
Places to stay near Calusa Beach & Loggerhead Beach
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Top-rated vacation rentals near Calusa Beach & Loggerhead Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

Cottage 30 min from Key West, free parking, pool
Escape the everyday and unwind under the stars in this charming, nature-surrounded getaway where deer are frequent visitors. This cozy tiny house of offers 1 bedroom, 1 bathroom, and 3 beds, comfortably sleeping up to 4 guests. Enjoy peaceful surroundings, fresh air, and convenient double parking with space for a truck and boat trailer—perfect for outdoor adventures and total relaxation. Ideal for couples, families, or friends seeking quiet nights, wildlife views, and a simple, memorable stay!

Turtle-By-The-Sea: the Best Deal in KCB!
A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home. Shoot us a message & start planning your dream Keyscation!

Coastal Key Colony Beach Condo, Oceanfront Complex
Lovely coastal Keys studio condo in Key Colony Beach oceanfront complex with heated pool and private beach. Unit #17 has new beds with memory foam mattress toppers and renovated kitchen with granite countertops stocked with everything needed to cook a complete meal (dishes, cookware, appliances and of course blender, etc). Relax on the back balcony and enjoy sunsets from Sunset Park right next door. Private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

Waterfront Cozy Cottage with Boat Ramp & Dock!
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

Waterfront Home 37.5-ft dock, Cabana Club Included
Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

The Lighthouse - Beach Houses Key West
If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

Hidden Beach unit 1 The Perfect Place to stay
This place is extraordinary. There is nothing like it in Key West. Just 3 blocks from Duval Street, this property sits on Key West’s only natural beach. Hidden Beach is right on the Atlantic Ocean nestled between Key West’s best restaurant (Louie’s Backyard) and the beautiful, luxurious Reach Resort.Here, you can enjoy spectacular views and sunsets from one of the islands only private beaches or you can stroll through Old Town, an amazing architectural and botanical treasure.

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

The Tarpon Retreat
Enjoy a quiet and serene space with phenomenal water access to Bogie Channel, the Back Country, and amazing Gulf, Atlantic fishing and local beaches. Our cathedral ceiling with open concept living, 60-foot concrete dock, and Lower-level enclosure for fishing gear make this the perfect place to relax. Put in kayaks or your paddle boards right from the shoreline. Canal close to Old Wooden Bridge Marina with boat launch and fuel. Boats up to 30’ can be tied up at the house.

b watervibe
Disfruta de los sonidos de la naturaleza cuando te quedes en este lugar único. Es algo diferente para disfrutar con tu pareja de un momento romántico y divertido y así relajarse y olvidarse de la vida cotidiana. Puedes disfrutar de la pesca ,de paseos en kayak ,vivir una aventura y disfrutar de otras actividades locales.Prueba de la expericiensa y ya ustedes diran.Esta casa flotante ofrece un espacio para 2 adultos. Está Esta es una experiencia de Acampada

Angler’s Terrace Conde Nast Traveler’s Best Airbnb
As published in Condé Nast Traveler, this is one of the best Airbnb's in Florida. Newly Built two story Tropical Oasis with pool has been thought-out meticulously. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Decorated with a Zen sensibility, It’s outdoor Patio deck and Rooftop Terrace extends your living space into the private quiet ocean setting with panoramic views

Houseboat Getaway In Marathon
Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.
Popular amenities for vacation rentals near Calusa Beach & Loggerhead Beach
Condo rentals with wifi

Villa 5027 on Duck Key BOAT SLIP available

Canal View Condo w/ Pool, Balcony & Bar

Tropical Escape at Sunrise

Prime Downtown Key West Spot - Walk Everywhere!

Fully renovated 2/2 bath condo w/ shared pool!

Sandy Toes Approved — Studio Beach Escape

Beachside Unit 37 - Come Relax on the Atlantic!

*NEW* Private Beach, pool & fully loaded kitchen
Family-friendly house rentals

Keys Island Villa - Venture Out Home 354

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

Waterfront with Boat Lift/Kayaks and Hot Tub

Oceanfront Rooftop Views w/ 75ft of Dockage

Kelly’s Kabin - Private FL Keys Cottage

Grouper Getaway @ Ocean Isles Fishing Village

Spacious! 70ft Dock, Near Beach VACA23-16

Cozy 2 br/2 bath home in Cudjoe
Apartment rentals with air conditioning

Duval Balcony - Street Suite

Duval Street Suites with full kitchen heated pool,

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval

Honeymoon Hideaway, King bed, Private Deck & Spa!

The Bartlum - Steps to Duval Street

#204 Key West Suites

King Bed | Key West *Best Downtown Locations *Cool

New Deluxe Duplex Unit, 1 Queen Bed, Unit E-2
Other great vacation rentals near Calusa Beach & Loggerhead Beach

Tiki Hut w/TV, Pool, Kayak, Paddleboards, Bikes!

Dan’s 2024 catamaran cruiser vessel can’t be moved

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

Marathon Keys Escape • Pool • Hot Tub • Near Beach

Perfect Couple Oasis!

Oceanfront Cottage with 60’ Dock

The Mini Coconut

Vaca Cut w/60' dock, 4br/4ba, 2 kitchens
Destinations to explore
- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Sea Oats Beach
- Conch Key
- Bahia Honda State Park
- Long Beach
- Theater of the Sea
- Fort Zachary Taylor Historic State Park
- Founder's Park
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Sunset Park
- Southernmost Point
- Seven Mile Bridge
- The Turtle Hospital
- Key West Butterfly & Nature Conservatory
- Robbies Marina Of Islamorada
- History Of Diving Museum
- Boyd's Key West Campground
- Ernest Hemingway Home & Museum
- Key West Lighthouse Museum




