Florida Keys Pet Friendly Vacation Cottage for Rent by Owner in Key West

 Key West, FL Vacation Rental with Dip Pool 

3 BR/ 2 BA

Rate: from $328 nightly

Source: VRBO

5/5 ⭐⭐⭐⭐⭐

>> Book Here <<

Florida Keys Vacation Home For Rent with Pool in Key West, Dog Friendly. This Key West charmer is just a short stroll away from the award winning restaurants and delightful shopping in historic Bahama Village. This quaint retreat greets you with a relaxing front porch that beckons you to sit and stay a while...view more details

View: >> Vacation Rentals in the Florida Keys <<

View: >> Explore the Keys  <<

Key West, Florida 

Forever in summer, Key West is all about kicking back. Everyone and everything here seems to go at its own easy pace. But it’s not all hammock time—the diving here is phenomenal, as is the food. Travelers keep coming back for the must-eats: Cuban sandwiches, Cuban coffee, and key-lime pie, along with outstanding seafood. No surprise, the weather, the food, and the scenery have lured lots of crowds, but you can escape them with a well-timed visit in early spring—or just get out on the water where you can stake out your own private spot in the Gulf of Mexico.

Source: Key West FL Vacation Home for Rent with Dip Pool

Key West FL Dog Friendly Beach Cottage For Rent By Owner

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Florida Keys Vacation Rental with Pool, Key West 

2 br/2 ba 

Sleeps: up to 6

Rate: from $246 nightly

5/5 ⭐⭐⭐⭐⭐ (1 Reviews)

Source: VRBO

>> Book Here <<

Florida Keys Pet Friendly Vacation Home For Rent in Key West. This quaint little cottage is located in the center of Old Town on the island's highest point. In addition to the superb location, this home also offers top-notch amenities. With a private front porch, a private heated pool, a covered lanai, and plenty of indoor/outdoor space LA CASITA EN CIMA has everything you'll need for your time in paradise. LA CASITA EN CIMA has a spacious living area that includes a large sofa that pulls out into a Queen sleeper for additional guests, and a large flat screen TV. Adjacent to the living room is the sitting room, equipped with another comfy couch and a desk. The French doors and windows throughout this home allow in plenty of natural light and tropical breezes. The kitchen includes a range, an vintage-style, oversized fridge, a beautiful porcelain sink, and plenty of counter and cabinet space. There is an adorable outdoor four-person dining table located on the side deck when you want to enjoy a meal in the fresh air...view more details

 View: >> Key West Pet Friendly Vacation Rentals  <<

View: >> Key West Calendar of Events  <<

Key West, Florida 

Stretching 126 miles south toward Cuba, the stunning Florida Keys are a perfect escape. Highlights along the way include Key Largo, Islamorada, Marathon, Big Pine Key and the irrepressible Key West. Get up close with an amazing array of fish while snorkeling, diving or fishing in the warm turquoise waters. Creeks, coral and costumed spectacles are other lures along the way. Highway 1 is a spectacular ribbon tying together the islands and atolls of this paradise between the Gulf of Mexico and the Atlantic.

What's nearby

Key West Cemetery - 4 min walk

Duval Street - 5 min walk

San Carlos Institute - Casa Cuba - 6 min walk

Southernmost Point - 15 min walk

Mallory Square - 16 min walk

Getting around

Key West Intl. Airport (EYW) - 12 min drive

Restaurants

Willie T's - 5 min walk

Bourbon Street Pub - 5 min walk

801 Bourbon Bar - 4 min walk

Mangoes Restaurant & Island Cuisine - 3 min walk

DJ's Clam Shack - 3 min walk

Key West FL Pet Friendly Vacation Rental with Pool

Florida Keys Vacation Property For Rent By Owner, Key West

2br/2ba 

Sleeps: up to 6

Price: from $481 nightly

4.6/5 ⭐⭐⭐⭐⭐ (52 Reviews)

Source: VRBO

 >> Book Here <<

Key West Florida Dog Friendly Vacation Property For Rent. Slip into vacation mode as you explore Duval Street and dive into the beach scene when you book your trip to this dog-friendly Key West cottage. Featuring street parking, a relaxing shared pool, and a location that puts you right in the heart of the action, up to six guests and a canine companion (for a small nightly fee) can come and enjoy! Wake up with a stroll along the beach to a small cafe for a fresh seaside breakfast. Spend the day working on your tan by the crashing waves, or get out on the water with a stand-up paddle-board session or a deep sea fishing adventure. Unwind poolside at the shared pool, then use the community grill to put a sear on some fresh seafood. Connect to the free WiFi to stream some music as you lounge ...view more details

