Apartment holiday rentals in Islamorada

A wooden deck overlooks the tranquil ocean, featuring two comfortable chairs positioned for optimal views. The horizon is lined with gentle waves under a partly cloudy sky. Green navigational markers are visible in the water, enhancing the coastal scene.

4.99 out of 5 average rating, 103 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!

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4.84 out of 5 average rating, 275 reviews

5. Key Largo Waterfront Studio | Kayak & Reef

See why Cabana 5 is a guest favorite — a bright, modern Key Largo waterfront studio at Waterfront Cabanas, right on the canal with direct ocean access. Kayak the mangroves, snorkel the reef, and watch manatees and nurse sharks from your seawall, then relax as the sun sets over the water. Sleeps 4, with a full kitchen, walk-in shower, Smart TV, fast Wi-Fi, ice-cold A/C, parking, and a private boat dock (by reservation). Minutes from John Pennekamp Park and world-class snorkeling and diving.

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5.0 out of 5 average rating, 18 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! 🌊☀️

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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.

4.9 out of 5 average rating, 115 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.

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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.

4.9 out of 5 average rating, 316 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!

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Apartment in Key Colony Beach

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.

4.86 out of 5 average rating, 152 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.”

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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.

4.86 out of 5 average rating, 117 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.

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5.0 out of 5 average rating, 37 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.

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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.

5.0 out of 5 average rating, 15 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!

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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.

5.0 out of 5 average rating, 87 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

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5.0 out of 5 average rating, 27 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.

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A light-filled living area features a blue sofa with decorative pillows and a wooden coffee table atop a woven area rug. Two accent chairs frame the seating arrangement, while natural decor elements, including tall grasses and wall art, enhance the welcoming ambiance.

4.93 out of 5 average rating, 244 reviews

Top Floor - Oceanview condo with tennis courts, pickleball, hot tub, BBQ, marina & private beach. ★ "Exactly as described & very clean. Beautiful views & a nice peaceful escape." ➠ Resort size heated pool + Jacuzzi ➠ Balcony w/ ocean view ➠ Private beach access w/ sun lounger ➠ Fully equipped + stocked kitchen ➠ Double Master Suites ➠ 55” smart TVs w/ cable ➠ Car park (2 cars max) ➠ 250 Mbps WIFI

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Popular amenities for Islamorada apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

5.0 out of 5 average rating, 7 reviews

Apartment in Islamorada

Ocean View Duplex Penthouse | Pool | Vista Two

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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.

4.95 out of 5 average rating, 59 reviews

Dive Into Comfort – 2BR Key Largo Retreat

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5.0 out of 5 average rating, 9 reviews

Florida Keys Tropical Coastal Condo!

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4.88 out of 5 average rating, 93 reviews

Studio apartment in Calusa Resort & Campgrounds

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5.0 out of 5 average rating, 20 reviews

Villa 4204 on Duck Key - Boat Slip available

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A relaxed living area is presented with a plush sectional sofa and a wooden coffee table. A flat-screen TV is mounted on the wall, facing a sliding glass door that opens to a balcony with views of palm trees and the lagoon.

4.98 out of 5 average rating, 92 reviews

Kawama is Your Next Kokomo - Golf Cart Included

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An aerial view captures the expansive ocean and its varying shades of blue, framed by a sandy shoreline and a marina. A large pool is visible amid well-maintained grounds, alongside a collection of white-roofed condos, palm trees, and recreational areas.

5.0 out of 5 average rating, 3 reviews

Ocean Isles Yellowtail Row VACA-25-84

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Apartment in Key Colony Beach

The room features two spacious beds with light-colored bedding, complemented by decorative pillows. A ceiling fan is present above, while large windows with shutters allow natural light. Colorful artwork depicting flamingos adorns the walls beside bedside tables and lamps.

4.94 out of 5 average rating, 36 reviews

2 Bdrm Oceanfront Complex Private Beach & Pool

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Private apartment rentals

A cozy sleeping area features a patterned bedspread adorned with colorful marine life, complemented by a long pillow that reads 'BEACHY' in bold letters. A light yellow wall and a white shutter add to the bright and cheerful ambiance.

