
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.

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.

Oceanfront 3‑Stories of Bliss • 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.

Waterfront 6BR Luxury Retreat w/ Pool & Dock
Welcome aboard Captain's Retreat, your 6BR/5BA tropical paradise in Marathon with 80 feet of dockage for up to 3 boats! I expanded from our popular Captain's Quarters to create this ultimate family compound with fast ocean access. Cruise the Atlantic on our premium Hobie kayaks, challenge family to shuffleboard by the heated pool, or rack 'em up in the billiards room – there's something for every generation in your crew! 🏊♂️ Luxury heated pool & spillover spa ⛵ Private 80ft dock with Hobie 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.

Fun Keys Getaway in Best Resort
Enjoy an incredible fun-filled getaway to our newly renovated 1st floor, 2-bedroom / 1-bathroom apartment. Luxurious fun resort living with so many amazing amenities... our peaceful Oasis pool (the largest oceanfront pool in Keys), unique hot Jacuzzi Grotto, elevated clubhouse pool, long fishing pier, sun-tanning beach, marina, and many BBQs. Plus, air conditioned pickleball courts, tennis/basketball courts, full gym, and spacious game room (w/ pool, ping pong, shuffleboard and card/game tables)

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.

Fishermen's Paradise - 3/2.5 Mariner's Club 132
The Mariner's Club Key Largo Vacation Villa 132 is the ideal vacationer's home away from home , featuring 2 full bedrooms 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 marina. A large Jacuzzi tub located in the master bath offers a hint of romance to your getaway. No persons under the age of 25 can occupy or visit this rental unit.

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

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.
Popular amenities for fitness-friendly rentals in Islamorada
Fitness-friendly apartment rentals

New Villa w/ Marina View, Tiki Bar & Pool

Ocean View Duplex Penthouse | Pool | Vista Two

Modern Beachfront Oasis | 65" 4K TV & King Bed

Waterfront Suite w/ Marina, Pool, Tiki Bar

Marathon 2BR Villa on Lovely Waterfront Resort

Luxury Waterfront Suite w/ Marina, Pool, Tiki Bar

Oceanview-Pool Indoor/Outdoor Pickleball SeptDeals

Brand new! amazing views, pool, Tiki Bar, Marina
Fitness-friendly apartment rentals

Mariner's Club 324 - The Ocean Breeze Awaits You!

Oceanfront with unbelievable views

Luxury condo with boat slip overlooking the bay

Oceanfront condo in the keys

Paradise Found! Luxury 3 Bed 3 Bath Ocean views

Modern and Bright Remodeled Oceanfront 2bedroom Co

Mariner's Club 533 - Panoramic Ocean Views Await

Islamorada Oceanfront 2 bdrm, 2 bath, View, Pool
Fitness-friendly house rentals

Escape to the Florida Keys!

The Blue Pearl

The Veranda House

Tequila Sunrise

Surf Shack East Room

Welcome to the Ocean Nest in Key Colony Beach, FL

Luxury Boating Paradise+Pool+Sailing Kayaks

Blue Breeze
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $356 SGD | $421 SGD | $405 SGD | $309 SGD | $660 SGD | $322 SGD | $374 SGD | $379 SGD | $379 SGD | $326 SGD | $282 SGD | $302 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 |
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 $116 SGD per night before taxes and fees

Verified guest reviews
Over 1,350 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
250 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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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Calusa Campground
- Biscayne National Park
- Florida Keys Aquarium Encounters
- The Turtle Hospital
- Coral Castle
- Calusa Beach & Loggerhead Beach
- Sea Oats Beach
- History Of Diving Museum
- Everglades Alligator Farm
- Conch Key
- Monkey Jungle
- Long Beach
- Theater of the Sea
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Key Largo Kampground And Marina
- Homestead-Miami Speedway
- Seven Mile Bridge
- Sunset Park
- Curry Hammock State Park




