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

Deja Blue: Ocean & Pool Views, 2 Pools, Fitness
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 coveted 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’ll fin

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

Oceanfront 3-Story 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.

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.

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.

NEW! The Resort Life at Casa Mar Ocean view Villa!
Voted #1! Welcome to your oceanview villa, a family friendly retreat with resort style amenities. Enjoy the largest pool in the Florida Keys, a second elevated ocean view pool, and a speakeasy style game room with a bar, pool table, ping pong, and shuffleboard. A private staircase gives direct access to these amenities. The community also features the only indoor pickleball court, plus outdoor pickleball, tennis, fishing, boating, kayaking, snorkeling, and nearby John Pennekamp State Park.

Key Largo Resort Home | Pool, Marina & Coffee Bar
Modern 4BR Mariners Club home with resort pools, marina access & a full coffee bar — sleeps 10 in style. 🌴Welcome to Vacay Vibes! This trendy Florida Keys home is just steps to 2 pools, on-site marina & jacuzzis. Enjoy a modern & open living area with LED photo wall, fully stocked kitchen w/ coffee bar, luxe en-suite comfy bedrooms, private ground-floor apartment with kitchenette & turf balcony. Resort amenities: Pickleball, Food Truck, Game Room & Fitness. 💫TOP 1% HOME & GUEST FAVORITE.
Popular amenities for fitness-friendly rentals in Islamorada
Fitness-friendly apartment rentals

Ocean View Duplex Penthouse | Pool | Vista Two

Marathon 2BR Villa on Lovely Waterfront Resort

Marathon 2 BR Villa on Lovely Waterfront Resort

Marathon 1BR Villa on Lovely Gulf Front Resort

Marathon Studio on Lovely Gulf Front Resort

Sunny Stay | Reef Snorkeling. Private Villa

Marathon Studio on Lovely Gulf Front Resort

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

Enjoy the Floirda Keys 28 nights minimum

Oceanfront with unbelievable views

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

Oceanfront condo in the keys

Mariner's Club 522 - Don't worry Beach Happy!

Islamorada Oceanfront 2 bdrm, 2 bath, View, Pool

Mariner's Club 533 - Panoramic Ocean Views Await

Pristine Ocean Views - 3 BR Mariner's Club 532
Fitness-friendly house rentals

Escape to the Florida Keys!

The Blue Pearl

Welcome to the Ocean Nest in Key Colony Beach, FL

Tropicasa

Blue Breeze

Surf Shack West Room

KCB Beach House

Waterfront 6BR Luxury Retreat w/ Pool & Dock
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 237 | € 281 | € 270 | € 206 | € 440 | € 215 | € 249 | € 253 | € 253 | € 217 | € 188 | € 201 |
| 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 |
Quick stats about holiday rentals that are fitness-friendly in Islamorada

Total holiday rentals
Explore 240 holiday rentals in Islamorada

Nightly prices starting at
Islamorada holiday rentals start at € 60 per night before taxes and fees

Verified guest reviews
Over 1,230 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Holiday rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
240 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
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- Fitness-friendly rentals Monroe County
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