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Vacation Rentals near Smathers Beach Key West, FL
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Florida (FL)
Florida Keys
Key West
Vacation Rentals nearby Smathers Beach
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Vacation Rentals near Smathers Beach
2601 S Roosevelt Blvd, Key West, Florida 33040-5117
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Bedrooms
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Bathrooms
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Amenities
Internet or Wifi (833)
Air Conditioning (822)
Washer/Dryer (651)
Other outdoor space (609)
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Suitability
Kid friendly (812)
Pet friendly (344)
Smoking allowed (13)
Elder access (7)
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Property type
Vacation Rental House (544)
Condominium/Apartment (310)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (137)
Boat Available (66)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
The Ernest Hemingway Home and Museum
Fort Zachary Taylor Historic State Park
Key West Butterfly and Nature Conservatory
Mallory Square
Truman Little White House
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854 rentals
in Key West.
Pool, Laundry, and grilling area
Rental Home
1.8 miles from Smathers Beach
4 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Southern Skies, Stylish Home in Old Town Key West
Rental Home
2.2 miles from Smathers Beach
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Room 2 (1 Queen Bed & Single Sleeper Sofa)
Condo/Apartment
1.8 miles from Smathers Beach
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Waterfront Resort, Fantasy Fest, Private Beach, Boat Docks, Sleeps 6, Pool
Rental Home
1.7 miles from Smathers Beach
2 bedrooms
2 bathrooms
Sleeps 6
Match:
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Tropical Dream! Pool, Restaurant, Bar, Gym, Bike Rental, Parking!
Rental Home
1.5 miles from Smathers Beach
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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Windward Point Beachfront Resort, Hot Tub, Pool
Rental Home
1.0 miles from Smathers Beach
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Breezy Key West First-Floor Condo w/ Pool Access
Condo/Apartment
1.6 miles from Smathers Beach
3 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Casa Bella Petite le Bleu - Luxury Key West Cottage w Pool - 2 Blocks Off Duval
Rental Home
1.8 miles from Smathers Beach
3 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Crystal blue seas, Island Breezes, Morning Sunrises & Key West Island days.
2
Condo/Apartment
0.7 miles from Smathers Beach
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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KEY WEST PARADISE- YOUR HAPPY PLACE
Condo/Apartment
1.5 miles from Smathers Beach
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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New Listing-Golf Course Charmer!
Rental Home
2.5 miles from Smathers Beach
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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**CASA AVILA * OLD TOWN** Private Home & Pool + LAST KEY SERVICES…
Rental Home
2.1 miles from Smathers Beach
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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MERMAID COVE - A collection of four units on Duval
10
Rental Home
1.8 miles from Smathers Beach
4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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Craig & Cindy Key West Poolside Coral Hammock Royal Palm House 2 bdrm 2.5 bath
2
Rental Home
2.4 miles from Smathers Beach
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Oceanview at 1800 Atlantic, short walk to Smathers Beach wish Island Paradise
2
Condo/Apartment
0.5 miles from Smathers Beach
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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MOONDANCE condo at La Brisa across Smather's Beach
Condo/Apartment
0.4 miles from Smathers Beach
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Ocean View Balcony 2 Queen Suite at Oceans Edge Resort, Marina Access, 6 Pools
Rental Home
2.6 miles from Smathers Beach
1 bedroom
1 bathroom
Sleeps 6
Match:
Sleeps
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Topsail Cottage
8
Rental Home
1.5 miles from Smathers Beach
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Relax in Romantic Lodge w/ Pool Minutes from Vibrant Duval Street
Rental Home
1.8 miles from Smathers Beach
2 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
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Pool View 3BR Residence | Beachside Resort
Condo/Apartment
1.6 miles from Smathers Beach
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Seaside Retreat: Inviting Bungalows with Turkish Robes and Pool
Rental Home
1.7 miles from Smathers Beach
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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WINTER WEEK - KEY WEST - 2 Bedroom 2 Bathrooms Sleeps 6
1
Condo/Apartment
1.5 miles from Smathers Beach
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Poolside Breeze a Tropical Retreat has a wrap around Balcony best location
117
Condo/Apartment
0.5 miles from Smathers Beach
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Sunset Harbor - Old Town Key West Location - Beautiful Property
Condo/Apartment
2.4 miles from Smathers Beach
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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2 BR Spacious Suite w/ Living Area and Balcony | Outdoor Pools
Rental Home
2.1 miles from Smathers Beach
2 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
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Abuela's at Casa Antigua | Historic Monthly Rental in the Heart of Old Town!
