Marathon Homestays

With a stay at Tropical Cottages in Marathon, you'll be within a 5-minute drive of Sombrero Beach and Crane Point Museum and Nature Center. This cottage is 1 mi (1.6 km) from Boot Key Harbor and 1.1 mi (1.8 km) from Florida Keys Country Club. Take in the views from a garden and make use of amenities such as a picnic area and barbecue grills. You can enjoy a meal at the restaurant serving the guests of Tropical Cottages, or stop in at the snack bar/deli. Wrap up your day with a drink at the bar/lounge. Free self parking is available onsite. Make yourself at home in one of the 14 guestrooms.

Best house in the Keys! Book with confidence this luxury waterfront home is professionally managed and operated by owner directly. 28 day minimum rental only. This luxury home has it all! Only 1100 feet to the ocean inlet, no fixed bridges, 100' wide crystal clear canal, snorkel and fish right in the back yard, ocean views from the third story loft, 25k lb boat lift can accommodate up to a 43' boat, second lift for two Jets skis, dock available, paddle boards, kayaks, fishing rods, two new golf carts are ready for guests enjoyment. Home fully furnished and tastefully renovated! Book your vacation of a lifetime! New hurricane impact windows throughout, custom waterproof wood floors, new appliances, new HVAC, spacious screened Lanai, tall 24' ceilings with loft, heated and chilled pool with spa, outdoor tiki with full outdoor kitchen and much more. Kid friendly home with 6 bunk beds. Invite the family this house easily accommodates 16 people+. Over 4700+ total sf. Owner used and well cared for home. Enjoy your winter in one of the most popular and desirable islands in all of the keys. Short golf cart ride to 5 Star restaurant and bars. Fully furnished and ready move in. Additional lot available for extra parking and trailers. Call Owner Manager John DeMarco Re/Max for more information. Property listing on MLS and Real Estate website feel free to call owner John DeMarco ReMax Hollywood with any questions. Rules and regulations enclosed. Available months are September 2025, October 2025, November 2025, February 2026 April 15th thru May 2026About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About customRules:All guests must sign a rental agreement and separate rules and regulations agreement. A copy is provided prior to booking upon request..This is a family home, we ask that at all times you be respectful of our house and take very good care of it and treat it as you would your own house..About checkIn:Check in after 2:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

With a stay at Aqua Lodges at 47th Street Gulfside in Marathon, you'll be within a 5-minute drive of The Turtle Hospital and Vaca Key. This cabin is 2.5 mi (4 km) from Sombrero Beach and 4.8 mi (7.8 km) from Curry Hammock State Park. Make use of convenient amenities such as complimentary wireless internet access, a picnic area, and gas grills. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 2 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms have showers and hair dryers. Conveniences include separate sitting areas and ceiling fans.

Looking for a large home with plenty of room for everyone, well this is the place.Come and enjoy the sun and fun in the Florida Keys in the large full duplex with stairs inside the home to get to each level with ease. Large bedrooms with plenty of bathrooms. Full stocked two kitchens... Large pool with an above ground hot tub and large dock with water access outback to enjoy the sun and cook up some food on the grill and dine outside in the great pool deck area. Heated pool on demand as well. Large shad for the hot summer days for the kids in shallow end of the pool area. Dock that can handle a 45 foot boat with a filet table at the dock. Head out on the water with ease with easy access to the ocean and the bay at the opening of the canal. Home has 2 king beds, two queen beds and 5 twin beds and plenty of room for the kids, also has a washer machines on each level. Home comes fully stocked with towels and bed linens and pool towels. Everything you need to have at your finger tips when you are here. Large BBQ grill outside to cook up all your food while watching the kids in the pool. Home does not have Cabana Club membership. Plenty of room for a boat trailer on site and up to 6 cars in the driveway. Home has never been in the rental program so everything in this home is brand new!!! Come and enjoy the Florida Keys....we look forward to seeing you. As of July 2024 home now allows pets, 1 dog up to 75 lbs, and two small dogs that are no more than 40lbs together. Pet fee will be added to the fees. A pet fee if $150 for each pet which is non refundable.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

