Central Florida

Kissimmee Hotels

Romantic Hotels in Kissimmee

THE 5 BEST Kissimmee Romantic Hotels

Romantic Hotels in Kissimmee

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This is one of the most booked hotels in Kissimmee over the last 60 days.
1. Margaritaville Resort Orlando
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1,542 reviews
#1 Best Value of 9 Romantic Hotels in Kissimmee
By K J C
"The lobby when you step in has the most amazing smell. The decor is really nice with the big flip flop & beautiful seating area in the lobby. The room was tastefully decorated, the beds were lovely & comfortable."
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2. ette hotel Orlando
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87 reviews
#2 Best Value of 9 Romantic Hotels in Kissimmee
By Samantha S
"The hotel appeared unassuming from the outside, and was delightfully luxurious upon entering. The vibe is modern, artistic, luxury, chill with background house music playing and a signature scent throughout!"
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When to visit Kissimmee

March 2025

67ºF

7 days of rain

Very busy

Busiest month

No bank holidays

April 2025

72ºF

7 days of rain

Moderately busy

No bank holidays

May 2025

77ºF

10 days of rain

Moderately busy

May 26

Memorial Day (US)

June 2025

81ºF

18 days of rain

Very busy

Jun 19

Juneteenth (US)

July 2025

82ºF

Hottest month

21 days of rain

Moderately busy

Jul 04

Independence Day (US)

August 2025

82ºF

21 days of rain

Wettest month

Moderately busy

No bank holidays

September 2025

80ºF

15 days of rain

Less busy

Sep 01

Labor Day (US)

October 2025

75ºF

9 days of rain

Less busy

Oct 13

Indigenous Peoples' Day (US)

November 2025

68ºF

5 days of rain

Driest month

Less busy

Least busy month

Nov 11

Veteran's Day (US)

Nov 27

Thanksgiving (US)

December 2025

63ºF

5 days of rain

Less busy

Dec 24

Christmas Eve (US)

Dec 25

Christmas Day (US)

January 2026

60ºF

Coldest month

6 days of rain

Very busy

Jan 01

New Years Day (US)

Jan 20

Martin Luther Kin... (US)

February 2026

63ºF

6 days of rain

Very busy

Feb 17

Presidents Day (US)

3. Cypress Cove Nudist Resort
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Specialty Resort
777 reviews
#3 Best Value of 9 Romantic Hotels in Kissimmee
By siriscnwtn
"One of the key words in Cypress Cove’s advertisements is “Romantic” I do believe this is what most people desire in a nudist resort."
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4. Crown Motel
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Small Hotel
26 reviews
#4 Best Value of 9 Romantic Hotels in Kissimmee
By Anthony G
"I stayed here in September with my family..."

5. Silver Villas
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31 reviews
#5 Best Value of 9 Romantic Hotels in Kissimmee
By LincsLaura
"Flight (Dreamliner) was great and we got..."
6. Elite Vacations Sunset Lakes Hotel
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2 reviews
#6 Best Value of 9 Romantic Hotels in Kissimmee
By David D
"Rest assured of a comfortable night after..."

7. Caribbean Villas Vacation Suites
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2 reviews
#7 Best Value of 9 Romantic Hotels in Kissimmee
By pam H
"Staff is helpful and friendly and..."
8. Villager Lodge Kissimmee
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Motel
1 review
#8 Best Value of 9 Romantic Hotels in Kissimmee
By romedinsey
"We went to Disney World and we had a good time, The rooms that we stayed in was great . I loved it, And want to go back"
9. Wynfield Inn - Main Gate
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Inn
3 reviews
#9 Best Value of 9 Romantic Hotels in Kissimmee
By Carlos N
"This hotel was very clean, good front..."

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The Ritz-Carlton Orlando, Grande Lakes
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383 reviews
7.7 miles from Kissimmee
By Beverly M
"Also, Austin at the front desk really helped to make our elopement special. He went out of his way to make sure we were well taken care of all weekend and treated like royalty!!"
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Four Seasons Resort Orlando at Walt Disney World® Resort
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3,221 reviews
11.1 miles from Kissimmee
By Taylor C
"Had a marvelous time with my loving wife at the Four Seasons Disney. The front desk in particular remained proactive and genuinely invested in us having a magical weekend together."
Breakfast included
Edgewater Hotel
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980 reviews
21.6 miles from Kissimmee
"It is very clean, quaint, and quiet hotel that is very well managed and secure. I love the charm of the original furnishings and antiques, and the breakfasts were always great."
Breakfast included
Thurston House Bed and Breakfast
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Bed and Breakfast
106 reviews
22.5 miles from Kissimmee
"Lots of porch space, rocking chairs etc. Very relaxing, cozy, romantic experience."
Waldorf Astoria Orlando
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6,134 reviews
8.7 miles from Kissimmee
By John Erick C
"Shout out to Bethany for giving us a great upgraded room made our stay extra special for me and my family. The room was beautiful our house keeper Maria was a star she's very friendly."
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This is one of the most booked hotels in Winter Park over the last 60 days.
The Alfond Inn
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2,329 reviews
21.1 miles from Kissimmee
By kcuprill2023
"The Alfond Inn is a beautiful, elegant hotel in the heart one of our favorite places, Winter Park. We attended a wedding reception and stayed in this lovely place. We would highly recommend this hotel."