 View: >> Florida Keys Pet Friendly Vacation Rentals  <<

Explore: >> Things to do in the Keys  <<

Key West, Florida 

Stretching 126 miles south toward Cuba, the stunning Florida Keys are a perfect escape. Highlights along the way include Key Largo, Islamorada, Marathon, Big Pine Key and the irrepressible Key West. Get up close with an amazing array of fish while snorkeling, diving or fishing in the warm turquoise waters. Creeks, coral and costumed spectacles are other lures along the way. Highway 1 is a spectacular ribbon tying together the islands and atolls of this paradise between the Gulf of Mexico and the Atlantic.

What's nearby

• Duval Street - 4 min walk
• South Beach - 5 min walk
• Key West Butterfly and Nature Conservatory - 5 min walk
• Southernmost Point - 6 min walk
• Ernest Hemingway Home and Museum - 13 min walk

Restaurants

• Louie's Backyard - 3 min walk
• Banana Cafe - 6 min walk
• Santiago's Bodega - 18 min walk
• Blue Heaven - 16 min walk
• The Lobster Shack Key West - 3 min walk

  Popular Amenities: 💦Pool       🐶 Pet Friendly

Florida Keys Vacation Home For Rent, Key West

Key West, FL Vacation Rental By Owner with Lazy River Pool

3 bedrooms/ 3 baths      

Sleeps : up to 6

5/5 ⭐⭐⭐⭐⭐ (33 Reviews)

 >> BOOKHERE <<

Source: VRBO

Key West Florida Vacation Property For Rent. A colorful 3 bedroom, 2 full bath, private, and historic home is a wonderful spot to vacation, live like a local, honeymoon, or work from home. Tucked quietly on a lazy lane 2 blocks from world famous Duval Street! You will be just around the corner to The Hemingway House , famous Blue Heaven Restaurant and the Key West Lighthouse. Our quiet lane starts on Petronia Street, which has become the culinary center of Key West. VIV wine bar, Le Creperie, and Rams Head are at the end of the road. Our location is simply perfect! Two FREE bicycles come with the property and a parking spot option- not that you need it- Key West is a walker's paradise from your perfect location....view more details

View: >> Florida Keys Vacation Rentals <<

View: >> Things to do in the Keys  <<

What's nearby

• Ernest Hemingway Home and Museum - 2 min walk
• Key West Lighthouse and Keeper's Quarters Museum - 2 min walk
• Duval Street - 3 min walk
• Southernmost Point - 9 min walk
• Mallory Square - 17 min walk

Getting around

• Key West Intl. Airport (EYW) - 13 min drive

Restaurants

• Santiago's Bodega - 3 min walk
• Blue Heaven - 3 min walk
• La Creperie - 2 min walk
• Better Than Sex - 6 min walk
• DJ's Clam Shack - 5 min walk

Key West, Florida 

Forever in summer, Key West is all about kicking back. Everyone and everything here seems to go at its own easy pace. But it’s not all hammock time—the diving here is phenomenal, as is the food. Travelers keep coming back for the must-eats: Cuban sandwiches, Cuban coffee, and key-lime pie, along with outstanding seafood. No surprise, the weather, the food, and the scenery have lured lots of crowds, but you can escape them with a well-timed visit in early spring—or just get out on the water where you can stake out your own private spot in the Gulf of Mexico.

Florida Keys Beachfront Vacation Rental By Owner, Key West

Key West FL Vacation Condominium Home For Rent with Pool

2br/2ba    

Sleeps: up to 6   

Price: from $639 nightly

4.9/5 ⭐⭐⭐⭐⭐ (19 Reviews)

 >> Book Here <<

Source: VRBO

Key West  Florida Vacation Property For Rent. Key West FL Beach Vacation Property Rental. Enjoy this spectacular condominium home with an oceanfront view of Key West harbor for your next getaway in the Key West! Located in Truman Annex, this home boasts beautiful water views from the balcony and all around the condo, you'll be sure to feel inspired during your stay! This rental has a full kitchen for easy meal preparation and plenty of seating for dining. Guests will also enjoy access to a shared, on-site pool! Free WiFi + Elevator in the building + Full kitchen with dishwasher. There is free parking for 1 vehicles...view more details

