Smathers Beach Key West Vacation Rentals With Beach

Top-Rated Vacation Rentals in Smathers Beach Key West, FL

Book a vacation rental in Smathers Beach Key West that has the highest visitor rating. Here are 6 of the best vacation rentals in Smathers Beach Key West.
JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!
10

Excellent

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2 br
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Sleeps 4
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Assigned Parking · Beach · Outdoor Space ·
From
$467/night
Check availability
Property
Condo · 2 Beds · 1 bath
Amenities
Assigned Parking
Beach
Wifi
Concierge Service
Air Conditioning
Furnished
Fitness Center
Dishwasher
Other spaces
Balcony, Kitchen
Key West Dollhouse with private parking
10

Excellent

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2 br
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Sleeps 6
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Waterfront · Oven · Wifi ·
From
$215/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Waterfront
Oven
Wifi
Hot Tub
Air Conditioning
Furnished
Beach
Dishwasher
Other spaces
Kitchen
Eisenhower Retreat: Conch style home in Oldtown with private pool AND dock!
10

Excellent

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4 br
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Sleeps 10
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Ocean · High Ceilings · Swimming Pool ·
From
$1,133/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Ocean
High Ceilings
Swimming Pool
Fitness Center
Dishwasher
Concierge Service
Assigned Parking
In Unit Laundry
Other spaces
Kitchen, Balcony
Spectacuar views of Smather's Beach and the Atlantic Ocean
10

Excellent

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2 br
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Sleeps 6
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Fitness Center · Residents Lounge · Onsite Management ·
From
$392/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Fitness Center
Residents Lounge
Onsite Management
Oven
Swimming Pool
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Kitchen, Balcony
Key West Beach Front Studio! Found! The only private Key West-Ocean View Inn
10

Excellent

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Studio
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Sleeps 2
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Furnished · Outdoor Space · Beach ·
From
$472/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Furnished
Beach
Fitness Center
Waterfront
Swimming Pool
Pool
Ocean
Concierge Service
Other spaces
Kitchen
Price drop
Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
10

Excellent

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2 br
·
Sleeps 6
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Waterfront · Pool · Dishwasher ·
From
$402/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Waterfront
Pool
Dishwasher
In Unit Laundry
Wheelchair Accessible
Elevator
Oven
Beach
Other spaces
Workspace, Kitchen, Balcony

Budget-Friendly Vacation Rentals in Smathers Beach Key West, FL

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Smathers Beach Key West starting at $100. Use the price filter at the top of the page to search for more specific prices.
Price drop
ANCHORS AWAY ~ Cheerful 1 BR, 1 Ba Condo in The Meadows!

No rating

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1 br
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Sleeps 4
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Dishwasher · Hot Tub · Beach ·
From
$100/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Dishwasher
Hot Tub
Beach
Fitness Center
Garage Parking
On Site Laundry
Storage
Concierge Service
Other spaces
Kitchen
Seaside Condo, 2 pools 2 minute walk to beach!!!!!
10

Excellent

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1 br
·
Sleeps 2
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Swimming Pool · Elevator · Oven ·
From
$100/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Swimming Pool
Elevator
Oven
Beach
Furnished
In Unit Laundry
Private Pool
Wifi
Other spaces
Balcony, Kitchen
THE HIDDEN GEM ~ Charming Renovated Studio with Large Community Pool!

No rating

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Studio
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Sleeps 2
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Beach · Garage Parking · Oven ·
From
$103/night
Check availability
Property
Condo · Studio · 1 bath
Amenities
Beach
Garage Parking
Oven
Furnished
Pool
Wifi
Residents Lounge
Dishwasher
Other spaces
Kitchen
Price drop
CABIN FEVER ~ First Floor 1 Bedroom, 1 Bathroom with Full Kitchen and Pool!
10

Excellent

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1 br
·
Sleeps 2
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Residents Lounge · Furnished · Fitness Center ·
From
$106/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Residents Lounge
Furnished
Fitness Center
Concierge Service
Garage Parking
Beach
Swimming Pool
In Unit Laundry
Other spaces
Kitchen
Price drop
Bay's Hideaway in Key West

No rating

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1 br
·
Sleeps 2
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Beach · Pool · Wifi ·
From
$108/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Beach
Pool
Wifi
Hardwood Floor
In Unit Laundry
Ceiling Fan
Air Conditioning
Swimming Pool
Other spaces
Balcony, Kitchen
Price drop
NEWTON'S NEST ~ Adult Only, 1 Bedroom, 1 Bath Condo w/ Shared Pool!

No rating

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1 br
·
Sleeps 2
·
Dishwasher · Residents Lounge · In Unit Laundry ·
From
$108/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Dishwasher
Residents Lounge
In Unit Laundry
Air Conditioning
Fitness Center
Concierge Service
Swimming Pool
Garage Parking
Other spaces
Kitchen

Furnished Vacation Rentals in Smathers Beach Key West, FL

We've collected furnished vacation rentals in Smathers Beach Key West so you can spend more time relaxing and enjoying your trip.
Price drop
Papa's Abode by Brightwild-Huge Home & Pool

No rating

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4 br
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Sleeps 10
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Dishwasher · Free Parking · Swimming Pool ·
From
$2,470/night
Check availability
Property
Apartment · 4 Beds · 5 baths
Amenities
Dishwasher
Free Parking
Swimming Pool
Wifi
Private Pool
Furnished
Air Conditioning
Pool
Other spaces
Kitchen
Classic Elegance by Brightwild-Dock &Home w Pool

No rating

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4 br
·
Sleeps 10
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Wifi · Furnished · Private Pool ·
From
$2,470/night
Check availability
Property
Apartment · 4 Beds · 5 baths
Amenities
Wifi
Furnished
Private Pool
Free Parking
Air Conditioning
Pool
Oven
Dishwasher
Other spaces
Kitchen
Price drop
Contemporary Waves by Brightwild-Huge Pool, Dock

No rating

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4 br
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Sleeps 12
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Kitchen · Air Conditioning · Private Pool ·
From
$2,746/night
Check availability
Property
Apartment · 4 Beds · 4 baths
Amenities
Air Conditioning
Private Pool
Dishwasher
Furnished
Wifi
Pool
Oven
Swimming Pool
Other spaces
Kitchen

Vacation Rentals With AC and/or Heat in Smathers Beach Key West, FL

Whether you need air conditioning or central heating, these vacation rentals are for you.
Paris Mango: Waterfront Luxury Home with Ocean View & Heated Private Pool!
10

Excellent

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4 br
·
Sleeps 8
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Pool · Hot Tub · Furnished ·
From
$989/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Pool
Hot Tub
Furnished
In Unit Laundry
Storage
Ceiling Fan
Swimming Pool
Central Heat
Other spaces
Kitchen, Balcony
Nautical Wheeler: Waterfront Home with private Pool & lush landscaping
10

Excellent

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4 br
·
Sleeps 8
·
Ocean · Kitchen · Swimming Pool ·
From
$1,017/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Ocean
Swimming Pool
Furnished
Walk In Closets
In Unit Laundry
Central Heat
Waterfront
Dishwasher
Other spaces
Kitchen, Balcony
Price drop
**THE ENCHANTED ROSE @ BEACHSIDE** Gorgeous Home & Pool + LAST KEY SERVICES…

No rating

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3 br
·
Sleeps 10
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Air Conditioning · Central Heat · Residents Lounge ·
From
$293/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Air Conditioning
Central Heat
Residents Lounge
Wifi
Oven
Swimming Pool
In Unit Laundry
Pool
Other spaces
Workspace, Kitchen
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Updated: October 4, 2023