Key West Vacations

Key West Travel and Vacation Guide

 

 

 

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Key West Vacations

Key West best known as the home of Ernest Hemmingway and his favorite haunt, Sloppy Joes Bar, Key Wet is also home to fabulous mansions crested in the classic Key West gingerbread style, open air bars that beckons walker bys and the world's most famous and beautiful sunsets at Mallory Dock.

Key West vacationers can spend the day scuba diving or snorkeling along the reefs or investigate a sunken wreck.  Deep sea fishing abounds as do sailing charters and boat rentals.

Want to stay on dry land, Key West offers a wide variety of public and private transportation to move you around the island and Key West's unique shops, restaurants, cafes and bars

Accommodations

Ratings by Hotel.com

Hyatt Key West
601 Front St - Key West, FL 33040
Discover vacation heaven at Hyatt Key West Resort and Spa. Located right on the white sandy beach and within two blocks of Duval Street and Mallory Square, Hyatt Key West is the ideal location for exploring the sites of Old Town, while still staying within a private retreat. Treat yourself to recently renovated facilities, impeccable service and a host of lavish amenities.
Website: Hyatt Key West

Holiday Inn Key West
3 out of 5 Star Rating - 3850 N Roosevelt Blvd - Key West, FL 3
Located at the entrance of Key West from Overseas Highway, this tropically landscaped Holiday Inn resort boasts amenities that will accommodate your business and leisure needs.
Information and Reservations
Crowne Plaza La Concha Key West
3.5 out of 5 Star Rating - 430 Duval St - Key West, FL 33040
Our hotel's location on Duval St. is the ideal Key West vacation lodging choice. Guests can enjoy a leisurely stroll to nearby attractions like the Mel Fisher Museum, Hemingway House and Mallory Square. Duval Street offers fine dining.
Information and Reservations
Courtyard Key West/ Waterfront
3031-41 North Roosevelt Boulevard, Key West
The Courtyard Key West Waterfront is located within a 10 minute drive of any attraction on the island and features spacious guest rooms and suites. It features a large outdoor junior olympic size heated swimming pool and nearby jacuzzi, a Tiki Bar located adjacent to the pool, a private sunbathing beach, a 300 foot observation boardwalk, a free computer workstation in the lobby, complimentary in-room laptop size safes, and a concierge agent to help you plan your Key West vacation.
Information and Reservations 

Best Western Key Ambassador Resort Inn
2.5 out of 5 Star Rating 3755 S Roosevelt Blvd - Key West, FL
The Best Western Key Ambassador Inn is set on a seven-acre tropical wonderland ideal for guests who want to relax and enjoy the hotel amenities including a heated oceanfront pool with a view of the Atlantic Ocean and a tropical sun deck.
Information and Reservations
Best Western Hibiscus Motel
1313 Simonton St., Key West
Within walking distance of famous Duval Street and many other Key West attractions, the Best Western Hibiscus Motel offers guests welcoming accommodations and a great place to call home while in this island paradise.
Information and Reservations
Southernmost Hotel
3 out of 5 Star Rating - 1319 Duval Street - Key West, FL
The Southernmost Hotel Is Located In Key West, Fla. Across From Private Beach, Within One-quarter Mile Of The Southernmost Point And Hemingway House, One Mile From Mallory Square.
Information and Reservations
Hotel Key West
3 out of 5 Star Rating - 3820 N Roosevelt Blvd - Key West, FL
Located Across The Street From The Gulf Of Mexico And A Waterfront Promenade, The Hotel Key West (Fla.) Is Less Than Two Miles From Key West International Airport.
Information and Reservations
Comfort Inn Key West
2 out of 5 Star Rating - 3824 N Roosevelt Blvd - Key West, FL
Comfort Inn Key West (Fla.) Sits At The Northern Point Of The Island, And Is Just One Mile From Smathers Beach. The Key West International Airport Is Within Two Miles Of The Hotel.
Information and Reservations
Sheraton Suites Key West
3.5 out of 5 Star Rating - 2001 S Roosevelt Blvd - Key West, FL
The Sheraton Suites Key West Is Located In Key West, Fla., Across The Street From Smathers Beach. The Key West Lighthouse Museum And The Garrison Bight Marina Are One Mile From The Hotel.
Information and Reservations
The Inn at Key West
3.5 out of 5 Star Rating - 3420 N Roosevelt Blvd - Key West, FL
Located On North Roosevelt Boulevard Overlooking The Gulf Of Mexico, The Inn At Key West Is Three Miles From Historic Duvall Street And The Hemingway House In Key West, Fla.
Information and Reservations
The Reach Resort - Waldorf Astoria Collection
3.5 out of 5 Star Rating - 1435 Simonton Street Key West
The Reach Resort - Waldorf Astoria Collection Is A Tropical Playground Offering The Best Of Key West, Fla. With The Only Natural Beach On The Island As A Backdrop, This Hotel Is An Ideal Destination For Sun And Water Enthusiasts.
Information and Reservations
Southernmost On The Beach
3.5 out of 5 Star Rating - 508 South St - Key West, FL 33040
Southernmost On The Beach Is Located In Key West, Fla. One-half Mile From The Hemingway House, One Mile From Mallory Square.
Information and Reservations
The Westin Key West Resort & Marina
4 out of 5 Star Rating - 245 Front St - Key West, FL 33040
The Westin Key West Resort & Marina Is Located In Key West Florida, Close To Charming Boutiques And Cafes. The Hotel Is In The Heart Of Historic Old Town And With Close Proximity To Duval Street.
Information and Reservations
Days Inn Key West
2 out of 5 Star Rating - 3852 N Roosevelt Blvd - Key West, FL
The Days Inn Key West, Located In Central Key West Near The Beach And Close To Sightseeing And Entertainment, Provides The Perfect Location For A Key West Vacation. Located Within Walking Distance Of Beaches, Restaurants, Shopping And Local Attractions.
Information and Reservations

