatica. Room had all we needed to cook food for three days 👍🏻 Will be back soon
Hotel room in Kissimmee
4.79 out of 5 average rating, 943 reviews

Your Orlando Escape | Infinity Pool. Gym. 1BR

JamieRating, 5 stars2 weeks ago
It was close to everything we had planned to go to. They have a large pool and hot tub that stays open later than most places. The staff was very friendly and the restaurant was really good. They had happy hour from 4 to 5 every day which included a list of free beers or wine. Having the full-size refrigerator was a bonus. We enjoyed the atmosphere!
Hotel room in Lake Buena Vista
5 out of 5 average rating, 3 reviews

Club Wyndham bonnet creek

KristianRating, 5 stars2 weeks ago
Thank You Carlos, My family and I enjoyed our time here for our daughter birthday. Everything was perfect. It’s convenient and close to all theme parks. We will definitely be back again thanks.
Guest favourite
Hotel room in Kissimmee
4.75 out of 5 average rating, 59 reviews

Great place / price ,near Disney.

KellyRating, 5 stars2 weeks ago
Great place to stay. Close to Disney and a lot to do in the area.
Hotel room in Kissimmee
4.79 out of 5 average rating, 371 reviews

Cozy Room for 2, Near Disney 280

GiselleRating, 5 stars1 week ago
The building was close to Disney and easy to find. The only thing that went wrong was that the TV remotes didn't work. I connected to the host of the Airbnb and he apologized and said he would fix it.
Guest favourite
Hotel room in Orlando
4.87 out of 5 average rating, 38 reviews

Blue Heron Resort 1 mile from Disney Amazing view

JenniferRating, 5 stars3 weeks ago
Roland’s place was very comfortable, spotless, and beautifully decorated with modern touches. The location is close to everything and even walkable. Balcony & lake view—so peaceful and relaxing. I would definitely stay again! The only minor downside was the TV signal; it occasionally slowed down in the middle of a movie, possibly due to an overloaded WiFi network. Other than that, everything was great!
Hotel room in Kissimmee
4.73 out of 5 average rating, 217 reviews

Cozy vacation room for 4 people in orlando, fl

ElizabethRating, 5 stars1 week ago
It's my third year staying here excellent place, Lucia is very friendly, the accommodation is very clean and smelly. It will always be my place to stay. 200% recommended.
Resort in Kissimmee
4.72 out of 5 average rating, 425 reviews

WorldMark Reunion Three Bedroom

AlexRating, 5 stars4 weeks ago
The resort (WorldMark by Wyndham) was great. The surrounding area was beautiful. There were lots of shops, restaurants, and activities within a 10 to 15 minute drive of the location. Our kids enjoyed going to the water park located on the resort property that included a splash pad with water slides, a pool, and a lazy river. The unit we were in had a lot of space and was very clean and comfortable. It was very easy to get assistance from the resort when needed by calling the front desk from the phone in the unit. For anyone staying at the resort and going to the theme parks, Disney parks are approximately a 15 minute drive and the Universal parks are approximately a 30-35 minute drive (all driving is dependent on traffic as much of it requires driving on I-4 which is often under construction or experiences rush-hour traffic). Overall, the place was beautiful, easy to navigate, and had sufficient supplies and amenities for our week long stay.

Hotels with a patio

Hotel room in Orlando
5 out of 5 average rating, 4 reviews

Stay Sky Suites premier 1BR unit

LiliaRating, 5 stars2 months ago
Comfortable, clean and had everything I and my family needed, is close to markets and restaurants, and also very close to Universal's parks, we really liked it. I recommend it.
Superhost
Hotel room in Orlando
5 out of 5 average rating, 4 reviews

Wyndham Bonnet Creek 2 Bedroom

JonathanRating, 5 stars18 months ago
Chris was a great a host, and the property was perfect. Chris helped make our Christmas Disney trip a one to always remember.
Top Guest favourite
Resort in Lake Buena Vista
5 out of 5 average rating, 28 reviews

1 Bedroom at Bonnet Creek Resort Near Disney!

DaisyRating, 5 stars1 month ago
From the beginning Brandon was an AMAZING host, extremely responsive -even before I booked the spot. The location of the Airbnb was perfect, extremely convenient to the parks and Disney springs. Had a great pool and a hot tub to soak in after a long day. I only wish I booked more days just to enjoy the amenities this spot has to offer! Comfortable, safe, and great!! Would LOVE to come back!
Superhost
Hotel room in Orlando
4.75 out of 5 average rating, 4 reviews

Sheraton Vistana Resort - Villa

DanielleRating, 5 stars2 months ago
Karen was an awesome host. Gave a great run down of the check in process so we knew what to expect! She made sure we were checked in and gave a contact number in case of errors! We appreciated her communication!! Her place is great. The whole property has lots to offer! 5/5 stars!! For reference, this property is about 4 miles from Disney and Universal parks as well as Sea World. There is fast food in walking distance as well as coffee places.
Casa particular in Kissimmee
5 out of 5 average rating, 3 reviews

Orlando- 3 Bedroom Condo-11 Pools-Free Waterpark!

AmandaRating, 5 stars19 months ago
Very responsive hosts and very friendly! I felt like we got a lot of value for the money. There was a water park, golf course, tons of running/walking trails, and pools. My advice is nothing about the hosts more about the property - check in took over an hour! The staff was friendly but when you have two young kids it’s pretty tough. Just be prepared that check in might take longer than you would expect. Overall, we would stay again.
Hotel room in Orlando
4.57 out of 5 average rating, 7 reviews

King Studio w/Breakfast Included

AlanRating, 5 stars6 months ago
Nearby of the main centres and parks of orlndo
Private room in Haines City
4.89 out of 5 average rating, 9 reviews

Welcome, to my Nest of love and care!

SamsherRating, 5 stars6 months ago
thank you for everything Reyna, you turned a weekend I thought was going to be lonely and not fun into one of the best times in my life so far. You shine a light on every life you touch
Top Guest favourite
Hotel room in Orlando
5 out of 5 average rating, 8 reviews

Wyndham Bonnet Creek: 1-br Suite at Disney World

MichelleRating, 5 stars3 weeks ago
We could not have asked for a better host he was kind attentive and extremely helpful. We would definitely book with him again

Quick stats about hotel rentals in Winter Haven

  • Total rentals

    30 properties

  • Nightly prices starting at

    $108 AUD before taxes and fees

  • Total number of reviews

    20 reviews

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 properties include access to Wi-Fi

Destinations to explore

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