Short-Term Rentals in Smathers Beach, FL: Compare 10+ Sites & Save

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  5.  Key West
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2250 Best Short-Term Rentals in Smathers Beach (Starting from $180)

Dune Wind South by AvantStay Communal Pool Hot Tub Gated Community Close to Smathers Beach Month Long Stays Only
Dune Wind South by AvantStay Communal Pool Hot Tub Gated Community Close to Smathers Beach Month Long Stays Only
House
Key West, FL, USA
0.5k from Smathers Beach center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

2 Bedrooms4 Guests
New to Booking
$270
Average price / night
Check Availability
A Sunrise Lookout-B605
A Sunrise Lookout-B605
Condo
Key West, FL, 33040, United States
0.1k from Smathers Beach center

AC, Dryer, Kitchen, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$180
Average price / night
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The Breeze
The Breeze
House
FL, USA
0.5k from Smathers Beach center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
7.0

Good

2 reviews

$413
Average price / night
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A Sunkissed Bungalow-B205
A Sunkissed Bungalow-B205
Condo
Key West, FL, 33040, United States
0.1k from Smathers Beach center

AC, Balcony, Dryer, Elevator, Kitchen, Laundry, No Smoking, TV, Washer

2 Bedrooms4 Guests
New to Booking
$199
Average price / night
Check Availability
La Brisa 108N
La Brisa 108N
Apartment
Smathers Beach, Key West, Florida, USA
0.5k from Smathers Beach center

Sports/Activities, Security/Safety, Pool, Barbecue/Outdoor Cooking, Hot Tub, Accessibility, Laundry

3 Bedrooms8 Guests
New to Booking
$198
Average price / night
Check Availability
A Sandy Toes Retreat-A310
A Sandy Toes Retreat-A310
Condo
Key West, FL, 33040, United States
0.1k from Smathers Beach center

AC, Dryer, Kitchen, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$180
Average price / night
Check Availability
La Brisa Unit 105 North Building
La Brisa Unit 105 North Building
House
Key West, FL, USA
0.5k from Smathers Beach center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

2 Bedrooms6 Guests
8.3

Very Good

3 reviews

$796
Average price / night
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A KOKOMO COTTAGE-A311: 3  BR, 2  BA Condominium in Key West, Sleeps 6
A KOKOMO COTTAGE-A311: 3 BR, 2 BA Condominium in Key West, Sleeps 6
Condo
Key West, FL, 33040, United States
0.1k from Smathers Beach center

AC, Dryer, Kitchen, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$180
Average price / night
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Color of the Keys
Color of the Keys
Apartment
Key West, FL, USA
0.5k from Smathers Beach center

Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Hot tubs, Places to stay, Accessible hotels

2 Bedrooms6 Guests
New to Booking
$388
Average price / night
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Seaside Condo, DECEMBER SPECIAL
Seaside Condo, DECEMBER SPECIAL
Condo
Key West, FL, 33040, United States
0.1k from Smathers Beach center

AC, Arcade, Balcony, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet

1 Bedroom2 Guests
9.4

Superb

11 reviews

$216
Average price / night
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Brisa Del Mar by AvantStay Communal Pool Gated Community Ocean Front
Brisa Del Mar by AvantStay Communal Pool Gated Community Ocean Front
House
Key West, FL, USA
0.5k from Smathers Beach center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Accessible hotels

2 Bedrooms6 Guests
7.8

Good

5 reviews

$575
Average price / night
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Blue Escape-Beach Front, Ocean Views, Pool, AC, Kitchen, Patio
Blue Escape-Beach Front, Ocean Views, Pool, AC, Kitchen, Patio
Condo
Naval Air Station Key West, FL, 33040, United States
0.3k from Smathers Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$425
Average price / night
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Oceanfront Oasis
Oceanfront Oasis
House
Key West, FL, USA
0.6k from Smathers Beach center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$620
Average price / night
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Enjoy gentle ocean breezes and gorgeous views at Sea Orchid (La Brisa #405E)
Enjoy gentle ocean breezes and gorgeous views at Sea Orchid (La Brisa #405E)
Condo
Key West, FL, 33040, United States
0.4k from Smathers Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Internet, Kitchen

