Holiday rentals with a fireplace in Key West

Private 174ft Dock, Boat Launch, Sombrero Beach

*7 Day Min Per City Code* Permit# VACA-22-404 Stunning water views on protected canal with direct access to Atlantic. 174 ft of private dock space. Fish cleaning station on the dock, chest freezer for bait/catch. Dock has water & electric. Access to Boot Key Marina, dock fuel, bait store and restaurants. Ocean side, 3 minutes to Sombrero Beach. Walking distto Publix, Walgreens, restaurants. All 3 rooms with ensuite baths. 2 Masters with king beds. Bunk room, Queen over Queen w/ full trundle.

Gorgeous Romantic Private Villa, Steps from Duval!

Located 20 yards from historic Duval St in the heart of Old Town Key West w/ FREE first-come, first-serve PARKING in front or $10/day. Totally remodeled, beautiful spacious & private 2 story villa sleeps 4 comfortably. New furnishings, free hi-speed wifi, 65" smart tvs, ice machine, electric fireplace in large master suite, lush garden courtyard & shared plunge pool. We provide 2 coffee/tea stations. Walking distance to everything - convenience store, CVS, bars, restaurants & entertainment.

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!

Coco Plum Paradise - Marathon 5 BR 4 BA Waterfront

Entire Waterfront Home. 5 Bedroom, 4 Full Baths, Heated Pool with attached Jacuzzi Tub, Tiki Hut, Ample Parking, Big Fenced Yard, First and Second Floor Covered Balconies, 110' waterfront with 80' Dock, 5 Minute Walk to Beach, 10 Minutes to ValHala Sand Bar, on a 200' Wide Canal. Licensed to sleep up to 12 guests; 5 King Beds, 1 Pullout Sofa Bed. Outdoor 4 lounge chairs, 12 adirondack chairs, 2 outdoor tables with seating for 8. Fully stocked kitchen. License No. VACA-22-157

Dream Vacation KCB Marathon with private pool !

Dream Vacation Duplex in Key Colony Beach. Private pool Brand New state of the art house with all commodities and amenities, 3 bicycles 2 kayaks near to restaurants, fast WIFI, washer ,dryer, blue tooth speakers, night mood lights. A modern lift for boat up to 18000 lb Main canal Use of electric golf car Gem and jet sky and boat can be arrange Electric Gem-4 car offered for a minimum extra charge Options of private boat or jet sky (ask) Heated pool on demand (extra cost)

New 2/2 Fifth Wheels

The ultimate escape from the mainland to relax and reload while enjoying the comforts of home. Enjoy the sun and sea and at night relax at your new 35ft fifth wheel with all the amenities of home. Two bedrooms and two baths with a full modern kitchen. Reclining chairs and HD tv's. Great WIFI to stream your favorite shows or game. Great central air conditioning and modern appliances. BBQ grills on grounds and a beautiful beach for nightly sunsets.

*Emerald Seas*-Florida Keys Ocean Front Paradise!

Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views. Bring or rent a boat, look for sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. The amazing, 180 degree panoramic ocean views will take your breath away every moment you are there.

COZY Family Home- 5 minutes from sombrero beach

⸻ Keep it simple at this peaceful, centrally located getaway. Our Paradise Key sits in the heart of Marathon—close to restaurants, supermarkets, and all the island fun. Sombrero Beach is just 2.5 miles away, and if you’re bringing a boat, the ramp is only 5 minutes from the house. We pride ourselves on spotless spaces, cozy comfort, and happy guests. Our reviews say it all!

Golf Coast Oasis

Escape to a stunning modern home in the Keys with a heated pool, private putting green, and dock for your boat. Relax on the plush sectional sofa or explore the outdoors with complementary bicycles and kayaks. Conveniently located close to beaches, dining, and shopping, this single-story home with three bedrooms has everything you need for a fun-filled vacation.