
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 $115 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.

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 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

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.

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.

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.

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.

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.

Ocean View Duplex Penthouse | Pool | Vista Two
Indulge in the epitome of coastal living in this expansive duplex penthouse boasting ocean views in Islamorada. Relish captivating tranquility with an open-concept layout seamlessly blending living, dining, and a chef’s kitchen, all framed by panoramic seascapes and access to top-tier amenities. Just a short walk from the beach and world-class waterfront dining, this private haven is where serenity meets sophistication. Enhanced cleaning practices implemented.

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

Canal Front Luxury Condo | Pool + Breakfast
Welcome to THE MAD MAHI — your ultimate waterfront getaway in Marathon! This stunning 1-bedroom condo comfortably sleeps up to 4 guests and is perfect for a relaxing Florida Keys retreat. Enjoy a full kitchen, private balcony, resort-style pool, Tiki Ba and restaurant. Conveniently located between Key Largo and Key West, with local shops, dining, and attractions just a short walk or bike ride away.
Popular amenities for fitness-friendly rentals in Islamorada
Fitness-friendly apartment rentals

Marina View Villa | Breakfast + Pool & Tiki Bar

10% Off Summer Special Luxury Key Largo Getaway

Key Largo Apt Oasis w/ Pool, Hot tub & Sauna

New Waterfront Views | Pool & Tiki Bar

Marathon Studio on Lovely Gulf Front Resort

Island Villa Escape | 3BR + Full Kitchen + Patio

Eclectic Easeful Stay!

Luxury Marina View Suite | Pool & Tiki Bar
Fitness-friendly apartment rentals

Oceanfront condo in the keys

Paradise Found! Luxury 3 Bed 3 Bath Ocean views

4 BR 3BA - Mariner's Club - Live the Island Dream

Mariner's Club 533 - Panoramic Ocean Views Await

Islamorada Oceanfront 2 bdrm, 2 bath, View, Pool

Direct Bayfront End Unit at Moon Bay Key Largo FL!

Mariner's Club 512 Island Oasis - Key Largo 3BR

Tropical Escape | Sea Gulls 407 ~ Weekly Rental
Fitness-friendly house rentals

Escape to the Florida Keys!

Surf Shack East Room

Welcome to the Ocean Nest in Key Colony Beach, FL

Tropicasa

Deckhouse

Sea Watch | 5BR Marina View Luxury Home Marathon

Banana Cabana

Bayhouse
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $407 SGD | $403 SGD | $430 SGD | $308 SGD | $657 SGD | $321 SGD | $372 SGD | $377 SGD | $377 SGD | $313 SGD | $321 SGD | $355 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
- Coral Castle
- Schnebly Redland's Winery & Brewery
- Homestead-Miami Speedway
- Everglades Alligator Farm
- Theater of the Sea
- Bahia Honda State Park
- Seven Mile Bridge
- Calusa Campground
- Robbies Marina Of Islamorada
- Monkey Jungle
- The Turtle Hospital
- Conch Key
- Ernest F. Coe Visitor Center
- Florida Keys Aquarium Encounters
- Key Largo Kampground And Marina
- Dolphin Research Center
- Founder's Park
- Homestead Bayfront Park
- History Of Diving Museum





