Villa Bella

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Pool

Soak up the beauty of Key West in our Villa, Rose Lane Villas. With a range of amenities such as Free Parking, Pets allowed and Garden, you'll feel right at home.

10 / 10

Outstanding(2 Ratings)

Luxe Designer Oasis + Guest House steps off Duval

12 guests · 6 bedrooms · 6 baths

Experience the best of Key West with this House available for $922. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

Sundown Refuge by Avantstay Top Location w/ Patio, Outdoor Dining, Shared Pool Month Long Stays

2 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Discover the beauty of Key West with a stay at Sundown Refuge by Avantstay Top Location w/ Patio, Outdoor Dining, Shared Pool Month Long Stays, a top rated Cottage with amenities such as Non-smoking, Air conditioning and Dryer, and more.

10 / 10

Outstanding(2 Ratings)

ISLAND TIME - 5 Bed/3 Bath OldTown Complex - MONTHLY - Private pool

12 guests · 5 bedrooms · 3 baths

Enjoy the best of Key West in our House, ISLAND TIME - 5 Bed/3 Bath OldTown Complex - MONTHLY - Private pool. A stunning property with amenities including ;, and more.

Sundown Refuge by Avantstay Top Location w/ Patio, Outdoor Dining, Shared Pool Month Long Stays

2 guests

Free WiFi/internet · Air conditioning · Pool

Cottage in Key West, for $438 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

9.1 / 10

Outstanding(98 Ratings)

Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK

12 guests · 4 bedrooms · 2 baths

This attractive Cottage in Key West, $862 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

10 / 10

Outstanding(1 Rating)

Old Town Key West Compound with Pool, Parking and Privacy One Block Off Duval!

12 guests · 4 bedrooms · 4 baths

Soak up the beauty of Key West in our Cottage, Old Town Key West Compound with Pool, Parking and Privacy One Block Off Duval!. With a range of amenities such as No pets allowed and Non-smoking, you'll feel right at home.

Modern Luxury Meets Island Privacy: Executive Villa on Exclusive Sunset Key

Villa

5 guests · 2 bedrooms · 2 baths

This attractive Villa in Key West, $501 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(4 Ratings)

Newly Renovated Luxury Coastal Home in the Heart of Old Town Key West

12 guests · 4 bedrooms · 4 baths

Looking to create some memories in Key West? Look no further than our House, Newly Renovated Luxury Coastal Home in the Heart of Old Town Key West. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(4 Ratings)

The Most Perfect Old Town Key West Location for a Retreat!

12 guests · 4 bedrooms · 3 baths

Experience the best of Key West with this House available for $881. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(8 Ratings)

SUNCATCHER~4 Bedroom, 4 Bathroom in Old Town with Pool!

12 guests · 4 bedrooms · 4 baths

Looking for a House in Key West, this House for $903 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

Truman's Hideaway by Avantstay Top Location w/ Patio, Bbq, Shared Pool Month Long Stays

2 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

The best choice in Key West for Cottage, for $318 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

9.6 / 10

Outstanding(32 Ratings)

Waterfront Dock Pool Near Duval St Penthouse

15 guests · 4 bedrooms · 4 baths

The best choice in Key West for Apartment, for $886 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.6 / 10

Outstanding(30 Ratings)

Waterfront Dock Pool Pet Friendly Near Duval St

16 guests · 4 bedrooms · 4 baths

This Apartment for $896 in Key West, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

5BR/5.5BA + Loft, heated pool, steps to Duval- Your Key West getaway

14 guests · 5 bedrooms · 5 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Key West at 5BR/5.5BA + Loft, heated pool, steps to Duval- Your Key West getaway for $855 for your next trip.

Casa Oliviana by Last Key Realty

12 guests · 1 bedroom · 4 baths

Free WiFi/internet · Pool · Spa

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 Free Parking, Pets allowed and Tennis court, and more.

