Oceanfront Rentals in Smathers Beach, FL: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
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  4.  Florida
  5.  Key West
  6.  Smathers Beach

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1053 Best Oceanfront Rentals in Smathers Beach (Starting from $200)

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
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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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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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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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
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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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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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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Windswept Palms by Last Key Realty
Windswept Palms by Last Key Realty
Apartment
Key West, FL, USA
0.7k from Smathers Beach center

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

3 Bedrooms6 Guests
New to Booking
$585
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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Atlantic Reflections by Last Key Realty
Atlantic Reflections by Last Key Realty
Apartment
Key West, FL, USA
0.7k from Smathers Beach center

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

2 Bedrooms6 Guests
New to Booking
$1286
Average price / night
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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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Walking on Sunshine by Last Key Realty
Walking on Sunshine by Last Key Realty
Apartment
Key West, FL, USA
0.7k from Smathers Beach center

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

2 Bedrooms6 Guests
New to Booking
$882
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, 33040, United States
0.4k from Smathers Beach center

AC, Balcony, Dryer, Extra Bed, Hot Tub, Internet, Kitchen, Laundry, No Smoking

2 Bedrooms6 Guests
9.2

Superb

54 reviews

$814
Average price / night
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Follow The Sun by Last Key Realty
Follow The Sun by Last Key Realty
Apartment
Key West, FL, USA
0.7k from Smathers Beach center

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

2 Bedrooms6 Guests
6.0

Review score

1 reviews

$1021
Average price / night
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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
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Neptunes Penthouse by Last Key Realty
Neptunes Penthouse by Last Key Realty
Apartment
Key West, FL, USA
0.7k from Smathers Beach center

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

2 Bedrooms6 Guests
New to Booking
$438
Average price / night
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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
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Conch in the Treetops by Last Key Realty
Conch in the Treetops by Last Key Realty
House
Key West, FL, USA
0.7k from Smathers Beach center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$402
Average price / night
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Your Condo by the Beach with Ocean View
Your Condo by the Beach with Ocean View
Condo
Key West, FL, 33040, United States
0.5k from Smathers Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Hot Tub, Internet

1 Bedroom2 Guests
10.0

Exceptional

164 reviews

$373
Average price / night
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By the Beautiful Sea - Key West Beach Front Condo - w Pool Access
By the Beautiful Sea - Key West Beach Front Condo - w Pool Access
Condo
Key West, FL, 33040, United States
0.5k from Smathers Beach center

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

3 Bedrooms6 Guests
9.2

Superb

75 reviews

$764
Average price / night
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La Brisa - Ocean Views Across from Smathers Beach
La Brisa - Ocean Views Across from Smathers 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
10.0

Exceptional

142 reviews

$508
Average price / night
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Island Time | Luxury Beach Condo w/ Pool & Hot Tub
Island Time | Luxury Beach Condo w/ Pool & Hot Tub
Condo
Key West, FL, 33040, United States
0.5k from Smathers Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Hot Tub

2 Bedrooms6 Guests
10.0

Exceptional

9 reviews

$585
Average price / night
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The Crown Jewel of La Brisa 2 bdrm Monthly Spectacular ocean views.
The Crown Jewel of La Brisa 2 bdrm Monthly Spectacular ocean views.
Condo
Key West, FL, 33040, United States
0.5k from Smathers Beach center

Balcony, Dryer, Elevator, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
New to Booking
$201
Average price / night
Check Availability
Oceanfront Oasis Smathers Beach Condo Sunrise views Island Charm Book today
Oceanfront Oasis Smathers Beach Condo Sunrise views Island Charm Book today
Condo
Key West, FL, 33040, United States
0.6k from Smathers Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

16 reviews

$464
Average price / night
Check Availability
Direct Ocean View from Your Condo-No Contact Check-In
Direct Ocean View from Your Condo-No Contact Check-In
Condo
Key West, FL, 33040, United States
0.6k from Smathers Beach center

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

2 Bedrooms6 Guests
9.4

Superb

170 reviews

$358
Average price / night
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~VISTA FRESCO~ Oceanside condominiums with resort-style amenities
~VISTA FRESCO~ Oceanside condominiums with resort-style amenities
Condo
Key West, FL, 33040, United States
0.6k from Smathers Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Hot Tub, Internet

2 Bedrooms6 Guests
9.6

Exceptional

135 reviews

$509
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 Oceanfront Rentals in Smathers Beach.

Where to stay in Smathers Beach? Best neighborhoods & areas

Smathers Beach Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 1053 verified oceanfront rentals in Smathers Beach. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Smathers Beach vary depending on the property size, exact beachfront location, and season. Rates typically start from around $200 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Smathers Beach offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Smathers Beach welcome pets. Currently, 13 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Smathers Beach often include features designed for a comfortable coastal stay, such as Ocean View, View, and Oceanfront. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.