Search for Cheap Deals on
Beachfront Hotels in Historic Downtown Kissimmee

Check Last Minute Historic Downtown Kissimmee Hotel Deals

Tonight Nov 17 - Nov 18Next weekend Nov 22 - Nov 24

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!


Featured Historic Downtown Kissimmee Beach Hotels

Park Royal Orlando
Park Royal Orlando
2.5 out of 5
1500 North Thacker Ave, Kissimmee, FL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Park Royal Orlando
Super 8 by Wyndham Kissimmee
Super 8 by Wyndham Kissimmee
2.5 out of 5
1815 W Vine Street, Kissimmee, FL
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Old Town and Osceola County ...
Super 8 by Wyndham Kissimmee
Home 1 Suites Extended Stay - Kissimmee
Home 1 Suites Extended Stay - Kissimmee
2.5 out of 5
4156 West Vine Street, Kissimmee, FL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Home 1 Suites Extended Stay - Kissimmee
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.

Hotels with Pools in Historic Downtown Kissimmee

Park Royal Orlando
Park Royal Orlando
2.5 out of 5
1500 North Thacker Ave, Kissimmee, FL
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (1,001 reviews)
"Property was clean, but the door on my room was strange and had to be forced to close all the way."

Reviewed on Nov 7, 2024

Park Royal Orlando
Oak Plantation Resort
Oak Plantation Resort
2.5 out of 5
4090 Enchanted Oaks Circle, Kissimmee, FL
Stay at this aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Old Town and Disney Springs™ are located ...
6.6/10 (433 reviews)
"Quiet location, clean rooms, property is old but well maintained"

Reviewed on Jul 1, 2020

Oak Plantation Resort
Ramada by Wyndham Kissimmee Hotel
Ramada by Wyndham Kissimmee Hotel
2.5 out of 5
4018 West Vine Street, Kissimmee, FL
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, breakfast (surcharge), and a free theme park shuttle. Popular attractions Old Town ...
5.6/10 (997 reviews)
"Do not stay here terrible service we moved rooms three times first they provided a room with lots of mold on the sheets ceiling and smelled bad. At that point I thought I would sleep in my van rather then sleeping there. They moved us to another room and air conditioner didn’t work then they moved ..."

Reviewed on Jul 30, 2019

Ramada by Wyndham Kissimmee Hotel
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.

Hotels with Hot Tubs in Historic Downtown Kissimmee

Ramada by Wyndham Kissimmee Hotel
Ramada by Wyndham Kissimmee Hotel
2.5 out of 5
4018 West Vine Street, Kissimmee, FL
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, breakfast (surcharge), and a free theme park shuttle. Popular attractions Old Town ...
5.6/10 (997 reviews)
"Do not stay here terrible service we moved rooms three times first they provided a room with lots of mold on the sheets ceiling and smelled bad. At that point I thought I would sleep in my van rather then sleeping there. They moved us to another room and air conditioner didn’t work then they moved ..."

Reviewed on Jul 30, 2019

Ramada by Wyndham Kissimmee Hotel
Oak Plantation Resort
Oak Plantation Resort
2.5 out of 5
4090 Enchanted Oaks Circle, Kissimmee, FL
Stay at this aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Old Town and Disney Springs™ are located ...
6.6/10 (433 reviews)
"Quiet location, clean rooms, property is old but well maintained"

Reviewed on Jul 1, 2020

Oak Plantation Resort
Days Inn by Wyndham Kissimmee West
Days Inn by Wyndham Kissimmee West
2.5 out of 5
4125 W Vine St, Kissimmee, FL
Book a stay at this golf hotel in Kissimmee. Enjoy free breakfast, free parking, and a 24-hour front desk. Popular attractions Old Town and 192 Flea Market are ...
5.8/10 (999 reviews)
"Not bad but needs so upkeep, latch lock on broken, bathroom door wouldn't close"

Reviewed on Sep 16, 2024

Days Inn by Wyndham Kissimmee West
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.

Beach Hotels Historic Downtown Kissimmee

Toes in the sand, drink in hand, skin getting tanned—beach life is the sweet life. At the shore, the pace slows, moods elevate, and beachfront hotels line the horizon. Whether you’re a jump-straight-in-the-water person or like to remain on dry land, you’re living your best life at the beach. Better yet, get cozy at beach hotels Historic Downtown Kissimmee after the day’s surf-and-sand activities for some post-sunset chilling.

Vacation + beach = perfection

The best things come to those who beach. Find watersports like surfing, snorkeling, waterskiing, paddle boarding, kayaking—options are aplenty for enjoying the waves. Feel like taking it easy? Nothing’s better than napping under an umbrella and taking in the sounds of the surf. Bring a kite, enjoy a round of spike ball, or get competitive over a volleyball match. It’s easy to check all the boxes on beach days. The best beach hotels in Historic Downtown Kissimmee can point you toward delicious food and other activities in the area. And they likely have enough on-site amenities that you’ll never have to venture far from shore.

She saves (sand) dollars by the seashore

If you think you can’t beat a good day at the beach, add the best prices to the equation, and you’ve found the right formula for the best time ever. Filter hotels by the following to make one and one equal amazing:

  • Hotwire Hot Rates: With a Hotwire Hot Rate, you’ll think you found the mecca of cheap beach hotels. In reality, you’re seeing some of the best discounts on premium hotels, because mystery deals really pay off. You may even end up in the best luxury beach hotel at an incredible price.

  • Price: If the beach is enough to make you swoon, look for the lowest price on hotels, with ours starting at $77. If you’ve set your sights a little higher, up those price points for a swankier stay.

  • Amenities: You came for the beach, but extra perks don’t hurt. Get straight to the waves and grab a free breakfast. Relax even more at a full-service spa. When it comes to a tailor-made getaway, finding the right amenities ups the experience to the power of perfect.

Subtract stress, add a sprinkle of sun and sand, and enjoy the sum total of your days at the beach. When you book with Hotwire, your vacation satisfaction can reach 100 percent.