Fitness-friendly holiday rentals in Windley Key

Panoramic Oceanside 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.

Oceanside Pools, Marina, Pickleball, Coffee Bar

🌴 Welcome to Vacay Vibes! This trendy 4BR Key Largo home sleeps 10 and is just steps to the 7,800 sq ft Oasis Pool, beach area, on-site marina & jacuzzis. Enjoy a modern & open living area with LED photo wall, fully stocked kitchen w/ coffee bar, luxe en-suite comfy bedrooms, private ground-floor apartment with kitchenette & turf grass balcony. Baby gear, sports equipment & pool necessities included!Resort amenities: Pickleball, Food Truck, Rec & Fitness Center. TOP 1% HOME & GUEST FAVORITE! ⭐️

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!

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.

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!

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. 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.

DROP YOUR ANCHOR - #63 Indigo Reef & Boat Slip 67

License # VACA-23-216 - You'll find your home away from home with us in villa 63 with Boat Slip # 67 at the Indigo Reef Resort. The spacious size of the villa is beyond exceptional and makes for the group's perfect getaway, with each guest able to enjoy their own bedding and privacy. The fully stocked kitchen offers all of the necessities in preparing a feast for the family.

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*

Mariners 212 Great Location with Marina Views

Best Vacation rental to explore the Florida Keys 3/3 bedroom Villa facing the marina with ocean views and steps away from the best pool by the ocean in the FL keys, 2 king master bedrooms with ensuite bathrooms, 2 pools, 2 hot tubs, gym, tennis, indoor and outdoor pickleball, recreation room with pool table, foosball, ping pong and card table.