The hotels below are listed in order of their distance from Southernmost Point.
Southernmost Hotels Key West, FL
Address:
Whitehead Street & South Street ,
Key West ,
FL
33040
Zoom in (+) to see interstate exits, restaurants, and other attractions near hotels.
1. Reach Hotel Key West
1435 Simonton Street, Key West, FL 33040
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0.2 mile
0.2 mile from Southernmost Point
From $350
Check In 16 00
Check Out 11 00
Rated Average
Upper-upscale, smoke-free, full-service, oceanfront hotel
In southermost Key West
A Curio Collection by Hilton hotel
Heated outdoor swimming pool open all year
Exercise room
Restaurant - lounge - room service
Valet parking only - $35 per night Pet friendly hotel
More >
- allows dogs only up to 25 pounds, 2 dogs per room - $75 per night pet fee. - Aug 2022 < Less
Note: This hotel charges a resort fee of $45 per night - includes WiFi.
TripAdvisor Traveler Rating:
Based on 457 reviews
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2. Best Western Hibiscus Inn Key West
1313 Simonton Street, Key West, FL 33040
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0.2 mile
0.2 mile from Southernmost Point
From $324
Check In 1500
Check Out 1100
Rated Very High
Midscale, smoke-free motel in southernmost Key West
2 floors, 61 rooms - no elevator
Heated outdoor swimming pool open all year
Microwave and refrigerator in every room
Free continental breakfast
Free WiFi
Free parking Not pet friendly
Note: You must be 25 or older to reserve a room at this hotel.
TripAdvisor Traveler Rating:
Based on 3314 reviews
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"Everything was great. I recommend this motel.2022-06-29 "
"The motel clerk didn't want to let us stay because I had 3 children, but he eventually gave in. The room itself was clean and well-tended.2021-04-04 "
"The motel room was clean and suited our needs.2018-03-11 "
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3. Key West Hospitality Inns
913 Duval Street, Key West, FL 33040
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0.4 mile
0.4 mile from Southernmost Point
From $195
Check In 16 00
Check Out 11 00
Rated Average
Midscale, smoke-free bed and breakfast inn
Located in Old Town Key West
2 floors, 24 rooms - no elevator
Heated outdoor swimming pool
Microwave and refrigerator in every room
Free WiFi
Free but limited on-site parking Pet friendly hotel
More >
- pets allowed in a few pet rooms - $200 per stay + $20 per night pet fee. - Jan 2015 < Less
TripAdvisor Traveler Rating:
Based on 50 reviews
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4. Lighthouse Hotel Key West
902 Whitehead Street, Key West, FL 33040
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0.4 mile
0.4 mile from Southernmost Point
From $309
Check In 16 00
Check Out 11 00
Rated High
Upscale, smoke-free, downtown hotel
Less than 1 mile from Straw Hat Beach
Outdoor swimming pool open in summer
Free continental breakfast
Limited parking - parking costs $20 per night Pet friendly hotel
More >
- no pet fee. - Jan 2024 < Less
Note: This hotel charges a resort fee of $42 per night - includes WiFi and continental breakfast.
TripAdvisor Traveler Rating:
Based on 86 reviews
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"Nice location. I understand that roosters are part of the local color, but the crowing began at 2 AM. Not a lot of parking near the motel.2017-01-03 "
"Close to major attractions. Comfortable bed and nice hotel staff. Great Key West experience.2015-04-11 "
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5. Winslows Bungalows Key West
725 Truman Avenue, Key West, FL 33040
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0.4 mile
0.4 mile from Southernmost Point
From $335
Check In 16 00
Check Out 11 00
Rated Very High
Upscale, smoke-free, downtown hotel
2 miles from Higgs Beach
3 floors, 85 rooms and suites - no elevator
3 outdoor swimming pools open all year
Free continental breakfast
Limited on-site parking Pet friendly hotel
More >
- no pet fee. - Jan 2024 < Less
Note: This hotel charges a resort fee of $42 per night - includes WiFi, continental breakfast, and beach amenities.
