
Smathers Beach
06/28 – 07/04
$230/nighttotal: $1380 (6 )
Abbey's Attic - Truman @ Duval | Cozy Getaway In The Heart Of Key West
1 1apartment , Key West
This Old Town Key West studio is steps from Duval Street, the Ernest Hemingway Home and Museum, and a block from the Key West Lighthouse, offering easy access to Key West's top attractions.
This pet-friendly (fee applies) unit sleeps two, features a comfortable sleeping area, mini-fridge, coffee station, microwave, free WiFi, and cable TV, and is perfect for exploring the island.
This pet-friendly (fee applies) unit sleeps two, features a comfortable sleeping area, mini-fridge, coffee station, microwave, free WiFi, and cable TV, and is perfect for exploring the island.

Smathers Beach
10/15 – 10/21
$581/nighttotal: $3486 (6 )
~Vista Fresco~ Oceanside Condominiums With Resort-style Amenities
2 1apartment , Key West
This Key West apartment is located on 1800 Atlantic, a beachfront property on the southern end of Duval Street, just east of Smathers Beach. The apartment enjoys excellent user ratings for location, cleanliness, and overall experience.
This 2-bedroom, 2-bathroom unit offers 1310 square feet of space and can comfortably accommodate up to 6 guests. It features a spacious living area, a fully equipped kitchen, a private balcony, and access to resort-style amenities like a pool, spa, tennis courts, and a fitness center.
This 2-bedroom, 2-bathroom unit offers 1310 square feet of space and can comfortably accommodate up to 6 guests. It features a spacious living area, a fully equipped kitchen, a private balcony, and access to resort-style amenities like a pool, spa, tennis courts, and a fitness center.

Smathers Beach
10/15 – 10/21
$500/nighttotal: $3000 (6 )
**Dockside Daydreams @ Coconut Mallory** Marina Villa + Last Key Services
3 1apartment , Key West
This Key West vacation home sits just a short distance from the Key West Tropical Forest and Botanical Garden and Smathers Beach, offering a peaceful retreat near the sea. Guests consistently rate the house excellent for its location, cleanliness, and overall experience.
The two-bedroom home spans 700 square feet, comfortably accommodating up to six guests. Enjoy a fully equipped kitchen, a private pool, a spa, a terrace, and a barbecue grill, perfect for relaxing and enjoying the Key West sunshine.
The two-bedroom home spans 700 square feet, comfortably accommodating up to six guests. Enjoy a fully equipped kitchen, a private pool, a spa, a terrace, and a barbecue grill, perfect for relaxing and enjoying the Key West sunshine.

Smathers Beach
06/28 – 07/04
$305/nighttotal: $1830 (6 )
Sunrise 103-2br/2ba Condo Near Beaches With Pool, Parking, Balcony
2 1apartment , Key West
This two-bedroom condo is located near Smather's Beach, just a short drive from Key West International Airport, offering a peaceful retreat away from the hustle and bustle of downtown. The apartment boasts excellent ratings for user experience, location, and cleanliness.
The apartment comfortably sleeps up to six guests and features a fully equipped kitchen, a private balcony with pool views, and a shared lagoon-style pool. Enjoy the convenience of having a washer and dryer in the unit, plus access to a shared garden, parking, and a Jacuzzi.
The apartment comfortably sleeps up to six guests and features a fully equipped kitchen, a private balcony with pool views, and a shared lagoon-style pool. Enjoy the convenience of having a washer and dryer in the unit, plus access to a shared garden, parking, and a Jacuzzi.

Smathers Beach
08/15 – 08/22
$443/nighttotal: $3101 (7 )
Hemingways Atlantic Retreat
2 6house , Key West
This Key West apartment is just a short walk from Smathers Beach and Rest Beach, putting you right in the heart of the action. It consistently receives excellent ratings for location, cleanliness, and overall experience.
The 1360-square-foot apartment comfortably accommodates up to 6 guests in its two bedrooms. Enjoy a fully equipped kitchen, a private balcony with sea views, a pool, a hot tub, a tennis court, and a fitness center, all within the complex.
The 1360-square-foot apartment comfortably accommodates up to 6 guests in its two bedrooms. Enjoy a fully equipped kitchen, a private balcony with sea views, a pool, a hot tub, a tennis court, and a fitness center, all within the complex.

Smathers Beach
06/28 – 07/04
$324/nighttotal: $1944 (6 )
La Concha Key West, Autograph Collection
1 1resort , Key West
The Crowne Plaza Key West-La Concha sits right on Duval Street in Old Town Key West, placing you within easy walking distance of Mallory Square and the Key West Lighthouse. The hotel boasts high ratings for location, cleanliness, and overall user experience.
This historic hotel offers comfortable accommodations with modern amenities. You'll find a pool, restaurant, bar, fitness center, and spa, as well as free Wi-Fi and room service.
This historic hotel offers comfortable accommodations with modern amenities. You'll find a pool, restaurant, bar, fitness center, and spa, as well as free Wi-Fi and room service.

