
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 190 holiday rentals in Islamorada

Nightly prices starting at
Islamorada holiday rentals start at $116 SGD per night before taxes and fees

Verified guest reviews
Over 1,290 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Holiday rentals with a pool
190 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
190 of Islamorada holiday rentals include wifi 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
Top-rated fitness-friendly rentals in Islamorada
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.

Sunrise Retreat: Ocean & Pool Views, Gym, PB Court
Discover Coastal Luxury at Mariner’s Club, an exclusive oceanfront gated community nestled in the heart of Key Largo. Combining resort-style family fun with sophisticated elegance, this coastal haven offers the ultimate Florida Keys escape. Our spacious townhome, located in the much-desired 400 building directly in front of the pool and ocean, comfortably sleeps up to 8 guests, making it perfect for families, couples, or groups seeking both relaxation and adventure. Steps from your door, you’l

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.

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

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.

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.

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.

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.

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.

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⭐️

Largo Getaway: 3 King Suites + In-Law Space
TAKE A VIRTUAL TOUR OF THE ENTIRE UNIT ON YOUTUBE @KEYLARGOTRAVELS This property is managed by KEYLARGOTRAVELS Perfect for families or two couples, the home features a private in-law suite, 2 king rooms, queen with twin bunk beds Indoor & Outdoor Pickleball Courts Tennis & Basketball Courts with lights Two Resort-Style Pools Two Spas – Including Key Largo’s largest pool, which is permitted for night swimming. Fishing Dock BBQ Grills Throughout
Popular amenities for fitness-friendly rentals in Islamorada
Fitness-friendly apartment rentals

Ocean View 2br/2ba w/pool, bar, gym + dockage 28ft

Waterfront Escape | Pool, Tiki, Breakfast & Marina

Marathon Studio on Lovely Gulf Front Resort

Island Villa Escape | 3BR + Full Kitchen + Patio

Ocean View Duplex Penthouse | Pool | Vista One

Islamorada Paradise: Stunning Oceanview Condo Stay

Key Largo Condo 8/1-8/8/2026 2 BR with boat slip

Eclectic Easeful Stay!
Fitness-friendly apartment rentals

Condo - Steps Away from the Ocean, Boat Slip Incl.

Fishermen's Paradise - 3/2.5 Mariner's Club 132

Beautifully renovated oceanfront property!

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

523 Mariners Club

Oceanfront condo in the keys

Paradise Found! Luxury 3 Bed 3 Bath Ocean views

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

5079 - Hawks Cay 2/1.5 - Sunset Village & Beach

Escape to the Florida Keys!

The Blue Pearl

Key Largo Beautiful Oceanfront

Welcome to the Ocean Nest in Key Colony Beach, FL

Waterfront Condo | Heart of Islamorada | Boat Slip

NEW! 4-Story Villa, Private Rooftop, Pool, Marina

Get away @ Slow M'Ocean Hideaway
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $410 SGD | $406 SGD | $433 SGD | $310 SGD | $662 SGD | $323 SGD | $375 SGD | $380 SGD | $380 SGD | $316 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
- Fitness-friendly rentals Florida
- 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
- Everglades Alligator Farm
- Seven Mile Bridge
- Ernest F. Coe Visitor Center
- Monkey Jungle
- Florida Keys Aquarium Encounters
- Key Largo Kampground And Marina
- Harry Harris Beach and Park
- Dolphin Research Center
- History Of Diving Museum
- Founder's Park
- Conch Key
- Homestead Bayfront Park





