Find & compare romantic hotels in Kissimmee, FL from $87

Name: Star Island Resort and Club
Price range: $99
Rating: 7.8

Top Kissimmee Romantic Getaways & Hotels

1-101 Legacy Dunes, Just steps from our beach style pool, minutes from Disney!

Make beautiful memories on a trip to this romantic condo, where you'll find a garden and a spa tub. You're sure to appreciate onsite facilities like the outdoor ...

1-304 Legacy Dunes, pool view from our balcony, just 4 miles from Disney

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Splurge on a special getaway at this romantic condo, where you'll find a garden, an outdoor pool, and much more for you and your partner to enjoy.

14-206 Legacy Dunes Resort, 4 miles from Disney, relax and recharge, heated pool

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A garden, a lakeside location, and more await visiting couples at this romantic condo.

1-103 Minutes from Disney with a heated beach style swimming pool, free cabanas

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Enjoy a stay at this romantic condo, featuring a garden and an outdoor pool for couples to enjoy.

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane, Kissimmee, FL

Free Cancellation

Reserve now, pay when you stay

$87

per night

May 30 - May 31

Rekindle the romance with your special someone. Consider booking a getaway at this hotel where you're sure to love the poolside dining and pool cabanas. Other ...

Reunion Resort & Golf Club

7593 Gathering Drive, Kissimmee, FL

$279

per night

Jun 1 - Jun 2

Indulge in a romantic getaway at this upscale aparthotel, where you'll find al fresco dining, a garden, and a lobby fireplace. Couples will love the rooftop ...

1-105 Legacy Dunes, tropical, beach style walk-in swimming pool, gated, security

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If you're looking for a special getaway, consider a stay at this romantic condo where there's an outdoor pool and much more for you and your partner to ...

Star Island Resort and Club

5000 Avenue Of The Stars, Kissimmee, FL

Free Cancellation

Reserve now, pay when you stay

$99

per night

May 31 - Jun 1

Fall in love again at this Mediterranean hotel. You and your special someone are sure to love the jetted tubs, spa, and in-room massages. You'll also appreciate ...

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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.

Kissimmee romantic getaways

Romantic things to do in Kissimmee

Want to woo your other half with a special experience in Kissimmee? Turn up the romance factor by arranging a date around a Vacation Photographer in Kissimmee.

Kissimmee hotels essential information

Accommodation	32,433 hotels
Lowest Price	$87
Highest Price	$279
Popular hotels	Star Island Resort and Club, Reunion Resort & Golf Club, Hilton Vacation Club Mystic Dunes Orlando, 1-101 Legacy Dunes, Just steps from our beach style pool, minutes from Disney!, 1-103 Minutes from Disney with a heated beach style swimming pool, free cabanas, 1-105 Legacy Dunes, tropical, beach style walk-in swimming pool, gated, security, 1-304 Legacy Dunes, pool view from our balcony, just 4 miles from Disney, 14-206 Legacy Dunes Resort, 4 miles from Disney, relax and recharge, heated pool

Recent Kissimmee hotel reviews by fellow wanderers

Delta Hotels by Marriott Orlando Celebration

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"property is clean and staff are very nice. enjoyed the pool!"

A verified traveler stayed at Delta Hotels by Marriott Orlando Celebration

Legacy Vacation Resorts - Kissimmee/Orlando

5 out of 5

Posted 4 days ago

Travelocity Verified Review

"This was my third stay at Legacy and it was as great as ever. A wonderful property at a great price. Close enough to all the hot spots but far enough from the busy hustle and bustle to be able to relax peacefully. Very enjoyable property!"

A verified traveler from Ringtown stayed at Legacy Vacation Resorts - Kissimmee/Orlando