Go to Map View

Filter by:

Rental Type
Rental Location
Unit Bedrooms
Unit Bathrooms
Unit Sleeps
Activities
Amenities

Showing 26-50 of 65 Vacation Rentals

Tropical Serenity

Key West, Florida, United States
house 1 BR 2 BA Sleeps 4

An amazing renovation of mid town historic home with the Washington Street address many desire. This charming one bedroom bungalow has been completely... more

cottage 2 BR 2 BA Sleeps 6

Fabulous Conch Cottage in the Heart of the Old Town area of Key West. 2 Bedroom 2 full bath Shotgun house. This great property will accommodate up to... more

Townhomes on Windsor #3

Key West, Florida, United States
townome 3 BR 4 BA Sleeps 6

Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town... more

Duval Square Castaway

Key West, Florida, United States
townome 2 BR 2 BA Sleeps 6

In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's brick, tree lined courtyard that includes shops and... more

Waterfront Two-Bedroom Suite

Key West, Florida, United States
condo 2 BR 2 BA Sleeps 4

Upgrade to luxury with a master king room, second queen room, living room, and water view balcony. Breathe the salt air from a beautiful two-bedroom... more

condo 3 BR 3 BA Sleeps 8

2 Master suites each with a king bed, The 3rd bedroom has 2 twin beds and there is a queen sleeper sofa in the living room. Large private balcony... more

President's Walk

Key West, Florida, United States
house 2 BR 2 BA Sleeps 4

President’s Walk is perfectly located in the Truman Annex. A quick stroll to Duval Street and minutes from Fort Zachary Taylor State Park and its... more

Duval Square Retreat

Key West, Florida, United States
townome 2 BR 2 BA Sleeps 4

Duval Square - The Retreat. In the heart of Old Town, Duval Square is located at the "artistic" and quieter end of Duval Street. This recently... more

Beach Club #201

Key West, Florida, United States
condo 2 BR 2 BA Sleeps 6

This 2 bedroom 2 bath unit features a huge oceanfront balcony accessed from both the living/dining area and master bedroom. It has central heat/air,... more

Southard Street - Queen Conch

Key West, Florida, United States
house 4 BR 4 BA Sleeps 14

On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation... more

Catherine House

Key West, Florida, United States
cottage 2 BR 2 BA Sleeps 4

This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, and shopping. Catherine House is located... more

Vista Verde

Key West, Florida, United States
condo 2 BR 2 BA Sleeps 6

Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 400... more

Beach Club #103

Key West, Florida, United States
condo 2 BR 2 BA Sleeps 6

Enjoy an ocean view as ocean breezes cool you. This spacious 2 bedroom unit features a large oceanfront balcony accessed from both the living/dining... more

Ann Street Cottage

Key West, Florida, United States
cottage 1 BR 2 BA Sleeps 4

This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so owners could enjoy shared tropical outdoor spaces.... more

La Brisa #302E Tropical Tranquility

Key West, Florida, United States
condo 1 BR 1 BA Sleeps 2

La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes that flow around the pretty blue... more

Mango Managerie

Key West, Florida, United States
cottage 2 BR 1 BA Sleeps 4

Welcome to the Mango Menagerie - a treasury of island colors combined with Key West charm. Located in the heart of Old Town, this home is located just... more

Waterfront Three-Bedroom Villa

Key West, Florida, United States
villa 3 BR 3 BA Sleeps 8

Discover our waterfront double queen guest room with two queen beds, a white sand terrace, and water view porch. Step off your porch and feel the sand... more

Beach Club #108

Key West, Florida, United States
condo 3 BR 2 BA Sleeps 8

Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This elegant 3 bedroom/ 2 bath unit... more

La Brisa #206E - Brisa Del Mar

Key West, Florida, United States
condo 2 BR 2 BA Sleeps 6

This unit is designed to catch the ocean breeze, with the exterior walkway leading to your front door and opening up to the view of the balcony beyond... more

Townhomes on Windsor #5

Key West, Florida, United States
villa 3 BR 4 BA Sleeps 6

Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town... more

Shipyard Palms

Key West, Florida, United States
condo 2 BR 2 BA Sleeps 4

In the heart of Old Town, with the beautiful community of private homes and condominium of Truman Annex, this Shipyard Condominium is great access to... more

Ann Street Tranquility

Key West, Florida, United States
cottage 1 BR 1 BA Sleeps 2

This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so owners could enjoy shared tropical outdoor spaces.... more

Duval Roost

Key West, Florida, United States
house 3 BR 4 BA Sleeps 6

This sanctuary is located one half block from Duval Street in the heart of Old Town tucked away on a private lane. Enter the property through a secure... more

Beach Club #112

Key West, Florida, United States
condo 2 BR 2 BA Sleeps 6

Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This comfortable 2 bedroom unit features a... more

Albury Bungalow

Key West, Florida, United States
bungalo 2 BR 2 BA Sleeps 4

A perfect spot for two couples, two singles or others wanting privacy as well as togetherness. This one bedroom, one bathroom house also boasts a... more

Showing 26-50 of 65 Vacation Rentals

stats