Destinations
- - North & Central America
    Countries
    
    USA
    
    Canada
    
    Mexico
    
    Puerto Rico
    
    Dominican Republic
    
    Popular Destinations
    
    Alaska
    
    Anchorage
    
    Austin
    
    Bermuda
    
    Boston
    
    Calgary
    
    California
    
    Cancun
    
    Cayman Islands
    
    Chicago
    
    View all Destinations in North & Central America
  - South America
    Countries
    
    Brazil
    
    Argentina
    
    Colombia
    
    Peru
    
    Chile
    
    Popular Destinations
    
    Bogota
    
    Lima
    
    Rio de Janeiro
    
    Santiago
    
    View all Destinations in South America
  - Europe
    Countries
    
    UK
    
    Italy
    
    France
    
    Spain
    
    Germany
    
    Popular Destinations
    
    Amalfi
    
    Athens
    
    Berlin
    
    Budapest
    
    Dublin
    
    Dubrovnik
    
    Lisbon
    
    London
    
    Amsterdam
    
    Barcelona
    
    View all Destinations in Europe
  - Asia
    Countries
    
    India
    
    Pakistan
    
    Philippines
    
    Japan
    
    Thailand
    
    Popular Destinations
    
    Bali
    
    Bangkok
    
    Beijing
    
    New Delhi
    
    Goa
    
    Ho Chi Minh City
    
    Hong Kong
    
    Kyoto
    
    Seoul
    
    Shanghai
    
    View all Destinations in Asia
  - Africa
    Countries
    
    South Africa
    
    Egypt
    
    Kenya
    
    Morocco
    
    Tanzania
    
    Popular Destinations
    
    Botswana
    
    Cairo
    
    Cape Town
    
    Johannesburg
    
    Marrakech
    
    Mauritius
    
    Nairobi
    
    Zanzibar
    
    View all Destinations in Africa
  - Middle East
    Countries
    
    United Arab Emirates
    
    Israel
    
    Qatar
    
    Lebanon
    
    Popular Destinations
    
    Abu Dhabi
    
    Amman
    
    Doha
    
    Dubai
    
    Istanbul
    
    View all Destinations in Middle East
  - Oceania
    Countries
    
    Australia
    
    New Zealand
    
    Fiji
    
    Guam
    
    French Polynesia
    
    Popular Destinations
    
    Auckland
    
    Brisbane
    
    Hobart
    
    Melbourne
    
    Perth
    
    Sydney
    
    Tahiti
    
    Tasmania
    
    View all Destinations in Oceania
  - All Destinations
- Countries
  
  USA
  
  Canada
  
  Mexico
  
  Puerto Rico
  
  Dominican Republic
  Popular Destinations
  
  Alaska
  
  Anchorage
  
  Austin
  
  Bermuda
  
  Boston
  
  Calgary
  
  California
  
  Cancun
  
  Cayman Islands
  
  Chicago
  View all Destinations in North & Central America
  Countries
  
  Brazil
  
  Argentina
  
  Colombia
  
  Peru
  
  Chile
  Popular Destinations
  
  Bogota
  
  Lima
  
  Rio de Janeiro
  
  Santiago
  View all Destinations in South America
  Countries
  
  UK
  
  Italy
  
  France
  
  Spain
  
  Germany
  Popular Destinations
  
  Amalfi
  
  Athens
  
  Berlin
  
  Budapest
  
  Dublin
  
  Dubrovnik
  
  Lisbon
  
  London
  
  Amsterdam
  
  Barcelona
  View all Destinations in Europe
  Countries
  
  India
  
  Pakistan
  
  Philippines
  
  Japan
  
  Thailand
  Popular Destinations
  
  Bali
  
  Bangkok
  
  Beijing
  
  New Delhi
  
  Goa
  
  Ho Chi Minh City
  
  Hong Kong
  
  Kyoto
  
  Seoul
  
  Shanghai
  View all Destinations in Asia
  Countries
  
  South Africa
  
  Egypt
  
  Kenya
  
  Morocco
  
  Tanzania
  Popular Destinations
  
  Botswana
  
  Cairo
  
  Cape Town
  
  Johannesburg
  
  Marrakech
  
  Mauritius
  
  Nairobi
  
  Zanzibar
  View all Destinations in Africa
  Countries
  
  United Arab Emirates
  
  Israel
  
  Qatar
  
  Lebanon
  Popular Destinations
  
  Abu Dhabi
  
  Amman
  
  Doha
  
  Dubai
  
  Istanbul
  View all Destinations in Middle East
  Countries
  
  Australia
  
  New Zealand
  
  Fiji
  
  Guam
  
  French Polynesia
  Popular Destinations
  
  Auckland
  
  Brisbane
  
  Hobart
  
  Melbourne
  
  Perth
  
  Sydney
  
  Tahiti
  
  Tasmania
  View all Destinations in Oceania
Airbnb & Vacation Rentals
Hotels & Resorts
Unique Stays
Things to do
Videos

