SHADY NOOK

4 guests · 2 bedrooms · 1 bath

Enjoy the best of Key West in our Apartment, Villa Fleur at Shipyard Condominiums. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(2 Ratings)

Bohemian Breeze - Shipyard Truman Annex condo in the heart of Old Town Key West

4 guests · 2 bedrooms · 1 bath

This Apartment in Key West, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

Beautiful Downtown Truman Annex Condo

4 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Beach access · Outdoor Cooking

Experience vacation in Key West with our House, Beautiful Downtown Truman Annex Condo. Enjoy amenities such as Free Parking, Gym and Golf course (within 2 mi), and more.

10 / 10

Outstanding(1 Rating)

Key West Casa by Avantstay Communal Pool BBQ & Patio Near Duval Street Month Long Stays Only

6 guests · 3 bedrooms · 2 baths

This Apartment for $338 in Key West, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

10 / 10

Outstanding(28 Ratings)

Furnished 2BR Condo – Gated Old Town Key West – Monthly/Seasonal – Walk to Duval

4 guests · 2 bedrooms · 1 bath

Business stays, family stays, couples stay, getaway vacation, and rental in Key West at Furnished 2BR Condo – Gated Old Town Key West – Monthly/Seasonal – Walk to Duval for $411 for your next trip.

9.6 / 10

Outstanding(48 Ratings)

COLORFUL COCKTAIL @ Truman Annex in Key West

6 guests · 2 bedrooms · 2 baths

Discover the beauty of Key West with a stay at COLORFUL COCKTAIL @ Truman Annex in Key West, a top rated Apartment with amenities such as No pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

10 / 10

Outstanding(2 Ratings)

Bohemian Breeze - Shipyard Truman Annex condo in the heart of Old Town Key West

4 guests · 2 bedrooms · 1 bath

Nestled in Key West, this Apartment is perfect for your next vacation. Enjoy Bohemian Breeze - Shipyard Truman Annex condo in the heart of Old Town Key West's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(189 Ratings)

MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West

5 guests · 2 bedrooms · 1 bath

This inviting Apartment in Key West can fit your needs for many types of vacations, at $284 per night.

10 / 10

Outstanding(9 Ratings)

Quiet Lane in the Heart of Old Town, Sleeps 4, Dog Friendly

6 guests · 2 bedrooms · 2 baths

House in Key West, for $409 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

A & E's TRANQUIL TIDES

4 guests · 2 bedrooms · 1 bath

Pool · Beach access

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Key West, at $359 per night for your next great vacation.

9.9 / 10

Outstanding(121 Ratings)

Sunny & Beautiful 1st flr, Large In/Outdoors, 2BR K/T, 1 Bath, Truman Anx, Pool

5 guests · 2 bedrooms · 1 bath

Looking for the perfect place to call home during your trip to Key West? This Apartment offers a comfort and style with top-notch amenities, including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

Key West Casa by Avantstay Communal Pool BBQ & Patio Near Duval Street Month Long Stays Only

6 guests · 3 bedrooms · 2 baths

Discover the beauty of Key West with a stay at Key West Casa by Avantstay Communal Pool BBQ & Patio Near Duval Street Month Long Stays Only, a top rated Apartment with amenities such as Non-smoking, and more.

A & E's Tranquil Tides at the Truman Annex in Key West

4 guests · 2 bedrooms · 1 bath

Apartment in Key West, for $316 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

You can save with One Key

10 / 10

Outstanding(12 Ratings)

Key West Casa | Pool Access | BBQ & Patio | Near Duval Street | Month-Long Stays

6 guests · 3 bedrooms · 2 baths

When traveling to Key West, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $338 per night.

A & E's Tranquil Tides at the Truman Annex in Key West

4 guests · 2 bedrooms · 1 bath

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Key West, at $316 per night for your next great vacation.

9.1 / 10

Outstanding(31 Ratings)

Beach House Condo | Pool Access, Gated Community, Top Location| Month Long Stays

5 guests · 2 bedrooms · 2 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Key West, at $413 per night for your next great vacation.

