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Lower Florida Keys Rentals

Lower Florida Keys Florida vacation rentals by owner offer a variety of amenities to enjoy your vacation in Lower Florida Keys Florida. Select a Lower Florida Keys Florida Rental below and start planning your Florida Keys Vacation!



Truman Annex Best Location in Town
Truman Annex Best Location in Town

Key West

 
Greetings from Paradise, where the temperature is 82 degrees, water temperature 80, and the wind SE
 

2 Beds, 2 Baths, Sleeps 5
Style: Condo

 
 



::POOLSIDE RETREAT @ THE CLUB:: Villa / Next to Pool / Quiet Gated Community....
::POOLSIDE RETREAT @ THE CLUB:: Villa / Next to Pool / Quiet Gated Community....

Key West

 
Poolside Retreat is a private two-story villa nestled in the lush tropical landscaping that surround
 

2 Beds, 2 Baths, Sleeps 6
Style: Villa

 
 



Bo's Tropical Get-a-Way in the   Florida Keys
Bo's Tropical Get-a-Way in the Florida Keys

Cudjoe Key

 
Free exclusive use of three kayaks(one two person kayak and two single person kayaks) and paddleboar
 

2 Beds, 2 Baths, Sleeps 6
Style: House

 
 



::TOP O' THE TOWN @ THE SEAPORT:: Sumptuous / 13 Ft Ceilings & Private Pool!...
::TOP O' THE TOWN @ THE SEAPORT:: Sumptuous / 13 Ft Ceilings & Private Pool!...

Key West

 
There is nothing else like this home in all of Key West: Card-only access to your assigned spaces in
 

3 Beds, 3 Baths, Sleeps 8
Style: Condo

 
 



::TROPICAL JEWEL @ THE SEAPORT:: Gemlike Cottage / Near Duval & Large Pool...
::TROPICAL JEWEL @ THE SEAPORT:: Gemlike Cottage / Near Duval & Large Pool...

Key West

 
If ever a home was a precious jewel, it is this immaculate restoration located on 320 Elizabeth Stre
 

3 Beds, 2 Baths, Sleeps 7
Style: House

 
 



::CASA PLUMERIA @ OLD TOWN SOUTH:: Luxury Home & Guest Cottage + Private Pool...
::CASA PLUMERIA @ OLD TOWN SOUTH:: Luxury Home & Guest Cottage + Private Pool...

Key West

 
‘Casa Plumeria’ is located on 1211 Margaret Street, an area of Old Town that is near the Souther
 

4 Beds, 3 Baths, Sleeps 10
Style: House

 
 



::MAISON TROPICALE @ SOLARES HILL:: Immaculate Home / Near Duval / Pool & Spa...
::MAISON TROPICALE @ SOLARES HILL:: Immaculate Home / Near Duval / Pool & Spa...

Key West

 
Imagine a traditional conch home in the Solares Hill section of Old Town stunningly restored, then
 

3 Beds, 3 Baths, Sleeps 8
Style: House

 
 



::CASA OLIVIANA @ SOLARES HILL:: Gorgeously Restored Home & Pool / Near Duval...
::CASA OLIVIANA @ SOLARES HILL:: Gorgeously Restored Home & Pool / Near Duval...

Key West

 
Finally, a large vacation home where every member of the family will be happy. From the vaulted livi
 

6 Beds, 6 Baths, Sleeps 14
Style: House

 
 



::CASA, SUITE CASA @ CASA MARINA:: Lavish New Home / 4 BR Suites / Pool & Spa...
::CASA, SUITE CASA @ CASA MARINA:: Lavish New Home / 4 BR Suites / Pool & Spa...

Key West

 
Imagine your whole group staying in one home, with each couple in their own private bedroom suite. A
 

4 Beds, 5 Baths, Sleeps 10
Style: House

 
 



::PARADISE PERFECTED @ SMATHERS BEACH:: Modern Home & Pool / A Block to Beach...
::PARADISE PERFECTED @ SMATHERS BEACH:: Modern Home & Pool / A Block to Beach...