- Bookmark articles
- Give thumbs-up to expert tips
- Receive inspiring stories in your inbox
- Follow your favorite writers and topics

Home
US
Key West
Articles

Share with others

Link Copied!

Key West, United States Of America

Vacation Rentals Hotels Things to Do

Airbnb
Hotels
Car Rentals

Search the best Airbnb Vacation Rentals

Destination/Hotel or property name:

Check-In

Check-Out

Lowest price guaranteed

Powered by

Search the best hotel deals

Destination/Hotel or property name:

Check-In

Check-Out

Lowest price guaranteed

Powered by

Search for Car Hire

Filters

Vacation Rentals (15)

Long Term Rentals (2) Vrbo (2) Airbnb (1) Airbnbs With Pools (1) Beach Houses (1) Cabins (1) Houseboats (1) Luxury Airbnb (1) Luxury Rentals (1) Mansion Rentals (1) Pet Friendly Airbnb (1) Where To Stay On A Budget (1) Yacht Charter (1) +8 more Show less

Hotels In (15)

2 Bedroom Hotels ( 1) Adult Only Resorts ( 1) Adults Only Hotels ( 1) All Inclusive Resorts ( 1) Beach Resorts ( 1) Dive Resorts ( 1) Family Resorts ( 1) Hilton Hotels ( 1) Historic Hotels ( 1) Honeymoon Resorts ( 1) Hotels In ( 1) Hotels With Kitchen ( 1) Hotels With Private Beaches ( 1) Luxury Hotels ( 1) Party Hotels ( 1) +10 more Show less

Things to do (10)

Festivals (1) Non Touristy Things To Do (1) Party Boat (1) Rooftop Bars (1) Shopping Malls (1) Things To Do At Night (1) Tours (1) Water Sports (1) Waterfront Dining (1) What To Buy (1) +5 more Show less

Unique Stays (5)

Long Term Rentals (2) Dive Resorts (1) Houseboats (1) Yacht Charter (1)

Clear filter

Articles - Key West, Florida, United States of America

Filter •

Houseboats
10 Best Airbnb Houseboats In Key West, Florida

Key West is a stunning island city in the southernmost point of the Florida Keys archipelago. Boasting breathtaking beaches, vibrant nightlife, fun festivals, and charming pastel-colored, conch-style houses, this paradise is also a favorite destination of luxury cruises. While in the city, you should check out the vibes in Mallory Square and try as many exquisite places to eat within the bustling area as possible. The place is filled with fantastic retail stores and souvenir shops as well. Check out the once summer house of President Truman that is now an iconic museum and landmark in the city---the Truman Little White house. If you are planning to spend a vacation on this gorgeous hideaway, amp up the experience by staying on a boat in Key West and waking up to picturesque views. Check out this list of the best Airbnb houseboats in Key West, Florida.
Vrbo
38 Best Vrbo Vacation Rentals In Key West, Florida

Key West is home to the southernmost point in the United States, and it's a popular vacation destination for those looking to enjoy the island's many draws. Because this island is so small, it can be hard to find affordable and unique accommodation. Here is a list of different Vrbos in Key West, Florida. There are different amenities and features for all budgets, so there is something unique for every traveler! **Popular picks in Key West** - Beach bummers can spend some time on Smathers Beach, which attracts a lot of visitors during spring. It's the largest public beach in the city and has several amenities such as Jet ski rentals, a beach volleyball net, and restrooms. - Families visiting with kids can take their little ones to Key West Aquarium to explore the rich marine life of this city. The aquarium also offers a Touch Tank Tuck-In Tour where the guide will help you interact with Sea stars, sea cucumbers, and other animals. - Take a guided tour to explore the Hemingway Home and Museum where you can also spot the six-toed cats!
Vrbo
41 Best Vrbo Houseboats In Florida Keys, Florida