You can save with One Key

9.6 / 10

Outstanding(13 Ratings)

Banyan Court downtown condo- 2 bedroom, 2.5 bath, walkable, parking, pool

4 guests · 2 bedrooms · 2 baths

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

8 / 10

Excellent(1 Rating)

Sunset Harbor - Old Town Key West Location - Beautiful Property

4 guests · 1 bedroom · 1 bath

Nestled in Key West, this Apartment is perfect for your next vacation. Enjoy Sunset Harbor - Old Town Key West Location - Beautiful Property's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

Truman's Hideaway by Avantstay Top Location w/ Patio, Bbq, Shared Pool Month Long Stays

2 guests

Free WiFi/internet · Air conditioning · Pool

Are you ready to indulge in a relaxing getaway? Our Cottage in Key West has everything you need for a rejuvenating stay. Treat yourself to Truman's Hideaway by Avantstay Top Location w/ Patio, Bbq, Shared Pool Month Long Stays's exceptional amenities, such as Non-smoking, Air conditioning and Dryer.

You can save with One Key

Modern Luxury Meets Island Privacy: Executive Villa on Exclusive Sunset Key

Villa

5 guests · 2 bedrooms · 2 baths

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

Hyatt Sunset Harbor Resort Timeshare available 2 weeks only Mar22-Apr5, 2026

6 guests · 2 bedrooms · 2 baths

Looking for a memorable stay in Key West? Our House might just be what you're looking for. Enjoy amenities including ;, and more during your stay.

You can save with One Key

9.8 / 10

Outstanding(64 Ratings)

Casa Cristol- Family and Pet Friendly - Classic KW Charm Superb Location!

6 guests · 3 bedrooms · 3 baths

Soak up the beauty of Key West in our House, Casa Cristol- Family and Pet Friendly - Classic KW Charm Superb Location!. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

9.4 / 10

Outstanding(3 Ratings)

Tropical Cottage

4 guests · 1 bedroom · 1 bath

Are you ready to indulge in a relaxing getaway? Our House in Key West has everything you need for a rejuvenating stay. Treat yourself to Tropical Cottage 's exceptional amenities, such as Pets allowed, Family friendly and Non-smoking.

2 Sunset Harbor Resort, Marina, In Town, Hot Tub!

Resort

6 guests · 2 bedrooms · 2 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Key West, at $1,560 per night for your next great vacation.

8 / 10

Excellent(1 Rating)

Sunset Harbor - Old Town Key West Location - Beautiful Property

4 guests · 1 bedroom · 1 bath

Indulge in a peaceful retreat at Sunset Harbor - Old Town Key West Location - Beautiful Property, our elegant Apartment in Key West. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more.

𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 Waterfront Sunset Harbor Resort, DUVAL STREET+Amenities

Resort

6 guests · 2 bedrooms · 2 baths

Looking to create some memories in Key West? Look no further than our Resort, 𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 Waterfront Sunset Harbor Resort, DUVAL STREET+Amenities. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.

Harbor Luxe Celebration Suites

20 guests · 8 bedrooms · 8 baths

This attractive Apartment in Key West, $3,643 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Hyatt Sunset Harbor on the Water-Luxury Key West 2 Bedroom Condo Dec 20-27, 2026

6 guests · 3 bedrooms · 2 baths

Enjoy the best of Key West in our Apartment, Hyatt Sunset Harbor on the Water-Luxury Key West 2 Bedroom Condo Dec 20-27, 2026. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

Hyatt Sunset Harbor Key West 1 Bedroom

Hotel

4 guests · 1 bedroom · 1 bath

WiFi/Internet · Air conditioning · Pool

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

You can save with One Key

9.4 / 10

Outstanding(3 Ratings)

Tropical Cottage

4 guests · 1 bedroom · 1 bath

Nestled in Key West, this House is perfect for your next vacation. Enjoy Tropical Cottage 's top-rated amenities, including Pets allowed, Family friendly and Non-smoking, and more.