Smathers Beach Key West Vacation Rentals With Beach
SOUTHERN CROSS ~ Conveniently Located 3 Bedroom, 2.5 Bathroom Gem w/ Pool
10
Excellent
·
·
3 br
·
Sleeps 7
·
Hardwood Floor · Workspace · Assigned Parking ·
From
$500/nightProperty
House · 3 Beds · 3 baths
Amenities
Hardwood Floor
Assigned Parking
Private Pool
Fitness Center
Dishwasher
Pool
Wifi
In Unit Laundry
Other spaces
Workspace, Kitchen
Private Pool Garden Villa
8.7
Very good
·
·
3 br
·
Sleeps 6
·
Fireplace · Smoking Allowed · Private Pool ·
From
$957/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Fireplace
Smoking Allowed
Private Pool
Oven
Dishwasher
Pool
Wifi
In Unit Laundry
Other spaces
Kitchen
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
9.4
Excellent
·
·
Studio
·
Sleeps 2
·
Ceiling Fan · Fitness Center · Pool ·
From
$325/nightProperty
Condo · Studio · 1 bath
Amenities
Ceiling Fan
Fitness Center
Pool
Wifi
Air Conditioning
Beach
Furnished
Swimming Pool
Other spaces
Kitchen
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
9.8
Excellent
·
·
1 br
·
Sleeps 4
·
High Ceilings · Ceiling Fan · Fitness Center ·
From
$364/nightProperty
Condo · 1 Bed · 1 bath
Amenities
High Ceilings
Ceiling Fan
Fitness Center
Oven
Dishwasher
Pool
Wifi
In Unit Laundry
Other spaces
Kitchen
COCONUT PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
9.5
Excellent
·
·
Studio
·
Sleeps 2
·
High Ceilings · Ceiling Fan · Fitness Center ·
From
$335/nightProperty
Condo · Studio · 1 bath
Amenities
High Ceilings
Ceiling Fan
Fitness Center
Pool
Wifi
In Unit Laundry
Air Conditioning
Beach
Other spaces
Kitchen
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
8.7
Very good
·
·
Studio
·
Sleeps 2
·
Ceiling Fan · Fitness Center · Pool ·
From
$295/nightProperty
Condo · Studio · 1 bath
Amenities
Ceiling Fan
Fitness Center
Pool
Wifi
In Unit Laundry
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
ROYAL PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Shared Pool!
9.5
Excellent
·
·
1 br
·
Sleeps 4
·
Assigned Parking · Ceiling Fan · Fitness Center ·
From
$365/nightProperty
Condo · 1 Bed · 1 bath
Amenities
Assigned Parking
Ceiling Fan
Fitness Center
Oven
Dishwasher
Pool
Wifi
In Unit Laundry
Other spaces
Kitchen
COCONUT PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen & Shared Pool!
9.6
Excellent
·
·
1 br
·
Sleeps 4
·
Ceiling Fan · Fitness Center · Dishwasher ·
From
$395/nightProperty
Condo · 1 Bed · 1 bath
Amenities
Ceiling Fan
Fitness Center
Dishwasher
Pool
Wifi
In Unit Laundry
Air Conditioning
Beach
Other spaces
Kitchen
The best of Zumper, delivered
Be the first to hear about new listings matching your search.
~The Escape ~ Your own tropical escape on private island!