The Florida Keys features a group of tropical islands staged between the Gulf of Mexico and the Atlantic Ocean, 24 km (15 miles) off the coast of Miami. These islands are a popular fun-filled vacation destination for scuba diving, snorkeling, boating, fishing and an excellent destination for a superb houseboat vacation. For a grand boating holiday, nothing can be compared to spending time with your family and friends on a houseboat, giving you the conveniences of a home and the pleasures of a tropical resort. Whether you are searching for a boat that you can pilot yourself and spend every night at a different location or you want a stationary boatel, with their range of size, amenities and prizes, these Vrbo houseboats in Florida Keys, Florida, have got you covered.
Yacht Charter
10 Best Yacht Charters In Key West, Florida

Key West is an island city in the Florida Keys, famous for its upscale beach lifestyle and many exciting things to do at night. It's popular among beach lovers and water sports enthusiasts alike. The best way to experience this tropical oasis is on the water, and the best option is to stay on a private overnight boat charter to fully capture all possible opportunities to dip into the crystal blue ocean. Warmed by the gulf stream, the water in Key West maintains a perfect year-round temperature for swimming, snorkelling, diving and more. The area's warm tropical climate also makes it irresistible to cool off in the refreshing ocean. For your next trip, read on to find out the best yacht charters in Key West, Florida, for a memorable adventure. **Events to look out for** - Grown-ups can surely not miss the annual 10-day long Fantasy Fest where revelers can pour in their creativity and participate in costume parades and other activities. - Travelers visiting in July can participate or attend the Annual Hemingway Look-Alike Contest, which will be celebrating its 43rd edition in 2024. Some of the features of this event include a look-alike contest, where participants will be judged on their appearance and ability to match Papa Hemingway.
Long Term Rentals
18 Handpicked Long-Term Rentals In Florida Keys, Florida

If you feel like you need some time off from your hectic daily schedule, then it might be time for you to plan your next vacation. The beach is the perfect place to unwind. If you still do not know where to go, Florida Keys has one of the most beautiful coasts in the United States, making it the perfect getaway destination. For the outdoorsy, you can visit Bahia Honda State Park and Dry Tortugas National Park, where you can enjoy outdoor activities such as swimming, fishing, and camping. You can also rent a boat and book yacht charters in Florida Keys. If you are planning a long vacation, scroll down for a list of the best long-term rentals in Florida Keys, Florida.
Airbnb
17 Best Airbnb Vacation Rentals In Key West, Florida

Party on even after the sun sets here at Key West, where a drink is always welcome. There are plenty of things to do at night here. Rent a boat and chill out by the calm seas, enjoy jamming to a local band performance, sample delicious seafood in waterfront dining spots, or visit the lively Duval Street for some good old entertainment and go bar-hopping with your friends. Stay in close proximity to all the action by checking out the best Airbnb vacation rentals in Key West, Florida.
Cabins
11 Best Cabin Rentals In Key West, Florida

Home to some of the most wonderful beaches, scenic views, and the third-largest coral barrier reef in the world, Key West, Florida is the epitome of paradise on earth. This island city is known for iconic sites like Duval Street, Mallory Square, Truman Little White House, Ernest Hemingway Home and Museum, West Martello Tower, and more. It definitely makes for a top spot for tourists with its array of beach resorts and attractions, so if you are planning on visiting the city, book one from the following list of the best cabin rentals in Key West, Florida.
Where To Stay On A Budget
Where To Stay On A Budget In Key West, Florida

A dream vacation destination, Key West in Florida offers a heady mix of enthralling beaches, exciting water sports, and buzzing nightlife. Its ample natural beauty and laid back vibe make it an ideal place to rejuvenate. Lounging in its pristine beaches, exploring the range of water sports, and enjoying nightlife are popular activities. An unmissable experience is watching the sunset from Mallory Square and soaking in the festive spirit. Must-see historical landmarks include Ernest Hemingway’s House and Little White House. Key West has much more to offer, and if you are wondering where to stay on a budget in Key West, Florida, then look no further! Read on for a curated list of best vacation rental options! **Budget-friendly activities in Key West**: - Sunset Celebration is an unmissable nightly event in Key West that is free to attend. Taking place on Mallory Square Dock and Plaza, the event has performers and street vendors selling yummy food and lovely crafts for visitors to buy. The items are crafted by locals, so visitors can support the community by shopping here. - For a small entrance fee (17 USD for adults), you can visit the beautiful Key West Lighthouse and see relics from the lighthouse's storied past and admire the lighthouse keepers' belongings.
Long Term Rentals
Top 13 Long-Term Rentals In Key West, Florida

