Fitness-friendly holiday rentals in Marathon

Island Sanctuary Islamorada

Stay aboard the eco-friendly two-story 63 ft River Queen with a 360 degree view with beautiful sunrises and sets, mored 1/8 mi offshore in a quite harbor close to shopping center, movie theater, hospital, bars & restaurants. A 10-foot dinghy with small outboard to come & go from shore "ONLY", nowhere else. I also offer Personal Training, deep tissue work & Life Coach sessions. I live on the vessel about a hundred yards from you so if there are any questions, etc. I will be there to assist you.

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 6BR Luxury Retreat w/ Pool & Dock

Welcome aboard Captain's Retreat, your 6BR/5BA tropical paradise in Marathon with 80 feet of dockage for up to 3 boats! I expanded from our popular Captain's Quarters to create this ultimate family compound with fast ocean access. Cruise the Atlantic on our premium Hobie kayaks, challenge family to shuffleboard by the heated pool, or rack 'em up in the billiards room – there's something for every generation in your crew! 🏊‍♂️ Luxury heated pool & spillover spa ⛵ Private 80ft dock with Hobie pe

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.

New Listing! Tropical Oasis at the Mariners Club!

The beautiful Mariner’s Club is an island paradise in the heart of Key Largo. This upscale ocean front gated community combines resort style family fun with high end luxury plus all the amenities you can dream of! Our modern Villa sleeps 8 guests and is ideal for couples & families! We have the largest lagoon style pool in the Florida Keys, an elevated club house pool, jacuzzi with waterfall Grotto, fishing pier, marina, beach area, fitness center, game room, tennis & pickleball courts.

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!

The Lighthouse - Beach Houses Key West

If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

Oceanfront Resort W/Indoor Pickleball - Speakeasy!

An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. This 3/3.5 villa is located in Key Largo's most upscale oceanfront resort. The area has the distinction of being Key Largos newest oceanfront gated destination, with some of the most unique amenities in all of the keys. It caters to those who simply desire the very best in luxury accommodations. Unique amenities include a Speakeasy Themed Rec. Area.

Palm Breezes! Room for Everyone on the Ocean.

This 5 bedroom 3 bath house with pool on Ocean front property on Highway 1.. This lovely home has its own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Grill, Jacuzzi. Full WiFi. TVs in every bedroom! Travel down our private dock way to the beautiful Cudjoe Bay, hop one of the many kayaks and take a healthy paddle with your friends/family or just enjoy the breathtaking ocean view while you sit on the porch.

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.