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.

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.

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.

Islamorada Oceanfront 2 bdrm, 2 bath, View, Pool

Take elevators to this renovated 1,200 sq. ft. 5th floor corner condo in a private peaceful residential community right on the Atlantic Ocean! Oceanview/Oceanfront pool with Tiki Huts, gym/yoga, game rooms and a sandy beach area with picnic tables and tiki huts and wrip-wrap shore. The 2 Extra long Twin Beds Combine to make a King Bed in the 2nd bedroom! Master Bedroom suite has a king bed. EVERY ROOM has an OCEAN VIEW! Kayak/paddleboard rental, snorkel, scuba, restaurants nearby.

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. 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. Unique amenities include a Speakeasy Themed Rec. Area.

Vacay Vibes•Mariners Club Oceanfront Resort•Pools

🌴 Welcome to Vacay Vibes- a Guest Favorite luxury escape in Mariners Club, Key Largo • Sleeps 10 comfortably (4BR / 4BA / 5 beds) • Private stair-free guest suite (rare) • Premium coffee & espresso bar ☕️ • Tropical & Modern “Vacay Vibes” theme • LED photo wall (guest favorite!) • Steps to resort pools, marina, jacuzzis & pickleball • One of the most fully stocked homes - perfect for families, weddings & group getaways 💎 Top 1% Airbnb Home — consistently rated 5⭐️

Largo Getaway: 3 King Suites + In-Law Space

TAKE A VIRTUAL TOUR OF THE ENTIRE UNIT ON YOUTUBE @KEYLARGOTRAVELS This property is managed by KEYLARGOTRAVELS Perfect for families or two couples, the home features a private in-law suite, 2 king rooms, queen with twin bunk beds Indoor & Outdoor Pickleball Courts Tennis & Basketball Courts with lights Two Resort-Style Pools Two Spas – Including Key Largo’s largest pool, which is permitted for night swimming. Fishing Dock BBQ Grills Throughout

Villa DeVera: MarinaView •Pools •Private Terraces

✨ Escape to Villa DeVera at Mariner’s Club Key Largo ✨ A newly renovated 2-story retreat where waterfront serenity meets elevated design. Thoughtfully curated with love and detail, this villa combines modern comfort, coastal charm, and resort luxury. Enjoy 2 private large terraces with marina views, a jetted tub, and open living spaces — the perfect Key Largo escape for sunshine, sea breeze, and unforgettable moments.

Canal Front Retreat | Pool + Free Breakfast

Welcome to THE MAD MAHI — your ultimate waterfront getaway in Marathon! This stunning 1-bedroom condo comfortably sleeps up to 4 guests and is perfect for a relaxing Florida Keys retreat. Enjoy a full kitchen, private balcony, resort-style pool, Tiki Ba and restaurant. Conveniently located between Key Largo and Key West, with local shops, dining, and attractions just a short walk or bike ride away.