Southern Comfort Three (SC3): Your Private Tropical Oasis in Key Colony Beach! Located at 240 11th Street, Key Colony Beach, FLEscape to the "Tiki Life" at Southern Comfort Three, a stunning 2 bedrooms and 2 bathrooms sanctuary where vintage Florida charm meets modern luxury. Whether you’re here for world-class fishing or total relaxation, SC3 is the ultimate coastal retreat.WHY YOU’LL LOVE IT:#The Backyard Paradise: A lush, fenced-in tropical oasis featuring your own Private Pool (kept at a breezy 80° for free!) and a massive Tiki Hut & Outdoor Bar for sunset cocktails.#Boater’s Dream: 37.5 ft of private dockage with effortless access to both the Atlantic and the Gulf.#Step Into Paradise: The guest suite features sliding glass doors that lead directly to the pool—wake up and dive in!#Classic Coastal Vibes: Gorgeous Terrazzo flooring and a sun-drenched, split-floor plan designed for maximum privacy.THE LAYOUT:#Master Sanctuary: Spacious retreat with a plush King-size bed.#Guest Suite: Perfect for families with a Queen + Twin bed combo.#Gourmet Kitchen: Fully equipped for whipping up your "catch of the day."#Stay Connected: Lightning-fast Gig-Speed Internet and standard Comcast cable. RENTAL ESSENTIALS:#Occupancy: Sleeps up to 5 guests (Strictly enforced per KCB ordinance).#Stay: 7-night minimum (Saturday/Sunday arrivals preferred).#Pet Friendly: One small, non-shedding dog welcome ($200 fee).#Convenience: On-site parking for one boat trailer and washer/dryer included.RATES & POLICIES:#Cleaning Fee: $200.#Pool Customization: Need it warmer or cooler than 80°? $165/week for custom heating/chilling.#Safety First: We highly recommend Travel Insurance during Hurricane Season (June–Nov).BOOK WITH CONFIDENCE!Scammer Alert: This property is Exclusively Listed on VRBO. We never advertise on Craigslist or Facebook Marketplace. What you see in our photos is exactly what you get!Ready to start your Florida Keys adventure?We look forward to hosting you! Please visit our website at www.southerncomfortkcb.com or follow us on Facebook page "Southern Comfort in KCB.Regards,Patti Jones/Owner & Property ManagerConnect With Us:Website: www.southerncomfortkcb.comFacebook Page @Southern Comfort in Key Colony BeachEmail: Patti@southerncomfortkcb.comAbout pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 13-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.

Southern Comfort Two (SC2): Your Private Oasis in Key Colony Beach. Located at 250 11th Street, Key Colony Beach, FL. Experience the quintessential Florida Keys lifestyle at Southern Comfort Two. Newly added to our collection, this charming 2-bedroom, 2-bathroom coastal retreat is designed for boaters, sun-seekers, and families. Whether you’re here for world-class fishing or to lounge under your private Tiki hut, SC2 offers the perfect blend of relaxation and adventure. A Boater’s Paradise:Prime Dockage: 37.5 ft. of private dock space with immediate deep-water access.Quick Access to the Oceans: Perfectly positioned for quick runs to both the Atlantic Ocean and the Gulf of Mexico.Trailer Friendly: Dedicated space for one boat trailer on the property.Outdoor Living Island Vibes & Tropical Backyard: Enjoy the outdoor bar & grill, and authentic Tiki Huts- the perfect spot for evening cocktails. The Tiki Life: Sip your morning coffee or grill your "catch of the day" under the authentic Tiki Hut, featuring a private outdoor bar and grill area.Private Pool: Take a refreshing dip in your own backyard. The pool is kept at a complimentary 80° year-round! (Optional heating/chilling upgrades available).Coastal Comforts:This home features a thoughtful "split floor plan" to ensure privacy for all guests:Master Suite: Features a plush King-size comfortable bed. Guest Suite: Perfect for kids or friends, featuring 3 Twin beds.Chef’s Kitchen: Fully equipped with everything you need to feel at home.Convenience: On-site washer and dryer and high-speed Comcast Cable/Wi-Fi.Essential Booking Information:Stay Requirement: 7-night minimum (Per KCB City Regulations).Flexible Turn-Day: Check-in/out on Saturday or Sunday (subject to availability).Check-in: 4:00 PM | Check-out: 10:00 AMOccupancy: Strictly limited to 5 guests (200 sq. ft. per person per city code).Pets: One small, non-shedding dog welcome ($200 pet fee). No cats. Rates & Policy Notes:Cleaning Fee: $200 per stay.Pool Customization: While 80° is complimentary, a $165/week fee applies for advanced requests to heat or chill the pool further.Peace of Mind: We strongly recommend travel insurance during Hurricane Season (June 1 – Nov 30). Full refunds are provided only in the event of a government-mandated evacuation.Note: This is a non-smoking property. Cabana Club access is not included.Book with Confidence: This property is listed EXCLUSIVELY on VRBO. To protect our guests, we do not advertise on other platforms. All photos are current and reflect the home’s recent updates—what you see is exactly what you will enjoy!Ready to book your vacation home getaway?Regards,Patti Jones/ Owner & Property ManagerConnect With Us:Website: www.southerncomfortkcb.comFacebook: @Southern Comfort in Key Colony BeachEmail: Patti@southerncomfortkcb.comAbout pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 13-17.About customRules:Children under age of 0-12. Please send request directly to owner approval..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 28.About events:No events allowed.