View: Vacation Rentals in the Florida Keys  🏖

View: Things to do in the Keys  🌴

Key West, Florida 

Stretching 126 miles south toward Cuba, the stunning Florida Keys are a perfect escape. Highlights along the way include Key Largo, Islamorada, Marathon, Big Pine Key and the irrepressible Key West. Get up close with an amazing array of fish while snorkeling, diving or fishing in the warm turquoise waters. Creeks, coral and costumed spectacles are other lures along the way. Highway 1 is a spectacular ribbon tying together the islands and atolls of this paradise between the Gulf of Mexico and the Atlantic.

  Popular Amenities: 💦Pool    🌊Beachfront 

What's nearby

• Harry S. Truman Little White House - 2 min walk
• Audubon House and Tropical Gardens - 4 min walk
• Duval Street - 5 min walk
• Mallory Square - 6 min walk
• Southernmost Point - 3 min drive

Getting around

• Key West Intl. Airport (EYW) - 13 min drive
  

Restaurants

• Santiago's Bodega - 13 min walk
• Blue Heaven - 14 min walk
• Glazed Donuts - 6 min walk
• Smokin' Tuna Saloon - 5 min walk
• La Creperie - 13 min walk

Key West FL Vacation Home For Rent with Pool

Florida Keys Vacation Rental By Owner

2br/2ba    

Sleeps: up to 6   

Price: from $729 nightly

4.9/5 ⭐⭐⭐⭐⭐ (105 Reviews)

>> Book Here <<

Source: VRBO

Key West Florida Vacation Property For Rent.  Formerly La Bonne Vie, SMOOTH SAILING has been meticulously furnished with a modern coastal feel, and the only beauty that competes with the interior is the spectacular views from your private oceanfront balcony. You'll be able to enjoy quiet afternoons with those balmy Key West breezes wafting through the floor-to-ceiling glass doors from the living room, and sunrise shadows from your bedroom balconies in the morning. This home is located in an upscale private community within walking or biking distance to all of your favorite Key West spots, including beaches, restaurants, shopping, and the beautiful waters surrounding the island. You'll be hard pressed to find a more stunning mix of upscale furnishings and water views than SMOOTH SAILING....view more details

Popular Features:  🏊 Pool    🔥 Hot Tub        🌊 Beach-Front  

View: Vacation Rentals in the Florida Keys  🏖

View: Things to do in the Keys  🌴

Key West, Florida 

Stretching 126 miles south toward Cuba, the stunning Florida Keys are a perfect escape. Highlights along the way include Key Largo, Islamorada, Marathon, Big Pine Key and the irrepressible Key West. Get up close with an amazing array of fish while snorkeling, diving or fishing in the warm turquoise waters. Creeks, coral and costumed spectacles are other lures along the way. Highway 1 is a spectacular ribbon tying together the islands and atolls of this paradise between the Gulf of Mexico and the Atlantic.

What's nearby

• Higgs Beach - 14 min walk
• Smathers Beach - 1 min drive
• Duval Street - 5 min drive
• South Beach - 5 min drive
• Key West Butterfly and Nature Conservatory - 5 min drive

Getting around

• Key West Intl. Airport (EYW) - 3 min drive

Restaurants

• Louie's Backyard - 4 min drive
• Salute - 17 min walk
• Key Plaza Creperie - 5 min drive
• Fernandy's Café - 4 min drive
• El Siboney Restaurant - 4 min drive

Florida Keys Vacation Rental By Owner, Key West

Key West FL Vacation Home For Rent with Pool 

3 bedrooms/2.5 baths

Sleeps: up to 8

Rate: from $895 nightly

Source: VRBO

4.7/5 ⭐⭐⭐⭐⭐ (26 Reviews) 

Florida Keys Vacation Property Rental. Enjoy a beautiful private home located in the Historic Truman Gated Community Old Town Key West. Only steps away from Duval Street and all the activities and restaurants of Key West. Swim in the private heated pool with spa jets, large outdoor patio and back deck with grill. Relax on the upstairs wrap around porch. W/D, pots, pans, kitchen utensils, towels ; bedding central air, ceiling fans, WiFi..view more details

