Book Direct & Save

At Last Key Realty, located in Key West, we work directly with homeowners to ensure you receive the best possible rental rate on your vacation rental property! Search our wide inventory of Key West Home Rentals, Condo Rentals, Rentals With Pools, Luxury Rentals, and more!

WHAT ARE THE BENEFITS?

When you book directly through a Vacation Rental Management Company like Last Key Realty, you not only get the best rate possible, but you also receive local assistance before and during your vacation! Cut out the middleman and book directly at the source. There are a lot of vacation rentals located in Key West, FL, and we can guarantee all of the vacation rentals in our program are well-managed and properly maintained. With a variety of amenities to select from, you are sure to find something for every member of your vacation crew.

NO ADDITIONAL FEES

Online Travel Agencies (OTA's) like VRBO, Tripadvisor, Airbnb and Expedia now charge you a service fee to book on their sites. Fees up to 20% are added to the cost of your reservation when you book through a third-party site. Save yourself those fees and book direct!

LOCAL SERVICE & EXPERTISE

To book at the lowest possible rate and get local knowledge and expertise, reserve online today or call us at 305.292.6266. Our staff is here to provide you with the highest level of customer service. We look forward to having you stay with us soon!

145 properties available

SEA CAPTAIN'S HAVEN is an immaculately furnished villa at the Porter Court Complex in Truman Annex, Key West's most desirable gated community, right in the middle of Old Town. At SEA CAPTAIN'S HAVEN, you'll be close to all of Key West's best restaurants and attractions, including Mallory Square and Fort Zachary Taylor State Park.THE LIVING AREA...S

Sea Captain's Haven

Townhome

$315^.00 - $1,319^.00 / per night

OLD TOWN OASIS is back! After three years out of the rental program, this luxurious condo has returned, with all the same elegance enjoyed by many guests since 2004, and with many improvements.You’ll be staying right near the ocean in Old Town but with all the quiet and solitude of an exclusive gated community. The Green Parrot (oldest blues bar in

Old Town Oasis

Condo

$325^.00 - $1,337^.00 / per night

Life in the Florida Keys is all about spending time outdoors, indulging in the things you love with the ones you love; and BLUE HORIZON is the perfect vacation home to experience Keys living for yourself. Whether your ideal day is floating around the large pool with a cold drink in hand, cruising the waters of the Lower Keys in your boat, or gather

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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)

Blue Horizon

Private Home

$295^.00 - $1,396^.00 / per night

4 bedrooms

3 baths

8 guests

DOCKSIDE DAYDREAMS is a tastefully decorated villa located in the Coconut Mallory Resort & Marina with two large community pools with plenty of chaises. There are also boat slips available on-site for rent if you want to bring your boat.THE LIVING AREA...This modern home has just undergone a complete renovation to a very high standard. No expen

Dockside Daydreams

Townhome

$200^.00 - $1,001^.00 / per night

If your idea of a vacation includes pampering yourself and indulging in the finer things in life, then a stay at the DUCHESS OF CATHERINE will be your cup of tea. This newly built, professionally designed home is fit for a King and offers plenty of space for all the members of your court. Located on Catherine Street, just steps from Duval Street, y

Duchess of Catherine

Private Home

$850^.00 - $4,588^.00 / per night

Dreaming of vacationing in a beautiful home, hitting the links on a tropical island, and cooling off with a dip in one of the Keys’ largest pools? A stay at KESTRAL KOVE will turn this lovely dream into a month-long reality. This 2 bedroom townhome is centrally located on the gated grounds of the Key West Golf Club. KESTRAL KOVE is steps away from

Monthly Rental

Kestral Kove

Townhome

$155^.00 - $500^.00 / per night

2 bedrooms

2 baths

7 guests

Perched above the sights and sounds of Duval Street, sits TOP OF OLD TOWN, a recently renovated 2-bedroom private home, located within a secluded community in the heart of Old Town. This hidden gem offers a spacious interior, multiple outdoor spaces, and access to the community pool. Combined with Last Key Realty’s Five Star Guest Services & Co

Top of Old Town

Condo

$333^.00 - $1,784^.00 / per night

2 bedrooms

2 baths

6 guests

BAHAMIAN BLUES is a two-story Caribbean-style private home occupying a quiet corner block of Bahama Village, one of Key West's most culturally diverse and vibrant neighborhoods. From this location, you’ll be just two blocks from world famous Duval Street and Key West’s most desirable restaurants, shopping, and attractions. In addition to a prime lo

Monthly Rental

Bahamian Blues

Private Home

$295^.00 - $1,050^.00 / per night

Key West has a unique way of appealing to anyone and everyone that visits the island, and it's easy to see why: the laid-back way of life, the historic charm and walkability of Old Town, and the overall 'good vibes' that the island has to offer those needing an escape from the day to day hustle and bustle of the real world. These same appealing cha

Good Vibrations

Private Home

$599^.00 - $3,499^.00 / per night

Formerly La Bonne Vie, SMOOTH SAILING has been meticulously furnished with a modern coastal feel, and the only beauty that competes with the interior is the spectacular views from your private oceanfront balcony. You'll be able to enjoy quiet afternoons with those balmy Key West breezes wafting through the floor-to-ceiling glass doors from the livi

Smooth Sailing

Condo

$253^.00 - $1,772^.00 / per night

The vacation opportunity of a lifetime awaits at GRAND KEY OASIS. This breathtaking one-of-a-kind property is the epitome of luxurious island living, featuring two separate homes connected by a covered pavilion that overlooks the exceptional backyard and resort-style private pool. The interior design of this compound will leave you marveling at the

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Grand Key Oasis

Compound

$850^.00 - $3,767^.00 / per night

ISLAND BLISS is a classic Old Town Key West home, complete with delicate gingerbread accents, a classic Southern front porch with rocking chairs, and lush, tropical foliage tastefully surrounding the property. This beautiful, historic two-story home has been lovingly cared for and restored with a mix of modern touches and traditional Key West influ

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Monthly Rental

Island Bliss

Private Home

$250^.00 - $728^.00 / per night

3 bedrooms

2 baths

8 guests

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