Smathers Beach Vacation Rentals With Beach

Top-Rated Vacation Rentals in Smathers Beach, FL

Book a vacation rental in Smathers Beach that has the highest visitor rating. Here are 6 of the best vacation rentals in Smathers Beach.
Price drop
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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Fitness Center · Balcony · Outdoor Space ·
From
$425/night
Check availability
Property
Condo · 2 Beds · 1 bath
Amenities
Fitness Center
Wifi
Dishwasher
Concierge Service
On Site Laundry
Beach
Ceiling Fan
Assigned Parking
Other spaces
Balcony, Kitchen
💲 HUGE DISCOUNT for 28 day OCEAN FRONT! 90 FT BALCONY💰
10

Excellent

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3 br
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Sleeps 6
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Air Conditioning · Pool · Oven ·
From
$523/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Air Conditioning
Pool
Oven
Wheelchair Accessible
Swimming Pool
Beach
Wifi
On Site Laundry
Other spaces
Balcony, Kitchen, Workspace
Key West Dollhouse with private parking
10

Excellent

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2 br
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Sleeps 6
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Beach · Oven · Wifi ·
From
$211/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Beach
Oven
Wifi
Hot Tub
On Site Laundry
Waterfront
Dishwasher
Air Conditioning
Other spaces
Kitchen
Price drop
Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard
10

Excellent

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2 br
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Sleeps 4
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Outdoor Space · Beach · Hardwood Floor ·
From
$714/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Beach
Hardwood Floor
Private Pool
High Ceilings
Air Conditioning
Furnished
On Site Laundry
Pool
Other spaces
Workspace, 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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Swimming Pool · Wheelchair Accessible · Oven ·
From
$409/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Swimming Pool
Wheelchair Accessible
Oven
Furnished
Elevator
Hot Tub
Fitness Center
Beach
Other spaces
Workspace, Kitchen, Balcony
OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!
10

Excellent

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2 br
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Sleeps 6
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On Site Laundry · Balcony · Pool ·
From
$984/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
On Site Laundry
Pool
Furnished
Beach
Storage
Wifi
Air Conditioning
Dishwasher
Other spaces
Balcony, Kitchen

Budget-Friendly Vacation Rentals in Smathers Beach, FL

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

No rating

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1 br
·
Sleeps 4
·
Fitness Center · Concierge Service · Air Conditioning ·
From
$100/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Fitness Center
Concierge Service
Air Conditioning
Beach
Oven
Dishwasher
Hot Tub
On Site Laundry
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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Kitchen · Swimming Pool · Elevator ·
From
$100/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Swimming Pool
Elevator
Private Pool
Beach
Pool
Furnished
Residents Lounge
Fitness Center
Other spaces
Kitchen, Balcony
Price drop
BEACHY KEEN ~ Charming 1 BR, 1 Ba Home w/ Loft in Great Location!
10

Excellent

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1 br
·
Sleeps 4
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Outdoor Space · Dishwasher · Kitchen ·
From
$104/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Dishwasher
On Site Laundry
Oven
Fitness Center
Furnished
High Ceilings
Air Conditioning
Beach
Other spaces
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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Outdoor Space · Residents Lounge · Kitchen ·
From
$104/night
Check availability
Property
Condo · Studio · 1 bath
Amenities
Residents Lounge
Dishwasher
On Site Laundry
Wifi
Furnished
Concierge Service
Fitness Center
Beach
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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Beach · Oven · Pool ·
From
$106/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Beach
Oven
Pool
Residents Lounge
Fitness Center
Swimming Pool
Furnished
Concierge Service
Other spaces
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
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Air Conditioning · Fitness Center · Beach ·
From
$109/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Air Conditioning
Fitness Center
Beach
Pool
Furnished
Concierge Service
Oven
Residents Lounge
Other spaces
Kitchen

Furnished Vacation Rentals in Smathers Beach, FL

We've collected furnished vacation rentals in Smathers Beach so you can spend more time relaxing and enjoying your trip.
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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
$2,409/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
Price drop
Classic Elegance by Brightwild-Dock &Home w Pool

No rating

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4 br
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Sleeps 10
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Wifi · Furnished · Private Pool ·
From
$2,280/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
$2,736/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, FL

Whether you need air conditioning or central heating, these vacation rentals are for you.
Southern Comfort: Luxury Waterfront Home with private pool & lush landscaping
10

Excellent

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4 br
·
Sleeps 8
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Ocean · Swimming Pool · Central Heat ·
From
$989/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Ocean
Swimming Pool
Central Heat
Waterfront
Furnished
Walk In Closets
On Site Laundry
Pool
Other spaces
Balcony, Kitchen
Paris Mango: Waterfront Luxury Home with Ocean View & Heated Private Pool!
10

Excellent

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4 br
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Sleeps 8
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Ceiling Fan · Private Pool · Storage ·
From
$875/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Ceiling Fan
Private Pool
Storage
On Site Laundry
Furnished
Fitness Center
Wifi
Ocean
Other spaces
Kitchen, Balcony
Nautical Wheeler: Waterfront Home with private Pool & lush landscaping
10

Excellent

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4 br
·
Sleeps 8
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Waterfront · Walk In Closets · Dishwasher ·
From
$835/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Waterfront
Walk In Closets
Dishwasher
Furnished
Ocean
Fitness Center
Private Pool
Wifi
Other spaces
Kitchen, Balcony

Family-Friendly Vacation Rentals in Smathers Beach, FL

Heading to Smathers Beach for your next family vacation? Check out these family-friendly vacation rentals, which have more bedrooms and more space for you and your loved ones. Use the filters at the top of the page to narrow your search and find what you need.
THE GOOD LIFE ~ Charming 1 Bedroom, 1 Bath Truman Annex Condo!
10

Excellent

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1 br
·
Sleeps 2
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Kitchen · Pool · Concierge Service ·
From
$459/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Pool
Concierge Service
Dishwasher
Storage
Residents Lounge
Furnished
Fitness Center
On Site Laundry
Other spaces
Kitchen, Balcony
Price drop
Key West Experience like No Other! Pet-friendly, 3 Pools!

No rating

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1 br
·
Sleeps 4
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Air Conditioning · Beach · Balcony ·
From
$854/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Beach
Furnished
Swimming Pool
Waterfront
Concierge Service
Residents Lounge
Elevator
Other spaces
Balcony, Workspace
Ann Street Gardens in Key West

No rating

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1 br
·
Sleeps 3
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High Ceilings · Swimming Pool · Pool ·
From
$460/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
High Ceilings
Swimming Pool
Pool
Beach
Furnished
Ceiling Fan
Wifi
Air Conditioning
Other spaces
Kitchen
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Updated: September 27, 2023