Key West

 
Hidden behind an unassuming wall on a residential street in the casa marina east neighborhood is a v
 

3 Beds, 2 Baths, Sleeps 8
Style: House

 
 



::CARIBBEAN FLING @ SOUTHARD:: Delightful Cozy Cottage & Pool / Near Duval..
::CARIBBEAN FLING @ SOUTHARD:: Delightful Cozy Cottage & Pool / Near Duval..

Key West

 
Ever wish you could spend a month or two in one of those perfect little conch houses set along the s
 

2 Beds, 1 Baths, Sleeps 6
Style: House

 
 



::SOUTHERNMOST BLISS @ LOVE LANE:: Lavish Home & Pool / Cul-de-Sac Near Duval...
::SOUTHERNMOST BLISS @ LOVE LANE:: Lavish Home & Pool / Cul-de-Sac Near Duval...

Key West

 
Nestled at the end of a narrow, private lane just two short blocks from Duval Street and the Histori
 

3 Beds, 3 Baths, Sleeps 8
Style: House

 
 



::BRISA FRESCA @ THE ANNEX:: Bright & Airy / Private Home & Pool / Near Duval...
::BRISA FRESCA @ THE ANNEX:: Bright & Airy / Private Home & Pool / Near Duval...

Key West

 
A trip to Key West is like a breath of fresh air – the sounds of rustling palm trees, the scent of
 

3 Beds, 3 Baths, Sleeps 8
Style: House

 
 



::THE SMILING IBIS @ OLD TOWN:: Immaculate Home & Private Pool / Near Duval.....
::THE SMILING IBIS @ OLD TOWN:: Immaculate Home & Private Pool / Near Duval.....

Key West

 
Traveling to Key West with a group deserves the ultimate vacation rental home: plenty of space to st
 

3 Beds, 3 Baths, Sleeps 8
Style: House

 
 



 ::SOUTHERNMOST HOSPITALITY @ UPPER DUVAL:: Lavish / 5 Bedroom Suites & Pool....
::SOUTHERNMOST HOSPITALITY @ UPPER DUVAL:: Lavish / 5 Bedroom Suites & Pool....

Key West

 
“Southernmost Hospitality” is a luxurious private estate that occupies an entire corner of Old T
 

5 Beds, 5 Baths, Sleeps 12
Style: Estate

 
 



 ::GOOD DAY, SUNSHINE! @ OLD TOWN:: Sunny & Near Duval / Large Porch & Pool….
::GOOD DAY, SUNSHINE! @ OLD TOWN:: Sunny & Near Duval / Large Porch & Pool….

Key West

 
This meticulously renovated and decorated cottage is so bright and airy it will make you laugh, when
 

2 Beds, 2 Baths, Sleeps 6
Style: House

 
 



Oceanfront Condominium - Key West's Crown Jewel
Oceanfront Condominium - Key West's Crown Jewel

Key West

 
We know that you will enjoy staying in our little bit of paradise - our home away from home - Key We
 

2 Beds, 2 Baths, Sleeps 6
Style: Condo

 
 



::CONCH CASA GRANDE @ THE ANNEX:: 6 Master Suites / Private Pool & Near Duval...
::CONCH CASA GRANDE @ THE ANNEX:: 6 Master Suites / Private Pool & Near Duval...

Key West

 
Conch Casa Grande might well be the largest home available for vacation rental in the Truman Annex,
 

7 Beds, 7 Baths, Sleeps 12
Style: House

 
 



Location, Location, Location! Ocean View, Lagoon Beach Front
Location, Location, Location! Ocean View, Lagoon Beach Front

Key West

 
This 83' Houseboat is located at 6000 Peninsular Ave. Key West, FL 33040, slip 25. The property is f
 

3 Beds, 2 Baths, Sleeps 10
Style: House_boat

 
 



::NOONA'S MANSION-by-the-SEA @ THE ANNEX:: Ultimate Estate + Pool / Near Duval..
::NOONA'S MANSION-by-the-SEA @ THE ANNEX:: Ultimate Estate + Pool / Near Duval..

Key West

 
Located in the Truman Annex, a gated community with some of the most impressive homes in Key West, t
 

7 Beds, 5 Baths, Sleeps 14
Style: House

 
 






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