Condo/Apartment
2.1 miles from Smathers Beach
1 bedroom
2 bathrooms
Sleeps 2
Match:
Sleeps
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Serene Bungalow in Key West: Poolside Refreshers & Relaxing Amenities
Rental Home
1.7 miles from Smathers Beach
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Villa Paradiso: A unique mid-town paradise
162
Rental Home
0.9 miles from Smathers Beach
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Spacious Garden View Suite Perfect for Couples | Breathtaking Surroundings
3
Rental Home
1.6 miles from Smathers Beach
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Stunning Hideaway: Charming Bungalows near Ernest Hemingway Home
Rental Home
1.7 miles from Smathers Beach
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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LA CASA CUBANA * Cuban Club Suites
18
Condo/Apartment
1.8 miles from Smathers Beach
1 bedroom
2 bathrooms
Sleeps 6
Match:
Sleeps
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Close to the Nearest Beach! Four Amazing Rooms w/ Pool View
Rental Home
1.6 miles from Smathers Beach
4 bedrooms
4 bathrooms
Sleeps 16
Match:
Sleeps
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Thirsty Mermaid - Large 4/3 Pool Home
10
Rental Home
1.0 miles from Smathers Beach
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Key West Escape
Condo/Apartment
1.2 miles from Smathers Beach
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
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Banyon Resort, Beach, Pool, Hot Tub, In Town
Rental Home
2.2 miles from Smathers Beach
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps
8
Rental Home
2.1 miles from Smathers Beach
7 bedrooms
5 bathrooms
Sleeps 12
Match:
Sleeps
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Comfortable Home with Private Pool, Central AC, WiFi, and Private Washer/Dryer
9
Rental Home
0.9 miles from Smathers Beach
4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Key West, Galleon Resort, Marina, In Town, Pool, Hot Tub
Rental Home
2.3 miles from Smathers Beach
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!
16
Condo/Apartment
0.6 miles from Smathers Beach
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Oceans Edge Key West Resort, Hotel & Marina!
Rental Home
2.6 miles from Smathers Beach
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
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Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly
15
Condo/Apartment
0.5 miles from Smathers Beach
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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THREE ARCHES IN PARADISE~ A Mediterranean marvel in a walkable location!
Rental Home
1.5 miles from Smathers Beach
3 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps
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Coconut Beach Resort, Great Location, Hot Tub!
Rental Home
1.5 miles from Smathers Beach
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Mariner's Oasis at Sunset Marina- 2bed 2 bath condo w/boat slip for rent
Condo/Apartment
2.2 miles from Smathers Beach
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Uptown quiet cottage close to beaches, restaurant & shopping.
Rental Home
1.4 miles from Smathers Beach
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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KEY LIME COTTAGE - an adorable Monthly rental
Rental Home
1.2 miles from Smathers Beach
2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps
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Heart of Old Town getaway, perfect romantic retreat - near the action
19
Condo/Apartment
1.9 miles from Smathers Beach
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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A contemporary island gem that was formerly used as a bottling plant,
5
Rental Home
1.5 miles from Smathers Beach
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Key West, Hyatt Condo, 4 nights ONLY, in Sun, Jan 26, out Thurs, Jan 30, 2025
Condo/Apartment
1.1 miles from Smathers Beach
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Summer Breeze: Spectacular View, the Beach, Pool and all the Amenities. 2BR/2BA
Condo/Apartment
0.4 miles from Smathers Beach
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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