TripAdvisor Traveler Rating:
Based on 269 reviews
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"Great location, but very expensive. Hotel staff was friendly. Highly recommend if you can afford it.2015-02-27 "
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6. Ellas Cottages Key West
811 Simonton Street, Key West, FL 33040
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0.5 mile
0.5 mile from Southernmost Point
From $305
Check In 16 00
Check Out 11 00
Rated Very High
Upscale, smoke-free, downtown cottages
Located in Old Town
2 floors, 23 rooms - no elevator
Outdoor swimming pool open all year
Free continental breakfast
Limited parking costs $30 per night Pet friendly cottages
More >
- $50 per night pet fee. - Jan 2024 < Less
Note: These cottages charge a resort fee of $45 per night - includes WiFi.
TripAdvisor Traveler Rating:
Based on 63 reviews
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"The hotel was clean but outdated, and not worth the price.2015-11-03 "
"Our room had a front porch, and it was very relaxing. The rooms in the front aren't that big, but they have what you need. We stayed at this hotel for 6 days.2015-02-26 "
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7. Marquesa Hotel Key West
600 Fleming Street, Key West, FL 33040
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0.8 mile
0.8 mile from Southernmost Point
From $582
Check In 15 00
Check Out 11 00
Upscale, smoke-free, downtown, adult-only hotel
1 mile from Straw Hat Beach
3 floors, 27 rooms - no elevator
Outdoor swimming pool open all year
Restaurant - lounge
Restaurant open for dinner only
Free WiFi
Parking costs $25 per night Not pet friendly
8. Saint Hotel Key West
417 Eaton Street, Key West, FL 33040
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0.8 mile
0.8 mile from Southernmost Point
From $389
Check In 1600
Check Out 1100
Rated Very High
Upper-upscale, smoke-free, full-service, downtown hotel An Autograph Collection hotel 3 floors; 34 rooms, 2 suites - elevator Heated outdoor infinity swimming pool Restaurant - lounge - room service Free WiFi Parking costs $25 per night Not pet friendly
TripAdvisor Traveler Rating:
Based on 812 reviews
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9. La Concha Hotel Key West
430 Duval Street, Key West, FL 33040
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0.9 mile
0.9 mile from Southernmost Point
From $207
Check In 1600
Check Out 1100
Rated Average
Upper-upscale, smoke-free, downtown hotel
An Autograph Collection hotel
7 floors, 160 rooms and suites
Outdoor swimming pool open all year - exercise room
Restaurant - lounge
Restaurant open for breakfast and dinner only
Free WiFi
Valet parking only - $35 per night Not pet friendly
TripAdvisor Traveler Rating:
Based on 1736 reviews
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10. Island City House Hotel Key West
411 William Street, Key West, FL 33040
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0.9 mile
0.9 mile from Southernmost Point
From $315
Check In 15 00
Check Out 11 00
Rated Very High
Midscale, smoke-free hotel near Historic Seaport Boardwalk
3 floors, 24 rooms - no elevator
Outdoor swimming pool open all year
Free WiFi
No on-site parking available Not pet friendly
TripAdvisor Traveler Rating:
Based on 1357 reviews
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11. Hyatt Vacation Club at Sunset Harbor Resort Key West
200 Sunset Lane, Key West, FL 33040
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0.9 mile
0.9 mile from Southernmost Point
From $369
Check In 16 00
Check Out 10 00
Rated High
Upscale, smoke-free resort near Mallory Square
3 floors, 92 studio to 2-bedroom suites - elevator
Outdoor swimming pool open all year
Microwave and refrigerator in every suite
Parking costs $15 per night Not pet friendly
Note: This hotel charges a resort fee of $20 per night - includes WiFi.
TripAdvisor Traveler Rating:
Based on 441 reviews
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12. Ridley House Hotel Key West
601 Caroline Street, Key West, FL 33040
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0.9 mile
0.9 mile from Southernmost Point
From $809
Check In 16 00
Check Out 11 00
Rated High
Upper-upscale, smoke-free hotel near Old Town
Walk to Mallory Square - short drive to the beach
3 floors, 22 rooms - no elevator
Outdoor swimming pool open all year
Lounge
Free continental breakfast
Free WiFi
No on-site parking available
Limited off-site parking - parking costs $30 per night Pet friendly hotel
More >
- no pet fee. - Mar 2020 < Less
Note: This hotel charges a resort fee of $30 per night - includes WiFi and continental breakfast.
