Compass Realty Vacation Home Rentals & Management

🦩 Welcome to Pelican's Perch – Your Private Tropical Retreat in Key West 🦩

Escape to island paradise at Pelican's Perch, a charming Caribbean-inspired townhouse nestled within the prestigious gated community of Truman Annex. Perfectly located in the heart of Old Town Key West, this tropical hideaway puts the very best of the island right at your doorstep.

🌴 2-Story Tropical Townhouse
🏊 Community Pool Just Steps Away
🚶 3-Minute Walk to Duval Street
🌅 5-Minute Walk to Sunset Pier
🏖️ 10-Minute Walk to Fort Zachary Taylor Beach
🚗 Assigned Off-Street Parking
📶 High-Speed WiFi
🧺 Washer & Dryer
❄️ Central Air Conditioning
🍽️ Fully Equipped Kitchen with Stainless Steel Appliances
🔥 Gas Grill for Fresh Island Seafood

Relax on the inviting front porch and enjoy the sights and sounds of Key West's vibrant island life, or retreat to one of the largest and most private back porches in Truman Annex. Surrounded by lush tropical landscaping and overlooking a peaceful park, it's the perfect place to lounge, dine outdoors, or simply unwind beneath the palms.

Inside, you'll find bright Caribbean-inspired décor, comfortable furnishings, flat-screen TVs, and everything needed for an unforgettable extended stay in paradise.

Whether you're strolling to Duval Street, catching a famous Key West sunset, spending the day at Fort Zachary Taylor Beach, or simply enjoying the tranquility of Truman Annex, Pelican's Perch offers the ultimate island lifestyle.

☀️ Please Note: This property requires a minimum stay of 28 days.

📞 Call for details: 305-292-1881
📧 Email: [email protected]

Book your tropical getaway today:
https://www.compass-realty.com/vrp/unit/Pelicans_Perch_the_Truman_Annex-2698-193321-1

🌴 Relax, Unwind & Embrace Island Life at A Low Tide 🌴

Your perfect Key West escape awaits in the exclusive, gated Truman Annex community! A Low Tide is a beautifully refreshed first-floor retreat designed for comfort, convenience, and endless tropical vibes.

☀️ 2 Bedrooms + Queen Sleeper Sofa
🌺 Adjustable King Bed & Flexible Twin-to-King Guest Room
🏊 Community Pool Just Steps Away
🚶 Only 2 Blocks from Duval Street
🌴 Private Front Porch & Rear Deck for Outdoor Dining
🚗 Reserved Off-Street Parking
📺 New TVs, Appliances & Furnishings
📍 Prime Old Town Key West Location

Spend your mornings sipping coffee on the porch, afternoons lounging by the pool, and evenings strolling to world-famous Duval Street for dining, shopping, and entertainment. Whether you're planning a family getaway, a couples retreat, or an extended island stay, A Low Tide offers the perfect blend of relaxation and adventure.

🌊 Experience the laid-back charm of Key West from one of the island's most sought-after locations.

Book your stay today:
https://www.compass-realty.com/vrp/unit/Charming_first_floor_end_unit_GREAT_LOCATION-2698-193313-1

Please note: This property has a 28 day minimum stay
Call for details 305-292-1881
Email us at [email protected]

🌴 Escape to Paradise at Southernmost Sanctuary 🌴

Discover your own private slice of Key West in the exclusive Truman Annex! Nestled just steps from iconic Duval Street, Southernmost Sanctuary offers the perfect blend of tropical tranquility and island adventure.

☀️ 2 Bedrooms | 1 Bath
🌺 Private Balconies with Tropical Breezes
🚶 Walk to Duval Street, Restaurants, Shops & Entertainment
🌊 Minutes from Truman Waterfront Park & Stunning Sunset Views
🏖️ Beach & Pool Towels Included
🚗 Dedicated Parking
📶 High-Speed WiFi
☕ Fully Equipped Kitchen & Coffee Bar

Wake up to swaying palms, enjoy morning coffee on your balcony, and spend your days exploring the best of Key West—all within walking or biking distance from your peaceful island retreat.

Whether you're planning an extended getaway, working remotely from paradise, or escaping the cold, Southernmost Sanctuary offers comfort, convenience, and the laid-back island lifestyle you've been dreaming of.

📅 28-Night Minimum Stay

Call for details 305-292-1881
Email us at [email protected]

Book your tropical escape today:
https://www.compass-realty.com/vrp/unit/SIZZLING_SPECIAL_Cabana_Breeze_the_Truman_Annex-2698-193279-1

Charming first floor 2-Bedroom, 1-Bathroom Shipyard Condo in Historic Truman Annex - Key West

Escape to the heart of Key West with this beautifully appointed 2-bedroom, 1-bathroom condo in the prestigious Shipyard community of Truman Annex. Perfectly located just steps from the island's top attractions, this condo offers the ideal blend of comfort, convenience, and style for your next tropical getaway.

Property Highlights:

Prime Location: Nestled in the tranquil and secure Truman Annex, you’ll be just a short stroll from the famous Duval Street, historic Old Town, and the scenic Waterfront. Explore the vibrant culture, lively nightlife, and charming cafes of Key West, all within walking distance.

Spacious Living Area: This light-filled, open-concept condo boasts a cozy living room with comfortable seating and a flat-screen TV for relaxation after a day of adventure.

Fully Equipped Kitchen: Whether you’re preparing a quick breakfast or a gourmet dinner, the modern kitchen has everything you need, including stainless steel appliances, cookware, and ample counter space.

Comfortable Bedrooms: The two cozy bedrooms feature plush bedding, ceiling fans, and ample closet space. Perfect for a restful night’s sleep after enjoying the island’s activities.

