Fitness-friendly holiday rentals in Plantation Key

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.

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!

In-Laws Quarters, 2 Kings, Pool, Indoor Pickleball

4 floors and 3 private bedrooms, 7 beds 1st Floor – Master Suite: King bed Living area -full sofa bed Kitchen Area & full bathroom 2nd Floor – Living Area: Open living room, dining room, and large kitchen Half bathroom 3rd Floor – Master Suite: King bed, vanity, desk, full bathroom with shower, Jacuzzi Guest Suite: Queen bed, bunks, twin floor mattress, private bathroom 4th Floor- Rooftop terrace: Distant ocean views, breeze, seating Outdoor fun: Balcony with dartboard & domino table

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!

Panoramic Oceanside Luxury, Dockage, & Gameroom

🌴 Paradise Palms - Guest Favorite 🌴 Indulge in luxury & exclusivity at Paradise Palms, a newly built oceanfront gated home with dockage and panoramic views. This three-story retreat blends modern design with tropical charm. Enjoy breathtaking sunrises, unforgettable sunsets, and unmatched ocean views from nearly every room—you won’t find a home closer to the water! We believe in offering the best and are committed to ensuring your stay is nothing short of exceptional.

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. The property is located in Key Largo's most upscale oceanfront community. The area has the distinction of being Key Largo's newest oceanfront gated destination, with some of the most unique amenities in all of the keys. It caters to those who simple desire the very best in luxury accommodations

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*