
Fantasy Fest - Key West
06/20 – 06/26
$634/nighttotal: $3804 (6 )
Duval Breeze By Avantstay | Week-long Stays
2 6apartment , Key West
This condo rental is located in the gated rooftop community of Duval Square, putting you within steps of Duval Street's restaurants, bars, galleries, and shops, and a short bike ride to Key West beaches.
This two-level, 2-bedroom, 2-bathroom condo accommodates up to 6 guests and features a well-stocked kitchen, spacious living room, private balconies, and access to a shared swimming pool.
This two-level, 2-bedroom, 2-bathroom condo accommodates up to 6 guests and features a well-stocked kitchen, spacious living room, private balconies, and access to a shared swimming pool.

Fantasy Fest - Key West
09/01 – 09/04
$220/nighttotal: $660 (3 )
The Simonton Room At Inn On Fleming Key West
1 1house , Key West
The Simonton Room at the Inn on Fleming Key West is centrally located, 0.6 miles from Key West's city center, a short walk from Simonton Street Beach, and near Duval Street, the Key West Aquarium, and Mallory Dock.
This 220-square-foot, air-conditioned one-bedroom vacation rental sleeps two, offering a private bathroom, free Wi-Fi, on-site parking, a swimming pool, and a terrace—all within easy reach of the Ernest Hemingway Home and Museum and Mallory Square.
This 220-square-foot, air-conditioned one-bedroom vacation rental sleeps two, offering a private bathroom, free Wi-Fi, on-site parking, a swimming pool, and a terrace—all within easy reach of the Ernest Hemingway Home and Museum and Mallory Square.

Fantasy Fest - Key West
06/20 – 06/26
$676/nighttotal: $4056 (6 )
Kw Luxury 2/2 Beachfront Resort Tropical Oasis
1 6apartment , Key West
This beachfront condo is located just south of Smather's Beach, about ten minutes from Duval Street, the heart of Key West's lively nightlife. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment has two bedrooms and two bathrooms, accommodating up to six guests. It offers a range of amenities, including a heated pool, hot tub, gym, tennis courts, and bikes, allowing you to relax, exercise, and explore the island at your own pace.
The apartment has two bedrooms and two bathrooms, accommodating up to six guests. It offers a range of amenities, including a heated pool, hot tub, gym, tennis courts, and bikes, allowing you to relax, exercise, and explore the island at your own pace.

Fantasy Fest - Key West
06/20 – 06/26
$583/nighttotal: $3498 (6 )
Key West Beachfront Luxury 2/2 Condo A212
2 6apartment , Key West
This beachfront condo is located near Smathers Beach in Key West, Florida, within three miles of Duval Street and Mallory Square.
This 1,360-square-foot apartment sleeps six guests and features two bedrooms, two bathrooms, a fully equipped kitchen, a private balcony with ocean views, a jetted tub, and access to a swimming pool, jacuzzi, fitness center, tennis court, and sauna.
This 1,360-square-foot apartment sleeps six guests and features two bedrooms, two bathrooms, a fully equipped kitchen, a private balcony with ocean views, a jetted tub, and access to a swimming pool, jacuzzi, fitness center, tennis court, and sauna.

Fantasy Fest - Key West
09/01 – 09/04
$243/nighttotal: $729 (3 )
The Flagler Room At Inn On Fleming Key West!
1 1house , Key West
THE FLAGLER ROOM at the Inn on Fleming Key West is centrally located, within one mile of Mallory Square and a short walk from the Ernest Hemingway Home and Museum and Simonton Street Beach.
This 260-square-foot Key West vacation rental features one bedroom, one bathroom, and accommodates two guests, offering amenities such as a swimming pool, free Wi-Fi, and on-site parking.
This 260-square-foot Key West vacation rental features one bedroom, one bathroom, and accommodates two guests, offering amenities such as a swimming pool, free Wi-Fi, and on-site parking.

Fantasy Fest - Key West
09/01 – 09/04
$325/nighttotal: $975 (3 )
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.

Fantasy Fest - Key West
06/20 – 06/26
$1078/nighttotal: $6468 (6 )
Bahama Gardens - Conch House
1 6house , Key West
This Key West home is conveniently located in the heart of the island, just a short walk from both the beautiful beaches of South Beach and Fort Zachary Taylor State Park, as well as the lively Duval Street. The home has received excellent ratings for location, cleanliness, and user experience.
The vacation home features two bedrooms, a fully equipped kitchen, a spacious living room, and a dining area, making it perfect for families or groups of friends. Guests can enjoy a private hot tub, a sun terrace, an indoor play area, a pool, and a garden, as well as access to a tennis court, parking, and a concierge service.
The vacation home features two bedrooms, a fully equipped kitchen, a spacious living room, and a dining area, making it perfect for families or groups of friends. Guests can enjoy a private hot tub, a sun terrace, an indoor play area, a pool, and a garden, as well as access to a tennis court, parking, and a concierge service.

