
Places to stay near Calusa Beach & Loggerhead Beach
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Top-rated holiday rentals near Calusa Beach & Loggerhead Beach
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Key Colony Beach Luxury Condo, New Modern Interior
Private studio condo at Key Colony Beach with a private balcony, heated pool and sandy beach. Unit #15 was recently renovated and offers one comfy King size bed and a fully equipped kitchen with essentials (stove, oven, toaster, microwave, blender, fridge, cooking utensils). Wifi, Amazon Echo and a TV. Enjoy a short walk to Sunset Park next door to experience a stunning Florida Keys sunset. Guests also have access to a private beach with lounge chairs, patio tabales, tiki huts, and BBQ grills.

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!

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
7 DAY MINIMUM BOOKINGS / MAX 4 PERSONS NAUTI HIDEAWAY - This Nauti Stays Vacation Rental property is a 2-bedroom, 2-bath 2nd level 925 sq ft. condo located in Coco Plum, Marathon. Set in a well-protected, deep canal on the Atlantic, comes with a deep slip (length up to 40 ft) next to pool allowing access to the Atlantic Ocean and Florida Bay. ONSITE boat ramp & trailer (36 ft max) parking! Enjoy a heated or chilled pool after a boat day! Dock has water, power hook ups & fish cleaning station.

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!

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!

Beachside Unit 37 - Come Relax on the Atlantic!
Unit 37 Details: Second Floor, Walk-in shower, Two Queen Beds, Twin Sofa Sleeper, Maximum Occupancy 4 Guests, No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.” Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean.

2br/1ba w heated pool, 1 mile to robbies marina
Your slice of Islamorada awaits at the Key Lime Cottage! Step inside this charming 2 bedroom cottage and you will instantly feel at home. Located in the heart of the Florida Keys yet nestled in a serene neighborhood, it offers the perfect blend of comfort and relaxation. With a full kitchen, access to a gorgeous pool shared with only 6 other homes, outside seating with grill and a fire pit, beach chairs and key lime treats - there is something for everyone!

Waterfront Haven House with Boat Basin & Ramp!
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with boat basin and ramp for your boat. The property lot is almost an acre with another rental home and still very spacious (search for Anchor House to reserve both homes if available). 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 point and enjoy the underwater scenery!

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.

Having fun in the lower Keys
Enjoy the lovely setting of this romantic spot in nature. Big Pine Key is in the center of the lower Keys just 35 miles from Key West making it convenient to all the tourism and night life adventure the Keys have to offer while simultaneously being far enough away to allow for an off the beaten path relaxing experience. I have left several destinations for diving , fishing and/or great spots to just relax and take in the sun.
Popular amenities for holiday rentals near Calusa Beach & Loggerhead Beach
Apartment rentals with wifi

Canal View Condo w/ Pool, Balcony & Bar

Feb 16-23 1st Floor, Slip, King Bed, Heated Pool

Villa 5087 on Duck Key BOAT SLIP available

Palm Garden retreat with Hot Tub & Prime Key West

Anchor Drop modern elegance upgrades throughout vi

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

*New* Turtles Pace-Private Beach

Gorgeous Ocean View in Paradise, Close to Key West
Family-friendly house rentals

Waterfront with Boat Lift/Kayaks and Hot Tub

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

Casita Mar Canal, Direct Ocean 2/2 You'll Love It!

Kelly’s Kabin - Private FL Keys Cottage

Sea Ray Cove w/ 80' Dock, Pool, Beach & Tiki Hut

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

Waterfront Home 37.5-ft dock, Cabana Club Included

Easy Ocean Access 30' Dock House Pool Cabana Club
Apartment rentals with air conditioning

Key West Beachside 1400sf, 2 Bedroom Condo

Duval Street Suites full kitchen Old Town with hea

Duval Balcony Spanky's Retreat

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
Other great holiday rentals near Calusa Beach & Loggerhead Beach

KCB Tropical Escape

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

Dock, Beach Club, Ocean & Gulf Access, Pickle Ball

Ocean Breeze @ VO - Kayaks, Bikes, 30 Min from KW

Tiny Home Aqua Lodges 2/1

Perfect Couple Oasis!

b watervibe

Dolphin Daydreams at Venture Out
Destinations to explore
- Everglades National Park
- Sombrero Beach
- Smathers Beach
- History Of Diving Museum
- Sea Oats Beach
- Conch Key
- Bahia Honda State Park
- Theater of the Sea
- Long Beach
- Florida Keys Aquarium Encounters
- Sunset Park
- Dolphin Research Center
- Fort Zachary Taylor Historic State Park
- Key West Butterfly & Nature Conservatory
- Southernmost Point
- Seven Mile Bridge
- Ernest Hemingway Home & Museum
- Robbies Marina Of Islamorada
- Key West Lighthouse Museum
- The Turtle Hospital
- Founder's Park
- Boyd's Key West Campground