10
Excellent
·
·
2 br
·
Sleeps 6
·
Oven · Balcony · Dishwasher ·
From
$403/nightProperty
House · 2 Beds · 3 baths
Amenities
Oven
Dishwasher
Pool
In Unit Laundry
Air Conditioning
Beach
Furnished
Swimming Pool
Other spaces
Balcony, Kitchen
2-Bedroom Villa at Hyatt Beach House! Quiet Beachfront Location! Sleeps 6
9.7
Excellent
·
·
2 br
·
Sleeps 6
·
Free Parking · Outdoor Space · Workspace ·
From
$513/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Free Parking
Ocean
Waterfront
Hot Tub
Fitness Center
Oven
Dishwasher
Pool
Other spaces
Workspace, Balcony, Kitchen
Private Resort Oasis
9.9
Excellent
·
·
6 br
·
Sleeps 12
·
Workspace · Private Pool · Oven ·
From
$738/nightProperty
House · 6 Beds · 6 baths
Amenities
Private Pool
Oven
Dishwasher
Pool
Wifi
In Unit Laundry
Air Conditioning
Beach
Other spaces
Workspace, Balcony, Kitchen
Green Goddess - 4 BD/3 BA Amazing 360 Degree Rooftop Views! RealKeyWest
No reviews
·
·
4 br
·
Sleeps 8
·
Private Pool · Fitness Center · Oven ·
From
$543/nightProperty
House · 4 Beds · 3 baths
Amenities
Private Pool
Fitness Center
Oven
Dishwasher
Pool
Wifi
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
SOUTHERNMOST SUNSHINE- 4 Bed/3 Bath- Old Town Key West w/ Pool & Parking!
No reviews
·
·
4 br
·
Sleeps 8
·
Outdoor Space · Walk In Closets · Workspace ·
From
$740/nightProperty
House · 4 Beds · 3 baths
Amenities
Walk In Closets
High Ceilings
Private Pool
Ceiling Fan
Oven
Dishwasher
Pool
Wifi
Other spaces
Workspace, Balcony, Kitchen
THE BLACK MARLIN - 3 BEDROOM / 2.5 BATHROOM WITH POOL & TIKI HUT
No reviews
·
·
3 br
·
Sleeps 6
·
Walk In Closets · On Site Laundry · Workspace ·
From
$450/nightProperty
House · 3 Beds · 3 baths
Amenities
Walk In Closets
On Site Laundry
High Ceilings
Private Pool
Ceiling Fan
Waterfront
Fitness Center
Oven
Other spaces
Workspace, Balcony, Kitchen
Paradise Cove TOO!
10
Excellent
·
·
4 br
·
Sleeps 8
·
Workspace · Private Pool · Ocean ·
From
$567/nightProperty
House · 4 Beds · 4 baths
Amenities
Private Pool
Ocean
Waterfront
Oven
Dishwasher
Pool
Wifi
In Unit Laundry
Other spaces
Workspace, Balcony, Kitchen
LA PUERTA ROSA~Charming 3 bed/2 bath Conch Home in Old Town Key West!
10
Excellent
·
·
3 br
·
Sleeps 6
·
Private Pool · Fitness Center · Oven ·
From
$263/nightProperty
House · 3 Beds · 2 baths
Amenities
Private Pool
Fitness Center
Oven
Dishwasher
Pool
Wifi
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
8.9
Very good
·
·
2 br
·
Sleeps 6
·
Hot Tub · Oven · Wifi ·
From
$201/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Hot Tub
Oven
Wifi
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
Dog-friendly condo in prime location - walk to dining & sights, near the beach!
8
Very good
·
·
2 br
·
Sleeps 6
·
On Site Laundry · Oven · Balcony ·
From
$121/nightProperty
Condo · 2 Beds · 2 baths
Amenities
On Site Laundry
Oven
Dishwasher
Wifi
In Unit Laundry
Air Conditioning
Beach
Furnished
Other spaces
Balcony, Kitchen
Sunny Condo w/ Entertainment, Balcony, & Great Location Near Beach - Dogs OK
9.4
Excellent
·
·
1 br
·
Sleeps 4
·
On Site Laundry · Waterfront · Oven ·
From
$151/nightProperty
Condo · 1 Bed · 1 bath
Amenities
On Site Laundry
Waterfront
Oven
Wifi
In Unit Laundry
Air Conditioning
Beach
Furnished
Other spaces
Balcony, Kitchen
BAHAMA PALMS~Adorable 3 Bedroom Home in Bahama Village with Pool!
No reviews
·
·
3 br
·
Sleeps 7
·
Workspace · Private Pool · Fitness Center ·
From
$329/nightProperty
House · 3 Beds · 2 baths
Amenities
Private Pool
Fitness Center
Oven
Dishwasher
Pool
Wifi
In Unit Laundry
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa!
