Fitness-friendly holiday rentals in Vaca Key

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

Panoramic Oceanside Luxury, Dockage & Gameroom

🌴Welcome to Paradise Palms– the Crown Jewel of the Neighborhood🌴 This brand-new, gated oceanfront retreat offers an exclusive luxury experience in the Florida Keys. This three-story home blends modern elegance with tropical charm, featuring unobstructed panoramic ocean views, boat dockage, and luxury amenities designed for the ultimate getaway. Enjoy two oceanfront balconies and take in unforgettable sunrises and sunsets. We’re committed to providing the best—because you deserve nothing less.

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 (34) with sunset views and boat slip

Located in Indigo Reef Resort, this luxury 3BR/2.5BA Villa offers Gulf sunset views, a private dock (max 35’, 3' draft, no overhang, boaters insurance required), and access to a pool and gym. TVs in all bedrooms, plus a large screen in the living room. Fully stocked kitchen and resort grills for easy dining. Sleeps 6 max. Weekly rentals only. All bedrooms and full baths are located on the second floor of the Villa and involve stairs. No smoking. Dogs considered ($350 pet). Just pack and relax!

NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom

🌊Welcome to The Seascape🌊 Experience waterfront living at its finest at The Seascape, a modern, newly constructed retreat nestled directly on the ocean where every morning begins in color, and every evening ends in calm. Here, the ocean isn’t just a view. It’s a presence. Come make memories at Islamorada's famous sandbar, legendary fishery, or gather on sunlit shores to relax and revel in life’s simplest joys with stunning views, direct water access, and a stylish escape from the everyday.

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. 31' 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

Islamorada Home 5/3 Private Beach! freshly updated

Relax in Islamorada, Enjoy the day deep sea fishing, and watch the sunset at our private beach. Our 5/3 House is freshly updated. Master has a king bed and the two others have full beds with trundles underneath to sleep 3 or 4 kids, 2 more bedrooms downstairs with 1 king size bed, and 1 king and twin bed, Freshly furnished, and the bathrooms are freshly updated as well. The boat dock can hold up to a 40 ft boat with power and water at the dock there is a lot to do and see in the keys!

Just a Few Friends - Ocean View and Bring your Boa

Experience all the Florida Keys has to offer in this stunning 2 bed/ 2 ½ bath condominium with an Ocean View, located in Bay Harbour, Islamorada Florida. This quiet gated community allows one to truly escape. Have the trip of a lifetime with & BRING YOUR BOAT too (up to 30')! Large heated/cool pool, jetted hot tub, fitness center, clubhouse, tennis courts, grills, covered parking + guest parking, and a private boat slip Offered through Jonelle Kop, Blue 9 Realty Inc., Tavernier, FL

Turtle Cove at Indigo Reef~ Pet-friendly, 31' Slip

Turtle Cove is a beautiful 3-bedroom, 2.5-bath, pet friendly vacation rental in the prestigious Indigo Reef community, offering stunning Gulf of Mexico views from both upper and lower decks. Guests can enjoy a range of activities, including lounging by the saltwater pool, fishing, boating, and water sports, with nearby attractions like the Turtle Hospital and Dolphin Research Center. This tropical retreat offers both relaxation and adventure for a memorable Florida Keys getaway.

Indigo Reef 22 & Dock 20 - SUNSATIONAL VIEWS

License # VACA-23-218 - Ready for the ultimate Keys getaway? Don't hesitate because the Indigo Reef resort's villa 22 with boat slip #20 offers only the best of amenities to perfect this once in a lifetime vacation. The privacy and space ensures you'll be able to enjoy the Keys' lifestyle without the congestion the islands. Never question what you'll have for dinner each night away from home, with a number of local groceries you'll be able to utilize the well equipped kitchen.

PURE LUXURY - Indigo Reef 66 Gulf View & Dockage

License # VACA-21-195 - Water Front Luxury has a Name! Indigo Reef Villa 66. 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.