Holiday Rentals near Southernmost Point
Whitehead Street, Key West, Florida 33040
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Bedrooms
Bathrooms
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Property type
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Distance from
5 km
99 rentals in Key West.
Key West Suites Hotel 205
Condo/Apartment
1.0 kilometres from Southernmost Point
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Island Suite @ KW Vacation
Condo/Apartment
1.3 kilometres from Southernmost Point
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Eleanor's Place in Key West Old Town - Dogs Ok
Holiday Rental House
0.3 kilometres from Southernmost Point
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Clean Apartment in Old Town Key West (Best Downtown Locations)
Condo/Apartment
1.4 kilometres from Southernmost Point
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D
Condo/Apartment
1.4 kilometres from Southernmost Point
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Clean Apartment in Old Town Key West (Best Downtown Locations)
Condo/Apartment
1.4 kilometres from Southernmost Point
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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One-bedroom time share suite in the heart of Old Key West
Condo/Apartment
1.3 kilometres from Southernmost Point
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Key West Suites Hotel unit 201
Condo/Apartment
1.0 kilometres from Southernmost Point
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Sweet Caroline Seaport Floor 2
Holiday Rental House
1.4 kilometres from Southernmost Point
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Oasis: Stylishly Updated 1BR Home Convenient to Duval St & Beaches, Shared P
Holiday Rental House
1.1 kilometres from Southernmost Point
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Shipyard-1/2 Block Duval Street
Holiday Rental House
1.0 kilometres from Southernmost Point
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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A Change in Latitudes - TRUMAN ANNEX
Condo/Apartment
1.0 kilometres from Southernmost Point
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Truman Annex-Steps to Famous Duval Street
Holiday Rental House
1.3 kilometres from Southernmost Point
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Key West, Private Beach, Fishing Pier, Old Town, Galleon Resort
Condo/Apartment
1.8 kilometres from Southernmost Point
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private, heated pool. Private yard.
Condo/Apartment
1.4 kilometres from Southernmost Point
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Historic Carriage House
Holiday Rental House
0.6 kilometres from Southernmost Point
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Key West Hideaway with a Pool, Digital Workspace, and Privacy
Holiday Rental House
1.3 kilometres from Southernmost Point
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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'Little Paradise' Historic Seaport Old Town Key West
Holiday Rental House
1.4 kilometres from Southernmost Point
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Tree House Old Town 2 Bedroom MONTHLY Rental
Holiday Rental House
0.3 kilometres from Southernmost Point
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterp
Condo/Apartment
0.8 kilometres from Southernmost Point
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Ella Varela: Gorgeous Conch Cottage in Key West's Heart, Close to Old Town & Bea
Holiday Rental House
1.0 kilometres from Southernmost Point
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH
Condo/Apartment
0.3 kilometres from Southernmost Point
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry
Condo/Apartment
1.4 kilometres from Southernmost Point
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Truman's Treasure: Beautifully Updated 2nd Floor Condo, Perfectly Convenient to
Condo/Apartment
1.0 kilometres from Southernmost Point
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Southernmost Beauty
Holiday Rental House
0.2 kilometres from Southernmost Point
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Nature's Boutique
Condo/Apartment
2.1 kilometres from Southernmost Point
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Pinder House: Discover Key West Charm at Historic Eyebrow Home, Steps from D
Holiday Rental House
1.1 kilometres from Southernmost Point
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
Holiday Rental House
0.2 kilometres from Southernmost Point
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Living On the Hook in Key West Harbour
Holiday Rental House
1.6 kilometres from Southernmost Point
3 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
Holiday Rental House
0.5 kilometres from Southernmost Point
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Conch Haven Cottage Old Town Studio MONTHLY Rental
Condo/Apartment
0.5 kilometres from Southernmost Point
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Studio Blue
Condo/Apartment
1.1 kilometres from Southernmost Point
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Henry's Piece Of Paradise On The Ocean In Key West
Condo/Apartment
2.1 kilometres from Southernmost Point
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Vahevala: Your Tranquil Mid-Town Key West Oasis, 3BR Home, Pool & Close to Beach
Holiday Rental House
1.6 kilometres from Southernmost Point
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.
Holiday Rental House
1.4 kilometres from Southernmost Point
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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HISTORIC KEY WEST - Cigar House - Sleeps 4
Holiday Rental House
0.8 kilometres from Southernmost Point
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Casa Del Sol, a Key West Vacation (Truman Annex)
Holiday Rental House
1.0 kilometres from Southernmost Point
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes
Holiday Rental House
1.0 kilometres from Southernmost Point
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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HISTORIC KEY WEST - Conch House - Sleeps 5
Holiday Rental House
0.8 kilometres from Southernmost Point
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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KEY WEST and 3 Bikes or Walk Everywhere! 2 Porches, Pool, Parking & WIFI
Condo/Apartment
1.0 kilometres from Southernmost Point
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Paradise: Beautifully Updated Conch Home, Pool, Quiet But Close Enough To Walk T
Holiday Rental House
0.8 kilometres from Southernmost Point
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sweet Caroline Seaport Key West Home Rental
Holiday Rental House
1.4 kilometres from Southernmost Point
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A Spring Break vacation paradise! And a short walk to the best of Key West!
Condo/Apartment
0.8 kilometres from Southernmost Point
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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HISTORIC KEY WEST - Turtle House - Sleeps 6
Holiday Rental House
0.8 kilometres from Southernmost Point
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Oceanfront 2 Bedroom 2 Bath Condo Key West Florida
Condo/Apartment
2.1 kilometres from Southernmost Point
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Best Downtown Location Monthly Rental Open Nov 2023- Jan 2024
Condo/Apartment
0.5 kilometres from Southernmost Point
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Mermaids House, Historic Old Town Key West
Holiday Rental House
0.6 kilometres from Southernmost Point
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury Condominium in Old Town | Monthly Rental at Steamplant Key West
Condo/Apartment
1.6 kilometres from Southernmost Point
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage
Condo/Apartment
2.1 kilometres from Southernmost Point
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tranquility by Smathers and 10 minute bike downtown Key West value savings
Condo/Apartment
1.9 kilometres from Southernmost Point
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 99
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