9.3
Excellent
·
·
2 br
·
Sleeps 6
·
Ocean · Waterfront · Hot Tub ·
From
$700/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Ocean
Waterfront
Hot Tub
Fitness Center
Oven
Dishwasher
Pool
Wifi
Other spaces
Kitchen
Cockadoodle Cottage on Duval
9.2
Excellent
·
·
2 br
·
Sleeps 6
·
High Ceilings · Fitness Center · Oven ·
From
$552/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
High Ceilings
Fitness Center
Oven
Dishwasher
Pool
Wifi
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
Family home in gated community w/great amenities, shared pool, fitness center
8.4
Very good
·
·
3 br
·
Sleeps 6
·
On Site Laundry · Assigned Parking · Fitness Center ·
From
$451/nightProperty
House · 3 Beds · 3 baths
Amenities
On Site Laundry
Assigned Parking
Fitness Center
Oven
Dishwasher
Pool
Wifi
In Unit Laundry
Other spaces
Balcony, Kitchen
Forever ocean front views expansive 3 Bedroom Tropical Key West Paradise
9.1
Excellent
·
·
3 br
·
Sleeps 8
·
Ocean · Waterfront · Hot Tub ·
From
$729/nightProperty
Condo · 3 Beds · 3 baths
Amenities
Ocean
Waterfront
Hot Tub
Fitness Center
Oven
Dishwasher
Pool
In Unit Laundry
Other spaces
Balcony, Kitchen
Comfy dog-friendly suite with hot tubs & patio - great Old Town location
9
Excellent
·
·
1 br
·
Sleeps 4
·
Hot Tub · Wifi · In Unit Laundry ·
From
$160/nightProperty
House · 1 Bed · 1 bath
Amenities
Hot Tub
Wifi
In Unit Laundry
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
9.1
Excellent
·
·
4 br
·
Sleeps 12
·
Assigned Parking · Hot Tub · Oven ·
From
$663/nightProperty
Apartment · 4 Beds · 2 baths
Amenities
Assigned Parking
Hot Tub
Oven
Wifi
In Unit Laundry
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
Dog & Snowbird-Friendly Home with Private Pool - Walk to Parks & Beach
8
Very good
·
·
3 br
·
Sleeps 9
·
On Site Laundry · Assigned Parking · Private Pool ·
From
$242/nightProperty
House · 3 Beds · 3 baths
Amenities
On Site Laundry
Assigned Parking
Private Pool
Oven
Dishwasher
Pool
Wifi
In Unit Laundry
Other spaces
Balcony, Kitchen
Stunning, Oceanfront Home with Private Pool & Docks - Dog-Friendly
9
Excellent
·
·
5 br
·
Sleeps 18
·
Assigned Parking · Private Pool · Ocean ·
From
$300/nightProperty
House · 5 Beds · 3 baths
Amenities
Assigned Parking
Private Pool
Ocean
Waterfront
Oven
Dishwasher
Pool
Wifi
Other spaces
Kitchen
Comfortable Condo with Pool, Private Balcony, & Beach Access
8.7
Very good
·
·
2 br
·
Sleeps 6
·
Assigned Parking · Ocean · Waterfront ·
From
$323/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Assigned Parking
Ocean
Waterfront
Oven
Dishwasher
Pool
Wifi
In Unit Laundry
Other spaces
Balcony, Kitchen
BEST VIEWS in Key West from Somewhere on the Beach Book Now & Save
9.7
Excellent
·
·
2 br
·
Sleeps 6
·
Ocean · Waterfront · Hot Tub ·
From
$749/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Ocean
Waterfront
Hot Tub
Fitness Center
Oven
Dishwasher
Pool
Wifi
Other spaces
Balcony, Kitchen
**NATURES EDGE @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES...
9.9
Excellent
·
·
2 br
·
Sleeps 6
·
Central Heat · Ocean · Ceiling Fan ·
From
$478/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Central Heat
Ocean
Ceiling Fan
Waterfront
