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Apartment holiday rentals in Islamorada

Find and book unique apartments on Airbnb

Quick stats about flat rentals in Islamorada

  • Total holiday rentals

    Explore 50 holiday rentals in Islamorada

  • Nightly prices starting at

    Islamorada holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 480 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    30 properties feature pools

  • Wifi availability

    40 of Islamorada holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Islamorada rentals

  • 4.8 Average rating

    Islamorada stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated apartment rentals in Islamorada

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Guest favourite
A bright bedroom features a spacious bed adorned with white linens and a light blue accent pillow. A bedside table with a lamp stands beside the bed. Two windows allow natural light to illuminate the room, with sheer curtains framing the views of the balcony.
Flat in Key Largo
4.95 out of 5 average rating, 57 reviews

Dive Into Comfort – 2BR Key Largo Retreat

In the Heart of Key Largo – Horizon's Hideout is Perfect for Your Next Escape! This bright and breezy 2-bedroom, 1-bath upstairs apartment is the ideal spot for your next Key Largo getaway. Fully furnished with new coastal-style décor, it’s designed with comfort and relaxation in mind. Two comfy bedrooms Full kitchen with modern appliances Private balcony with access from the bedroom & living room Shared grill area for cookouts On-site laundry for convenience On-site dive shop - Horizon Divers

Top guest favourite
A tranquil beach scene features several blue lounge chairs arranged in neat rows on the sandy shore. A wooden pier extends into the water, accompanied by a thatched-roof gazebo. Lush greenery and a peaceful sky with scattered clouds complete the coastal vista.
Flat in Tavernier
4.99 out of 5 average rating, 100 reviews

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!

Guest favourite
Flat in Key Largo
4.84 out of 5 average rating, 273 reviews

5. Guest's Favorite: Waterfront Apt in Key Largo!

Embrace the tranquil waterfront lifestyle in Key Largo! Revel in picturesque boat views and indulge in freshly caught dishes served at nearby restaurants. Observe the serene presence of manatees, nurse sharks, and a variety of fish leisurely gliding through the canal. Conveniently dock your boat at the Pilot House Marina nearby. Our unit boasts a Modern, Spacious, and Impeccably Clean atmosphere, featuring Private Parking, Wifi, YouTubeTV, Refreshingly Cool AC, Plush Pillows, and a Cozy bed.

Top guest favourite
Flat in Tavernier
5 out of 5 average rating, 15 reviews

Keys Sunset Sanctuary

Escape to paradise in this stunning oceanfront condo in Tavernier, heart of the Florida Keys! Wake up to breathtaking Atlantic views from your private balcony, steps from a private sandy beach. Relax by the heated 1/2 Olympic size pool, soak in the spa, or launch a kayak from the marina. Perfectly located between Key Largo & Islamorada, you’re minutes from snorkeling, fishing, eco-tours, and fresh Keys cuisine. Coastal chic decor, modern comforts—your serene island retreat awaits! 🌊☀️

Guest favourite
A light-filled living area showcases a grey sofa adorned with decorative pillows. A round coffee table sits in the center, surrounded by a textured area rug. The space is complemented by a large pendant light and a wall featuring natural wood art, enhancing the relaxed ambiance.
Flat in Tavernier
4.89 out of 5 average rating, 114 reviews

Ocean Pointe 2309 with Ocean Views

Come and enjoy all the activities the Florida Keys has to offer from this new inviting oceanfront condo. Your vacation begins the moment you drive into our 60 acre Ocean Pointe property. The Jr. Olympic sized heated pool is surrounded by beautiful landscaping, a hot tub, & the Mermaid bar. Other amenities include: a sandy beach, a Marina for boats up to 28ft, a ramp, tennis courts, pickle ball court, children's swings, charcoal grills, picnic tables, pier, cafe bar & lounging areas.

Superhost
A bright studio space features a plush queen-sized bed and a cozy seating area with a Roku-enabled TV. The modern kitchen includes bar seating. Balconies overlook water views and a communal pool area, while tiki huts provide shaded outdoor lounging. Kayaks and paddle boards are readily available.
Flat in Key Largo
4.9 out of 5 average rating, 314 reviews

Waterfront Studio 2| Couples Oasis | Kayaks | Pool

Enjoy gorgeous sunsets and excellent views of Manatee Bay from this beautifully upgraded studio apartment. The perfect spot for couples and small families, this modern studio comes with kayaks and paddle boards so you can get out on the water like a local. The ideal location offers easy access to the Bay, great restaurants, and local beaches. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park Experience Key Largo With Us & Learn More Below!

