Fitness-friendly holiday rentals in Islamorada

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.

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

Key Largo's Premier Family Friendly Resort!

Mariners Club Key Largo! The vacation destination of the keys. A gated oceanfront resort and marina on the Atlantic. Key Largo is AKA the Diving Capital of the World. Our private 3 story home can be 2 separate units. Combined total is 3 bedroom 3.5 bath. The resort has 2 pools one that is the Keys largest beach entry style pool, 2 hot tubs one that is a grotto style, fishing pier, fitness center, game room, tennis, pickle and basketball courts. It's a beautiful well maintained peaceful place.

Ocean View 2br/2ba w/pool, bar, gym + dockage 28ft

Discover paradise in this exquisite 2-bedroom, 2-bathroom ocean view condo. Enjoy breathtaking vistas from your private balcony and delight in bird watching. The property features a refreshing swimming pool, sports courts, a pristine beach, and a picturesque pier perfect for leisurely strolls. Snorkel in the clear waters to explore the vibrant marine life. Prime location in Tavernier, FL Keys. Come stay at 'The View' and immerse yourself in tranquility. Book today and make lasting memories!

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.

Vacay Vibes•Mariners Club Oceanfront Resort•Pools

Welcome to Vacay Vibes 🌴 — a Guest Favorite luxury escape in Mariners Club, Key Largo ✨ Why guests choose this home: • Sleeps 10 comfortably (4BR / 4BA / 5 beds) • Private stair-free guest suite (rare) • Premium coffee & espresso bar ☕️ • Designer interiors with curated “Vacay Vibes” aesthetic • LED photo wall (guest favorite!) • Steps to resort pools, marina, jacuzzis & pickleball • One of the most fully stocked homes — just bring yourselves 💎 Top 1% Airbnb Home — consistently rated 5⭐️

Closest Oceanfront Home - 3 Stories, Views & Dock

Welcome to Paradise Palms, the crown jewel of oceanfront living in Islamorada. This gated, three-story retreat is one of the closest homes to the water, offering unobstructed panoramic views, rare third-floor balcony access, and boat dockage. Thoughtfully designed with modern coastal elegance, enjoy two oceanfront balconies, luxury amenities, and unforgettable sunrises and sunsets. Your comfort and satisfaction are our top priorities. Let us help you turn your vacation dreams into reality.

Family Key Largo Townhome for Fun Sun & Relaxation

Our top GoToKeys luxury resort in Key Largo for a truly one of a kind, private get-away. Tucked between palms, lush greens, & sea breeze, our immaculate spacious townhouse and community are secure and loads of fun. Enjoy the day by pools/sun-tanning and relax in style at night. The Florida Keys has a world of tropical adventurous places to discover - snorkeling, scuba diving, fishing, swimming with dolphins, nature trails, kayaking, and so much more. Your perfect home away from home in Keys.

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.

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.

Best summer stay in KL! • 4BR/4BA • Resort Pools

Welcome to Sea La Vie! Unit 606 in Mariner’s Club, Key Largo 🐬 A spacious 4 bed / 4 bath, 3-story townhouse offering comfort, privacy, and resort-style amenities. Thoughtfully designed for real living — cozy, clean, and fully equipped for an easy, relaxed stay. Perfect for families, friends & groups traveling together to unwind, explore and adventure. Max occupancy is 10 guests, including children over 1 (1 child under 12 months may be added to a group of 10).

Get away @ Slow M'Ocean Hideaway

Join us at Slow M'Ocean Hideaway - Key Largo for a relaxing getaway, family vacation, or an amazing Florida Keys fishing trip! You will stay in a beautifully appointed 4 bed 4 bath townhome, in a secure gated comminty. Take a refreshing dip in the Zero entry lagoon style pool by the ocean or swim laps in the clubhouse pool! Both feature hot tubs, even a Grotto! Reserve a slip in the Marina and bring your own boat for world renowned fishing, diving, or snorkling.