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Heron House
3.5 out of 5 Star Rating - 512 Simonton St - Key West, FL
Nestled In A Tropical Garden On Landscaped Grounds, The Heron House Provides A Romantic Hideaway In The Historic District Of Key West, Fla. Guests Are One Block From The Restaurants, Shops And Nightlife Found On Duval Street.
Information and Reservations
Banana Bay Resort - Key West
2.5 out of 5 Star - Rating 2319 Roosevelt Blvd. - Key West, FL
Located Within Two Miles Of Hemingway House And Duval Street, The Adult-exclusive Banana Bay Resort And Marina In Key West, Fla., Offers An Array Of Amenities For Leisure Travelers. Key West International Airport Is Three Miles From The Resort.
Information and Reservations
Casa Marina Resort - Waldorf Astoria Collection
4 out of 5 Star Rating - 1500 Reynolds Street - Key West, FL
The Oldest And Largest Resort In Key West, Fla., The Casa Marina Resort - Waldorf Astoria Collection Was Built In 1920. The Resort Is Smoke-free And Less Than Two Miles From The Ernest Hemingway Home & Museum, Key West Lighthouse Museum And The Audubon House & Tropical Gardens.
Information and Reservations
Travelodge & Suites Bayside Key West
2 out of 5 Star Rating - 3444 N Roosevelt Blvd - Key West, FL
The Travelodge & Suites Bayside Key West Is Located In Key West, Fla. Three Miles From Smathers Beach, Three Miles From Ernest Hemingway Home & Museum.
Information and Reservations
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Santa Maria Suites
4 out of 5 Star Rating - 1401 Simonton St - Key West, FL
The Santa Maria Suites Is Located In Key West, Fla., Less Than One-half Mile From The Island's Southernmost Point. The Hotel Stands One Block From The Atlantic Ocean And Shopping Along Duval Street. The Ernest Hemingway Museum Is One-half Mile From The Hotel.
Information and Reservations
Pier House Resort & Caribbean Spa
4 out of 5 Star Rating - 1 Duval St - Key West, FL 33040
The Pier House Resort & Caribbean Spa Is Located In Key West, Fla. One Block From Mallory Square, One-quarter Mile From Seaport District.
Information and Reservations
Parrot Key Resort
4 out of 5 Star Rating - 2801 N Roosevelt Blvd - Key West, FL
The Parrot Key Waterfront Hotel & Resort Is Located In Key West, Fla. One-half Mile From Key West Travel Guide, Two Miles From Ernest Hemingway Museum.
Information and Reservations
Sunrise Suites Resort
3 out of 5 Star Rating - 3685 Seaside Dr - Key West, FL 33040
The Sunrise Suites Resort Is Located In A Quiet Section Of Key West, Fla., One Mile From Smathers Beach, The Largest Beach In The City, And Two Miles From Higgs Beach.
Information and Reservations
Ocean Key Resort - A Noble House Resort
4 out of 5 Star Rating - Zero Duval St. - Key West, FL 33040
The Ocean Key Resort & Spa In Key West, Fla. Is Located Two Miles From Key West International Airport, Between Lively Mallory Square And Key West Harbor. Guests May Stroll Down Old Town Lane While Enjoying Colorful 19th Century Architecture And May Window Shop At Various Quaint Boutiques.
Information and Reservations
Fairfield Inn and Suites By Marriott
2.5 out of 5 Star Rating - 2400 N Roosevelt Blvd - Key West, FL
EXPERIENCE THE BEST IN KEY WEST HOTELS WITH FAIRFIELD INN & SUITES Discover the Fairfield Inn & Suites by Marriott Key West, a member of the Florida Green Lodging Program, where Marriott's signature style meets the laid-back atmosphere of the Florida Keys.
Information and Reservations
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Hyatt Windward Pointe - A Hyatt Vacation Club Resort
3.5 out of 5 Star Rating - 3675 S Roosevelt Blvd - Key West, FL
Hyatt Windward Pointe Is A Resort That Offers Residential-style Accommodations In Beautiful Key West, Florida. On This Property You Will Enjoy Barbecue Grills, Lounge Chairs And Beautiful Surroundings. Spend The Afternoon Swimming In The Outdoor Pool Or Relaxing In The Whirlpool. There Is A Concierge On This Property To Assist You With The Many Activities And Attractions That You Won't Want To Miss.