Top guest favourite
A shaded tiki hut with a thatched roof stands on the sandy shore, overlooking the calm, blue waters of the Atlantic Ocean. Two palm trees frame the structure, creating a serene beach environment, with gentle waves lapping at the rocks in the background.
Flat in Key Colony Beach
4.86 out of 5 average rating, 150 reviews

Beachside Unit 22 - Private Beach on Atlantic

Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests (0-2 years old count as a guest), Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Guest favourite
A welcoming entrance features a door labeled '8A' and is flanked by two red chairs with blue and white striped cushions. A small table rests between them, surrounded by potted plants. A window offers a glimpse of natural light within the unit.
Flat in Marathon
4.86 out of 5 average rating, 116 reviews

Cozy Keys Efficiency 8a

Efficiency has a queen size bed, a 3-seat sofa and a small dining table with 2 chairs. Private bathroom. AC will keep you cool. Kitchen is fully equipped with 4 burner stove, microwave, medium size refrigerator with freezer. Enjoy the breezes on your patio, each unit has a gas BBQ grill and a picnic bench outside. Enjoy a swim in our shared pool. Optional boat slip can be rented for $25/night Efficiency has a 2 person maximum occupancy - no exceptions.

Guest favourite
Flat in Tavernier
5 out of 5 average rating, 36 reviews

Oceanfront Bliss • Wall-to-Wall Water Views + Pool

Experience an unforgettable Florida getaway at this waterfront apartment in Tavernier. Perfectly suited for families, this retreat offers resort access, a sparkling pool, and a relaxing hot tub. Enjoy a fully equipped kitchen, private balcony, and beach access just moments away. Whether you are seeking adventure with nearby diving and fishing or a peaceful escape by the water, our home provides the ideal base for your Key Largo vacation.

Top guest favourite
An oceanfront heated pool is presented, with clear water reflecting the sky. Surrounding palm trees harmonize with the serene coastal backdrop, and lounge chairs offer seating options. The pool area is enclosed by a fence, providing a defined relaxing space with views of the ocean.
Flat in Marathon
5 out of 5 average rating, 14 reviews

OCEAN community, perfect condo

Experience coastal living in this modern 1BR/2BA condo in the gated Ocean Isles Fishing Village. Enjoy a king bed, new queen sleeper sofa, full kitchen, WiFi, A/C, and in-unit laundry. Relax in the oceanfront heated pool, fish from the pier, or launch your paddleboard onsite. OIFV offers 7 acres of oceanfront amenities, including a clubhouse, grills, and more. Perfect for a relaxing or adventure-filled stay in the Florida Keys!

Top guest favourite
Flat in Marathon
5 out of 5 average rating, 24 reviews

Waterfront Escape | Pool, Tiki, Breakfast & Marina

Stay at Mystic Mermaid, a brand-new luxury 1BR/1BA Waterfront Villa that sleeps up to 4 guests. Located on a scenic canal in the heart of the Florida Keys, this elegant retreat offers marina views and resort-style amenities including a pool, Tiki Bar, restaurant, pickleball & sand volleyball courts, fitness center, and complimentary breakfast. Perfectly located between Islamorada and Key West for the ultimate island getaway.

Top guest favourite
A serene beachfront area is depicted, featuring rows of blue sun loungers arranged on soft white sand. Lush greenery and palm trees border the beach, while the tranquil turquoise waters stretch towards the horizon. A wooden pier extends into the water, enhancing the coastal view.
Flat in Tavernier
5 out of 5 average rating, 85 reviews

Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis

Stylish, fully remodeled end-unit condo in Ocean Pointe — steps to the beach! ☞ Resort access (pool + hot tub) ☞ Private beach access w/ sun loungers ☞ Fully equipped + stocked kitchen ☞ Smart TVs + bluetooth sound system ☞ Workspace + 350 Mbps wifi ☞ Tennis/pickleball courts ☞ BBQ grill + picnic tables ☞ Parking lot (2 cars max) 5 mins → DT Tavernier (cafes, dining, shopping) 15 mins → John Pennekamp Coral Reef State Park

Popular amenities for Islamorada apartment rentals

When is the best time to visit Islamorada?

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Avg. price$369 SGD$323 SGD$329 SGD$319 SGD$309 SGD$296 SGD$296 SGD$323 SGD$291 SGD$291 SGD$296 SGD$323 SGD
Avg. temp20°C22°C23°C25°C27°C28°C29°C29°C28°C27°C24°C22°C

Destinations to explore

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  4. Monroe County
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