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

Oceanfront 3-Story 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 (62) with sunset views and boat slip

This premier unit and spacious 3-bedroom, 3.5-bath Villa offers Gulf sunset views from the porch and balcony. It is one of the most renovated units at Indigo. Each bedroom has its own TV, plus a large flat-screen in the living room. Private boat dock accommodates vessels up to 35’ in length, draft not exceeding 3’. Boaters insurance required. Multiple vessels or personal watercraft are not allowed in a single dock space. Accommodates up to 6 guests (Note: Minimum weekly rental. Stairs required.)

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

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

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.

Marathon 2BR Villa on Lovely Waterfront Resort

Situated just off the historic Florida Keys Overseas Highway, The Hammocks at Marathon™ lets you and your family experience the best of the Florida Keys with each stay. The resort entrance envelops you in lush tropical foliage, and Caribbean music greets you at the door. Relax, you're on island time now. The glass-enclosed lobby is impressive with its 30-foot cathedral ceilings and saltwater aquarium of a living coral reef.

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.

Indigo Bliss 36- Boat slip incl, Marathon FL

Stay in Indigo Reef’s premier end unit, offering rare extra windows, abundant natural light, and sweeping marina and sunset views. This 3BR/2.5BA townhouse includes a complimentary boat slip, French-door porch, multiple private balconies, heated pool, and fitness center. Perfect for extended stays, fishing adventures, and sunset cocktails in one of Marathon’s most sought-after communities.