Search All Key West Vacation Rentals

Last Key Realty offers luxurious fully stocked Key West vacation rentals in various locations throughout Key West including Historic Old Town, 1800 Atlantic, Key West Beach Club, Truman Annex, and Sunset Marina. Search for Nightly, Weekly, and Monthly Key West rentals.

Popular amenities include fully equipped kitchens, private pools, outdoor dining areas, and complimentary concierge services. Our guests can book nightly or monthly. Our newest homes are fully furnished, fully stocked, and fully equipped with everything you'll need to enjoy a relaxing vacation in paradise! Our condo rentals in Key West Fl, come fully stocked and are in a variety of locations for you to choose from. Resort-style amenities include on-site pools, spas, access to tennis courts, spas, and more!

Whatever you choose, we want to make your Key West vacation is the most memorable yet! Contact us if you have any questions.

2 Cool Fish

Bedrooms: 2
Baths: 1
Neighborhood: Truman Annex
Unit type: Townhome

A Toast to Sunset

Bedrooms: 2
Baths: 2
Neighborhood: Sunset Marina
Unit type: Condo

All Together Now

Bedrooms: 13
Baths: 13
Neighborhood: Historic Old Town
Unit type: Private Home

Americana Tropicale

Bedrooms: 4
Baths: 4
Neighborhood: Historic Old Town
Unit type: Private Home

Atlantic Reflections

Bedrooms: 2
Baths: 2
Neighborhood: 1800 Atlantic
Unit type: Condo

Avalynn House

Bedrooms: 5
Baths: 3
Neighborhood: Truman Annex
Unit type: Private Home

Azure Daydream

Bedrooms: 4
Baths: 3
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Backcountry Views

Bedrooms: 2
Baths: 2
Neighborhood: Sunset Marina
Unit type: Condo

Bahama Brilliant

Bedrooms: 3
Baths: 3
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Bahamian Bamboo

Bedrooms: 3
Baths: 3
Neighborhood: Truman Annex
Unit type: Private Home

Bahamian Blues

Bedrooms: 3
Baths: 2
Neighborhood: Historic Old Town
Unit type: Private Home

Banana Blossoms

Bedrooms: 2
Baths: 2
Neighborhood: Truman Annex
Unit type: Townhome

Belle of the Beach

Bedrooms: 6
Baths: 6
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Beyond Bali

Bedrooms: 4
Baths: 3
Neighborhood: Historic Old Town
Unit type: Private Home

Bird of Paradise

Bedrooms: 2
Baths: 2
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Blue Heron's Cove

Bedrooms: 2
Baths: 2
Neighborhood: Truman Annex
Unit type: Townhome

Bohemian Rhapsody

Bedrooms: 3
Baths: 3
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Brisa Fresca

Bedrooms: 3
Baths: 3
Neighborhood: Truman Annex
Unit type: Private Home

Buccaneer Bay

Bedrooms: 3
Baths: 3
Neighborhood: Truman Annex
Unit type: Townhome

Caribbean Charm

Bedrooms: 2
Baths: 2
Neighborhood: Truman Annex
Unit type: Townhome

Carsten Conch Cottage

Bedrooms: 2
Baths: 2
Neighborhood: Historic Old Town
Unit type: Private Home

Casa Feliz

Bedrooms: 3
Baths: 2
Neighborhood: Historic Old Town
Unit type: Private Home

Casa Oliviana

Bedrooms: 6
Baths: 7
Neighborhood: Historic Old Town
Unit type: Private Home

Casa Serendipity

Bedrooms: 3
Baths: 2
Neighborhood: Historic Old Town
Unit type: Private Home

Casa Suite Casa

Bedrooms: 4
Baths: 5
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Casa Victoria

Bedrooms: 5
Baths: 5
Neighborhood: Historic Old Town
Unit type: Private Home

Casita Angelita

Bedrooms: 2
Baths: 2
Neighborhood: Historic Old Town
Unit type: Condo

Castaway Cottage

Bedrooms: 2
Baths: 1
Neighborhood: Key West Golf Club
Unit type: Townhome

Cayo Calypso

Bedrooms: 3
Baths: 3
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Cielo Azul