Hot Tub
Dishwasher
Pool
Wifi
Other spaces
Balcony, Kitchen
KEY WEST AFFORDABLE CONDO RENTAL LOCATED ON THE OCEAN BOOK TODAY
9.4
Excellent
·
·
2 br
·
Sleeps 6
·
Free Parking · Assigned Parking · Hot Tub ·
From
$509/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Free Parking
Assigned Parking
Hot Tub
Fitness Center
Oven
Dishwasher
Pool
Wifi
Other spaces
Balcony, Kitchen
BOOK YOUR KEY WEST ATLANTIC SUNRISE CONDO TODAY & SAVE WITH GREAT DEALS
9.5
Excellent
·
·
2 br
·
Sleeps 6
·
Hot Tub · Fitness Center · Oven ·
From
$571/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Hot Tub
Fitness Center
Oven
Pool
Wifi
In Unit Laundry
Air Conditioning
Beach
Other spaces
Balcony, Kitchen
**FOLLOW THE SUN @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
9.8
Excellent
·
·
2 br
·
Sleeps 6
·
Central Heat · Ocean · Ceiling Fan ·
From
$539/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Central Heat
Ocean
Ceiling Fan
Waterfront
Hot Tub
Dishwasher
Pool
Wifi
Other spaces
Balcony, Kitchen
@@ Beautifully Renovated Summer of 2020 Come and enjoy this lovely unit @@
8.9
Very good
·
·
2 br
·
Sleeps 6
·
Assigned Parking · Hot Tub · Fitness Center ·
From
$537/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Assigned Parking
Hot Tub
Fitness Center
Oven
Dishwasher
Pool
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
**RIVIERA AMERICANA @ THE BEACH** Ocean Views + LAST KEY SERVICES...
9.6
Excellent
·
·
3 br
·
Sleeps 8
·
Central Heat · Ocean · Ceiling Fan ·
From
$883/nightProperty
Condo · 3 Beds · 2 baths
Amenities
Central Heat
Ocean
Ceiling Fan
Waterfront
Hot Tub
Dishwasher
Pool
Wifi
Other spaces
Balcony, Kitchen
**CONCH IN THE TREETOPS @ 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES
9.7
Excellent
·
·
2 br
·
Sleeps 6
·
Central Heat · Ocean · Ceiling Fan ·
From
$471/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Central Heat
Ocean
Ceiling Fan
Waterfront
Hot Tub
Dishwasher
Pool
Wifi
Other spaces
Balcony, Kitchen
**NEPTUNE'S PENTHOUSE @ THE BEACH** Oceanfront Condo / Pool + LAST KEY SERVICE.
9.7
Excellent
·
·
2 br
·
Sleeps 6
·
High Ceilings · Central Heat · Ocean ·
From
$748/nightProperty
Condo · 2 Beds · 2 baths
Amenities
High Ceilings
Central Heat
Ocean
Ceiling Fan
Waterfront
Hot Tub
Dishwasher
Pool
Other spaces
Balcony, Kitchen
Top floor Ocean Views, Spacious 2 Bedroom Condo, Views from every room
9.2
Excellent
·
·
2 br
·
Sleeps 6
·
High Ceilings · Waterfront · Hot Tub ·
From
$589/nightProperty
Condo · 2 Beds · 2 baths
Amenities
High Ceilings
Waterfront
Hot Tub
Fitness Center
Oven
Dishwasher
Pool
In Unit Laundry
Other spaces
Balcony, Kitchen
**ATLANTIC REFLECTIONS @ THE BEACH** Ocean Penthouse / Pool + LAST KEY SERVICES.
9.9
Excellent
·
·
2 br
·
Sleeps 6
·
Central Heat · Ocean · Ceiling Fan ·
From
$678/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Central Heat
Ocean
Ceiling Fan
Waterfront
Hot Tub
Dishwasher
Pool
Wifi
Other spaces
Balcony, Kitchen
**SHANG-RI-LA @ THE BEACH** Oceanview Condo / Pool & Tennis + LAST KEY SERVICES.
9.7
Excellent
·
·
2 br
·
Sleeps 6
·
Central Heat · Ocean · Ceiling Fan ·
From
$607/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Central Heat
Ocean