2 Bedrooms4 Guests
9.4

Superb

134 reviews

$497
Average price / night
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Riviera Americana by Last Key Realty
Riviera Americana by Last Key Realty
House
Key West, FL, USA
0.6k from Smathers Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

3 Bedrooms8 Guests
New to Booking
$1257
Average price / night
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Sunshine, beaches, and ocean breezes at Ocean Vista (La Brisa #403E)
Sunshine, beaches, and ocean breezes at Ocean Vista (La Brisa #403E)
Condo
Key West, FL, 33040, United States
0.4k from Smathers Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.4

Superb

111 reviews

$478
Average price / night
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Atlantic Sunrise Penthouse
Atlantic Sunrise Penthouse
House
Key West, FL, USA
0.7k from Smathers Beach center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$878
Average price / night
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Ocean views and beach breezes at La Brisa's #303 West
Ocean views and beach breezes at La Brisa's #303 West
Condo
Key West, FL, 33040, United States
0.4k from Smathers Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
8.4

Very Good

6 reviews

$200
Average price / night
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NEW Atlantic Escape - Beach & Pool
NEW Atlantic Escape - Beach & Pool
Apartment
Key West, FL, USA
0.7k from Smathers Beach center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay

2 Bedrooms4 Guests
New to Booking
$205
Average price / night
Check Availability
Dune Wind South by AvantStay | Gated Community | Close to Beach
Dune Wind South by AvantStay | Gated Community | Close to Beach
House
Key West, FL, 33040, United States
0.4k from Smathers Beach center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, No Smoking, Patio, Pool

2 Bedrooms4 Guests
New to Booking
$205
Average price / night
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Suite Sanctuary by Last Key Realty
Suite Sanctuary by Last Key Realty
Apartment
Key West, FL, USA
0.7k from Smathers Beach center

Apartments, Accommodations, Parking, Lodgings, Jacuzzis, Places to stay, Family

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1003
Average price / night
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Wonderful Condo in Key West w/Free WiFi, Lanai, A/C, Shared Hot Tub & Pool
Wonderful Condo in Key West w/Free WiFi, Lanai, A/C, Shared Hot Tub & Pool
Condo
Key West, FL, 33040, United States
0.5k from Smathers Beach center

3 Bedrooms8 Guests
New to Booking
$318
Average price / night
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Colorful waterfront condo with pool & hot tub, AC, W/D, & WiFi - dogs OK
Colorful waterfront condo with pool & hot tub, AC, W/D, & WiFi - dogs OK
Condo
Key West, FL, 33040, United States
0.5k from Smathers Beach center

2 Bedrooms6 Guests
New to Booking
$438
Average price / night
Check Availability
 Steps To The Beach And The Sunrise
Steps To The Beach And The Sunrise
Condo
Key West, FL, 33040, United States
0.5k from Smathers Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms6 Guests
9.4

Superb

115 reviews

$242
Average price / night
Check Availability
205E La Brisa-2BR 2BA beachfront condo w/parking, shared pool, grills
205E La Brisa-2BR 2BA beachfront condo w/parking, shared pool, grills
Condo
Key West, FL, 33040, United States
0.5k from Smathers Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.0

Fabulous

41 reviews

$541
Average price / night
Check Availability
Beach House- Ocean & Beach View-Upgraded-Over 146 Five Star Reviews
Beach House- Ocean & Beach View-Upgraded-Over 146 Five Star Reviews
Condo
Key West, FL, 33040, United States
0.5k from Smathers Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet

1 Bedroom2 Guests
9.8

Exceptional

163 reviews

$343
Average price / night
Check Availability
GATED OCEANFRONT CONDO AT SMATHER'S BEACH
GATED OCEANFRONT CONDO AT SMATHER'S BEACH
Condo
Key West, FL, 33040, United States
0.5k from Smathers Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms6 Guests
9.2

Superb

143 reviews

$427
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Smathers Beach.

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Smathers Beach Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 2250 verified short-term rentals in Smathers Beach, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Smathers Beach vary depending on location, property size, and travel dates. Rates typically start from around $180 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Smathers Beach include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Smathers Beach, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Smathers Beach often include amenities such as Pool, Internet, and Sports/Activities, providing a comfortable and convenient stay.

Short-term rentals in Smathers Beach are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.