Fitness-friendly vacation rentals in Islamorada

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.

Oceanside Pools, Marina, Pickleball, Coffee Bar

🌴 Welcome to Vacay Vibes! This trendy 4BR Key Largo home sleeps 10 and is just steps to the 7,800 sq ft Oasis Pool, beach area, on-site marina & jacuzzis. Enjoy a modern & open living area with LED photo wall, fully stocked kitchen w/ coffee bar, luxe en-suite comfy bedrooms, private ground-floor apartment with kitchenette & turf grass balcony. Baby gear, sports equipment & pool necessities included!Resort amenities: Pickleball, Food Truck, Rec & Fitness Center. TOP 1% HOME & GUEST FAVORITE! ⭐️

Mariners Club Resort, Best in the Upper Keys

SPACIOUS AND STUNNING Family Friendly 4+ br home. One of the few to allow 10 guests! POOLS w/ hot tubs MARINA for direct access to reef; diving, snorkeling, fishing & sandbars KAYAKING Pennekemp DISCOUNT to swim with dolphins at DPMMR ACTIVITIES; tennis & pickleball courts, gym & game room. LOCATION: restaurants, bars, grocery and other conveniences PARKING for two cars on site WE ARE LOCALS who know the importance of family time so look no further than this special slice of paradise!

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

Mariner's Club 522 - Don't worry Beach Happy!

The Mariner's Club Key Largo Vacation Villa 522 is the ideal vacationer's home away from home, plan your staycation today with 2 full bedrooms with ensuite baths and a cozy den as the 3rd bedroom. A fully stocked kitchen boasting granite counter tops and marble floors. Never miss the sun's rising from your private balcony overlooking the gorgeous waters of the Atlantic Ocean. Romance, family, groups? Come one come all and make the best of your Florida Keys Vacation!

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.

Oceanfront Resort W/Indoor Pickleball - Spacious!

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.

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.

Tropical Escape | Sea Gulls 407 ~ Weekly Rental

Located right on the Atlantic Ocean, in the heart of the Florida Keys on Plantation Key - the sport fishing and diving capital of the world. Islamorada is your local hot spot for fishing, diving, kayaking and paddle boarding, water sports, shopping, sight-seeing, bird watching, biking, nature trails, and experiencing the nightlife in the Keys. *7 night minimum*