Bedrooms: 2
Baths: 2
Neighborhood: Key West Beach Club
Unit type: Condo

Coastal Cabana

Bedrooms: 3
Baths: 2
Neighborhood: Historic Old Town
Unit type: Private Home

Coastal Loving

Bedrooms: 4
Baths: 3
Neighborhood: Historic Old Town
Unit type: Private Home

Coastline Comfort

Bedrooms: 2
Baths: 2
Neighborhood: Coconut Mallory
Unit type: Condo

Colors of the Keys

Bedrooms: 2
Baths: 2
Neighborhood: Truman Annex
Unit type: Townhome

Conch Casa Grande

Bedrooms: 5
Baths: 6
Neighborhood: Truman Annex
Unit type: Private Home

Conch in the Treetops

Bedrooms: 2
Baths: 2
Neighborhood: 1800 Atlantic
Unit type: Condo

Dance of the Butterflies

Bedrooms: 3
Baths: 3
Neighborhood: Historic Old Town
Unit type: Private Home

Darling of Duval

Bedrooms: 2
Baths: 2
Neighborhood: Historic Old Town
Unit type: Cottage

Dockside Daydreams

Bedrooms: 2
Baths: 2
Neighborhood: Coconut Mallory
Unit type: Townhome

Driftwood Dreams

Bedrooms: 2
Baths: 2
Neighborhood: 1800 Atlantic
Unit type: Condo

Endless Summer

Bedrooms: 5
Baths: 5
Neighborhood: Historic Old Town
Unit type: Private Home

Envy of the Island

Bedrooms: 5
Baths: 5
Neighborhood: Historic Old Town
Unit type: Private Home

Follow the Sun

Bedrooms: 2
Baths: 2
Neighborhood: 1800 Atlantic
Unit type: Condo

Good Vibrations

Bedrooms: 4
Baths: 4
Neighborhood: Historic Old Town
Unit type: Private Home

Gulfside Vistas

Bedrooms: 2
Baths: 2
Neighborhood: Truman Annex
Unit type: Condo

Havana House

Bedrooms: 3
Baths: 2
Neighborhood: Historic Old Town
Unit type: Private Home

Heart of the Harbor

Bedrooms: 3
Baths: 3
Neighborhood: Old Town Villas
Unit type: Townhome

Heavenly Zen

Bedrooms: 4
Baths: 3
Neighborhood: Historic Old Town
Unit type: Private Home

Here Comes The Sun

Bedrooms: 3
Baths: 3
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Island Opulence

Bedrooms: 4
Baths: 4
Neighborhood: Midtown/Newtown
Unit type: Private Home

Jasmine Jewel

Bedrooms: 2
Baths: 2
Neighborhood: Truman Annex
Unit type: Private Home

Key West State of Mind

Bedrooms: 4
Baths: 3
Neighborhood: Key West Golf Club
Unit type: Private Home

Keys Kokomo

Bedrooms: 3
Baths: 2
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

La Casita En Cima

Bedrooms: 2
Baths: 2
Neighborhood: Historic Old Town
Unit type: Private Home

La Grande Reunion

Bedrooms: 5
Baths: 5
Neighborhood: Historic Old Town
Unit type: Private Home

La Petite Penthouse

Bedrooms: 2
Baths: 1
Neighborhood: Truman Annex
Unit type: Condo

La Provence Tropicale

Bedrooms: 2
Baths: 3
Neighborhood: Key West Golf Club
Unit type: Private Home

La Vie En Rose

Bedrooms: 4
Baths: 4
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Layover In Paradise

Bedrooms: 3
Baths: 3
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Maison Tropicale

Bedrooms: 3
Baths: 3
Neighborhood: Historic Old Town
Unit type: Private Home

Mara-Villa

Bedrooms: 2
Baths: 2
Neighborhood: Historic Old Town
Unit type: Private Home

Maya's Secret Treasure

Bedrooms: 3
Baths: 3
Neighborhood: Historic Old Town
Unit type: Condo

Memory Lane

Bedrooms: 2
Baths: 2
Neighborhood: Historic Old Town
Unit type: Private Home

Midtown Mosaic

Bedrooms: 4
Baths: 3
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Nature's Edge