Experience island serenity and unbeatable waterfront views from this beautifully situated Duck Key villa. Sip a cocktail on your patio as the sun sets over the marina, painting the sky in stunning colors. Boaters will love the convenience—dock your vessel right behind the villa for easy access to Hawks Cay Marina and endless adventures on the water.The SPACE:Enjoy the comfort of having the entire townhome to yourself! This beautifully updated 2-bedroom, 2.5-bath villa has been renovated from top to bottom, offering a fresh, coastal feel throughout.Both upstairs bedrooms feature queen beds, with an additional queen pull-out sofa downstairs for extra guests. The kitchen is fully equipped with all your basic cooking essentials, and you’ll find linens, towels, and shower amenities ready for your stay.While this villa does not include a boat slip, Hawks Cay Marina offers slips that can be reserved separately—be sure to book early!GUEST ACCESS:*** Please note:The Majestic Marina Villa is not affiliated with Hawks Cay Resort, and guests do not have access to the resort’s pools or Coral Cay Children’s Center.You’ll still enjoy access to public amenities like restaurants, bars, marina services, Calm Waters Spa (by appointment), Dolphin Connection, tennis, parasailing, and water sports rentals.OTHER THINGS TO NOTE:No trailers of any kind are allowed on this property or in the parking lot. Unassigned parking for 2 cars is allowed.***The unit is privately owned and not a part of Hawks Cay Resort, therefore our guests DO NOT have access to hotel-owned amenities including their pools.Dock slip reservations can be reserved through Hawks Cay Marina. The unit does not come with a slip.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

