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King MSTR, SS Quartz Kitchen, Bikes Kayaks, VIEWS!
Updated waterfront 2BR/2BA with King Master, 2nd Queen and pullout couch. 35' seawall—bring your boat! Enjoy a fully stocked quartz kitchen with stainless appliances. Located in Venture Out, a quiet, family‑friendly gated resort with fishing, lobstering, pools, hot tub, pickleball, tennis, basketball, rec center, bikes, kayaks, and SUPs. Between Key West (20 mi) and Marathon. Free WiFi; Roku TVs in both bedrooms and living room. Kayaks, SUPs and storage area with extra fridge and bait freezer.

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!

Perfect Couple Oasis!
You’ll treasure your time at this memorable location. New camper recently added to lot. Queen bedroom, bathroom, open living room with a full kitchen. Located on Big Pine Key, FL, between Marathon and Key West. Parking for 1 vehicle on lot, large vehicles will not fit. Key deer and roosters walk around park. Community pool and laundry facility. Great place to relax after fun in the sun or a night on the town! Renters must 25 years old or over. Community requires a rental form to be completed.

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!

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!

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.

Oceanfront Breeze, Stunning Views, Beach/Pool
Newly renovated ocean front condo with gorgeous, unobstructed views from every window. Beautiful studio condo on the 1st floor only steps away from the private beach and heated pool. Condo features a fresh, clean interior with brand furnishings, bathroom and kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

Spanish Queen @Venture Out
Experience the beautiful Florida Keys and stay at the popular Venture Out Private Community at Cudjoe Key. Newly furnished two-bedroom, 2 bath stilt home checks all the boxes for the ultimate Florida Keys Vacation. Sun- filled open floor plan allows family to spend the their precious time together cooking and entertaining. Two-2 person kayaks and 4 bikes included *** Please note that guests must pay a resort entry fee of $125 directly to security upon entry into the park***

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!

Florida Keys Retreat
Apretreats home. Perfect for large boats or multiple watercrafts! Total 200 ft of dockage: 100ft of dock on the basin side! 18 ft deep! Another 100ft of dock on the canal side Large 5/4 home, where you can be together and have privacy at the same time Upstairs you have 3/2 2 king bedrooms 1 queen bedroom Downstairs you have 2 1/1 units, each with their own kitchenette, king bedroom Downstairs and futton/sleeper sofa Take a dip in the pool NOT PET FRIENDLY

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

Tiny Fish Haus
Great location in the lower keys , 28 miles to Key West..8 miles to Bahia Honda State Park and right next to the National Key Deer Refuge! Relax on our covered patio next to a large Swimming Pool, Cook dinner on a Blackstone grill and enjoy WIFI, Games, a Flat Screen TV , we have Premium Organic Bedding on our Queen beds for comfort. Turkish Towels for bath and beach..Explore Big Pine Key with our 2 beach cruiser bicycles!
Kumditajiet popolari għad-djar tal-vaganzi għall-kiri qrib Long Beach
Kiri ta' condos bil-wifi

Oceanfront 3 bed condo Ocean Edge w/ optional slip

Condo de Paradise/Salt Water Pool/Boat Dock

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

P42 - Gulf Front condo with 3 bedrooms 2.5 baths,

Beach Heaven-Private Beach, Pool

Private Beach in Marathons Key Colony Beach

Boat Ramp & Slip On-Site @ No Additional COST!

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
Djar addattati għall-familji għall-kiri

Keys Island Villa - Venture Out Home 354

Relaxing Home in the Keys

Cozy 2 br/2 bath home in Cudjoe

Dolphin Daydreams at Venture Out

Waterfront Home 37.5-ft dock, Cabana Club Included

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

Bohemian Beach Bungalow

Waterfront Sanctuary in the Keys!
Appartamenti bl-arja kkundizzjonata għall-kiri

Casa Caribe 2bed2bath sleeps 6 beautiful decorated

Ocean Isles Peace and Serenity VACA-25-62

Beachside Unit 22 - Private Beach on Atlantic

Villa 4204 on Duck Key - Boat Slip available

Relax with the whole family at this peaceful place

New Deluxe Duplex Unit, 1 Queen Bed, Unit F-3

Dock POOL Kayaks Bikes Beach2mi WalkToStores

2 Bdrm Oceanfront Complex Private Beach & Pool
Djar tal-vaganzi għall-kiri oħrajn mill-isbaħ qrib Long Beach

Boat Dock! Tiki Beach Big Pine - 4 Bed

Tiny Home Aqua Lodges 2/1

b watervibe

Oceanfront Cottage with 60’ Dock

Houseboat in Key West

Island Girl Big Pine Key

Rise And Shine On The Water

NEW: Vaca Cut with 60' dock, 4br-4ba, 2 kitchens
Destinazzjonijiet x'tiskopri
- Bajja Sombrero
- Smathers Beach
- Calusa Beach & Loggerhead Beach
- Sea Oats Beach
- Conch Key
- Bahia Honda State Park
- Fort Zachary Taylor Historic State Park
- Sunset Park
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Southernmost Point
- Seven Mile Bridge
- Key West Butterfly & Nature Conservatory
- The Turtle Hospital
- Boyd's Key West Campground
- History Of Diving Museum
- Ernest Hemingway Home & Museum
- Robbies Marina Of Islamorada
- Muzeu tal-Faro ta' Key West