Bedrooms: 2
Baths: 2
Neighborhood: 1800 Atlantic
Unit type: Condo

Neptune's Penthouse

Bedrooms: 2
Baths: 2
Neighborhood: 1800 Atlantic
Unit type: Condo

Noona's Mansion

Bedrooms: 6
Baths: 5
Neighborhood: Truman Annex
Unit type: Private Home

Octopus's Garden

Bedrooms: 3
Baths: 3
Neighborhood: Coral Hammock
Unit type: Private Home

Off The Grid

Bedrooms: 4
Baths: 3
Neighborhood: Bay Point
Unit type: Private Home

Old Town Oasis

Bedrooms: 2
Baths: 2
Neighborhood: Truman Annex
Unit type: Condo

Painted Sky

Bedrooms: 2
Baths: 2
Neighborhood: Sunset Marina
Unit type: Condo

Papa's Casita

Bedrooms: 3
Baths: 3
Neighborhood: Historic Old Town
Unit type: Private Home

Paradise Perfected

Bedrooms: 4
Baths: 2
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Perfect Harmony

Bedrooms: 3
Baths: 3
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Plantation Tropicale

Bedrooms: 5
Baths: 5
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Promenade to Paradise

Bedrooms: 2
Baths: 2
Neighborhood: Truman Annex
Unit type: Condo

Puerta Coralina

Bedrooms: 2
Baths: 3
Neighborhood: Historic Old Town
Unit type: Private Home

Riviera Americana

Bedrooms: 3
Baths: 2
Neighborhood: 1800 Atlantic
Unit type: Condo

Saltwater Harmony

Bedrooms: 2
Baths: 1
Neighborhood: Truman Annex
Unit type: Condo

Saltwater Sapphire

Bedrooms: 2
Baths: 2
Neighborhood: Truman Annex
Unit type: Private Home

Sea Captain's Haven

Bedrooms: 2
Baths: 2
Neighborhood: Truman Annex
Unit type: Townhome

Seaport Sensation

Bedrooms: 3
Baths: 3
Neighborhood: Old Town Villas
Unit type: Townhome

Serenity on Southard

Bedrooms: 1
Baths: 1
Neighborhood: Truman Annex
Unit type: Condo

Set Sail

Bedrooms: 2
Baths: 2
Neighborhood: Coconut Mallory
Unit type: Condo

Seventh Heaven

Bedrooms: 4
Baths: 3
Neighborhood: Truman Annex
Unit type: Private Home

Shang-Ri-La

Bedrooms: 2
Baths: 2
Neighborhood: 1800 Atlantic
Unit type: Condo

Smooth Sailing

Bedrooms: 2
Baths: 2
Neighborhood: 1800 Atlantic
Unit type: Condo

Southard Pearl

Bedrooms: 1
Baths: 1
Neighborhood: Truman Annex
Unit type: Condo

Southern Star

Bedrooms: 4
Baths: 3
Neighborhood: Historic Old Town
Unit type: Private Home

Southernmost Bliss

Bedrooms: 3
Baths: 3
Neighborhood: Historic Old Town
Unit type: Private Home

Southernmost Hospitality V

Bedrooms: 5
Baths: 5
Neighborhood: Historic Old Town
Unit type: Private Home

Southernmost Hospitality VII

Bedrooms: 7
Baths: 7
Neighborhood: Historic Old Town
Unit type: Private Home

Southernmost Palms

Bedrooms: 2
Baths: 2
Neighborhood: Truman Annex
Unit type: Townhome

Southernmost Solace

Bedrooms: 2
Baths: 2
Neighborhood: Historic Old Town
Unit type: Private Home

Southernmost Vistas

Bedrooms: 3
Baths: 4
Neighborhood: Historic Old Town
Unit type: Private Home

Splish Splash

Bedrooms: 2
Baths: 1
Neighborhood: Key West Golf Club
Unit type: Townhome

Star of the Seaport

Bedrooms: 5
Baths: 5
Neighborhood: Historic Old Town
Unit type: Private Home

Sugarpoppy Cottage

Bedrooms: 2
Baths: 2
Neighborhood: Historic Old Town
Unit type: Private Home

Summer Solstice

Bedrooms: 9