Key West, an island city in the US, is a subtropical paradise and a most loved vacation hotspot. Palm-lined tracks, conch-style abodes, and impressive architecture make your head turn in admiration. The famed island city in the archipelago of Florida Keys is well-known for its beautiful coral reefs. Make sure that you enjoy snorkeling and scuba diving to discover underwater life. Key West Butterfly and Nature Conservatory, Mallory Square, and Ernest Hemingway Home and Museum are some prominent attractions here. Staying on this island paradise for a long period will help you make the best of your holidays. Eclectic festivals, pristine nature, and countless water adventures await you. Book one of these long-term rentals in Key West, Florida. **Popular picks in Key West** - Nature enthusiasts can explore the remote Dry Tortugas National Park, which can be reached using a ferry. The 100-square-mile park houses Fort Jefferson, which was used as a prison during the Civil War. It also offers ample opportunities for birdwatching and scuba diving. - Check out The Oldest House Museum and Garden, which was built by Richard Cussans in 1826. At this Bahamian-style house, you can learn more about the construction of the house and see the original furnishings and period pieces.
Airbnbs With Pools
10 Best Airbnbs With Pool In Key West, Florida

A vibrant tourist hot spot, Key West is an island city with plenty to offer. Enjoy your fill of charming Cuban coffee shops, aromatic bakeries, mouthwatering restaurants, and more. Literary fans will want to check out The Hemingway Home and Museum, while history buffs can head to Truman Little White House. Popular hubs include Old Town, particularly the thriving Duval Street that boasts everything from colorful bars to intriguing art galleries. With the temperate weather, you might want accommodations where you can take an invigorating dip. For options, scroll down for a list of the best Airbnbs with pool in Key West, Florida.
Luxury Airbnb
10 Best Luxury Airbnbs In Key West, Florida

Key West is the southernmost city in the state of Florida, popular for its beautiful beaches and bustling nightspots. The Hemingway Home and Museum was once the home of the popular novelist Ernest Hemingway but is now a well-known destination in the city for weddings. Mallory Square is often visited by tourists for its nightly sunset celebration. Here, you can also find plenty of interesting boutique shops and dining establishments. Stroll through Duval Street, which is especially great during the evening as it features lots of lively bars and pubs. If you are looking for the best place to stay in the city, check out the best luxury Airbnbs in Key West, Florida.
Luxury Rentals
20 Best Luxury Rentals In Key West, Florida

The idyllic Key West, Florida, evokes images of pristine beaches, vivid coral reefs, and opulent conch-style houses. This dreamy sun-drenched island is a traditional retreat for travelers looking to upscale their holiday. Here, you can walk barefoot on the beach and experience an exquisite sunset. Snorkeling and scuba diving are also treasured activities in this destination where captivating reefs and historic shipwrecks abound. Stroll along the enchanting streets of Duval and take part in its lively nightlife. The grand architecture, lush gardens, and educational artifacts of The Hemingway Home and Museum are also worth a visit. To stay in a remarkable home just as luxurious as this travel destination, check out the best luxury rentals in Key West, Florida below. **Popular picks in Key West** - Nature enthusiasts can explore the The Key West Butterfly & Nature Conservatory, a glass-domed tropical habitat for butterflies and exotic birds. - Outdoor lovers, meanwhile, can head to Fort Zachary Taylor Historic State Park to enjoy swimming, paddling, picnicking, and snorkeling.
Mansion Rentals
Top 4 Mansion Rentals In And Near Key West, Florida

Key West, the southernmost island city in Florida, is an ocean lover's paradise. It has a certain subtropical beauty highlighted by conch houses, lively bars, history museums, and of course, spectacular beaches. Get a glimpse of the past by visiting the brick fortress at Fort East Martello Museum. You can also take your friends to waterfront bars, such as Schooner Wharf Bar, and soak up the city's nightlife. If you're seeking a sunshine-filled getaway, there are plenty of public beaches in the area where you can go swimming, snorkeling, and surfing. Looking to visit soon? For your accommodation needs, check out the list of the top mansion rentals in and near Key West, Florida.
Pet Friendly Airbnb
10 Best Pet-Friendly Airbnbs In Key West, Florida