View More: Key West FL Vacation Rentals 🏖

Explore: Key West FL 🌴

Key West, Florida 

Key West is Florida’s irreverent southernmost subtropical paradise, a unique blend of history, climate, natural beauty, cultural diversity, architecture and unabashed romantic appeal. Palm-lined streets with gingerbread mansions and tin-roofed conch houses were home to Ernest Hemingway, Tennessee Williams, Elizabeth Bishop, and a few of the famous people who discovered solace and inspiration in the island city, whose heritage in large part was inspired by Bahamian wreckers, commercial fishermen, spongers and Cuban cigar makers. In Key West, you can visit a host of historic attractions by biking, walking, convenient public transportation, pedi-cabs, tour trains, trolleys or taxis.

Source: Key West FL Vacation Rental with Pool

Florida Keys Beach Vacation Rental with Pool, Key West

Key West FL Vacation House For Rent 

Source: VRBO

Bedrooms: 2

Baths: 1

Sleeps: 6

Price: from $342 nightly 

Amenities:  🆒 A/C    💻 WiFi    🏊 Pool    🔥 Hot Tub    

🐶 Pet Friendly        🍳 Kitchen    👕 W/D  

  

Key West FL Beach Vacation Property Rental. Treat your group to a tropical getaway at this dog-friendly Key West retreat. Featuring room for up to 6 guests and a cute canine companion (for a small nightly fee), street parking, a private hot tub, and a shared pool, your vacation promises to be one to remember. This home is nestled in a quiet neighborhood, about five blocks from the picturesque Higgs Beach and walking distance to Duval Street ...view more details

View: Key West FL Vacation Rentals 🏖

Explore: Key West FL 🌴

Reviews 4.7/5 ⭐⭐⭐⭐⭐ (43 Reviews)

Verified traveler - Aug 25, 2023

5/5 - Nice place. Great location. The property was clean and well maintained. It was close to Duvall.but still quiet.

Marilyn K. - August, 2023

3/5 - PROS: Excellent Location, close enough to the action but still far away. CONS: We booked this unit for our family. We have a special needs son who likes to watch TV am/pm for downtime. Upon arrival, our unit did not have TV or internet. We were there for 5 days, 3 of which we had repairmen in our unit, VERY INCONVENIENT! The local KW team did what they could but it is clear this VRBO IS NOT PERSONALLY OWNED. We spoke to other units in the Tropical Village complex and they were also experiencing problems. The kitchen, living room and bathroom were very warm so they had to bring out a temporary AC unit. However, we were told our unit was having this problem prior to our arrival and they never got anyone in to check the problem. It was very disappointing!

Response from VRBO Owner on Aug 12, 2023

Hi, Marilyn, thank you for your review. We appreciate you taking the time to provide us with your valuable feedback. We will follow up with the appropriate parties regarding your experience to discuss preventative measures and ensure the continued enjoyment of our future guests. We apologize for the inconvenience and hope we can host you again!

Scott L. - June 2023

5/5  - The house was a good central location. We were in walking distance of restaurants, the beach, and Hemingway house. The back porch is screened in which we got to enjoy several times. Plus having the pool to use was a great plus. We really enjoyed ourselves.

Key West, Florida 

Residents and visitors to Key West actively participate in sightseeing, diving, fishing, watersports, golf and shopping by day, and then become part of the sunset celebration held each evening at Mallory Square, when jugglers, musicians and acrobats perform before the fiery sun settling into the Gulf of Mexico. At night, explore streets filled with sidewalk cafes, open-air bars, legendary pubs and world-class restaurants with island specialties. Drama, musicals and comedy flourish on local stages.

Key West FL Dog Friendly Vacation Home For Rent

Florida Vacation Cottage 

For Rent By Owner with Pool

3BR/3BA

Sleeps up to: 6

Price: from $234 Daily

Source: VRBO

5/5 ⭐⭐⭐⭐⭐

>> Book Here <<

Key West FL Vacation Property Rental, Pet Friendly. 3br/3ba located in the heart of Old Town Key West, this two-story home with a first-floor bedroom is ideal for the entire family. Your guests or young adults may enjoy the privacy of their own pool house with an ensuite half bath and delightful outdoor shower.  The first floor is also where you will find the spacious family room adorned with  hardwood floors and rattan and Bahamian style furniture. An updated kitchen with granite countertops and stainless-steel appliances includes everything you need to prepare meals or snacks. Adjacent to the kitchen is the dining area with seating for six. Two large sets of French doors in the family room provide access to the outdoors and pool area. Here you will find a seasonally heated pool with waterfall feature, lounge chairs, a gas grill, and an outdoor dining table under a covered loggia. Access to the outdoor shower and half bath in the pool house is also found here. Surrounded by palm trees and lush landscaping, you will find peace and serenity in this spacious island home in paradise. ...view more details  