Baths: 9
Neighborhood: Historic Old Town
Unit type: Private Home

Sundrenched Reflections

Bedrooms: 3
Baths: 2
Neighborhood: Sunset Marina
Unit type: Condo

Sunset Dreams

Bedrooms: 3
Baths: 2
Neighborhood: Sunset Marina
Unit type: Condo

Sunset Point

Bedrooms: 3
Baths: 2
Neighborhood: Sunset Marina
Unit type: Condo

Sunset Reverie

Bedrooms: 3
Baths: 2
Neighborhood: Sunset Marina
Unit type: Condo

Suzy's Parrot Perch

Bedrooms: 2
Baths: 1
Neighborhood: Historic Old Town
Unit type: Condo

Sweet Americana

Bedrooms: 8
Baths: 8
Neighborhood: Historic Old Town
Unit type: Private Home

Sweet Home Angelita

Bedrooms: 5
Baths: 4
Neighborhood: Historic Old Town
Unit type: Private Home

Swept Away

Bedrooms: 2
Baths: 2
Neighborhood: Historic Old Town
Unit type: Private Home

The Admiral's Estate

Bedrooms: 5
Baths: 5
Neighborhood: Truman Annex
Unit type: Estate

The Artists' Muse

Bedrooms: 4
Baths: 4
Neighborhood: Historic Old Town
Unit type: Private Home

The Commodore's Manor

Bedrooms: 5
Baths: 4
Neighborhood: Historic Old Town
Unit type: Townhome

The Contented Crane

Bedrooms: 3
Baths: 3
Neighborhood: Historic Old Town
Unit type: Townhome

The Coral Frog

Bedrooms: 2
Baths: 2
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

The Ibis & The Crane

Bedrooms: 6
Baths: 6
Neighborhood: Historic Old Town
Unit type: Townhome

The Lime & The Coconut

Bedrooms: 6
Baths: 6
Neighborhood: Historic Old Town
Unit type: Private Home

The Mayors' Manor

Bedrooms: 3
Baths: 3
Neighborhood: Historic Old Town
Unit type: Private Home

The Mellow Macaw

Bedrooms: 2
Baths: 1
Neighborhood: Historic Old Town
Unit type: Condo

The Painters' Gallery

Bedrooms: 3
Baths: 3
Neighborhood: Historic Old Town
Unit type: Private Home

The Polynesian House

Bedrooms: 4
Baths: 4
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

The Royal Compound

Bedrooms: 5
Baths: 4
Neighborhood: Truman Annex
Unit type: Estate

The Smiling Ibis

Bedrooms: 3
Baths: 3
Neighborhood: Historic Old Town
Unit type: Townhome

The Toasted Coconut

Bedrooms: 3
Baths: 3
Neighborhood: Historic Old Town
Unit type: Private Home

The Zesty Lime

Bedrooms: 3
Baths: 3
Neighborhood: Historic Old Town
Unit type: Private Home

Tidewater Views

Bedrooms: 2
Baths: 2
Neighborhood: Venture Out
Unit type: Cottage

Turtle Cove Views

Bedrooms: 2
Baths: 2
Neighborhood: Venture Out
Unit type: Cottage

Villa Angelita

Bedrooms: 3
Baths: 2
Neighborhood: Historic Old Town
Unit type: Condo

Villa Bahama

Bedrooms: 2
Baths: 2
Neighborhood: Truman Annex
Unit type: Townhome

Villa Cubana

Bedrooms: 2
Baths: 2
Neighborhood: Historic Old Town
Unit type: Townhome

Villa Moderna

Bedrooms: 2
Baths: 2
Neighborhood: Casa Marina / Casa East
Unit type: Private Home

Villa Olivietta

Bedrooms: 4
Baths: 5
Neighborhood: Historic Old Town
Unit type: Private Home

Viva Margarita!

Bedrooms: 3
Baths: 4
Neighborhood: Historic Old Town
Unit type: Private Home

Walking on Sunshine

Bedrooms: 2
Baths: 2
Neighborhood: 1800 Atlantic
Unit type: Condo

Windswept Palms

Bedrooms: 3
Baths: 2
Neighborhood: 1800 Atlantic
Unit type: Condo