TripAdvisor Traveler Rating:
Based on 41 reviews
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13. Fitch Lodge Key West
1030 Eaton Street, Key West, FL 33040
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1.0 mile
1.0 mile from Southernmost Point
From $265
Check In 16 00
Check Out 11 00
Rated Average
Upscale, smoke-free, boutique hotel
Near Historic Seaport Boardwalk
Outdoor swimming pool open all year
Lounge
Free continental breakfast
No on-site parking available Pet friendly hotel
More >
- no pet fee. - Jan 2024 < Less
Note: This hotel charges a resort fee of $42 per night - includes WiFi and continental breakfast.
TripAdvisor Traveler Rating:
Based on 62 reviews
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"Close to everything but very quiet. The room was spacious and clean, but didn't have a view. The hotel staff was friendly and helpful.2017-01-22 "
"Hotel room was clean, pleasant, and modern. Plenty of hot water for showers. The only problem was that our room was on the other side of Eaton Street from the office, and crossing the street could be challenging. Nice, helpful staff. We felt spoiled and on vacation. Delicious continental breakfast in the courtyard by a small pool and fountain. We were able to leave our luggage in the lobby after checkout so we could enjoy sightseeing before our departure. Wish we could've stayed longer.2015-03-02 "
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14. Marker Waterfront Resort Key West
200 William Street, Key West, FL 33040
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1.0 mile
1.0 mile from Southernmost Point
From $468
Check In 1600
Check Out 1100
Rated Very High
Luxury, smoke-free, full-service, waterfront hotel
On Key West Bight near Seaport Boardwalk
2 floors, 96 rooms - elevator
Outdoor swimming pool open all year
Restaurant - lounge Not pet friendly
Note: This hotel charges a resort fee of $25 per night - includes parking and WiFi.
TripAdvisor Traveler Rating:
Based on 2666 reviews
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15. Hyatt Centric Key West Resort & Spa
601 Front Street, Key West, FL 33040
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1.1 miles
1.1 miles from Southernmost Point
From $349
Check In 16 00
Check Out 11 00
Rated Very High
Upper-upscale, smoke-free, full-service, waterfront hotel
Near Mallory Square
Heated outdoor swimming pool open all year
Exercise room
Restaurant - lounge - room service
Free WiFi Pet friendly hotel
More >
- allows dogs only, 2 dogs per room - $150 pet fee if staying 5 nights or less - $300 pet fee if staying 6 nights or more. - Nov 2016 < Less
TripAdvisor Traveler Rating:
Based on 3615 reviews
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16. Pier House Resort Key West
1 Duval Street, Key West, FL 33040
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1.1 miles
1.1 miles from Southernmost Point
From $270
Check In 16 00
Check Out 11 00
Rated Very High
Upscale, smoke-free, full-service, waterfront resort
Near Mallory Square and beach
Outdoor swimming pool
2 restaurants - lounge - room service
Full-service spa
Free WiFi
Parking costs $20 per night Pet friendly hotel
More >
- allows dogs up to 20 pounds only, 1 dog per room - $75 per night pet fee. - Aug 2016 < Less
TripAdvisor Traveler Rating:
Based on 3199 reviews
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"A very nice resort in one of the best locations in Key West. Had to pay for parking. Enjoy the pool, beach, and strolling along Duval Street.2015-09-12 "
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17. Ocean Key Resort Key West
Zero Duval Street, Key West, FL 33040
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1.2 miles
1.2 miles from Southernmost Point
From $559
Check In 16 00
Check Out 11 00
Rated Very High
Upscale, smoke-free, full-service, waterfront resort
Near Mallory Square
A Noble House Resort
Outdoor swimming pool open all year - fitness center
Restaurant - lounge - room service
Full-service spa
Free WiFi
Valet parking only - $23 per night Not pet friendly
Note: This hotel charges a resort fee of $27 per night.
TripAdvisor Traveler Rating:
Based on 4252 reviews
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18. Sunset Key Cottages Key West
245 Front Street, Key West, FL 33040
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1.5 miles
1.5 miles from Southernmost Point
From $792
Check In 16 00
Check Out 11 00
Rated Very High
Luxury, smoke-free, full-service, waterfront cottages
On Sunset Key
Single-story, 37 cottages
Note: Guests check in at Margaritaville Resort and Marina - cottages are a 10-minute boat ride to Sunset Key
Outdoor swimming pool open all year - exercise room
Restaurant - lounge - room service
Full-service spa
Free WiFi
Parking costs $30 per night Pet friendly hotel
More >
- allows dogs up to 30 pounds only, 2 dogs per cottage - $100 per night fee for each dog. - Jan 2023 < Less
Note: This hotel charges a resort fee of $250 per night - includes WiFi, beach access, and outdoor activities.
