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Find Boutique Hotels in Florida Keys from $100

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Top Florida Keys Boutique Hotels

Almond Tree Inn
3.5 out of 5
512 Truman Ave, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $204 per night from Oct 4 to Oct 5
4.8/5Exceptional! (973 reviews)

"Amazing stay ! Will always stay there from now on"…"

Reviewed on Sep 29, 2020

Almond Tree Inn
The Marquesa Hotel
3.5 out of 5
600 Fleming Street, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $250 per night from Oct 4 to Oct 5
4.8/5Exceptional! (395 reviews)

"This is such a beautiful hotel! We had a wonderful couple of days here and will certainly return."…"

Reviewed on Aug 24, 2020

The Marquesa Hotel
Artist House Key West
3.5 out of 5
534 Eaton Street, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $164 per night from Oct 4 to Oct 5
4.8/5Exceptional! (274 reviews)

"This was a great place to stay close to the action but not so close that it keeps you up all night. Carlos was super helpful and accommodating to our needs! Also breakfast was ridiculously good! Loved it! We would definitely stay there again!"…"

Reviewed on Sep 25, 2020

Artist House Key West

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Orchid Key Inn
3.5 out of 5
1004 Duval St, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $208 per night from Oct 6 to Oct 7
4.8/5Exceptional! (981 reviews)

"The property management folks were great, super friendly and very helpful The only complaint is the pool closes too early, after dinner a late night swim with friends is a great way to hang out and have a few drinks before bed. They closed at 10 and came to ask us to leave"…"

Reviewed on Sep 28, 2020

Orchid Key Inn
The Gardens Hotel
4 out of 5
526 Angela Street, Key West, FL
The price is $183 per night from Oct 2 to Oct 3
4.8/5Exceptional! (650 reviews)

"What a beautiful place! A little island getaway experience. The staff was so welcoming and made you feel at home. The rooms were spacious and comfortable. The grounds made you feel like you were in paradise. All was within walking distance. Want to share with everyone so they can experience Key West ..."…"

Reviewed on Sep 22, 2020

The Gardens Hotel
Santa Maria Suites
4 out of 5
1401 Simonton St, Key West, FL
The price is $329 per night from Oct 4 to Oct 5
4.8/5Exceptional! (993 reviews)

"I loved my stay here! The staff was helpful from pre-check in questions to checking out and everything in between. Its in a perfect location. Away from the noise on Duval but ideally situated to all the sites and restaurants. The suite was gorgeous! two separate masters each with a queen bed and ..."…"

Reviewed on Sep 28, 2020

Santa Maria Suites
Weatherstation Inn
2.5 out of 5
57 Front St, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $189 per night from Oct 18 to Oct 19
4.7/5Exceptional! (548 reviews)

"This place was so much better than I could have expected. I booked based up yoon"…"

Reviewed on Jul 3, 2020

Weatherstation Inn
Paradise Inn Key West-Adults Only
3.5 out of 5
819 Simonton Street, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $161 per night from Oct 4 to Oct 5
4.6/5Exceptional! (982 reviews)

"Nice clean place, definitely would stay again. Hot tub and pool where nice, felt safe and loved how big and clean the room was."…"

Reviewed on Sep 23, 2020

Paradise Inn Key West-Adults Only
The Perry Hotel Key West
4 out of 5
7001 Shrimp Road, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $169 per night from Oct 20 to Oct 21
4.6/5Wonderful! (1,008 reviews)

"Everyone was helpful and very friendly. The hotel and the grounds were clean"…"

Reviewed on Sep 11, 2020

The Perry Hotel Key West
The Inn on Fleming
3.5 out of 5
1016 Fleming St., Key West, FL
Free CancellationReserve now, pay when you stay
The price is $110 per night from Oct 8 to Oct 9
4.6/5Wonderful! (344 reviews)

"Property was clean and every detail was consideres. Parking was advertised but when we arrived it was street parking that was not guaranteed and difficult to find."…"

Reviewed on Aug 8, 2020

The Inn on Fleming
Azul del Mar
3.5 out of 5
104300 Overseas Highway, Key Largo, FL
The price is $170 per night from Oct 7 to Oct 8
4.5/5Wonderful! (269 reviews)

"Beautiful setting. Not commercial. Cozy and comfortable"…"

