Historical hotels in Key West

Historical hotels

Popularity

28 properties found in Key West

Hyatt Vacation Club At Windward Pointe
Hyatt Vacation Club At Windward Pointe

3675 South Roosevelt Boulevard Close to attractions - 5.7km

"Oceanfront pool views"
Best for Families and Groups
- Infinity pool overlooking the ocean
- Spacious suites with full kitchens
- Proximity to famous attractions
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US$ 250 price for 1 night

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El Patio Motel
El Patio Motel

800 Washington Street Close to beach - 200m

3.5

663 reviews
Best for Couples
- Charming Art Deco style design
- Outdoor pool and rooftop deck
- Affordable rates for Key West
from

US$ 109 price for 1 night

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Westwinds Inn
Westwinds Inn

914 Eaton St Heart of Old Town - 1.5km

"Comfortable beds and amenities"
Best for Couples
- Two sparkling outdoor pools
- Complimentary daily breakfast included
- On-site massage services available
from

US$ 210 price for 1 night

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Weatherstation Inn Circa 1911
Weatherstation Inn Circa 1911

57 Front St Key West Aquarium - 500m

"Island living experience"
Best for Couples
- Outdoor swimming pool for relaxation
- Adult-only property ensuring privacy
- Distinctive island-inspired guest rooms
from

US$ 199 price for 1 night

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Southernmost Hotel
Southernmost Hotel

1319 Duval Street

4.5

8321 reviews

The stylish Southernmost Hotel Key West offers easy access to Key West Lighthouse and Keeper's Quarters Museum, which is situated nearly a 5-minute walk away. A beach bar as well as facials and…
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US$ 166 price for 1 night

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Doubletree By Hilton Grand Key Resort
Doubletree By Hilton Grand Key Resort

3990 S. Roosevelt Blvd Near Key West Airport - 300m

4

4052 reviews
Best for Relaxing Vacations
- Free shuttle to airport and downtown
- Large outdoor pool with tiki bar
- Pet-friendly rooms and environment
from

US$ 168 price for 1 night

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Margaritaville Beach House Key West
Margaritaville Beach House Key West

2001 South Roosevelt Boulevard Adjacent to Smathers Beach - 100m

4.5

953 reviews
Best for Couples
- Beach access and activities
- Lagoon-style swimming pool
- Pet-friendly accommodations offered
from

US$ 192 price for 1 night

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Parrot Key Hotel & Villas
Parrot Key Hotel & Villas

2801 North Roosevelt Boulevard Access to Smathers Beach - 3.5km

4

793 reviews
Best for Couples
- Complimentary shuttle to attractions and beaches
- Four scenic and themed swimming pools
- Spacious villas designed for group comfort
from

US$ 170 price for 1 night

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Ibis Bay Resort
Ibis Bay Resort

3101 North Roosevelt Boulevard Close to attractions - 1.5km

"Fun family activities"
Best for Families
- Private beach access with loungers
- Outdoor pool with bar access
- Complimentary breakfast included
from

US$ 144 price for 1 night

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The Gates Hotel Key West
The Gates Hotel Key West

3824 N Roosevelt Blvd Close to Mallory Square - 6.2km

4

1962 reviews
Best for Couples
- Pet-friendly accommodation with no size limits
- Lively pool bar with local cocktails
- Hourly shuttle to Old Town Key West
from

US$ 140 price for 1 night

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The Laureate Key West
The Laureate Key West

3444 N Roosevelt Blvd. Ocean views - 1.5km

4.5

107 reviews
Best for Families
- Spacious suites with full kitchens
- Luxury bi-level suites for gatherings
- Private pool with ocean views
from

US$ 214 price for 1 night

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Blue Flamingo Resort Key West
Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Near Mallory Square - 350m

"Convenient shuttle service"
Best for Families
- Oceanfront location with stunning views
- Shuttle service to Old Town
- Four swimming pools available
from

US$ 123 price for 1 night

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Silver Palms Inn
Silver Palms Inn

830 Truman Avenue Steps from nightlife - 300m

"Charming atmosphere and comfort"
Best for Couples
- Outdoor heated saltwater pool
- Beautiful designer rooms and suites
- Complimentary continental breakfast
from

US$ 139 price for 1 night

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Santa Maria Suites Resort
Santa Maria Suites Resort

Duval Near Duval Street - 300m

"Great for families"
Best for Couples
- Gourmet kitchens in all suites
- Located steps from Duval Street
- Complimentary nightly happy hour
from

US$ 190 price for 1 night

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Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection

3850 North Roosevelt Boulevard Near local attractions - 3 miles

"Great dining options"
Best for Families
- On-site restaurant and bar
- Complimentary shuttle to attractions
- Outdoor pool with tiki bar
from

US$ 87 price for 1 night

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Fairfield Inn and Suites By Marriott Key West
Fairfield Inn and Suites By Marriott Key West

2400 North Roosevelt Boulevard Close to attractions - 3.2km

4

1956 reviews
Best for Families
- Complimentary hot breakfast every morning
- Large outdoor heated swimming pool
- Poolside cabanas with tiki bar
from

US$ 149 price for 1 night

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Fairfield Inn & Suites By Marriott Key West At The Keys Collection
Fairfield Inn & Suites By Marriott Key West At The Keys Collection

3852 North Roosevelt Boulevard Near Key West airport - 1.8km

"Enjoy the relaxing pool"
Best for Families
- Complimentary vibrant breakfast
- Refreshing outdoor pool area
- Convenient shuttle service access
from

US$ 112 price for 1 night

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Hampton Inn Key West Fl
Hampton Inn Key West Fl

3755 S. Roosevelt Boulevard Moments from Smathers Beach - 1km

"Free drinks daily"
Best for Couples
- Heated outdoor swimming pool
- Complimentary daily breakfast included
- Spacious and modern rooms available
from

US$ 130 price for 1 night

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Courtyard By Marriott Key West Waterfront
Courtyard By Marriott Key West Waterfront

3031-41 North Roosevelt Boulevard Waterfront views - 300m

4

1083 reviews
Best for Families
- Outdoor swimming pool area
- Free shuttle to downtown
- Tiki bar by the pool
from

US$ 184 price for 1 night

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The Artist House
The Artist House

Duval Steps from nightlife - 300m

"Charming and unique"
Best for Couples
- Historic Victorian charm
- Complimentary gourmet breakfast
- Close to Duval Street
from

US$ 125 price for 1 night

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