Fitness-friendly holiday rentals in Key Colony Beach

Luxury Boating Paradise+Pool+Sailing Kayaks

Captains Quarters, Your 4BR Waterfront Oasis on a deep-water ocean canal. This meticulously remodeled home provides a unique unforgettable Florida Keys experience for your entire family. 🏊‍♂️ Luxury heated pool & spillover spa ⛵ Private 75ft dock with sailing kayaks for ocean adventures 🕹️ Epic game room with Golden Tee, Pack Man, foosball table, Ping Pong & Infinity Game Table 🍳 Outdoor patio with BBQ grill & waterfront dining 💻 High-speed Wi-Fi for streaming & remote work 🛏️ Comfortable

Refreshed & Elevated Indigo Reef Luxury Villa 15,

Sunset Villa is a Lux 3 BD, 2.5 BA marina home and a 31 ft dedicated boat slip located in the most exclusive townhome village on the island of Marathon in the Florida Keys. Newly remodeled to a casual coastal elegance by a professional designer, this private home shines. Sunset Villa has everything for a perfect island vacation: resort pool, 31 ft boat slip, gym, on site parking, lush grounds, and a designer villa. We also provide access to a private boat ramp and parking at a location closeby.

Waterfront luxury Villa (14) with sunset views and boat slip

Located in the secluded Indigo Reef Resort in Marathon, this luxury 3BR/2.5BA Villa is pure paradise. Enjoy boating, lounging by the pool, and stunning sunsets from your porch. Your private dock fits boats up to 35' (max 3' draft, no overhang). Boaters insurance required. The fully stocked kitchen and resort grills make dining in easy. Sleeps up to 8 (fee 7+ guests). Weekly rentals only. No smoking. Experience world-class fishing, diving, and the beauty of the Florida Keys—just pack and relax!

Luxury condo with boat slip overlooking the bay

Bay Harbour Starfish is a luxury condo overlooking a large boat basin with views of the Atlantic Ocean. This very spacious 3 bedroom, 2 and half bath condo has been decorated in Tommy Bahama style with a large living and dining area, including a wet bar. The Master suite is very roomy and in suite bath with large jetted soaking tub and seperate shower and walkin closet. Two guest bedrooms have Queen sized beds. There is a 30' boat slip included with electric and fresh water. 7 day minimum.

Marlin House (52): Luxury 3/3 Villa w/ Dock, Pool

Welcome to the Marlin House. This 3 bed 3 bath luxury villa is located in the gated community of Indigo Reef. Immediate boat access to the Gulf and Ocean. 35' dockage incl. You'll appreciate the professionally decorated open floor plan that expands through the gourmet kitchen, family room and onto the outdoor lanai. Three private bedrooms, each with decks. Enjoy happy hour and grill your catch as you watch the sunset! Free WiFi, Parking & Dockage Contact owners 24/7 for any assistance

Waterfront Luxury Condo | Pool + Tiki Bar

Escape to The Dapper Dolphin, a beautifully updated coastal 1-bedroom, 1-bath condo located at Skipjack Resort & Marina in the heart of Marathon. Sleeping up to 4 guests, this stylish retreat features a full kitchen, private balcony, and resort amenities including a pool, Tiki Bar, restaurant, Marina, and more. Situated in the heart of Marathon, it offers proximity to the beach, restaurants, activities, and all the essentials for an unforgettable vacation experience right on-site!

Spacious lux home, private pool/spa, 80' dock

Sunchasers Paradise has everything you are looking for and more in a spacious canal-front home. It's the perfect place to have your next company or couples retreat or reconnect with extended family. Play and relax in the private pool or spa under the palms swaying in the costal breeze. Sunchasers Paradise is the ideal spot for fishing, watersports, and beach lovers. Enjoy this luxury home with endless amenities, nearby dining, and day trip adventures. Unforgettable moments await!

Ocean View Duplex Penthouse | Pool | Vista Two

Indulge in the epitome of coastal living in this expansive duplex penthouse boasting ocean views in Islamorada. Relish captivating tranquility with an open-concept layout seamlessly blending living, dining, and a chef’s kitchen, all framed by panoramic seascapes and access to top-tier amenities. Just a short walk from the beach and world-class waterfront dining, this private haven is where serenity meets sophistication. Enhanced cleaning practices implemented.

Paradise Point - Oceanfront Luxury w/ Pool & Dock

Paradise Point is a luxury oceanfront vacation rental in Marathon, Florida Keys, offering a private 14' x 42' pool, and a 25' dock with direct ocean access. Perfect for family-friendly Florida Keys vacations, this upscale home features 3 ensuite bedrooms, lush tropical landscaping, outdoor kitchen, game areas, and top-tier amenities. Enjoy the ultimate in waterfront living with privacy, comfort, and unbeatable access to the best of the Keys.

MODERN PARADISE! Indigo Reef 67 & 31' Boat Slip

License # VACA-23-217 - Indigo Reef Villa 67 with Boat Slip # 51! It's a End Unit...What more could you ask for? This Newly Renovated Townhouse in Paradise has everything you could possibly need to enjoy a relaxing, nautical themed home away from home. Boasting 3 bedrooms and 2.5 bathrooms situated at the L end of Indigo Reef Resort in Marathon. Peaceful and oh so inviting, it's like floating on the water with an incredible Gulf view.

Sip Slidin' Hideaway

Waterfront Paradise w/ Pool, Grotto Slide & Direct Ocean Access! Slide into vacation mode at this stunningly renovated waterfront home, perfectly located with direct access to both the Atlantic Ocean and Gulf of Mexico via Vaca Cut. Whether you're boating, swimming, or simply soaking up the Florida sun, this home is the ultimate getaway for families and groups. Outdoor Fun for EveryoneYour private, fenced backyard is packed with fun!

Sombrero Beach Tropical Getaway

Find an ideal home base for exploring the Florida Keys at our canal-front condo in Marathon, a cozy escape with a private balcony and easy access to the open ocean. You can spend your days boating, fishing, snorkeling, and lounging at Sombrero Beach, and return home each evening to a comfortable living space, a flatscreen cable TV, and an on-site Pool, tiki bar and restaurant! Vacation Rental Number - VACA-21-19