Reviewed on Mar 8, 2020

Azul del Mar
The Saint Hotel Key West, Autograph Collection
3.5 out of 5
417 Eaton Street, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $197 per night from Oct 18 to Oct 19
4.5/5Wonderful! (267 reviews)

"Very comfortable. Liked the bar. Liked the pool. Great location."…"

Reviewed on Jan 27, 2020

The Saint Hotel Key West, Autograph Collection
The Marker Key West Harbor Resort
4 out of 5
200 William Street, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $206 per night from Oct 4 to Oct 5
4.4/5Wonderful! (980 reviews)

"Good location, nearby to restaurant , attractions ."…"

Reviewed on Sep 17, 2020

The Marker Key West Harbor Resort
Kimpton Fitch Lodge
3 out of 5
1030 Eaton St, Key West, FL
Free Cancellation
The price is $128 per night from Oct 4 to Oct 5
4.4/5Excellent! (10 reviews)

"This lodging integrated with the Old Town community. An easy bike ride or walk to Mallory, Sunset Pier, Duval or Higgs Beach and Ft Zach beach. Multiple dining options within 2-3 blocks. Adam and his team made for a perfect week."…"

Reviewed on Sep 13, 2020

Kimpton Fitch Lodge
Heron House - Adult Only
3.5 out of 5
512 Simonton St, Key West, FL
The price is $119 per night from Oct 4 to Oct 5
4.3/5Excellent! (968 reviews)

"Ants everywhere. Room small but we weren’t in room much except for sleeping. Pool small but adequate."…"

Reviewed on Sep 29, 2020

Heron House - Adult Only
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $238 per night from Oct 7 to Oct 8
4.2/5Excellent! (2,499 reviews)

"I loved the property, the staff, the amenities, and the convenience of being on Duvall Street. I was disappointed to have booked my stay and prepaid through Expedia for a Superior Two Queen room, and be down graded to a Deluxe Two Queen upon arrival without refund or compensation."…"

Reviewed on Sep 29, 2020

Southernmost Beach Resort
The Gates Hotel Key West
4 out of 5
3824 N Roosevelt Blvd, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $100 per night from Oct 4 to Oct 5
4.2/5Excellent! (1,003 reviews)

"Magnifica atención desde que llegas hasta el chequeo final"…"

Reviewed on Sep 25, 2020

The Gates Hotel Key West
The Southernmost Inn-Adults Only
2.5 out of 5
525 United Street, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $115 per night from Oct 29 to Oct 30
4.2/5Very Good! (979 reviews)

"The charm of local architecture and style in the midst of historic old town. We loved being in walking distance from so much history and beauty—and shopping!"…"

Reviewed on Sep 22, 2020

The Southernmost Inn-Adults Only
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Reserve a Florida Keys Boutique Room that is Uniquely You

After you land in Florida Keys, you'll realize that all your concerns are left behind and you can relax for the next several days. You'll uncover that a numerous people had the same escape plan as you. Florida Keys has seen an 86% increase over last year. Wherever you may holiday, you still bring your exceptional self on your trip, and Expedia offers bookings at the most avant-garde and authentic boutique properties in Florida Keys.

Small Lodging with Plenty of Personality

With your cutting-edge fashion and a need to dance to your own beat, part of the perfect vacation is discovering an abode in Florida Keys that echoes you. Unlike their more straight-laced, big-chain brothers that aspire to please everybody, these small hotels love displaying their offbeat charisma. Most boutique hotels have traits like:

  • An idiosyncratic style you will not be able to get in bigger hotels, from individually fashioned rooms to cozy meeting areas, and thoughtful touches that make it seem homey.
  • A more exclusive stay, since boutique hotels typically have less than 100 rooms.
  • A highly personalized type of service, where they add thoughtful touches like fresh-cut flowers.
  • A desirable address in the center of Florida Keys. You'll be just steps from the town's coolest attractions.

Indulge in Everything Florida Keys Offers!

Florida Keys has rooms to satisfy all types of budgets and preferences that create a visit memorable.

Book a Room with Views Inside and Out in Florida Keys

If you absolutely must have a stay in a Florida Keys boutique hotel that will make you feel like a guest in a stylish home, book quickly, since everybody is as well. Thankfully, Expedia has all the top rates on the most exceptional boutique accommodations. A one-of-a-kind stay is just a few taps away!

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