Key West, an island city that is part of the Florida Keys archipelago, is known more for its beautiful reefs rather than its beaches. It is also one of the best destinations for those who love snorkeling or diving. Located here is Truman Little White House, which used to be the official winter White House of previous presidents. Mallory Square is the best place to catch sunsets and go for a stroll with your furry friends. The famous Duval Street is also featured here. This street is filled with restaurants, shops, and bars. With all these attractions, Key West is one of those places where you can make wonderful memories with your furry members. If you're planning a vacation with your beloved furry baby in the island city soon, check out these top best pet-friendly Airbnbs in Key West, Florida.
Beach Houses
16 Best Beach House Rentals In Key West, Florida

Key West, Florida’s Southernmost point, is so much like a laid-back Caribbean Island. In this island paradise rich in wildlife and history, each hour spent here is a constant celebration. What used to shelter shipwrecks and pirates is now hosting tourists attracted to its beautiful sandy beaches. Enjoy music and entertainment from artists and musicians as they serenade the sun as it sets over the horizon. Stroll over to Duval Street and dine in the rows of bars and restaurants. The 10-day festival of Fantasy Fest that started in 1979 set the standards for today’s hardcore party scene. Explore the historical sites and museums around town and learn more about their fascinating maritime culture. Looking for luxurious accommodation, check out our list of the best beach house rentals in Key West, Florida. **Events to look out for** - Paddleboard lovers and runners can participate in the 35th annual Hemingway 5k Sunset Run and Paddleboard Race held in July. - Join the annual Key West BrewFest, a multi-day festival at Southernmost Beach Resort where you can indulge in beer pairing dinners, tap takeover, pool parties, and signature tasting events.

Popular cities

Miami (96) Fort Lauderdale (51) West Palm Beach (32) Naples (30) Florida Keys (28) Sarasota (23) Fort Myers (20) Siesta Key (19) Miami Beach (17)

Vacation Rentals (15)

Long Term Rentals (2) Vrbo (2) Airbnb (1) Airbnbs With Pools (1) Beach Houses (1) Cabins (1) Houseboats (1) Luxury Airbnb (1) Luxury Rentals (1) Mansion Rentals (1) Pet Friendly Airbnb (1) Where To Stay On A Budget (1) Yacht Charter (1) +8 more Show less

Hotels In (15)

2 Bedroom Hotels ( 1) Adult Only Resorts ( 1) Adults Only Hotels ( 1) All Inclusive Resorts ( 1) Beach Resorts ( 1) Dive Resorts ( 1) Family Resorts ( 1) Hilton Hotels ( 1) Historic Hotels ( 1) Honeymoon Resorts ( 1) Hotels In ( 1) Hotels With Kitchen ( 1) Hotels With Private Beaches ( 1) Luxury Hotels ( 1) Party Hotels ( 1) +10 more Show less

Things to do (10)

Festivals (1) Non Touristy Things To Do (1) Party Boat (1) Rooftop Bars (1) Shopping Malls (1) Things To Do At Night (1) Tours (1) Water Sports (1) Waterfront Dining (1) What To Buy (1) +5 more Show less

Unique Stays (5)

Long Term Rentals (2) Dive Resorts (1) Houseboats (1) Yacht Charter (1)

Clear filter

Popular cities

Miami (96) Fort Lauderdale (51) West Palm Beach (32) Naples (30) Florida Keys (28) Sarasota (23) Fort Myers (20) Siesta Key (19) Miami Beach (17)

Good things are meant to be shared!

Create an account to

Bookmark our articles
Give your favorite local expert tips a thumbs up
Receive great stories in your inbox
Follow writers and topics that you love

Log in with Google

PLACES

All Destinations
North & Central America
South America
Europe
Asia
Africa
Middle East
Oceania

STAY & EXPLORE

Hotels
Vacation Rentals
Unique Stays
Things to do

Get in Touch

- About us
- Our team
- Our methodology
- Our partners
- Partner with us
- Contact Us
- Careers
- Advertise With Us
- Become Our Local Expert
- Terms of Use
- Privacy Policy
- Use of Cookies
- Press

Follow Us

COPYRIGHT © 2026 TRIP101 Pte Ltd