Saltwater Harmony by Last Key Realty

4 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Pool · Spa

Indulge in a peaceful retreat at Saltwater Harmony by Last Key Realty, our elegant House in Key West. Enjoy amenities including Free Parking, Tennis court and WiFi/Internet, and more.

9.2 / 10

Outstanding(31 Ratings)

Beach House Condo | Pool Access, Gated Community, Top Location| Month Long Stays

5 guests · 2 bedrooms · 2 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Key West, at $293 per night for your next great vacation.

10 / 10

Outstanding(1 Rating)

Bahamian Reed by Avantstay Walk to Everything! w/ Community Pool Month Long Stays Only

Cottage

6 guests · 2 bedrooms · 2 baths

Nestled in Key West, this Cottage is perfect for your next vacation. Enjoy Bahamian Reed by Avantstay Walk to Everything! w/ Community Pool Month Long Stays Only's top-rated amenities, including Non-smoking and No pets allowed, and more.

9.4 / 10

Outstanding(35 Ratings)

Keys to Paradise - Shipyard Truman Annex 2 Bedroom / 1 Bathroom

4 guests · 2 bedrooms · 1 bath

Are you ready to indulge in a relaxing getaway? Our Apartment in Key West has everything you need for a rejuvenating stay. Treat yourself to Keys to Paradise - Shipyard Truman Annex 2 Bedroom / 1 Bathroom's exceptional amenities, such as No pets allowed, Family friendly and Non-smoking.

You can save with One Key

8.8 / 10

Excellent(48 Ratings)

Tranquil 2-BR Condo in Truman Annex, Steps to Pool & 5-Min Walk to Duval St.

4 guests · 2 bedrooms · 1 bath

The best choice in Key West for Apartment, for $360 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.4 / 10

Outstanding(35 Ratings)

Keys to Paradise - Shipyard Truman Annex 2 Bedroom / 1 Bathroom

4 guests · 2 bedrooms · 1 bath

Nestled in Key West, this Apartment is perfect for your next vacation. Enjoy Keys to Paradise - Shipyard Truman Annex 2 Bedroom / 1 Bathroom's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(61 Ratings)

**LA PETITE PENTHOUSE** Elegant Condo & Pool + Last Key White Glove Service...

4 guests · 2 bedrooms · 1 bath

Enjoy the best of Key West in our Apartment, **LA PETITE PENTHOUSE** Elegant Condo & Pool + Last Key White Glove Service.... A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(8 Ratings)

A Conch Escape at The Truman Annex in Key West

4 guests · 2 bedrooms · 1 bath

This attractive Apartment in Key West, $364 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

La Petite Penthouse by Last Key Realty

4 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Pool · Spa

Indulge in a peaceful retreat at La Petite Penthouse by Last Key Realty, our elegant Apartment in Key West. Enjoy amenities including Free Parking, Tennis court and WiFi/Internet, and more.

9.9 / 10

Outstanding(60 Ratings)

**LA PETITE PENTHOUSE** Elegant Condo & Pool + Last Key White Glove Service...

4 guests · 2 bedrooms · 1 bath

9.6 / 10

Outstanding(141 Ratings)

Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach

6 guests · 2 bedrooms · 1 bath

Experience the best of Key West with this Apartment available for $311. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

9 / 10

Outstanding(56 Ratings)

PELICAN'S PERCH Summer Rates!!!!

6 guests · 2 bedrooms · 2 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Key West, at $296 per night for your next great vacation.

9.6 / 10

Outstanding(142 Ratings)

Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach

6 guests · 2 bedrooms · 1 bath

Looking for a memorable stay in Key West? Our Apartment might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

9.6 / 10

Outstanding(56 Ratings)

A SUNRISE COTTAGE at The Truman Annex in Key West

6 guests · 2 bedrooms · 2 baths

Looking for the perfect place to call home during your trip to Key West? This House offers a comfort and style with top-notch amenities, including No pets allowed, Family friendly and Non-smoking, and more.