
Fitness-friendly holiday rentals in Islamorada
Find and book unique fitness-friendly accommodation on Airbnb
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 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‑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.

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.

Family Key Largo Townhome for Fun Sun & Relaxation
Our top GoToKeys luxury resort in Key Largo for a truly one of a kind, private get-away. Tucked between palms, lush greens, & sea breeze, our immaculate spacious townhouse and community are secure and loads of fun. Enjoy the day by pools/sun-tanning and relax in style at night. The Florida Keys has a world of tropical adventurous places to discover - snorkeling, scuba diving, fishing, swimming with dolphins, nature trails, kayaking, and so much more. Your perfect home away from home in Keys.

Limited Feb–April Dates | Book 4BR/3BA Unit 806
Welcome to Sea La Vie! Unit 806 — your ideal Key Largo getaway inside Mariner’s Club. We’ve created a space that’s warm, relaxed, and truly livable — not overly curated or intimidating. This spacious 4/3 townhouse offers comfort, privacy, and resort-style amenities. Ideal for families, friends, and divers looking for comfort and attentive care. Max occupancy is 10 guests, including children over the age of 1 (1 child under 12 months at time of arrival may be added to a reservation of 10).

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. 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.
Popular amenities for Islamorada fitness-friendly rentals
Fitness-Friendly apartment accommodation

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

Marina View Suite w/ Pool, Tiki Bar & Boats

Newly built! Waterfront Views, Pool & Tiki Bar

Waterfront Suite w/ Marina, Pool, Tiki Bar

Luxury Waterfront Suite w/ Marina, Pool, Tiki Bar

New Waterfront Villa w/ Pool & Marina

Oceanview • Pool View • Indoor/Outdoor Pickleball

Key Largo Resort, Remodel, Sleeps 6 w/Boat Slip
Fitness-friendly condo rentals

Oceanfront with unbelievable views

Luxury condo with boat slip overlooking the bay

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

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

Oceanfront condo in the keys

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!
Fitness-Friendly Holiday House

Escape to the Florida Keys!

The Blue Pearl

Surf Shack East Room

Welcome to the Ocean Nest in Key Colony Beach, FL

Surf Shack West Room

NEW Oceanfront Showhouse Casa Mar-2 Kings -NO FEES

Sea Watch | 5BR Marina View Luxury Home Marathon

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 | $462 NZD | $547 NZD | $525 NZD | $402 NZD | $857 NZD | $418 NZD | $485 NZD | $492 NZD | $492 NZD | $408 NZD | $418 NZD | $463 NZD |
| 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 $151 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
250 of Islamorada holiday rentals include Wi-Fi 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
- Biscayne National Park
- Calusa Beach & Loggerhead Beach
- Coral Castle
- Sea Oats Beach
- Schnebly Redland's Winery & Brewery
- Long Beach
- Everglades Alligator Farm
- Conch Key
- Bahia Honda State Park
- Theater of the Sea
- Homestead-Miami Speedway
- Monkey Jungle
- Key Largo Kampground And Marina
- Seven Mile Bridge
- Calusa Campground
- Sunset Park
- Robbies Marina Of Islamorada
- Dolphin Research Center
- Florida Keys Aquarium Encounters
- Founder's Park