Fantasy Fest - Key West
06/20 – 06/26
$369/nighttotal: $2214 (6 )
The Osprey's Nest At Sunrise Suites
2 6apartment , Key West
This Key West condo is conveniently located 3 miles from Duval Street, 2 miles from Smathers Beach, and 0.5 miles from Key West International Airport, offering easy access to both nightlife and relaxation.
The two-bedroom, two-bathroom unit sleeps six, features a fully equipped kitchen, private balcony with sunrise/sunset views, and access to a community pool, hot tub, fitness center, and covered parking; a 100% refundable rental until 30 days prior to arrival is available.
The two-bedroom, two-bathroom unit sleeps six, features a fully equipped kitchen, private balcony with sunrise/sunset views, and access to a community pool, hot tub, fitness center, and covered parking; a 100% refundable rental until 30 days prior to arrival is available.

Fantasy Fest - Key West
09/01 – 09/04
$221/nighttotal: $663 (3 )
Ambrosia At Azul Mansion Key West
1 1house , Key West
Ambrosia at Azul Mansion, a Key West apartment rental, is centrally located less than half a mile from the city center, a 12-minute walk from South Beach, and near the Ernest Hemingway Home and Museum, Duval Street, and the Southernmost Point.
This one-bedroom, one-bathroom unit sleeps two guests and includes free Wi-Fi, on-site parking, a swimming pool, and a terrace; enjoy nearby tennis courts and easy access to Key West International Airport (1.9 miles away).
This one-bedroom, one-bathroom unit sleeps two guests and includes free Wi-Fi, on-site parking, a swimming pool, and a terrace; enjoy nearby tennis courts and easy access to Key West International Airport (1.9 miles away).

Fantasy Fest - Key West
06/20 – 06/26
$664/nighttotal: $3984 (6 )
Affordable Key West Beach Front Condo
2 6apartment , Key West
This Key West apartment is located right on Smathers Beach, just a short distance from the vibrant downtown area and the airport. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment has 2 bedrooms and 2 bathrooms, offering 1350 square feet of space for up to 6 guests. Enjoy amenities like a private beach access, Olympic-sized pool, hot tub, gym, sauna, grilling area, picnic areas, tennis courts, and smart TVs in each room.
The apartment has 2 bedrooms and 2 bathrooms, offering 1350 square feet of space for up to 6 guests. Enjoy amenities like a private beach access, Olympic-sized pool, hot tub, gym, sauna, grilling area, picnic areas, tennis courts, and smart TVs in each room.

Fantasy Fest - Key West
06/20 – 06/26
$723/nighttotal: $4338 (6 )
**Casa Serendipity @ Old Town** Historic 3br/2ba Home & Pool + Last Key Service
3 6apartment , Key West
This Key West vacation home is located in the Historic District, just a short walk from Duval Street, the Hemingway House, and the Burlesque Theater. Travelers appreciate the home's excellent rating and prime location.
The home features 3 bedrooms and 2 bathrooms, spanning 1860 square feet. Guests can enjoy a private pool, a fully equipped kitchen, a washing machine, a refrigerator, a Smart TV, free Wi-Fi, and a barbecue grill.
The home features 3 bedrooms and 2 bathrooms, spanning 1860 square feet. Guests can enjoy a private pool, a fully equipped kitchen, a washing machine, a refrigerator, a Smart TV, free Wi-Fi, and a barbecue grill.

Fantasy Fest - Key West
09/01 – 09/04
$331/nighttotal: $993 (3 )
The Cornish Suite At Inn On Fleming Key West!
2 1house , Key West
THE CORNISH SUITE at the Inn on Fleming Key West is centrally located, within one mile of Mallory Square and a short walk from the Ernest Hemingway Home and Museum and Simonton Street Beach.
This 330-square-foot Key West vacation rental boasts two bedrooms, one bathroom, sleeps four guests, and includes a pool, free WiFi, and on-site parking.
This 330-square-foot Key West vacation rental boasts two bedrooms, one bathroom, sleeps four guests, and includes a pool, free WiFi, and on-site parking.