TripAdvisor Traveler Rating:
Based on 899 reviews
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19. Margaritaville Beach House Key West
2001 South Roosevelt Blvd, MM 2, Key West, FL 33040
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1.6 miles
1.6 miles from Southernmost Point
From $495
Check In 16 00
Check Out 11 00
Rated Very High
Upper-midscale, smoke-free, all-suite, full-service hotel
Across street from Smathers Beach
Heated outdoor swimming pool - exercise room
Restaurant - lounge - room service
Microwave and refrigerator in every suite Pet friendly hotel
More >
- allows dogs up to 30 pounds only, 2 dogs per room - $75 per night fee for each dog. - Nov 2021 < Less
Note: This hotel charges a resort fee of $54 per night - includes parking, WiFi, and shuttle to Key West Airport.
TripAdvisor Traveler Rating:
Based on 973 reviews
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20. Fairfield Inn & Suites by Marriott Key West
2400 North Roosevelt Blvd, MM 2, Key West, FL 33040
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1.7 miles
1.7 miles from Southernmost Point
From $271
Check In 1500
Check Out 1100
Rated High
Upper-midscale, smoke-free, bayside motel 2 floors, 106 rooms - elevator Outdoor swimming pool - exercise room Tiki bar Microwave and refrigerator in every room Free hot breakfast buffet Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 1965 reviews
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"The motel was nice, clean, and comfortable, and the staff was friendly. Good place to stay.2017-09-03 "
"Hotel was nice and clean.2015-02-19 "
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21. Capitana Key West Hotel
2401 North Roosevelt Blvd, Key West, FL 33040
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1.7 miles
1.7 miles from Southernmost Point
From $260
Check In 16 00
Check Out 11 00
Rated Very High
Upscale, smoke-free hotel near Overseas Market
Main hotel - 3 floors, 64 rooms and suites - elevator
Cottages - 2 floors, 11 units - no elevator
Outdoor swimming pool open all year - exercise room
Tiki bar
Microwave and refrigerator in every room Pet friendly hotel
More >
- allows dogs up to 30 pounds only, 2 dogs per room - $75 per night fee for each dog. - Feb 2021 < Less
Note: This hotel charges a resort fee of $35 per night - includes parking, WiFi, and continental breakfast.
TripAdvisor Traveler Rating:
Based on 275 reviews
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22. Parrot Key Hotel & Villas Key West
2801 North Roosevelt, Key West, FL 33040
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2.1 miles
2.1 miles from Southernmost Point
From $189
Check In 16 00
Check Out 11 00
Rated High
Upscale, smoke-free, full-service, bayside hotel
Near Overseas Market
3 floors; 74 rooms and suites, 2 townhomes - no elevator
4 outdoor swimming pools open all year - exercise room
Restaurant - lounge - room service
Valet parking only - $15 per night Not pet friendly
Note: This hotel charges a resort fee of $38 per night - includes WiFi.
TripAdvisor Traveler Rating:
Based on 806 reviews
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23. Courtyard by Marriott Hotel Waterfront Key West
3031-41 North Roosevelt Blvd, MM 2.5, Key West, FL 33040
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2.3 miles
2.3 miles from Southernmost Point
From $303
Check In 1600
Check Out 1100
Rated High
Upscale, smoke-free, waterfront hotel 3 floors, 68 rooms and suites - elevator Outdoor swimming pool open in summer Exercise room 2 restaurants - lounge Restaurant open for breakfast and dinner only Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 1114 reviews
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24. Hyatt Hotel Winward Pointe Key West
3675 South Roosevelt Blvd, Key West, FL 33040
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3.0 miles
3.0 miles from Southernmost Point
From $459
Check In 16 00
Check Out 10 00
Rated Very High
Upscale, smoke-free condo hotel near Key West Airport
3 floors, 2-bedroom condos - elevator
Free shuttle to Key West Airport
Outdoor swimming pool
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 1010 reviews
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25. Hampton Inn Key West
3755 South Roosevelt Blvd, MM 4, Key West, FL 33040
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3.2 miles
3.2 miles from Southernmost Point
From $229
Check In 16 00
Check Out 11 00
Rated Very High
Upper-midscale, smoke-free, oceanview motel Less than one-half mile from Key West Airport Free shuttle to Key West Airport Heated outdoor oceanfront swimming pool Exercise room Free hot breakfast buffet Park and fly not allowed Not pet friendly
Note: This hotel charges a resort fee of $20 per night - includes parking and WiFi.