View: Key West FL Vacation Rentals 🏖

View: Key West FL Calendar of Events 🌴

Key West, Florida

Forever in summer, Key West is all about kicking back. Everyone and everything here seems to go at its own easy pace. But it’s not all hammock time—the diving here is phenomenal, as is the food. Travelers keep coming back for the must-eats: Cuban sandwiches, Cuban coffee, and key-lime pie, along with outstanding seafood. No surprise, the weather, the food, and the scenery have lured lots of crowds, but you can escape them with a well-timed visit in early spring—or just get out on the water where you can stake out your own private spot in the Gulf of Mexico.

Source: Key West FL Dog Friendly Vacation Home For Rent

Key West FL Pet Friendly Vacation Home Rent

Florida Keys Vacation Cottage For Rent with Private Pool

2 bedrooms / 2 baths

Price: $282 avg per night

Sleeps: 4

5/5 ⭐⭐⭐⭐⭐

Source: VRBO

 >> Book here <<

Key West Florida Vacation Property Rental. Swept Away is a one-story private home with a refreshing mix of that classic conch home feel we all adore and a new coastal style with two(2) Master Suites. This conch cottage has an open living plan and a lovely backyard garden area with a private pool, ideal for relaxing in your oasis just blocks from the famous sites of Old Town Key West and Duval Street. Come be SWEPT AWAY by your monthly stay in this dreamy Old Town home. The spacious deck leads to your own private dip pool. Cool off with a dip on those hot Florida days or crank on the pool heat during the cooler months. The covered patio features a propane BBQ grill, outdoor dining set, and luxurious patio furniture and the lush landscaping provides plenty of privacy. ...view more details

Key West Attractions 🏖

 Key West Vacation Rentals  🌴

Popular Amenities:   🏊 Pool    🐶 Pet Friendly    

Key West, Florida

Stretching 126 miles south toward Cuba, the stunning Florida Keys are a perfect escape. Highlights along the way include Key Largo, Islamorada, Marathon, Big Pine Key and the irrepressible Key West. Get up close with an amazing array of fish while snorkeling, diving or fishing in the warm turquoise waters. Creeks, coral and costumed spectacles are other lures along the way. Highway 1 is a spectacular ribbon tying together the islands and atolls of this paradise between the Gulf of Mexico and the Atlantic.

What's nearby

• Saint Mary Star of the Sea - 5 min walk
• Duval Street - 8 min walk
• South Beach - 10 min walk
• Southernmost Point - 11 min walk
• Ernest Hemingway Home and Museum - 13 min walk

Getting around

• Key West Intl. Airport (EYW) - 8 min drive
  

Restaurants

• Sandy's Cafe - 7 min walk
• El Siboney Restaurant - 1 min walk
• Banana Cafe - 8 min walk
• Better Than Sex - 9 min walk
• Rum Bar at the Speakeasy Inn - 8 min walk

Florida Keys Vacation Rental By Owner with Pool

Key West FL Vacation House For Rent

Source: VRBO

3BR/2BA

Price: from $1,105 night

Sleeps: 8

Features:   A/C    💻 WiFi    🏊 Pool     🍳 Kitchen    👕 W/D    

Key West FL Vacation House For Rent with Pool. Pilar’s Secret is tucked away in the heart of Key West just half a block off famous Duval Street. This hidden oasis is the perfect spot for you to discover Key West. Pilar’s Secret offers central A/C + heat and there are ceiling fans throughout. The private pool can also be heated upon request. The yard is private and provides lush landscape throughout. There is a BBQ grill and one private parking space. There is a W/D, flat screen televisions in the living room and each BR all with expanded cable TV. The gourmet kitchen has all the utensils for preparing your meals along with a microwave, blender, and toaster. Linens and towels are provided & housekeeping is available in the interim upon request. The home has WiFi internet included. Pets are considered, please ask ahead of time. Book Here

View: Key West Attractions 🏖

View: Key West Pet Friendly Vacation Rentals  🌴

Reviews: 4.9/5 ⭐⭐⭐⭐⭐ (90 reviews)

Jessica H. - August, 2023

5/5 - This house was perfect! It was fully stocked with everything you could possibly need and if you can’t find it or happened to be low on something, Kevin the owner, was super responsive and would bring it over. The pool was wonderful to relax and cool off by during the day and even at night as the backyard is super private and peaceful with all the string lights and water feature. You would never know this house is right off Duval which makes this house even more special. Definitely a wonderful place to stay at with your family and friends.

