
Fitness-friendly holiday rentals in Islamorada
Find and book unique fitness-friendly rentals on Airbnb
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 $103 SGD per night before taxes and fees

Verified guest reviews
Over 1,410 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
220 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
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.

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.

Luxury 3BR/3BA Condo with Sweeping Ocean Views
Wake up to breathtaking views of the Atlantic Ocean and unwind while overlooking the resort-style oasis pool—right from the comfort of your glass-enclosed patios, accessible from both the living room and master suite. 410 Mariners Club is a spacious, three-story townhouse offering guests exclusive access to a private one-car garage—ideal for secure parking or storing fishing and diving gear after a day on the water. A bonus ground-level enclosed patio just off the pool provides a shaded spot pe

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.

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 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.

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.

Waterfront Condo, daily housekeeping & breakfast!
Escape to The Dapper Dolphin, a beautifully updated coastal 1-bedroom, 1-bath condo located at Skipjack Resort & Marina in the heart of Marathon. Sleeping up to 4 guests, this stylish retreat features a full kitchen, private balcony, and resort amenities including a pool, Tiki Bar, restaurant, Marina, and more. Situated in the heart of Marathon, it offers proximity to the beach, restaurants, activities, and all the essentials for an unforgettable vacation experience right on-site!

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⭐️

Mariners Club Spacious 4BR/4BA w/ Resort Amenities
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
Fitness-friendly apartment rentals

Marathon Studio on Lovely Gulf Front Resort

Oceanview • Pool View • Indoor/Outdoor Pickleball

Islamorada Paradise: Stunning Oceanview Condo Stay

Eclectic Easeful Stay!

Standard 1 Bedroom King Suite with Balcony

Sunset Sailing | Kayaking. Private Pool

Key Largo Resort, Remodel, Sleeps 6 w/Boat Slip

Key Largo Condo 8/1-8/8/2026 2 BR with boat slip
Fitness-friendly apartment rentals

Just a Few Friends - Ocean View and Bring your Boa

Fun Keys Getaway in Best Resort

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

Paradise Found! Luxury 3 Bed 3 Bath Ocean views

Sombrero Beach Tropical Getaway

Mariner's Club 533 - Panoramic Ocean Views Await

Casa Seagulls

113 Mariners Club - Marina & Oceanview!
Fitness-friendly house rentals

The Blue Pearl

Flipper's Lagoons

Waterfront Condo | Heart of Islamorada | Boat Slip

Keys Waterfront Escape • Canal & Private Boat Lift

Sip Slidin' Hideaway

Welcome to the Ocean Nest in Key Colony Beach, FL

Escape to the Florida Keys!

5079 - Hawks Cay 2/1.5 - Sunset Village & Beach
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $409 SGD | $405 SGD | $433 SGD | $310 SGD | $661 SGD | $323 SGD | $374 SGD | $380 SGD | $380 SGD | $315 SGD | $323 SGD | $358 SGD |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
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- Fitness-friendly rentals Monroe County
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- Fitness-friendly rentals United States
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Schnebly Redland's Winery & Brewery
- Calusa Campground
- Coral Castle
- Homestead-Miami Speedway
- Bahia Honda State Park
- Robbies Marina Of Islamorada
- Theater of the Sea
- Seven Mile Bridge
- Everglades Alligator Farm
- Ernest F. Coe Visitor Center
- Key Largo Kampground And Marina
- Monkey Jungle
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Founder's Park
- History Of Diving Museum
- Conch Key
- Homestead Bayfront Park