Information and Reservations
La Pensione Inn B&B
2.5 out of 5 Star Rating - 809 Truman Ave - Key West, FL
La Pensione Inn B&B Is Located In Key West, Fla. One-half Mile From Shops, Restaurants And Nightlife On Duval Street, Less Than One Mile From The Ernest Hemingway Home And Museum, Four Miles From The Key West Golf Club.
Information and Reservations
Doubletree Grand Key Resort
3.5 out of 5 Star Rating - 3990 S Roosevelt Blvd - Key West, FL
Located On The Quiet Side Of Key West, Fla., The Doubletree Grand Key Resort Is Two Miles From The Beach. Key West International Airport Is One Mile From The Property.
Information and Reservations
Hyatt Sunset Harbor Resort
3.5 out of 5 Star Rating - 200 Sunset Way-Key West, FL 33040
A Secluded Oasis In The Florida Keys, The Hyatt Sunset Harbor Resort In Key West, Fla., Is A Sanctuary For Vacationers Who Value Privacy And Location. Positioned Right On The Water Near Cruise Ships And Boat Slips, The Hyatt Sunset Harbor Is One Of The Island's Premier Destinations Because Of Its Close Proximity To Both Land Attractions And The Sea.
Information and Reservations
Key West Beachside Hotel
3 out of 5 Star Rating - 3841 N Roosevelt Blvd - Key West, FL 33040
Information and Reservations
The Palms Hotel
2.5 out of 5 Star Rating - 820 White St - Key West, FL 33040
1880 Conch Victorian-style Hotel, Complimentary Poolside Breakfasts, The Palms Hotel Is Located In Key West, Fla., One Mile From Mallory Square, One Mile From The Shops And Restaurants On Duval Street.
Information and Reservations
Weatherstation Inn
2.5 out of 5 Star Rating - 57 Front St - Key West, FL 33040
The Weatherstation Inn Is Located In Key West, Fla. Historic District, Two Blocks From The Renowned Duval Street, On The Gated Grounds Of The Former Navy Yard.
Information and Reservations
Nassau House
2.5 out of 5 Star Rating - 1016 Fleming St. - Key West, FL
1896 Bohemian Conch Home Surrounded By Tropical Gardens, Complimentary Breakfasts And Afternoon Teas, Outdoor Pool And Spa Tub, Two Blocks From The Gulf Of Mexico, Less Than One Mile From The Shop, Restaurants And Nightlife On Duval Street.
Information and Reservations
Artist House Key West
3.5 out of 5 Star Rating - 534 Easton Street - Key West, FL
The Artist House Key West B&B Is Located In Key West, Fla. In Old Town Historic District, One-quarter Mile From Mallory Square.
Information and Reservations
Hyatt Beach House Resort - a Hyatt Vacation Club Resort
3.5 out of 5 Star Rating - 5051 Overseas Hwy - Key West, FL
Poised On The Eastern Edge Of The Florida Keys On A Channel Connecting The Atlantic To The Gulf Of Mexico, Is The Hyatt Beach House Resort In Key West, Fla. Excursions And Cruises Can Be Arranged By The Resort's Personable Staff, While A Rental Center Located Adjacent To The Resort Offers Jet Skis, Kayaks, Speedboats, Pontoon Boats, Snorkel And Fishing Gear.
Information and Reservations
Sunset Key Guest Cottages, A Westin Resort
4 ouSunset Key Guest Cottages Is Located On The Beach In Key West, Fla. On A Secluded Island, In The Old Town Area, Across The Street From Mallory Square.t of 5 Star Rating - 245 Front Street - Key West, FL 33040
Information and Reservations
The Wicker Guest House
3 out of 5 Star Rating - 913 Duval Street - Key West, FL 33040
The Wicker Guest House Is Located In Key West, Fla. Less Than One-half Mile From The Shops And Restaurants On Duval Street, One Block From The Ernest Hemingway Home & Museum.
Information and Reservations
Coral Hammock Resort Villas
3.5 out of 5 Star Rating - 2 Coral Way - Sugarloaf Key, FL
The Coral Hammock Resort Villas Is Located In Key West, Fla.
14 Miles From Mallory Square
Information and Reservations
Little Palm Island
4.5 out of 5 Star Rating - 28500 Overseas Hwy - Little Torch Key, FL 33042
Located On A Five-acre Island And Close To A Marina, Little Palm Island Resort & Spa - A Noble House Resort In Little Torch Key, Fla., Is 26 Miles From Key West.
Information and Reservations