4.69 out of 5 average rating, 354 reviews

Sunny Beach Suite. 2 beds bath

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A spacious living area features a large blue sectional sofa arranged around a glass coffee table. Large windows with light curtains provide views of the outdoor balcony and Gulf waters, while a wall-mounted television is positioned opposite the seating area.

5.0 out of 5 average rating, 17 reviews

Two Bedroom Suite - Gulf View

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A corner two-story townhouse is shown, situated beside a tranquil saltwater lagoon. Lush greenery surrounds the property, and a staircase leads to a diving platform over the water. The reflection of the structure and trees can be seen on the still lagoon surface.

4.99 out of 5 average rating, 187 reviews

Kawama Lagoon, 3D corner chickee 2bdr , 2 baths

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A sandy pathway leads to the water's edge, bordered by lush green mangroves. Wooden benches are positioned along the path, providing seating to enjoy the scenic view of the calm water and distant greenery. The clear blue sky creates a bright and open ambiance.

4.79 out of 5 average rating, 319 reviews

Key's Cottage Escape

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A well-lit bedroom features two spacious beds with white bedding, positioned beside a nightstand with a lamp. A large window offers natural light, complemented by green walls. A closet and a dresser are visible in the background, enhancing the room's functionality.

Apartment in Islamorada

4.8 out of 5 average rating, 51 reviews

Poolside 2 queen Apartment

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Apartment in Islamorada

5.0 out of 5 average rating, 3 reviews

Eclectic Easeful Stay!

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The resort's outdoor pool area features a clear blue pool surrounded by lounge chairs. Palm trees are seen in the background, alongside a two-story building. Red umbrellas provide shade for guests enjoying the poolside atmosphere under a bright blue sky.

4.63 out of 5 average rating, 1514 reviews

Standard 1 Bedroom King Suite with Balcony

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5.0 out of 5 average rating, 3 reviews

Key Largo Waterfront Tropical Paradise

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Apartment rentals with a hot tub

An aerial view captures a coastal area featuring a hotel building alongside a waterway. A sandy beach area with lounge chairs is visible near the water, while lush greenery surrounds the landscape. The scene showcases a calm and inviting atmosphere with clear blue skies.

4.85 out of 5 average rating, 27 reviews

Panoramic Ocean Views, Ocean Pointe Condo

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A wooden gazebo with a thatched roof overlooks the ocean. Several Adirondack chairs are positioned on the deck, facing the tranquil waters. The sunlight reflects on the surface of the sea, creating a serene atmosphere around the space.

4.95 out of 5 average rating, 84 reviews

Condo with Pool and Beach Access

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4.93 out of 5 average rating, 15 reviews

New Key Largo- Ocean Pearl, Pickleball, Restaurant

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Aerial view of the resort showcases a heated pool surrounded by palm trees and lounge chairs, alongside multiple tennis courts. The backdrop features lush greenery and tranquil ocean waters, highlighting the beauty of the surrounding natural environment.

4.91 out of 5 average rating, 33 reviews

Welcome to the Pelican Lodge !

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A bright living area features a comfortable gray sofa, decorative chairs, and a coffee table on a patterned rug. Natural light floods the space through large windows, creating a relaxed atmosphere. A wall-mounted TV and a small desk can also be seen, along with coastal decor.

4.88 out of 5 average rating, 97 reviews

When Paradise is Key: Tropical Oceanfront Condo

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4.67 out of 5 average rating, 6 reviews

1BR-Oceanview Key Largo Condo | Pool* Marina*Beach

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An inviting pool area is surrounded by palm trees and lounge chairs, creating a relaxed atmosphere. The spacious pool is illuminated by soft lights as twilight approaches, with a tiki bar nearby offering seating and scenic views of the tranquil waters.

5.0 out of 5 average rating, 5 reviews

Marathon Studio on Lovely Gulf Front Resort

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