Fitness-friendly holiday rentals in Windley Key

A tranquil lagoon-style pool is illuminated by soft blue lighting, surrounded by palm trees. The evening sky is painted with hues of orange and purple, reflecting in the calm waters. Nearby, resort-style buildings are softly lit, contributing to a relaxing ambiance.

4.89 out of 5 average rating, 56 reviews

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

4.92 out of 5 average rating, 394 reviews

The eco-friendly two-story River Queen vessel is anchored in a calm harbor, showcasing a modern design. The structure features large windows and a rooftop terrace, with a wind turbine on the left. The surrounding landscape includes lush greenery, complementing the serene water view.

Boat in Tavernier

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.

5 out of 5 average rating, 19 reviews

An expansive oceanfront balcony showcases unobstructed views of the tranquil waters and gentle waves. The horizon is adorned with soft pastel colors from the sky, reflecting the serenity of the surroundings. A white railing frames the scene, enhancing the feeling of openness.

Townhouse in Islamorada

Oceanfront 3‑Stories of Bliss • 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.

A spacious pool area is surrounded by lush tropical landscaping and palm trees. Comfortable blue lounge chairs are arranged on a sandy deck. The inviting circular pool features a beach entry, providing easy access to the clear water, with views of the ocean in the background.

4.98 out of 5 average rating, 112 reviews

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.

4.99 out of 5 average rating, 78 reviews

A wooden deck overlooks the tranquil ocean, featuring two comfortable chairs positioned for optimal views. The horizon is lined with gentle waves under a partly cloudy sky. Green navigational markers are visible in the water, enhancing the coastal scene.

Flat in Tavernier

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!

4.96 out of 5 average rating, 24 reviews

A serene waterfront view captures the modern multi-story building surrounded by lush greenery. The calm water reflects the clear blue sky, while a private wooden dock extends into the water, providing an inviting entrance to the property.

Townhouse in Islamorada

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.

A spacious lagoon-style pool is surrounded by lush greenery and tropical palm trees. Sunlight filters through the leaves, reflecting off the water's surface. Colorful flowers add vibrant accents to the serene landscape, with villas visible in the background.

5 out of 5 average rating, 99 reviews

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.

4.95 out of 5 average rating, 77 reviews

Home in Key Largo

NEW Oceanfront Showhouse Casa Mar-2 Kings -NO FEES

NO RESORT, GUEST OR MANAGEMENT FEES WHEN BOOKING MY HOMES. Voted #1 Vacation Rental! Welcome to your oceanview villa, a family friendly retreat with resort style amenities. Enjoy the largest pool in the Keys, a second elevated ocean view pool, and a speakeasy style game room with a bar, pool table, ping pong, and shuffleboard. A private staircase gives direct access to these amenities. Features the only indoor pickleball court, outdoor pickleball, tennis, fishing and a gym. No Hidden Fees!

5 out of 5 average rating, 19 reviews

Mariner's Club 204 - Marina View

Getaway to paradise at Mariner's Club Key Largo! This lavish oceanside community boasts all the most desirable amenities you can imagine, including the Oasis Pool - the largest swimming pool in the Florida Keys, the secondary Clubhouse swimming pool, outdoor grotto, an onsite marina and walking pier, game room, fitness center, tennis & pickle ball courts, and more exceptional features. During your stay with us, you'll enjoy accommodations that are beautifully modern and generously spacious.

Superhost

A bright living area features a grey sectional sofa and a patterned armchair beside a wooden coffee table. Natural light flows through sliding glass doors that open to a private balcony, while a large rug with blue tones adds warmth to the space.

Apartment in Key Largo

4.75 out of 5 average rating, 59 reviews

Mariner's Club 512 Island Oasis - Key Largo 3BR

Villa 512 at the Mariner's Club Key Largo features a private balcony overlooking the Atlantic Ocean to ensure your leisure is well spent, opulent and comfortable furnishings prescribing the classic Keys' atmosphere, and granite counter tops and marble floors to induce a mindset of first class. This stunning 2 bedroom plus converted den for an additional bedroom is sure to provide your group with the privacy and comfort necessary to truly indulge. 24/7 Guest Services Available by phone.