Fitness-friendly holiday rentals in Islamorada

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Islamorada

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.91 out of 5 average rating, 388 reviews

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.

Top guest favourite
A tray displays two coconut cups filled with a refreshing beverage, each adorned with a pink paper umbrella. Slices of watermelon are arranged on a plate beside the drinks. The vibrant blue water of the heated pool glistens in the sunlight, surrounded by tropical greenery.
Home in Marathon
5 out of 5 average rating, 72 reviews

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

Top guest favourite
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
5 out of 5 average rating, 17 reviews

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.

Top guest favourite
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.
Townhouse in Key Largo
4.98 out of 5 average rating, 107 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.

Superhost
An expansive resort pool is surrounded by palm trees and lush greenery, reflecting shades of blue from the sky and water. The curved shape of the pool creates a serene and inviting atmosphere, with sections for lounging and relaxation. Coastal views extend beyond the pool area.
Apartment in Key Largo
4.85 out of 5 average rating, 20 reviews

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)

Superhost
A natural stone hot tub features flowing waterfalls, with turquoise water sparkling under soft lighting. The surrounding rocky design adds a secluded feel, while a safety sign is posted nearby to indicate no diving is allowed.
Home in Key Largo
4.92 out of 5 average rating, 154 reviews

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!

Top guest favourite
A modern kitchen countertop made of dark granite is visible in the foreground, featuring a sink and a coffee maker. In the background, a spacious living area includes a gray sofa and a large television, with a sliding door leading to a private balcony overlooking ocean views.
Flat in Tavernier
4.99 out of 5 average rating, 71 reviews

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!

Top guest favourite
Townhouse in Islamorada
4.95 out of 5 average rating, 21 reviews

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.

Guest favourite
Townhouse in Key Largo
5 out of 5 average rating, 18 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.

Guest favourite
A spacious living area is featured, with comfortable seating arranged around a coffee table. Large sliding glass doors provide a view of the ocean and access to an outdoor seating area. Light-colored walls and soft furnishings create a bright atmosphere.
Apartment in Islamorada
4.94 out of 5 average rating, 32 reviews

Just a Few Friends - Ocean View and Bring your Boa

Experience all the Florida Keys has to offer in this stunning 2 bed/ 2 ½ bath condominium with an Ocean View, located in Bay Harbour, Islamorada Florida. This quiet gated community allows one to truly escape. Have the trip of a lifetime with & BRING YOUR BOAT too (up to 30')! Large heated/cool pool, jetted hot tub, fitness center, clubhouse, tennis courts, grills, covered parking + guest parking, and a private boat slip Offered through Jonelle Kop, Blue 9 Realty Inc., Tavernier, FL

Superhost
A large lagoon-style pool is surrounded by lush tropical landscaping and palm trees. The clear water reflects the blue sky, while sun loungers are positioned around the pool. The elegant white buildings of the resort are visible in the background.
Villa in Key Largo
4.82 out of 5 average rating, 113 reviews

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.

Top guest favourite
A large resort-style pool is surrounded by lush palm trees and vibrant landscaping. Lounge chairs are arranged by the pool's edge, inviting relaxation. A shaded seating area is visible nearby, adding to the serene environment, along with a clear blue sky overhead.
Townhouse in Key Largo
4.98 out of 5 average rating, 61 reviews

Spring & Summer Dates Open | 4BR/4BA Unit 606

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).

Popular amenities for fitness-friendly rentals in Islamorada

When is the best time to visit Islamorada?

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Quick stats about holiday rentals that are fitness-friendly in Islamorada

  • Total holiday rentals

    Explore 250 holiday rentals in Islamorada

  • Nightly prices starting at

    Islamorada holiday rentals start at £67 per night before taxes and fees

  • Verified guest reviews

    Over 1,350 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wifi availability

    250 of Islamorada holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Islamorada rentals

  • 4.6 Average rating

    Islamorada stays receive an average rating of 4.6 out of 5 from guests

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