A Siesta Bay by AvantStay

4 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning

This House for $380 in Key West, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

9.8 / 10

Outstanding(44 Ratings)

A Touch of Bermuda in Key West

Cottage

6 guests · 2 bedrooms · 2 baths

Looking for the perfect place to call home during your trip to Key West? This Cottage offers a comfort and style with top-notch amenities, including Pets allowed and Non-smoking, and more.

9.4 / 10

Outstanding(44 Ratings)

Isle Be Back at The Truman Annex in Key West

4 guests · 2 bedrooms · 2 baths

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 Isle Be Back at The Truman Annex in Key West's exceptional amenities, such as No pets allowed, Family friendly and Non-smoking.

You can save with One Key

9.4 / 10

Outstanding(41 Ratings)

ADRIFT IN KEY WEST at the Truman Annex in Key West

4 guests · 2 bedrooms · 1 bath

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 $482 per night.

9.2 / 10

Outstanding(70 Ratings)

Beautiful Condo with Deck, Patio, & Pool - Walk to Duval Street & Beaches

4 guests · 2 bedrooms · 1 bath

Soak up the beauty of Key West in our Apartment, Beautiful Condo with Deck, Patio, & Pool - Walk to Duval Street & Beaches. With a range of amenities such as No pets allowed and Non-smoking, you'll feel right at home.

9.2 / 10

Outstanding(50 Ratings)

Blue Heaven at The Truman Annex in Key West

4 guests · 2 bedrooms · 1 bath

Indulge in a peaceful retreat at Blue Heaven at The Truman Annex in Key West, our elegant Apartment in Key West. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more.

8.5 / 10

Excellent(2 Ratings)

Key West Charming by AvantStay

4 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · Pool

Indulge in a peaceful retreat at Key West Charming by AvantStay, our elegant House in Key West. Enjoy amenities including WiFi/Internet, Pool and Free WiFi/internet, and more.

9.2 / 10

Outstanding(29 Ratings)

Away From It All @ The Truman Annex

4 guests · 2 bedrooms · 1 bath

Nestled in Key West, this Apartment is perfect for your next vacation. Enjoy Away From It All @ The Truman Annex's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

9 / 10

Outstanding(51 Ratings)

Blue Heaven 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 $401 per night for your next great vacation.

9 / 10

Outstanding(29 Ratings)

Away From It All @ The Truman Annex

4 guests · 2 bedrooms · 1 bath

Apartment in Key West, for $354 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

You can save with One Key

8.6 / 10

Excellent(15 Ratings)

Snowbird-friendly condo with private balcony, garden views, W/D, on-site pool

6 guests · 2 bedrooms · 2 baths

Discover the beauty of Key West with a stay at Snowbird-friendly condo with private balcony, garden views, W/D, on-site pool, a top rated Apartment with amenities such as No pets allowed and Non-smoking, and more.

7 / 10

Good(1 Rating)

Always Your Paradise by AvantStay

4 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · Pool

This House for $462 in Key West, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

8.6 / 10

Excellent(15 Ratings)

Snowbird-friendly condo with private balcony, garden views, W/D, on-site pool

6 guests · 2 bedrooms · 2 baths

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

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 / 10

Outstanding(37 Ratings)

Captain's Wheel at The Truman Annex in Key West

6 guests · 2 bedrooms · 2 baths

House in Key West, for $514 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

BEACHY KEEN

4 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Pool · Beach access

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Key West, at $355 per night for your next great vacation.

8.8 / 10

Excellent(38 Ratings)

Captain's Wheel at The Truman Annex in Key West

6 guests · 2 bedrooms · 2 baths

Experience the best of Key West with this House available for $503. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

8 / 10

Excellent(1 Rating)

Ahoy Mate! with Compass Realty at the Truman Annex in Key West

4 guests · 2 bedrooms · 1 bath

Enjoy the best of Key West in our Apartment, Ahoy Mate! with Compass Realty at the Truman Annex in Key West. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

9 / 10

Outstanding(2 Ratings)

Almost Paradise at The Truman Annex in Key West

4 guests · 2 bedrooms · 1 bath

This Apartment for $445 in Key West, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

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.)

8 / 10

Excellent(1 Rating)

Ahoy Mate! with Compass Realty 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 $386 per night for your next great vacation.

A FISH BOWL TOO

4 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Pool

Looking for a House in Key West, this House for $520 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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.)

10 / 10

Outstanding(19 Ratings)

Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool!

4 guests · 2 bedrooms · 1 bath

Enjoy the best of Key West in our Apartment, Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool!. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(17 Ratings)

Craig & Cindy Key West Truman Annex Shipyard Condo with balcony at Mile Marker 0

4 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.

10 / 10

Outstanding(19 Ratings)

Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool!

4 guests · 2 bedrooms · 1 bath

Experience vacation in Key West with our Apartment, Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool!. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

Beach House Condo by AvantStay

5 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Business stays, family stays, couples stay, getaway vacation, and rental in Key West at Beach House Condo by AvantStay for $511 for your next trip.

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.

9.2 / 10

Outstanding(36 Ratings)

Poolside Hangover at The Truman Annex in Key West

6 guests · 2 bedrooms · 2 baths

Apartment in Key West, for $377 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(17 Ratings)

Craig & Cindy Key West Truman Annex Shipyard Condo with balcony at Mile Marker 0

4 guests · 2 bedrooms · 1 bath

Experience the best of Key West with this Apartment available for $451. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.