Fitness-friendly holiday rentals in Windley Key

Sunrise Retreat: Ocean & Pool Views, Gym, PB Court

Discover Coastal Luxury at Mariner’s Club, an exclusive oceanfront gated community nestled in the heart of Key Largo. Combining resort-style family fun with sophisticated elegance, this coastal haven offers the ultimate Florida Keys escape. Our spacious townhome, located in the much-desired 400 building directly in front of the pool and ocean, comfortably sleeps up to 8 guests, making it perfect for families, couples, or groups seeking both relaxation and adventure. Steps from your door, you’l

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.

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.

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.

Fun Keys Getaway in Best Resort

Enjoy an incredible fun-filled getaway to our newly renovated 1st floor, 2-bedroom / 1-bathroom apartment. Luxurious fun resort living with so many amazing amenities... our peaceful Oasis pool (the largest oceanfront pool in Keys), unique hot Jacuzzi Grotto, elevated clubhouse pool, long fishing pier, sun-tanning beach, marina, and many BBQs. Plus, air conditioned pickleball courts, tennis/basketball courts, full gym, and spacious game room (w/ pool, ping pong, shuffleboard and card/game tables)

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!

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.

Fishermen's Paradise - 3/2.5 Mariner's Club 132

The Mariner's Club Key Largo Vacation Villa 132 is the ideal vacationer's home away from home , featuring 2 full bedrooms 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 marina. A large Jacuzzi tub located in the master bath offers a hint of romance to your getaway. No persons under the age of 25 can occupy or visit this rental unit.

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.

NEW! 4-Story Villa, Private Rooftop, Pool, Marina

Voted the #1 New Vacation Home in Key Largo! Escape to The Casanova Key at Mariner’s Club Key Largo where a stunning four story getaway awaits with three luxe bedrooms each with its own bath and a private rooftop made for unforgettable sunsets. Lounge by two heated pools, soak in hot tubs, play pickleball or tennis, hit the gym or fish off the pier. Bring your boat to the onsite marina and enjoy comfort style and the magic of the Florida Keys all in one perfect spot.

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*