Vacation rentals in Key West, FL
Find deals on 1,904 vacation rentals in Key West, FL
momondo compares 3M+ hotel and accommodation options.
Top rentals in Key West
Find the perfect vacation rental for your stay in Key West
Vacation rentals in popular neighborhoods in Key West
Below are the most popular neighborhoods in Key West to stay in, as well as some of the best vacation rentals in each area
New Town
Search rentals in New TownCastaway Cove 8 by Brightwild
Key West, FL, United States
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St. \n
Key West, FL, United States
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Key West, FL, United States
The Samana Cay - Sunrise Suites
Key West, FL, United States
Casa Marina
Search rentals in Casa MarinaElegant Key West Tree House - Walking Distance to Beach and Duval
Key West, FL, United States
Key West-Coconut Beach Resort - Avail 11/15/25 to 11/22/25
Key West, FL, United States
Truman Annex
Search rentals in Truman AnnexOld Town Cottage House in Old Town Key West!
Key West, FL, United States
Linger Longer by AvantStay Key West Walkable Gated Community Shared Pool Week Long Stays Only
Key West, FL, United States
Bahama Gardens - Main House
Key West, FL, United States
Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4
Key West, FL, United States
Old Town North of Truman
Search rentals in Old Town North of TrumanCurry House - Room 9
Key West, FL, United States
Heart of Old Town getaway, perfect romantic retreat - near the action
Key West, FL, United States
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Key West, FL, United States
Downtown
Search rentals in DowntownCasa Victoria by Last Key Realty
Key West, FL, United States
Hostels and cheap hotels in Key West
These hotels and hostels usually make for a cheap way to stay in Key West
Ocean View Studio Condo - turtle
Daytona Beach, FL, United States
Sunny Place
Cudjoe Key, FL, United States
Second-floor, sound-front studio with pool & washer/dryer
Fort Walton Beach, FL, United States
Conch Republic Studio - Key West Millionaires Row
Key West, FL, United States
A Piece Of The Sea,,,,
Key Largo, FL, United States
Get the best value vacation rental in Key West
These Key West vacation rentals have the best prices for their ratings
Egret Suite - Southernmost Sanctuary
Key West, FL, United States
momondo's favorite vacation rentals in Key West
Learn more about these user-preferred vacation rentals in Key West
Useful insights on Key West vacation rentals
Get a quick overview on price and accommodation trends for your visit in Key West
Lowest Vacation Rental Price | $140 |
|---|---|
Average Length of Stay | 3 days |
When to book a vacation rental in Key West
Check out the information below to find the best deal on a vacation rental in Key West
| Low Season | June | cheapest month to stay |
| High Season | October | most expensive time to stay |
| 31% | expected price decrease | |
| 46% | expected price increase |
Price | $325 - $882 |
|---|
| Cheapest day of week | Wednesday | is the cheapest day of the week to book |
| Highest day of week | Monday | is the most expensive day of the week to book |
| $274 | ||
| $522 |
Best neighborhoods to book a vacation rental in Key West
Below are the average prices for vacation rentals in the most popular neighborhoods in Key West
Price | $330 - $441 |
|---|
| CHEAPEST NEIGHBORHOOD IN KEY WEST | Old Town North of Truman | 11% cheaper | Vacation rentals in Old Town North of Truman are the cheapest in Key West at just $330 per night on average |
| MOST EXPENSIVE NEIGHBORHOOD IN KEY WEST | Truman Annex | 16% more expensive | Truman Annex has the highest priced vacation rentals in Key West with properties averaging $441 per night |
| MOST POPULAR NEIGHBORHOOD IN KEY WEST | Old Town North of Truman | 36% more users visited | More momondo users search for vacation rentals in Old Town North of Truman than any other neighborhood in Key West |
Information about staying in Key West
Read these important travel tips before booking a vacation rental in Key West
How long do people typically book vacation apartments for in Key West?
About 3 nights is the most common choice for those booking vacation apartment rentals in Key West.
How much does a vacation rental apartment in Key West cost?
Renting a vacation apartment in Key West will see a range in pricing typically determined by the season, location of the apartment and the number of rooms required. Recently, a typical search for apartment rentals in Key West suggests an average of $368 per night.
When is the best time to book a vacation rental in Key West?
June is often the cheapest month to rent a vacation apartment in Key West. Prices per night can be around 32% below average at this time.
What’s the best area of Key West to book a vacation rental in?
New Town and Casa Marina are classic choices for vacation rentals in Key West. Recently, many users have found good rental properties in Truman Annex too.
How many operators does momondo search for hotels in Key West?
As of June 2025, there are 2,121 operators available to choose from for hotels in Key West.
When did momondo last update prices for hotels in Key West?
Prices for hotels in Key West refresh daily.