Smathers Beach Key West Vacation Rentals

PRICE PER NIGHT

ACCOMMODATION TYPES

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.
Price drop
Steps to Duval-Pool-Hot tub- Sleeps 16- BIG groups
10

Excellent

·
House
·
5 br
·
Sleeps 16
·
Storage · Furnished · Wifi ·
From
$1,601/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
Storage
Furnished
Wifi
On Site Laundry
Air Conditioning
Swimming Pool
Private Pool
Pool
Other spaces
Balcony, Kitchen
Price drop
Hot tub house/Steps from Duval/Sleeps 6
10

Excellent

·
House
·
5 br
·
Sleeps 6
·
Storage · Kitchen · Oven ·
From
$422/night
Check availability
Property
House · 5 Beds · 2 baths
Amenities
Storage
Oven
Furnished
Dishwasher
Wifi
Hot Tub
Air Conditioning
On Site Laundry
Other spaces
Kitchen
Price drop
Villa Déjà vu Key West
10

Excellent

·
Apartment
·
4 br
·
Sleeps 10
·
Wifi · Private Pool · Air Conditioning ·
From
$884/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
Wifi
Private Pool
Air Conditioning
Oven
Dishwasher
Swimming Pool
Beach
On Site Laundry
Other spaces
Balcony, Kitchen, Workspace, Deck
Price drop
Just steps to Duval- Sleeps 10- Pool House
10

Excellent

·
House
·
3 br
·
Sleeps 10
·
Kitchen · Outdoor Space · Furnished ·
From
$692/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Furnished
Oven
Roof Deck
Private Pool
Wifi
Swimming Pool
On Site Laundry
Air Conditioning
Other spaces
Kitchen, Balcony
Price drop
COLORFUL COCKTAIL at The Truman Annex in Key West
10

Excellent

·
Condo
·
2 br
·
Sleeps 6
·
Ceiling Fan · Hardwood Floor · Furnished ·
From
$429/night
Check availability
Property
Condo · 2 Beds · 3 baths
Amenities
Ceiling Fan
Hardwood Floor
Furnished
Wifi
Air Conditioning
High Ceilings
Dishwasher
Pool
Other spaces
Kitchen, Balcony
**BANANA BLOSSOMS @ THE ANNEX** Lush Villa by Beach + Pool + LAST KEY SERVICES
10

Excellent

·
House
·
2 br
·
Sleeps 6
·
Ceiling Fan · Pool · Furnished ·
From
$457/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Ceiling Fan
Pool
Furnished
Swimming Pool
Residents Lounge
Air Conditioning
Concierge Service
Oven
Other spaces
Workspace, Balcony, Kitchen

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 $80. Use the price filter at the top of the page to search for more specific prices.
Price drop
Windchime by AvantStay | Walk to Duval Street | Month Long Stays Only

No rating

·
House
·
1 br
·
Sleeps 2
·
Swimming Pool · Air Conditioning · Kitchen ·
From
$80/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Swimming Pool
Air Conditioning
In Unit Laundry
Dishwasher
Wifi
Pool
Furnished
Oven
Other spaces
Kitchen
Price drop
Curry House by Brightwild | Balcony & Pool - Rm #7
10

Excellent

·
Apartment
·
1 br
·
Sleeps 2
·
On Site Laundry · Pool · High Ceilings ·
From
$87/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Pool
High Ceilings
Furnished
Wifi
Private Pool
Air Conditioning
Swimming Pool
Other spaces
Balcony, Kitchen
Price drop
Curry House by Brightwild | Balcony & Pool - Rm #5
10

Excellent

·
Apartment
·
1 br
·
Sleeps 2
·
Wifi · Furnished · On Site Laundry ·
From
$87/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Furnished
On Site Laundry
Private Pool
Swimming Pool
Air Conditioning
Residents Lounge
Pool
Other spaces
Balcony, Kitchen
Price drop
Curry House by Brightwild | Balcony & Pool - Rm #2
10

Excellent

·
Apartment
·
1 br
·
Sleeps 2
·
Private Pool · On Site Laundry · Pool ·
From
$87/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Private Pool
On Site Laundry
Pool
Swimming Pool
Mountains
Wifi
Oven
Dishwasher
Other spaces
Kitchen, Balcony
Ibis by AvantStay | Close to Duval Street w/ Shared Pool | Month Long Stays Only

No rating

·
House
·
1 br
·
Sleeps 2
·
Air Conditioning · Swimming Pool · Furnished ·
From
$90/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Air Conditioning
Swimming Pool
Furnished
In Unit Laundry
Pool
Dishwasher
On Site Laundry
Wifi
Other spaces
Kitchen
Price drop
Solares in Key West, FL

No rating

·
House
·
1 br
·
Sleeps 2
·
Ceiling Fan · Furnished · Hardwood Floor ·
From
$91/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Ceiling Fan
Furnished
Hardwood Floor
Beach
High Ceilings
In Unit Laundry
Air Conditioning
Wifi
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.
Price drop
**MARINER’S HIDDEN HAVEN @ KEY HAVEN** Waterfront Home & Pool + LAST KEY SERVICE
10

Excellent

·
House
·
2 br
·
Sleeps 8
·
Air Conditioning · Wheelchair Accessible · Wifi ·
From
$289/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Air Conditioning
Wheelchair Accessible
Wifi
Pool
Swimming Pool
Residents Lounge
Central Heat
Storage
Other spaces
Workspace, Kitchen
Price drop
**DOCKSIDE DAYDREAMS @ COCONUT MALLORY** Marina Villa + LAST KEY SERVICES…
10

Excellent

·
House
·
2 br
·
Sleeps 6
·
Air Conditioning · Wifi · Outdoor Space ·
From
$398/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Air Conditioning
Wifi
Assigned Parking
Dishwasher
Oven
Swimming Pool
Central Heat
Elevator
Other spaces
Balcony, Workspace, Kitchen
**SOUTHERNMOST VISTAS @ SOUTHERNMOST** Gorgeous Home & Pool + LAST KEY SERVICES…

No rating

·
House
·
4 br
·
Sleeps 10
·
Central Heat · Dishwasher · Balcony ·
From
$411/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Central Heat
Dishwasher
Pool
Roof Deck
Swimming Pool
Residents Lounge
Private Pool
Assigned Parking
Other spaces
Balcony, Kitchen, Workspace

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

Heading to Smathers Beach Key West 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.
Curry House by Brightwild | Balcony & Pool - Rm #6
10

Excellent

·
Apartment
·
1 br
·
Sleeps 2
·
Swimming Pool · Wifi · On Site Laundry ·
From
$129/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Swimming Pool
Wifi
On Site Laundry
Air Conditioning
Pool
Private Pool
Furnished
Other spaces
Balcony, Kitchen
Curry House by Brightwild | Balcony & Pool - Rm #8
10

Excellent

·
Apartment
·
1 br
·
Sleeps 2
·
On Site Laundry · Wifi · Furnished ·
From
$114/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Wifi
Furnished
Pool
Private Pool
Air Conditioning
Swimming Pool
Other spaces
Kitchen, Balcony
Price drop
Cozy Queen Room at Southernmost Beach Resort

No rating

·
House
·
1 br
·
Sleeps 2
·
Swimming Pool · Concierge Service · Beach ·
From
$422/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Swimming Pool
Concierge Service
Beach
Fitness Center
Assigned Parking
Elevator
Pool
Business Center
Other spaces
Workspace
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Updated: September 22, 2023