Ceiling Fan
Waterfront
Hot Tub
Dishwasher
Pool
Wifi
Other spaces
Balcony, Kitchen
**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
9.7
Excellent
·
·
2 br
·
Sleeps 6
·
Central Heat · Ocean · Ceiling Fan ·
From
$644/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Central Heat
Ocean
Ceiling Fan
Waterfront
Hot Tub
Dishwasher
Pool
Wifi
Other spaces
Balcony, Kitchen
BOOK NOW CONTEMPORARY LUXURY WITH STUNNING OCEAN VIEWS AMAZING VALUE
9.1
Excellent
·
·
2 br
·
Sleeps 6
·
Hot Tub · Fitness Center · Oven ·
From
$593/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Hot Tub
Fitness Center
Oven
Dishwasher
Pool
Wifi
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
Beach Club #104 - Unique oceanfront living with breathtaking views
9.5
Excellent
·
·
2 br
·
Assigned Parking · Central Heat · Ocean ·
From
$448/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Assigned Parking
Central Heat
Ocean
Waterfront
Fitness Center
Oven
Dishwasher
Pool
Other spaces
Balcony, Kitchen
**WINDSWEPT PALMS @ THE BEACH** Oceanfront / Pool & Jacuzzi + LAST KEY SERVICE
9.7
Excellent
·
·
3 br
·
Sleeps 6
·
Central Heat · Ocean · Ceiling Fan ·
From
$954/nightProperty
Condo · 3 Beds · 2 baths
Amenities
Central Heat
Ocean
Ceiling Fan
Waterfront
Hot Tub
Dishwasher
Pool
Wifi
Other spaces
Balcony, Kitchen
**CIELO AZUL @ THE BEACH CLUB** Oceanfront Condo / Pools + LAST KEY SERVICES...
9.8
Excellent
·
·
2 br
·
Sleeps 6
·
Walk In Closets · Assigned Parking · Central Heat ·
From
$570/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Walk In Closets
Assigned Parking
Central Heat
Ceiling Fan
Dishwasher
Pool
Wifi
In Unit Laundry
Other spaces
Balcony, Kitchen
**CASA SUITE CASA @ CASA MARINA** Lush Home / Pool + LAST KEY SERVICE...
10
Excellent
·
·
4 br
·
Sleeps 8
·
Outdoor Space · High Ceilings · Private Pool ·
From
$358/nightProperty
House · 4 Beds · 5 baths
Amenities
High Ceilings
Private Pool
Central Heat
Ceiling Fan
Hot Tub
Dishwasher
Pool
Wifi
Other spaces
Balcony, Kitchen
Ocean Breezes, Morning Sunrises, Excellent nightly rental condo on the ocean.
9.5
Excellent
·
·
2 br
·
Sleeps 6
·
Carpet · Hot Tub · Fitness Center ·
From
$588/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Carpet
Hot Tub
Fitness Center
Oven
Dishwasher
Pool
Wifi
In Unit Laundry
Other spaces
Balcony, Kitchen
Winter 2023 gaps Enchanting garden view on the Ocean- Fantastic Value
9.1
Excellent
·
·
2 br
·
Sleeps 6
·
Assigned Parking · Hot Tub · Fitness Center ·
From
$508/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Assigned Parking
Hot Tub
Fitness Center
Oven
Dishwasher
Pool
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
**CAYO CALYPSO @ HIGGS BEACH** Modern Home / Pool + LAST KEY SERVICES...
10
Excellent
·
·
3 br
·
Sleeps 8
·
Assigned Parking · Private Pool · Central Heat ·
From
$268/nightProperty
House · 3 Beds · 3 baths
Amenities
Assigned Parking
Private Pool
Central Heat
Ceiling Fan
Dishwasher
Pool
Wifi
In Unit Laundry
Other spaces
Balcony, Kitchen
Showing 1 - 50 of 452 results
Home > Destinations Vacation Rentals > Smathers Beach Key West Vacation Rentals > Smathers Beach Key West beach Vacation Rentals
Updated: March 21, 2023
