A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

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Check availability on Key West Boutique Hotels

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Key West boutique hotels

A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

1. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Old Town Key West
10.0 out of 10, Exceptional, (1,001 reviews)
"We really enjoyed our stay! The staff were amazing and the room was perfect!"
United States
Teresa
The price is ₩419,003
₩471,379 total
includes taxes & fees
Nov 30 - Dec 1
Almond Tree Inn Hotel - Adults Only
A tropical outdoor area with palm trees, hanging plants, and string lights.

2. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (578 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is ₩264,984
₩327,917 total
includes taxes & fees
Nov 29 - Nov 30
Douglas House - Adults Only
A pool area with lounge chairs and a table, surrounded by palm trees.

3. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,000 reviews)
"Stayed there for a week for our honeymoon, could not have had a better stay."
United States
ben
The price is ₩441,080
₩496,214 total
includes taxes & fees
Dec 1 - Dec 2
Orchid Key Inn - Adults Only
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

4. The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,002 reviews)
"Really nice place, We strongly recommend!"
United States
Gisele
The price is ₩358,674
₩403,508 total
includes taxes & fees
Dec 1 - Dec 2
The Gardens Hotel
A modern outdoor area with a pool, lounge chairs, and a bar area.

5. H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (673 reviews)
"Amazing stay! Loved the private pool!"
United States
Kimberly
The price is ₩483,052
₩634,259 total
includes taxes & fees
Nov 30 - Dec 1
H2O Suites - Adults Only
A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.

6. Alexander's Guesthouse - Adult Exclusive

Alexander's Guesthouse - Adult Exclusive
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (174 reviews)
"We had such a great stay, nice property, Great location , the staff was helpful, friendly and fantastic! Delicious breakfast included … we really loved this place and we are looking forward to come back!"
United States
Nestor
The price is ₩362,088
₩464,646 total
includes taxes & fees
Nov 17 - Nov 18
Alexander's Guesthouse - Adult Exclusive
A modern interior with a staircase, a sofa set, a wooden table, and a television.

7. Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (1,001 reviews)
"Staff was great rooms are older but quite charming. Would definitely stay again."
United States
William
The price is ₩452,219
₩508,746 total
includes taxes & fees
Nov 18 - Nov 19
Simonton Court Historic Inn & Cottages
A gated entrance to Villas Key West with a brick pathway leading to the gate.

8. Key West Villas

Key West Villas
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (279 reviews)
"Great location and very hospitable hotel owners"
United States
Margaret
The price is ₩362,088
₩407,366 total
includes taxes & fees
Nov 18 - Nov 19
Key West Villas
A porch with a white railing, a bench, and a flag.

9. The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (197 reviews)
"We really enjoyed getting to know the staff. The breakfast was excellent and everything was in walking distance."
United States
Jennifer
The price is ₩445,016
₩500,643 total
includes taxes & fees
Nov 24 - Nov 25
The Conch House Heritage Inn
A two-story house with a covered porch, a brick pathway, and a large tree.

10. The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,001 reviews)
"This is my favorite hotel in the world, and Key West"
United States
Josh
The price is ₩547,841
₩692,016 total
includes taxes & fees
Nov 29 - Nov 30
The Marquesa Hotel
A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

11. Island City House Hotel

Island City House Hotel
3.0 star property
Key West Historic District
9.6 out of 10, Exceptional, (1,003 reviews)
"Great place with lots of character and perfect location."
United States
Elise
The price is ₩315,806
₩355,282 total
includes taxes & fees
Nov 4 - Nov 5
Island City House Hotel
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

12. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"Fun apartment style living in Key West…fun little patio with coffee and continental breakfast. Make sure you look at the check in hours :) great spot makes you feel local"
United States
Justyn
The price is ₩200,169
₩258,829 total
includes taxes & fees
Nov 4 - Nov 5
The Grand Guesthouse
A pool area with lounge chairs and palm trees.

13. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"Great place for families"
United States
Anthony
The price is ₩509,963
₩664,534 total
includes taxes & fees
Dec 2 - Dec 3
Santa Maria Suites
A room with a bed, a ceiling fan, and a window with blinds.

14. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (331 reviews)
"such a lovely location. nice and quiet for a restful stay. staff was attentive to all our needs. would definitely return"
United States
christine
The price is ₩437,169
₩491,815 total
includes taxes & fees
Nov 22 - Nov 23
The Mermaid & Alligator
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

15. Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (454 reviews)
"We will definitely stay here again!"
United States
Natalie
The price is ₩184,569
₩241,284 total
includes taxes & fees
Nov 4 - Nov 5
Tropical Inn
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

16. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,128 reviews)
"Great stay!"
United States
Dennis
The price is ₩252,122
₩312,318 total
includes taxes & fees
Nov 11 - Nov 12
Duval House
A large, ornate hotel with a pool, palm trees, and a view of the ocean.

17. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"staff was super friendly and accomodating"
United States
Janet
The price is ₩262,785
₩465,929 total
includes taxes & fees
Nov 8 - Nov 9
Southernmost House - Adult Exclusive
A gated entrance with lush green foliage and a white picket fence.

18. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (575 reviews)
"Location was perfect"
United States
August
The price is ₩343,855
₩386,832 total
includes taxes & fees
Nov 4 - Nov 5
Coco Plum Inn
A reception area with a curved marble counter, ceiling fans, large windows, and a staircase.

19. Westwinds Inn

Westwinds Inn
3.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,005 reviews)
"Breakfast was great . Pools were great and easy walk or bike ride to Duval street"
United States
Shari
The price is ₩264,128
₩297,144 total
includes taxes & fees
Nov 4 - Nov 5
Westwinds Inn
A green house with a white porch, a flag, and a sign advertising a property for sale.

20. L'Habitation Guest House - Adults Only

L'Habitation Guest House - Adults Only
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,000 reviews)
"Everything was amazing. Drew runs a beautiful place."
United States
Matthew
The price is ₩222,850
₩250,703 total
includes taxes & fees
Nov 29 - Nov 30
L'Habitation Guest House - Adults Only
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.
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Top Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"The beaches were not usable due to sargasm washing up on shore. The tractor to clear it could only do so much, but the on-site massages were amazing, the room was clean, and the food and drinks at the restaurant were vacation-perfect. The pools were crowded (probably because the beaches were closed) but it was still an incredible stay."
Trisha 5-night trip
Posted 8 hours ago
Southernmost Beach Resort and Guesthouses

Frequently asked questions

What's the best boutique accommodation in Key West?
Amsterdam's Curry Mansion Inn is a favorite guesthouse with our travelers looking for a stylish accommodation, and features 29 guestrooms, a garden, and free WiFi. Weatherstation Inn and Artist House Key West are other boutique-style choices.
What's there to see and do in Key West?
Visitors speak positively about this destination's beautiful ocean views, incredible sunsets, and fantastic nightlife. Activities and attractions to experience around Key West include Duval Street, Ernest Hemingway Home and Museum, and Key West Lighthouse and Keeper's Quarters Museum. You might also want to see spots like Florida Keys Beaches, Harry S. Truman Little White House, and Key West Cemetery during your trip.
What kind of weather should I plan for when I travel to Key West?
Having a good idea of the weather in Key West will help you enjoy your stay to the fullest. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.
What's the best way to get to my boutique hotel in Key West?
You have a few options for getting to and around Key West. The nearest major airport is Key West Intl. Airport (EYW), which is located 3 mi (4.8 km) from the heart of the city. If you'd like to explore around the area, you may want to rent a car for your trip.