
Beachfront rentals near Smathers Beach
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Top-rated beachfront rentals near Smathers Beach
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RV In The Keys | Tropical Retreat
Tropical retreat in the heart of Florida Keys. Relax in this fully furnished private & clean RV with parking just 30 miles from Key West. Enjoy breezy indoor/outdoor living with a fold-down patio, 2 TVs, full kitchen, bathroom, pantry. Outside seating g with awning. Nestled in a local RV park w/ pool, fish station, and coin laundry. Vacation here & swim in the ocean —Next to Pine Channel in Big Pine Key and 10 miles to Bahai Honda State Park. Walk to groceries, Walgreens, restaurants. Staycation

ATLANTIS...Ocean Front Cottage Retreat!
ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!

Ocean Front Studio private Sandy Beach in Key West
Studio unit with fridge, microwave, settings for 2 and a king sized bed. Doors that open to a balcony overlooking the Atlantic Ocean. There is pool, hot tub, and a private sandy beach on the Atlantic ocean. 5 minutes walk to Duval street. The resort is located between the prestigious Casa Marina and the top restaurant on the island Louise Back Yard. There is free garage parking with the room. Washer, dryers and ice maker are available for guests. Powerful, but sometimes noisy air conditioning.

Calypso Cottage
This reimagined vintage style waterfront home is everything! With the ability to tie up to 17f boat (larger boat? just ask!) right outside your door, enjoy the many amenities of the home (kayaks, bikes, beach & snorkel gear, board games, wifi & roku) and of the community (Pools, spa, boat launch, pickle ball, bocce, tennis) even a library and general store!). This is a magical location to launch all your Florida keys adventures! Canal patio for drinks? Lush screen porch for coffee? It's on!

Palm - Beach Houses Key West
If you’re reading this, you’re already on the path to paradise! Thank you for considering us for your dream vacation—we can’t wait to host you. Experience the charm of our recently renovated, one-of-a-kind two-bedroom beach bungalow, nestled right on the shore. Enjoy breathtaking ocean views from your private deck, relax on the sandy beach, and soak in the tropical ambiance. This family-friendly retreat offers the perfect setting to make you feel like you’re on your very own private island.

Oceanside home 111, dock,kayaks,bikes,pool,fishing
This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. This is #111 and I also rent adjacent homes 109 and 107 in case you need more than one. We are 40 feet from the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on the balconies or poolside, where you can sun, fish or boat from the docks. Key West is 17 miles away.

Family Suite at Sugarloaf Key Hotel (Pet Friendly)
Discover the perfect blend of comfort, relaxation and adventure at the Sugarloaf Key Hotel, nestled within the Sugarloaf Key / Key West KOA Resort campground. Newly built in 2023, this beautiful 6-person pet-friendly vacation suite offers everything you need for a great stay. Nestled amongst gorgeous tropical scenery, this resort includes robust amenities including resort-style pool and hot tub with an adjacent pub, quaint sand beach, marina, water rentals, café, camp store and more!

Oceanfront Key West Condo
Discover the charm and grace of Old Key West in a new and distinctive setting. Luxury, two-bedroom, two-bath, waterfront condominium set in a tropical garden paradise with sweeping balconies overlooking the Atlantic Ocean. Your vacation hideaway is decorated in authentic island tradition with fully-equipped modern kitchen, living room with wet bar, and dining room. Washer/dryer, phone, TVs, stereo, and over-sized jacuzzi tub in the master suite.

Key West Condo with Balcony Ocean View
Enjoy beautiful views of the Atlantic Ocean while enjoying a private balcony. Newly re-modeled kitchen. Air conditioning and ceiling fans located in every room. Amenities include pool, hot tub, and tennis courts. Just a few steps across the street in Smathers Beach which offers beach chairs, umbrellas, paddle boards, kayaks and sailboats available for rent. Two vehicles max. NO TRAILERS of any kind allowed to park on property.

Hyatt Windward Pointe Resort: Beachfront Condo
Experience this tropical paradise as you relax in a family friendly timeshare within the Hyatt Residence Club. Have breakfast on the oceanfront balcony followed by a dip in the pool/hot tub or visit the nearby spa. There are 2 bedrooms and 1 sofa bed which can fit 6 people. 2 bathrooms with a spa tub in master bedroom. Fully functioning kitchen and dining area in addition to an in-home washer/dryer unit.

Blue Palms Retreat
This 3 bedroom/2 bath oceanfront home with amazing views on Cudjoe Key private heated salt water swimming pool, shaded hang out area, ping pong table, corn hole game. The pier, gazebo, kayaks and kayak launch area is shared with one other home, Latitudes. You can dock your 24' boat at the pier. The water is shallow getting out to the channel with about a 2' draft.

Hyatt Beach House-Quiet Key West Spot!
Located 2.7 miles from Smathers Beach and 3.8 miles from the Ernest Hemingway Home & Museum, this quiet piece of Key West is the best location for relaxation. The property is on a corner of the island featuring its own private beach and water access. Other activities in the area include scuba diving, snorkeling, parasailing, fishing, dolphin watching, and boating.
Popular amenities for beachfront rentals near Smathers Beach
Pet-friendly beachfront home rentals

Powell Family Resort

OCEAN FRONT PARADISE/ PRIVATE DOCK/AWESOME VIEWS

Pure Wellness Spa Jr Suite, The Pier House Resort

Oceanfront Suite, The Pier House, Beach Resort

Seaside Getaway! Gym, Spa, Pool Harbor Access

Family Retreat

Stunning Views | Pool + Near Historic Sites

Oceanview/canal LOT ONLY 24ft dock w whip
Beachfront home rentals with a pool

Ocean Front Studio private Sandy Beach in Key West

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

Ocean front 1BR/1BA Suite w/ kitchen & living rm

Oceanside home 111, dock,kayaks,bikes,pool,fishing

Affordable Beachfront Luxury Condo Sleeps 6

Palm - Beach Houses Key West

Oceanside home 107,dock,kayaks,bikes,pool,fishing,

Blue Palms Retreat
Private beachfront home rentals

Beach House Resort + Premium Amenities, 2BR Condo

Key West paradise- 3 night stay Minimum

Galleon Resort - Walk to Duval & Mallory Square!

Ocean front 1BR/1BA Suite w/ kitchen & living rm

Galleon-Walk to Duval & Mallory Square!

Private Beach House Resort Oasis, 2-Bedroom Suite

Oceanside home 107,dock,kayaks,bikes,pool,fishing,

Waterfront Marina 2BR Mallory Condo+Amenities
Luxury beachfront home rentals

Elegant Stay! Pet-friendly, Pool, Near Cliff Walk!

Traditional 2 Queen, The Pier House, Beach Access

Hyatt Beach House Condo Resort Sleeps 6 Full Kitch

1BR Suite 2 Queen, The Pier House, Resort-style

Serene Resort w/ Private Beach & Spa in Key West

Lanai Two Queen, The Pier House, Beach Access

Tropical Paradise Resort Near Southernmost Point

Spa, Pool, Gym | Near Downtown Newport
Destinations to explore
- Sombrero Beach
- Calusa Beach & Loggerhead Beach
- Long Beach
- Bahia Honda State Park
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home & Museum
- Sunset Park
- Key West Lighthouse Museum
- Key West Butterfly & Nature Conservatory
- Florida Keys Aquarium Encounters
- The Turtle Hospital
- Southernmost Point
- Boyd's Key West Campground