Emilie H. - July, 2023

4/5 - It was a wonderful stay that accommodated all 5 ladies for a girls trip. The proximity to the bars and shops was perfect. We rented a golf cat but didn’t need one because we parked everywhere. It’s such a unique little house and kept up very well. We would definitely stay here again!

View: Pet Friendly Restaurants in Key West FL 🐶

View: Florida Vacation Rentals  🌴

Key West, Florida

Key West is Florida’s irreverent southernmost subtropical paradise, a unique blend of history, climate, natural beauty, cultural diversity, architecture and unabashed romantic appeal. Palm-lined streets with gingerbread mansions and tin-roofed conch houses were home to Ernest Hemingway, Tennessee Williams, Elizabeth Bishop,  and Jimmy Buffett, a few of the famous people who discovered solace and inspiration in the island city, whose heritage in large part was inspired by Bahamian wreckers, commercial fishermen, spongers and Cuban cigar makers. In Key West, you can visit a host of historic attractions by biking, walking, convenient public transportation, pedi-cabs, tour trains, trolleys or taxis.

Key West FL Vacation Rental Property with Pool

Florida Keys Vacation Home For Rent By Owner

Source: VRBO

Price: $ 1,170 avg per night

Bedroom: 3

Bath: 3 

Sleeps: 8

Amenities:  🆒 A/C    💻 WiFi    🏊 Pool   🍳 Kitchen    👕 W/D

Key West Florida Vacation Property Rental. This stunning 3BR/3BA features a formal parlor/sitting area with sofa sleeper, built in hallway office, Chefs Kitchen with Calacatta Marble counter tops, SS Kitchen Aid appliances, large storage pantry and breakfast bar. The kitchen opens freely to a large living room /dining room with oversized couches, accent chairs, 70" flat screen tv and large wood dining table with bench seating. Sliding glass doors open out to the back pool deck making this the perfect house for entertaining. The home has an abundance of lighting inside & outside to set the tone for any occasion.The back yard features a large pool, surrounded by beautiful beige Travertine pavers with black river rock outlines. Lush tropical green foliage, 6' privacy fence, outdoor shower...view more details

View: Key West Attractions 🏖

View: Top 50 Vacation Rentals in Key West  🌴

Reviews: 5/5 ⭐⭐⭐⭐⭐

Juanita L. - July, 2023

5/5 - This home is top knotch. Its close to all the hot spots. The beds are so comfy and its plenty big enough! The decor is adorable. Thank you for extending the extra day and allowing us to enjoy! The pool area is very nice and the waterfall blocks any sounds so you feel like your in a secluded oasis. Thank you for great communication

Ashley P. - June, 2023

5/5 - We came to Key West to celebrate my dad's 60th birthday. It was 6 adults and the space was PERFECT. Location was phenomenal. Other's commented on noise and I didn't think it was an issue. And if you are a light sleeper, they have fans and sound machines ready for you in every bedroom. The pool was a necessity in the June heat and we spent countless hours in it. Would definitely come back.

View: Pet Friendly Restaurants in Key West FL 🐶

Key West, Florida

Key West is Florida’s irreverent southernmost subtropical paradise, a unique blend of history, climate, natural beauty, cultural diversity, architecture and unabashed romantic appeal. Palm-lined streets with gingerbread mansions and tin-roofed conch houses were home to Ernest Hemingway, Tennessee Williams, Elizabeth Bishop,  and Jimmy Buffett, a few of the famous people who discovered solace and inspiration in the island city, whose heritage in large part was inspired by Bahamian wreckers, commercial fishermen, spongers and Cuban cigar makers. In Key West, you can visit a host of historic attractions by biking, walking, convenient public transportation, pedi-cabs, tour trains, trolleys or taxis.