Smathers Beach
06/28 – 07/04
$194/nighttotal: $1164 (6 )
May Spec 10-15 & 25-30@ 169 Lod. Per Ngt. + Extras 30$ Off A Ngt.\n\n\n
1 1apartment , Key West
This Key West vacation home is located in the Historic District, a short walk from Duval Street, the Key West Firehouse Museum, and the beach.
This 500-square-foot house features one bedroom, one bathroom, and a patio, accommodating up to four guests and offering amenities like a full kitchen, air conditioning, and free Wi-Fi.
This 500-square-foot house features one bedroom, one bathroom, and a patio, accommodating up to four guests and offering amenities like a full kitchen, air conditioning, and free Wi-Fi.

Smathers Beach
10/15 – 10/21
$620/nighttotal: $3720 (6 )
Charming Studio In Historic Key West, 5-min Bike Ride To Beach & Bikes Included!
1 1studio , Key West
This Key West studio is located in the heart of the Cuban district, just steps from a famous coffee shop and a short walk to all the island's attractions. The studio has received excellent ratings for location, cleanliness, and overall experience.
The apartment is 450 square feet, offering a modern kitchen with an induction cooktop and convection oven, a vintage claw-foot soaking tub, and a private courtyard. Enjoy free bikes and beach chairs, free Wi-Fi, and on-street parking.
The apartment is 450 square feet, offering a modern kitchen with an induction cooktop and convection oven, a vintage claw-foot soaking tub, and a private courtyard. Enjoy free bikes and beach chairs, free Wi-Fi, and on-street parking.

Smathers Beach
10/15 – 10/21
$484/nighttotal: $2904 (6 )
~Poinciana Garden~ Casual 1st Floor Duplex 2 Blocks From Duval Street!
1 1apartment , Key West
This Key West vacation rental is ideally located in the Historic District, just a 5-minute walk from the Key West Cemetery and Duval Street, making it easy to explore the area's rich history and vibrant nightlife. The property has received excellent ratings for location, cleanliness, and overall experience.
The home offers a private garden and a relaxing spa tub for unwinding after a day of exploring. It features a fully equipped kitchen, free Wi-Fi, a washing machine, and a balcony for enjoying the Key West climate. Guests can also take advantage of the nearby beaches, tennis court, and the Ernest Hemingway Home and Museum.
The home offers a private garden and a relaxing spa tub for unwinding after a day of exploring. It features a fully equipped kitchen, free Wi-Fi, a washing machine, and a balcony for enjoying the Key West climate. Guests can also take advantage of the nearby beaches, tennis court, and the Ernest Hemingway Home and Museum.

Smathers Beach
06/28 – 07/04
$297/nighttotal: $1782 (6 )
Nassau Suite Just Steps To Duval Tropical Oasis Quiet Location Downtown
1 1apartment , Key West
This Key West vacation rental is located in Old Town, just steps from the Tennessee Williams Exhibit and Duval Street, with Ernest Hemingway Home and Museum and South Beach within a 10-minute walk. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
This 1-bedroom, 1-bathroom house offers 850 square feet of space and comfortably accommodates up to 4 guests. The home includes a fully equipped kitchen, a private terrace, a swimming pool, a fitness center, a tennis court, and internet access, providing everything you need for a relaxing and enjoyable stay.
This 1-bedroom, 1-bathroom house offers 850 square feet of space and comfortably accommodates up to 4 guests. The home includes a fully equipped kitchen, a private terrace, a swimming pool, a fitness center, a tennis court, and internet access, providing everything you need for a relaxing and enjoyable stay.

Smathers Beach
08/15 – 08/22
$485/nighttotal: $3395 (7 )
Atlantic Paradise By Avantstay
2 6house , Key West
Located in the peaceful Beachside district of Key West, this vacation home offers a tranquil retreat just steps from Florida Keys Beaches and a short drive from Duval Street and Mallory Square. With excellent user, location, and cleanliness ratings, it promises a comfortable and memorable stay.
The vacation home features two private bedrooms and a well-equipped kitchen, accommodating up to six guests in its 1360 square feet of space. Amenities include a fitness center, spa tub, free Wi-Fi, and a private terrace or balcony. Guests can also enjoy the lush garden, swimming pool, Jacuzzi, tennis court, and ample parking.
The vacation home features two private bedrooms and a well-equipped kitchen, accommodating up to six guests in its 1360 square feet of space. Amenities include a fitness center, spa tub, free Wi-Fi, and a private terrace or balcony. Guests can also enjoy the lush garden, swimming pool, Jacuzzi, tennis court, and ample parking.

Smathers Beach
08/15 – 08/22
$543/nighttotal: $3801 (7 )
Duval Sea Turtle By Avantstay
2 6house , Key West
This Key West vacation rental is ideally situated in the heart of the city, just a short walk from South Beach, the Southernmost Point, and Duval Street, putting you right in the middle of the action. The home has received excellent ratings for location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The house offers 1230 square feet of living space and comfortably accommodates up to 6 guests in its 2 bedrooms. Enjoy a range of amenities including a shared pool, a fully equipped kitchen, air conditioning, and a terrace, perfect for relaxing after a day of exploring the island.
The house offers 1230 square feet of living space and comfortably accommodates up to 6 guests in its 2 bedrooms. Enjoy a range of amenities including a shared pool, a fully equipped kitchen, air conditioning, and a terrace, perfect for relaxing after a day of exploring the island.













