Fitness-friendly vacation rentals in Islamorada

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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 favorite
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
4.92 out of 5 average rating, 394 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 favorite
Home in Marathon
5 out of 5 average rating, 75 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

Superhost
A bright living area features large glass doors that open to a scenic view of the Gulf of Mexico. Lush potted plants add life to the space, while natural light illuminates the wood flooring and cozy seating arrangement.
Townhouse in Marathon
4.92 out of 5 average rating, 12 reviews

Waterfront Luxury Villa (62) with sunset views and boat slip

This premier unit and spacious 3-bedroom, 3.5-bath Villa offers Gulf sunset views from the porch and balcony. It is one of the most renovated units at Indigo. Each bedroom has its own TV, plus a large flat-screen in the living room. Private boat dock accommodates vessels up to 35’ in length, draft not exceeding 3’. Boaters insurance required. Multiple vessels or personal watercraft are not allowed in a single dock space. Accommodates up to 6 guests (Note: Minimum weekly rental. Stairs required.)

Top guest favorite
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, 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.

Top guest favorite
A tranquil beach scene features several blue lounge chairs arranged in neat rows on the sandy shore. A wooden pier extends into the water, accompanied by a thatched-roof gazebo. Lush greenery and a peaceful sky with scattered clouds complete the coastal vista.
Apartment in Tavernier
4.99 out of 5 average rating, 82 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 favorite
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
4.96 out of 5 average rating, 26 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.

Top guest favorite
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.
Townhouse in Key Largo
5 out of 5 average rating, 100 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.

Top guest favorite
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, 19 reviews

Closest Oceanfront Home - 3 Stories, Views & Dock

Welcome to Paradise Palms, the crown jewel of oceanfront living in Islamorada. This gated, three-story retreat is one of the closest homes to the water, offering unobstructed panoramic views, rare third-floor balcony access, and boat dockage. Thoughtfully designed with modern coastal elegance, enjoy two oceanfront balconies, luxury amenities, and unforgettable sunrises and sunsets. Your comfort and satisfaction are our top priorities. Let us help you turn your vacation dreams into reality.

Top guest favorite
The view from the screened-in lanai displays a serene boat basin framed by palm trees. A ceiling fan adds a functional touch above a round dining table, while boats are moored in the distance under clear blue skies.
Condo in Islamorada
5 out of 5 average rating, 34 reviews

Luxury condo with boat slip overlooking the bay

Bay Harbour Starfish is a luxury condo overlooking a large boat basin with views of the Atlantic Ocean. This very spacious 3 bedroom, 2 and half bath condo has been decorated in Tommy Bahama style with a large living and dining area, including a wet bar. The Master suite is very roomy and in suite bath with large jetted soaking tub and seperate shower and walkin closet. Two guest bedrooms have Queen sized beds. There is a 30' boat slip included with electric and fresh water. 7 day minimum.

Guest favorite
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.
Condo 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
An aerial view captures the expansive lagoon-style swimming pool at the center of the community, surrounded by lush palm trees and lounge chairs. Nearby, the ocean stretches into the horizon, with gracefully designed townhomes completing the tropical landscape.
Villa in Key Largo
4.81 out of 5 average rating, 118 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. 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.

Guest favorite
An aerial view captures a spacious lagoon-style pool surrounded by palm trees, with deck chairs positioned for relaxation. The pool seamlessly merges with the ocean, offering tranquil blue waters against a backdrop of lush greenery and the distant horizon.
Home in Key Largo
4.95 out of 5 average rating, 20 reviews

Get away @ Slow M'Ocean Hideaway

Join us at Slow M'Ocean Hideaway - Key Largo for a relaxing getaway, family vacation, or an amazing Florida Keys fishing trip! You will stay in a beautifully appointed 4 bed 4 bath townhome, in a secure gated comminty. Take a refreshing dip in the Zero entry lagoon style pool by the ocean or swim laps in the clubhouse pool! Both feature hot tubs, even a Grotto! Reserve a slip in the Marina and bring your own boat for world renowned fishing, diving, or snorkling.

Popular amenities for Islamorada fitness-friendly rentals

When is the best time to visit Islamorada?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$57,741 GYDG$68,410 GYDG$65,691 GYDG$50,210 GYDG$107,114 GYDG$52,302 GYDG$60,670 GYDG$61,507 GYDG$61,507 GYDG$51,046 GYDG$52,302 GYDG$57,950 GYD
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Quick stats about vacation rentals that are fitness-friendly in Islamorada

  • Total vacation rentals

    Explore 190 vacation rentals in Islamorada

  • Nightly prices starting at

    Islamorada vacation rentals start at G$18,829 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,290 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Vacation rentals with a pool

    190 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    190 of Islamorada vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Islamorada rentals

  • 4.7 Average rating

    Islamorada stays receive an average rating of 4.7 out of 5 from guests

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