Key West 1-2 Bedrooms Homes & Condos Rentals

Are you looking for a 1-2 bedroom rental in Key West, Fl? Last Key Realty has you covered! We have vacation homes that are private homes in the most desirable locations in all of Key West Florida. Whether it is located on Duval St, near Duval Street, 1800 Atlantic, Truman Annex, or a location in the heart of Historic Old Town we have something for everyone. Many of our homes have private pools, full baths, and a front porch for you to enjoy the seasonally warm weather we have year-round. In addition, our homes come fully stocked with all of the appliances, linens, and comforts you can expect in a luxury vacation home in the whole Key West area. Each home is tastefully decorated to show the unique conch flavor of the area.

If you're looking for something smaller, we even have luxurious fully stocked condo rentals in various locations throughout Key West. Our condos have resort-style amenities, including access to onsite pools, spas, tennis courts, and more! Vacation rentals in Key West are our specialty. If you have any questions please feel free to contact one of our vacation specialists today!

2 BEDROOM NIGHTLY/WEEKLY RENTALS

2 BEDROOM MONTHLY RENTALS

58 properties available

SERENITY ON SOUTHARD is a beautifully renovated 1 bedroom second floor condo with a full kitchen and washer and dryer. This condo is located in the Truman Annex, a gated community located in the heart of the island - just steps from Mallory Square, Duval Street and all the attractions Key West has to offer. Yet, you'll have a peaceful retreat withi

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Serenity on Southard

Condo

$257^.00 - $1,002^.00 / per night

SUZY'S PARROT PERCH is a charming apartment that is located in the heart of Old Town on the corner of two historic streets (Whitehead and Virginia) just steps from Duval and two blocks from the Southernmost Point. You couldn't be any closer to the nightlife and attractions on Duval Street (Flamingo Crossing, the famous homemade Key West ice cream p

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Suzy's Parrot Perch

Condo

$250^.00 - $1,175^.00 / per night

Want to be in Key West, have access to all the fun, but not be in the middle of the crowd at the end of the day? Then step away from the hustle and bustle and come roost at… THE OSPREY’S NEST. Boasting views from your private balcony on the top floor of Sunrise Suites, 2-Bedrooms, 2-Bathrooms, and a full kitchen; THE OSPREY’s NEST has all the neces

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The Osprey's Nest

Condo

$215^.00 - $818^.00 / per night

TIDEWATER VIEWS is a cozy 820 square foot cottage that has everything you want for the perfect tropical vacation: open water views from a covered porch, a private 35-foot boat slip, kayaks, bikes and access to the wonderful amenities at Venture Out, a residential community with a heated 80-foot pool with large Jacuzzi and Kiddie Pool, tennis courts

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Tidewater Views

Cottage

$220^.00 - $887^.00 / per night

Among the many hidden treasures of Old Town Key West, lives a charming loft-style condo that will melt your heart from the moment you enter. SOUTHARD PEARL is a 2 bedroom second floor condo located in Southard Square, an intimate community located in the heart of the island - a few blocks from Mallory Square, Duval Street and all the attractions Ke

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New Property

Monthly Rental

A week isn't enough time in Key West! This property is available for longer stays of 29 nights+. Please adhere to calendar months if you can. (Due to strict city ordinances we can't offer it for any less time)

Southard Pearl

Condo

$185^.00 - $601^.00 / per night

2 bedrooms

2 baths

5 guests

This Old Town condo is perfect for anyone who can't get enough of Key West's famous nightlife scene. CASITA ANGELITA is located right in Old Town, half a block away from Duval Street and smack dab in the center of the entertainment district. You couldn't be any closer to the late-night scene and attractions of downtown. Fair warning... It can get

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Casita Angelita

Condo

$271^.00 - $1,784^.00 / per night

FOLLOW THE SUN is located at 1800 Atlantic Blvd on the beach, with sunset views right from your own 28-foot balcony. You'll be able to enjoy quiet afternoons with those balmy Key West breezes wafting through the floor-to-ceiling glass doors. FOLLOW THE SUN is located in an upscale private community within walking or biking distance to all of your f

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Follow the Sun

Condo

$220^.00 - $1,372^.00 / per night

ANGELFISH REEF is a stylish townhome featuring a tasteful abundance of local art and flavor located within the Truman Annex, Key West's most exclusive gated community. You’ll be within walking distance of everything Key West has to offer: restaurants, shopping, attractions, and nightlife. In addition to its excellent location, ANGELFISH REEF provid

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Angelfish Reef

Townhome

$333^.00 - $1,162^.00 / per night

Located across the street from Blue Heaven, above the delicious La Creperie French Cafe, sits THE PIRATE’S PENTHOUSE. This hidden gem is ideally located in the heart of Bahama Village and within walking distance to everything Duval has to offer. THE PIRATE’S PENTHOUSE has touches of maritime decor sprinkled throughout this spacious condo, complet

The Pirate's Penthouse

Condo

$333^.00 - $1,879^.00 / per night

GULFSIDE VISTAS is a beautiful penthouse condo and is the perfect place to spend your stay in Key West, with panoramic views of the Gulf and cruise ships as they dock nearby. You'll have ocean views on three sides of GULFSIDE VISTAS, and two spacious balconies as well.Compliance with Truman Annex Community Rules & Regulations is expected of all

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Gulfside Vistas

Condo

$473^.00 - $1,745^.00 / per night

Looking to make a big ‘splash’ for your next tropical vacation? MERMAID MAGIC is your answer! This newly built elevated 2 bedroom home offers incredible views and easy access to the beautiful waters of the Florida Keys. In addition, you’ll have access to the wonderful on-site amenities offered at Venture Out Resort: a heated 80-foot pool with large

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Mermaid Magic

Private Home

$222^.00 - $992^.00 / per night

BLUE HERON'S COVE is a beautifully decorated villa in the Porter Court Complex at the Truman Annex, Old Town Key West's most desirable gated community. You'll be close to all of the Key West's best restaurants and attractions, including Mallory Square and Fort Zachary Taylor State Park. Smoking is not permitted in any Last Key Realty home. In addit

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Blue Heron's Cove

Townhome

$383^.00 - $1,448^.00 / per night

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