TripAdvisor Traveler Rating:
Based on 314 reviews
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"I had an excellent stay in every way. The motel was well-run, and the employees were friendly.2018-10-31 "
"Great location. Nice room and motel amenities. Loved the pool area, with plenty of lounges and chairs. The tiki bar and food were great.2015-06-10 "
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26. DoubleTree by Hilton Hotel Grand Key Resort Key West
3990 South Roosevelt Blvd, MM 3.5, Key West, FL 33040
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3.2 miles
3.2 miles from Southernmost Point
From $326
Check In 16 00
Check Out 11 00
Rated High
Upscale, smoke-free, full-service hotel 1 mile northeast of Key West Airport 4 floors, 216 rooms and suites Free shuttle to local attractions Outdoor swimming pool open all year - exercise room Restaurant - lounge - room service Pet friendly hotel
More >
- allows pets up to 75 pounds - $75 per stay pet fee. - May 2015 < Less
Note: This hotel charges a resort fee of $20 per night - includes parking and WiFi.
TripAdvisor Traveler Rating:
Based on 4788 reviews
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"Great hotel. The room was clean, the staff was nice, and I enjoyed the pool area and cabanas. There were on-site bike rentals and a good breakfast buffet.2018-03-08 "
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27. Fairfield Inn & Suites by Marriott Key West
3852 North Roosevelt Blvd, Key West, FL 33040
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3.2 miles
3.2 miles from Southernmost Point
From $229
Check In 1600
Check Out 1100
Rated Very High
Upper-midscale, smoke-free, highway, gulfside motel
3 miles from Key West Airport
2 floors; 116 rooms, 17 suites - elevator
Heated outdoor swimming pool - exercise room
Microwave and refrigerator in every room
Free continental breakfast
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 1520 reviews
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"The motel was pleasant and quiet even with all the spring breakers. Breakfast was especially good.2019-03-20 "
"The motel was clean and conveniently located. The front desk clerks were capable and friendly. Good rates, too. I definitely recommend staying here.2016-09-29 "
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28. Hilton Garden Inn Key West
3850 North Roosevelt Blvd, Key West, FL 33040
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3.2 miles
3.2 miles from Southernmost Point
From $265
Check In 16 00
Check Out 11 00
Rated High
Upscale, smoke-free hotel Near entry point of Key West 2 buildings - 2 and 4 floors, 141 rooms - elevator Shuttle to local attractions costs $20 per person Outdoor swimming pool - 24-hour exercise room Restaurant - lounge - room service Restaurant open for breakfast and dinner only Microwave and refrigerator in every room Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 1850 reviews
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"A beautiful hotel for a reasonable rate The staff went out of their way to accommodate guests. I'd definitely stay here again.2021-04-04 "
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29. Gates Hotel Key West
3824 North Roosevelt Blvd, Key West, FL 33040
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3.3 miles
3.3 miles from Southernmost Point
From $259
Check In 1600
Check Out 1100
Rated High
Midscale, smoke-free, gulfside hotel on US 1
1.5 miles from beach
2 buildings - 2 floors, 100 rooms - elevator
Outdoor swimming pool Pet friendly hotel
More >
- allows pets up to 50 pounds - $25 per night fee for each pet. - Jun 2016 < Less
Note: This hotel charges a resort fee of $25 per night - includes parking, WiFi, and shuttle to local attractions.
TripAdvisor Traveler Rating:
Based on 2032 reviews
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30. Marriott Key West Beachside Hotel
3841 North Roosevelt Blvd, Key West, FL 33040
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3.3 miles
3.3 miles from Southernmost Point
From $428
Check In 1600
Check Out 1100
Rated Very High
Upper-upscale, smoke-free, full-service, beachside hotel on Gulf of Mexico Free shuttle to Key West Airport Outdoor swimming pool open all year - exercise room Restaurant - lounge Restaurant open for breakfast and dinner only Free WiFi Parking costs $20 per night Not pet friendly
TripAdvisor Traveler Rating:
Based on 3563 reviews
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"A really nice hotel. The room was super nice and clean, and the staff was friendly and accommodating. 5-star restaurant and bar, and the parking lot was great. I'd definitely stay here again.2023-11-18 "
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