
Fitness-friendly vacation rentals in Islamorada
Find and book unique fitness-friendly accommodations on Airbnb
Top-rated fitness-friendly rentals in Islamorada
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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.

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.

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.

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!

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.

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 a pool table & Infinity Game Table 🍳 Outdoor patio with BBQ grill & waterfront dining 💻 High-speed Wi-Fi for streaming & remote work 🛏️ Comfortable beds for a perfect night's rest

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.

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

Spacious lux home, private pool/spa, 80' dock
Sunchasers Paradise has everything you are looking for and more in a spacious canal-front home. It's the perfect place to have your next company or couples retreat or reconnect with extended family. Play and relax in the private pool or spa under the palms swaying in the costal breeze. Sunchasers Paradise is the ideal spot for fishing, watersports, and beach lovers. Enjoy this luxury home with endless amenities, nearby dining, and day trip adventures. Unforgettable moments await!

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.

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!
Popular amenities for Islamorada fitness-friendly rentals
Fitness-friendly apartment rentals

Marathon 1BR Villa on Lovely Waterfront Resort

Marathon 2BR Villa on Lovely Waterfront Resort

Marathon Studio on Lovely Gulf Front

Marathon 2 BR Villa on Lovely Waterfront Resort

Marathon 1BR Villa on Lovely Gulf Front Resort

Marathon Studio on Lovely Gulf Front Resort

Amazing Stay | Nature Center. Private Villa

Marathon 2BR Villa on Lovely Waterfront Resort
Fitness-friendly condo rentals

Enjoy the Floirda Keys 28 nights minimum

Family Luxury Beach Fish BBQ Pools Tennis Snorkel

Oceanfront with unbelievable views

3/3 ALLURING OCEAN VIEW - Mariner's Club Villa 521

Oceanfront condo in the keys

Islamorada Oceanfront 2 bdrm, 2 bath, View, Pool

Updated with Beautiful Florida Bay Sunsets

Mariner's Club 533 - Panoramic Ocean Views Await
Fitness-friendly house rentals

Escape to the Florida Keys!

Keys Launchpad

Tequila Sunrise

Welcome to the Ocean Nest in Key Colony Beach, FL

Blue Breeze

Oceanview! 2 Kings, Pools, Pickleball, Speakeasy

KCB Beach House

Florida Keys Waterfront Home - 5 BR, Private Pool,
Quick stats about vacation rentals that are fitness-friendly in Islamorada
Total vacation rentals
Explore 240 vacation rentals in Islamorada
Nightly prices starting at
Islamorada vacation rentals start at $98 CAD per night before taxes and fees
Verified guest reviews
Over 1,230 verified reviews to help you choose
Family-friendly vacation rentals
150 properties offer extra space and kid-friendly amenities
Pet-friendly vacation rentals
Find 150 rentals that welcome pets
Vacation rentals with a pool
230 properties feature pools
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Wifi availability
240 of Islamorada vacation 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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