A large, historic building with a tower, reflecting on a calm lake with lily pads, surrounded by trees and a sunset sky.

Weekend getaways in Kissimmee

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Dates

October 2026

November 2026

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Check prices for these dates

Oct 16

Oct 23

Oct 30

Nov 6

Featured weekend hotel deals in Kissimmee

A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

$152 nightly

Oct 16 - Oct 18

Total with taxes and fees

Check out pet-friendly hotels in Kissimmee

A living room with patterned chairs, a red sofa, a wooden coffee table, and a decorative wall piece.

Quality Inn & Suites Heritage Park

Kissimmee

$55 nightly

Nov 8 - Nov 9

Total with taxes and fees

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

Kompose Boutique Resort at Theme Parks

Kissimmee

$65 nightly

Oct 12 - Oct 13

Total with taxes and fees

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

$110 nightly

Oct 18 - Oct 19

Total with taxes and fees

A modern living room with a stone fireplace, comfortable seating, and large windows offering a view of greenery.

Fairfield Inn and Suites Orlando Kissimmee Celebration

Kissimmee

$86 nightly

Nov 1 - Nov 2

Total with taxes and fees

A pool with a waterfall feature, surrounded by palm trees and a rocky landscape.

Delta Hotels by Marriott Orlando Celebration

Kissimmee

$92 nightly

Oct 12 - Oct 13

Total with taxes and fees

A swimming pool with a blue slide, surrounded by palm trees and a fenced area.

Radisson Hotel Orlando Lake Buena Vista South

Kissimmee

$68 nightly

Nov 5 - Nov 6

Total with taxes and fees

A spacious lobby with a central seating area, large windows, and potted plants.

Park Royal Orlando managed by Accor

Kissimmee

$45 nightly

Nov 4 - Nov 5

Total with taxes and fees

A spacious lobby with large windows, a pool view, and modern seating areas.

Holiday Inn Resort Kissimmee by the Parks by IHG

Kissimmee

$80 nightly

Oct 11 - Oct 12

Total with taxes and fees

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Resorts in Kissimmee you'll enjoy

Kompose Boutique Resort at Theme Parks

Kissimmee

$65 nightly

Oct 12 - Oct 13

Total with taxes and fees

A spacious lobby with a high ceiling, wooden beams, and a central fountain.

Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

$177 nightly

Nov 1 - Nov 2

Total with taxes and fees

A resort with multiple swimming pools, palm trees, and a large hotel building.

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Orange Lake

$160 nightly

Oct 13 - Oct 14

Total with taxes and fees

A resort with multiple swimming pools, a large central pool, and a variety of guest accommodations.

Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

$176 nightly

Oct 12 - Oct 13

Total with taxes and fees

A living room with a grey sofa, a wooden table with a menu, a grey armchair with a leopard print pillow, and a view of a backyard through large windows.

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2752

Kissimmee

$205 nightly

Oct 11 - Oct 12

Total with taxes and fees

A spacious lobby with high ceilings, large windows, and traditional decor.

Disney's Animal Kingdom Villas - Jambo House

Bay Lake

$537 nightly

Oct 27 - Oct 28

Total with taxes and fees

Encore Resort and Water Park at Reunion by Rentyl

Kissimmee

$727 nightly

Oct 19 - Oct 20

Total with taxes and fees

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Hotels with a hot tub in Kissimmee may fit your trip

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

$110 nightly

Oct 18 - Oct 19

Total with taxes and fees

Kompose Boutique Resort at Theme Parks

Kissimmee

$65 nightly

Oct 12 - Oct 13

Total with taxes and fees

A pool area with lounge chairs and palm trees.

SpringHill Suites by Marriott Orlando Lake Buena Vista South

Kissimmee

$79 nightly

Oct 18 - Oct 19

Total with taxes and fees

Radisson Hotel Orlando Lake Buena Vista South

Kissimmee

$68 nightly

Nov 5 - Nov 6

Total with taxes and fees

Delta Hotels by Marriott Orlando Celebration

Kissimmee

$92 nightly

Oct 12 - Oct 13

Total with taxes and fees

A modern hotel lobby with a stone wall, a flat-screen TV, a yellow sofa, teal armchairs, a reception desk, and a digital information kiosk.

Best Western Plus Orlando Lake Buena Vista South Inn & Suites

Kissimmee

$75 nightly

Nov 2 - Nov 3

Total with taxes and fees

A hotel room with a sofa, a desk with a TV, a bed, and a view of a building with balconies.

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Kissimmee

$72 nightly

Oct 11 - Oct 12

Total with taxes and fees

A resort pool area with a small gazebo, lounge chairs, and umbrellas.

Holiday Inn Express & Suites S Lake Buena Vista by IHG

Kissimmee

$101 nightly

Oct 11 - Oct 12

Total with taxes and fees

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Top Kissimmee Hotel Reviews

A modern kitchen with a dining area, featuring a large island, grey and beige furniture, and a TV mounted on the wall.

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Kissimmee

10/10 Excellent

Rhonise

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

10/10 Excellent

Chris

Kompose Boutique Resort at Theme Parks

Kissimmee

10/10 Excellent

Patrik

A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

The Berkley, Orlando

Kissimmee

10/10 Excellent

rick

A pool area with lounge chairs and umbrellas, surrounded by tropical plants.

ette hotel Orlando

Kissimmee

10/10 Excellent

I absolutely loved this place! It is so clean, charming, & beautifully decorated. The set-up and design of the rooms was so thought out and not a single detail was missed. The room had amazing linens, high-end bathrobes, toiletries and slippers. I was offered turn down service with fresh water every night and my room was always nice and clean when I returned at the end of the day. I love that's it's family owned - the owners did such a great job at making me feel at home. The restaurant has...

Michelle

A water play area with wooden structures and a large water fountain.

Gaylord Palms Resort & Convention Center

Kissimmee

10/10 Excellent

Edward

Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

10/10 Excellent

This property gave me international resort vibes in Florida. It really was an oasis. I had a two bedroom and our party was five, three were children. The entire property is clean. The staff from the front desk to the support staff were polite and professional. Great location, if you only want to drive a couple of minutes for access to restaurants, you're in a perfect location. It's also not too far out from the theme parks. TIP: There is a $40 daily resort fee that will be deducted from your...

Serene

A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

Lifetime of Vacations Resort

Kissimmee

10/10 Excellent

Robin

A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.

Seasons Florida Resort

Kissimmee

10/10 Excellent

I don’t want to leave a good review because this place is a hidden gem and I don’t want the secret to get out! We stayed for a week, the main purpose was to go to Disney. From hotel door to Magic Kingdom gate was 15-20 minutes. There is a Target 3 minutes driving distance and the cleanest Waffle House with the nicest staff is across the street. You will need a car to access either of these. The staff for this hotel could not have been nicer. This is a very very basic no frills hotel. If...

Michelle