Restaurants

Sloppy Joe's Bar - 201 Duval St - Key West, FL 33040
3.5 Stars
sloppyjoes.com

Green Parrot Bar - 601 Whitehead St - Key West, FL 33040
4.5 Stars
greenparrot.com

Louie's Backyard - 700 Waddell Ave - Key West, FL 33040
3.5 Stars
louiesbackyard.com

Captain Tony's Saloon - 428 Greene St - Key West, FL 33040
4.5 Stars
capttonyssaloon.com

Hog's Breath Saloon - 400 Front St # C - Key West, FL 33040
3.5 Stars
hogsbreath.com

Kelly's Caribbean Bar - 301 Whitehead St - Key West, FL 33040
3 Stars
kellyskeywest.com

Schooner Wharf Bar - 202 William St - Key West, FL 33040
3.5 Stars
schoonerwharf.com

Hog Fish Bar & Grille - 6810 Front Street - Stock Island, FL 33040
4.5 Stars
hogfishbar.com

Rum Barrel Bar & Restaurant - 528 Front St - Key West, FL 33040
4 Stars
rumbarrel.com

Finnegan's Wake-Irish Pub - 320 Grinnell St - Key West, FL 33040
4.5 Stars
keywestirish.com

Irish Kevin's - 211 Duval St # C - Key West, FL 33040
4 Stars
irishkevins.com

Jack Flats - 509 Duval St - Key West, FL 33040
4 Stars
jackflats.com

Shanna Key Irish Pub & Grill - 1900 Flagler Ave - Key West, FL
5 Stars
shannakey.net

Things To Do

Gulfstream III Party Boat Fishing - Key West City Marina
keywestpartyboat.com

Tortuga Party Fishing Boat - 951 Caroline St Key West
tortugacharters.com

Lucky Fleet - 201 Margaret St Key West, FL 33040
luckyfleet.com

Almost There Sportfishing Charters - 5001 5th Ave
almostthere.net

Subtropic Dive Center - 1605 N Roosevelt Blvd
subtropic.com

Captain's Corner - 125 Ann St Key West
captainscorner.com

Eco-Dives of Key West - 800 Fleming St # 1B
ecodives-keywest.com

Ernest Hemingway Museum - 907 Whitehead Key West
hemingwayhome.com

Curry Mansion Inn - 511 Caroline St Key West
currymansion.com

Harry S Truman Little White House - 111 Front St
trumanlittlewhitehouse.com

Discovery Glass Bottom Boat - 251 Margaret Key West
discoveryunderseatours.com

Sunny Days Catamarans - 201 Elizabeth St Key West
sunnydayskeywest.com

Key West Sailboat and Snorkel Charters
951 Caroline Street Key West, FL 33040
destinationkeywest.com

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