Welcome to Southern Comfort One (SC1) – Your Private Key Colony Beach Escape. Address: 310 11th St. Key Colony Beach, FLEscape to Southern Comfort (SC1), where island relaxation meets a boater’s paradise. Perfectly designed for families, couples, and fishing enthusiasts, this updated vacation home offers a lush, tropical backyard and seamless access to the best waters in the Florida Keys. Boater’s Dream LocationPrivate Dockage: 37.5 ft. of dedicated dock space.Prime Access: Located for easy navigation to both the Atlantic Ocean and the Gulf of Mexico. Whether you are chasing trophy fish, snorkeling the reefs, or enjoying a sunset cruise, your boat is just steps from your back door.Trailer Parking: One boat trailer is permitted on-site for your convenience. The HomeExperience comfort and privacy in this thoughtfully laid-out 2-bedroom, 2-bathroom home (sleeps up to 5). Split Floor Plan: Bedrooms are located on opposite sides of the house for maximum privacy. Master Suite: Features a comfortable King-size bed.Guest Room: Equipped with 1 Queen bed and 1 Twin bed—ideal for kids or extra guests. Chef’s Kitchen: Fully equipped with all the essentials you need to prepare the day’s fresh catch. Outdoor Living: A screened porch houses the washer/dryer, leading out to your private oasis. Tropical Backyard & AmenitiesPrivate Pool: Relax in the water! (Optional chiller/heater available).Island Vibes: Enjoy the outdoor bar, grill, and authentic Tiki huts—the perfect spot for evening cocktails.Stay Connected: High-speed Comcast cable and Wi-Fi included. Rental Details & PoliciesOccupancy: Maximum of 5 guests (Strictly enforced per city 200 sq. ft. ordinance).Stay Requirement: 7-night minimum with Saturday-to-Saturday check-in (4 PM) and check-out (10 AM).Pet Policy: One small, non-shedding dog allowed ($200 pet fee). No cats.Exclusions: Cabana Club access is not included. This is a strictly non-smoking home. Rates & Fees-Cleaning Fee: $200-Pool Heat/Chill: $165 per week (Advanced notice required).-Travel Insurance: Strongly recommended during Hurricane Season (June 1 – Nov 30). Full refunds are only issued in the event of a mandatory evacuation. Booking InformationSecure your stay exclusively on VRBO. We do not list on other platforms to ensure the highest security for our guests. All photos are current and reflect the home’s recent updates. Traveling with a larger group? Ask about our sister properties, SC2 & SC3, located just steps away at 240 & 250 11th Street, KCB. These newly renovated 2/2 homes also feature private pools, tikis, and 37 ft. dockage.- SC2 (240 11th St): VRBO Listing #4391007- SC3 (250 11th St): VRBO Listing #4272693Connect With Us:Website: www.southerncomfortkcb.comFacebook: @Southern Comfort in Key Colony BeachEmail: Patti@southerncomfortkcb.comAbout pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).Dog fee $200 Small non-shedding dog. No cats.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 3-17.Children below 3 year MUST accompany by adult..About customRules:No smoking inside.No glassware outside.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.Smoking Prohibited.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.Large Gatherings Prohibited..

Great 1 bedroom 1 bath condo located near Sombrero resort. Outdoor pool with direct access to the waterway. Great for kayaking, snorkeling and other water activities. Great place to relax in the covered patio and perfect for star gazing. Includes WiFi, Alexa and Amazon Fire Stick. About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

Cabana Club Membership:Large refreshing poolPrivate Beach, Restaurant/Bar with 7 large screen TVs – great for watching sportsAdult and child socializing Gift ShopKitchen:Enlarged fully equipped kitchen, island with 4 barstools, stainless steel appliances, beverage center, microwave, dishwasher, refrigerator, mixer, blender, drip coffee maker, Keurig coffee maker, crock pot, toaster, and all dishes, glassware, and utensils.Dining Area: Dining table with built-in leaf with seating for 7. 75” Smart TV, ceiling fan, whisper quiet AC mini splitLiving Room:2 La-Z-Boy ReclinersQueen size sofa bedDecorative End tablesWhisper Quiet AC mini splitCeiling Fan(2) 8’ Sliders overlooking waterBedrooms and Baths:2 Master Suites with ensuite bathrooms each with king bed, smart TV, full bathroom, whisper quiet AC mini split, full size dresser, nightstands and ceiling fan. 1 Queen Size Bedroom with full size dresser, nightstands, smart tv, whisper quiet AC mini split, ceiling fanWasher & Dryer in one Master Suite.Outdoor Living:Pavered Tiki Hut 10’ x 25’ with ceiling fansConversation sitting area with fire table65” Smart Tv - great for family movie nightOutdoor Dining Table for 6Propane GrillSun lounge chairsDock:37’ dock on deep canalFish Cleaning StationTrailer Parking AvailableNeighborhood Amenities: 8 Pickle Ball Courts (4 covered with sun shades), Tennis Courts, 9 Hole Par 3 Golf Course, Playground, Basketball court, Bocci BallMany restaurants and gift shops.Walking and bike pathsSunset ParkMarina with fishing charters, boat ramp, dive and tackle shop.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.