Private Outdoor Space: Step outside onto your private patio with convenient awning to unwind with a drink, enjoy the warm tropical breeze, and take in the beautiful surroundings of Truman Annex. Also, just steps from the pool.

Community Amenities: Guests can take advantage of the Shipyard’s heated pool, lush tropical landscaping, and secure, gated entry. Enjoy the serenity of this peaceful community while being just moments away from all the excitement of Key West.

Private parking and secure access provide peace of mind.

The perfect blend of modern amenities and island charm in one of the most sought-after locations in Key West.

Whether you're looking to explore Key West’s iconic attractions or simply relax in the comfort of your Shipyard condo, this vacation rental offers the ideal home base for your tropical retreat.
https://www.compass-realty.com/vrp/unit/TRANQUIL_TIDES-2698-279889-1
Please note: This property has a 28 day minimum stay
Call for details 305-292-1881
Email us at [email protected]

A BEachy View - Come and relax in this 2-bedroom 1 bath, first floor with 3 flat screen TV's, custom kitchen, backyard tropical paradise and shared pool right outside the back deck, with free high speed internet service.
Conveniently located in the Shipyard Complex of the Truman Annex, right on Southard Street just steps from the active lifestyle of Duval Street, shopping, dining, and night life. Also steps from Mallory Square for gorgeous sunset views and the new Truman Waterfront Park. Assigned off street parking for 1 vehicle.
NO PETS.
https://www.compass-realty.com/vrp/unit/A_Beachy_View-2698-258910-1

Please note: This property has a 28 day minimum stay
Call for details 305-292-1881
Email us at [email protected]

A stay in A CHANGE IN LATITUDE is more than just a rental but will be a part of your Key West vacation experience. In addition to being an end unit with side windows and cross Gulf breezes, this beautifully updated condo is ground level, affording easy come and easy go to the pool, your transportation, and Duval Street. Privacy and shade on the large outside deck is provided by tropical plants around and a pair of twin palms above. High speed internet access is included along with televisions in both the living and master bedroom. Opening the French doors into this fun, tastefully furnished, and brightly decorated tropical condo will help put get you onto island time from the moment you arrive. Washer/Dryer included.
NO GRILL . Includes assigned off-street parking space.
Please note: This property has a 28 day minimum stay
Call for details 305-292-1881
Email us at [email protected]
https://www.compass-realty.com/vrp/unit/Anglers_Retreat_the_Truman_Annex-2698-193258-1

Alhambra is a charming one bedroom, one bath first floor unit with a huge outdoor deck!
Shipyard Condominiums are located in the award winning gated community of the Truman Annex Complex.
Located 2 blocks from Duval Street and all of the Old Town Key West attractions this beauty is outfitted with washer/dryer, pots, pans, towels, linens, king sized bed, central air conditioning, off street parking and pool access.
Please note: This property has a 28 day minimum stay
Call for details 305-292-1881
Email us at [email protected]
https://www.compass-realty.com/vrp/unit/Alhambra_the_Truman_Annex-2698-193254-1

OYESTERS PEARL -
Live steps from everything that makes Key West unforgettable. This first?floor Shipyard condo blends comfort with island charm, offering a bright interior, tile floors, and seamless indoor?outdoor living through double doors that open to a lush private patio. The gated Truman Annex community provides resort?style amenities, including a sparkling pool and dedicated parking. From morning walks to the beach to evenings on Duval Street, this location puts the best of Old Town right outside your door.
Please note: This property requires a 28 night minimum stay

https://www.compass-realty.com/vrp/unit/GREAT_DEAL_Oysters_Pearl_the_Truman_Annex-2698-193317-1

Please note: This property has a 28 day minimum stay
Call for details 305-292-1881
Email us at [email protected]

ANOTHER SIESTA AT THE SHIPYARD - Find the best of Key West at your doorstep with this beautiful first floor one-bedroom condo, with a private patio, a shared swimming pool, and a wonderful location close to restaurants, beaches, and more!

Perfectly located between Truman Annex and Bahama Village, this comfortable condo sits only two blocks from the fantastic restaurants, nightlife, and shopping on Duval Street. Park your car in the off-street space, walk a quarter-mile to the Ernest Hemingway Home and Museum, and take afternoon bike rides to the soft sand at Fort Zachary Taylor Historic State Park three-quarters of a mile west.

The living space has been meticulously decorated, offering central A/C, free WiFi, and French doors that open to the deck. When you're not dining at Blue Heaven nearby, you can sip cocktails outside among the palms and orchids, flip through the offerings on the HDTV, and splash around in the shared swimming pool. A full kitchen with granite countertops, a private off-street parking spot, and a private washer/dryer are also on hand.

https://www.compass-realty.com/vrp/unit/Another_Siesta-2698-246755-1
Please note: This property has a 28 day minimum stay
Call for details 305-292-1881
Email us at [email protected]

SEASCAPE -
First floor newly renovated 2 bedroom/ 1 bath corner end unit at the Shipyard Condominiums located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the Old Town Key West attractions. The properties are also located 1/4 mile from one of the best beaches on the island. The Shipyard Condominiums are single level condominiums which have private courtyards on the first level or charming balconies on the second level. All properties are outfitted with washer/dryer, pots, pans, towels, linens, have central air conditioning, off street parking, free WIFI and pool access.
Please note: This property has a 28 night minimum stay
https://www.compass-realty.com/vrp/unit/SUMMER_SPECIAL_Seascape_the_Truman_Annex-2698-193331-1

Call for details 305-292-1881
Email us at [email protected]