The Inn At Celebration
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1,245 reviews
8.2 miles from Kissimmee
By World Traveler
"We arrived and to our delight we were surprised with the VIP parking place out front, and a welcoming committee opened the door to the lobby. My wife Red was beyond thrilled which in turn thrilled my heart."
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Breakfast included
Grandview Bed And Breakfast Mount Dora
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Bed and Breakfast
547 reviews
37.5 miles from Kissimmee
"My wife and I stayed here for a romantic getaway."
This is one of the highest rated properties in Mount Dora
Breakfast included
The Magnolia Inn Bed & Breakfast
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Bed and Breakfast
701 reviews
37.6 miles from Kissimmee
By Robyn S
"Our room was perfect for two people with a big fluffy romantic bed and our own bathroom."
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Loews Portofino Bay Hotel
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Resort
8,633 reviews
13.2 miles from Kissimmee
By fantjana
"Portifino bay hotel is absolutely wonderful! You feel as if you are truly in Italy. It is beautiful, the spa is terrific, the food is delicious, pool is great and the staff are amazing!"
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Grand Bohemian Orlando, Autograph Collection
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1,665 reviews
16.9 miles from Kissimmee
By Mindy F
"The rooms are spacious and everything smells amazing. I love that the hotel has color and art and actual decor and is not just gray/beige boring with stainless steel and glass."
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Breakfast included
Adora Inn
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Bed and Breakfast
776 reviews
37.8 miles from Kissimmee
By targator
"Great for couples."
Breakfast included
Mount Dora Historic Inn
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Bed and Breakfast
349 reviews
37.7 miles from Kissimmee
"Small intimate, super clean."
The Estate at Mount Dora
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Bed and Breakfast
314 reviews
37.5 miles from Kissimmee
By Mayra R
"... and Anniversary mini getaway."
Disney's Grand Floridian Resort & Spa
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5,540 reviews
13.6 miles from Kissimmee
By Manconvacation
"This is what dreams are made of! From the minute you arrive you can feel that this truly is the jewel in the Disney crown. The lobby is full of beautiful, fragrant floral displays and sumptuous seating."
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Breakfast included
The Inn At Cocoa Beach
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1,325 reviews
49.0 miles from Kissimmee
By Jananders M
"The same wonderful homey feeling, happy hour at 5 in the reception, a wonderful open bar with a seating area, 2 little dogs in the reception. It feels like walking into someone’s cozy home."
The Heirloom Inn
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Inn
352 reviews
37.8 miles from Kissimmee
By Clarise S
"Mount dora is a very tranquil place ,nice..."
Breakfast included
Casa Coquina Bed and Breakfast
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Bed and Breakfast
290 reviews
41.3 miles from Kissimmee
By Susan C
"Great for couples or families coming from Disney, or Universal heading for a visit to the space center or heading to the port for a cruise."
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This is one of the most booked hotels in Howey in the Hills over the last 60 days.
Mission Resort + Club
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Resort
620 reviews
37.4 miles from Kissimmee
By 561joyces
"I was exhausted Mission Inn staff treated me like family, the front desk put me in a very nice room, they had the bellhop take me to my room. It’s a wonderful place, warm, friendly , nice restaurants and bar."
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Breakfast included
Heron Cay Lakeview Bed & Breakfast
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Bed and Breakfast
168 reviews
38.0 miles from Kissimmee
By David P
"Weekend Anniversary getaway from Orlando"
Breakfast included
Coconut Cottage Inn
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Guest house
49 reviews
38.1 miles from Kissimmee
By Sandy33619
"My husband and I enjoyed a weekend get..."

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Showing results 1-30 of 1,632

Kissimmee Hotels Information

Hotels in Kissimmee	9
Hotels Prices From	$174
Hotels Reviews	2,468
Hotels Photos	2,257

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