Apartment holiday rentals in Islamorada

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.

4.94 out of 5 average rating, 54 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

A serene beach scene is depicted at dusk, featuring two palm trees framing the view. The water reflects a soft glow from the moon, while subtle lighting along the beach highlights the sandy area. A kayak rests on the shore, adding to the tranquil atmosphere.

4.92 out of 5 average rating, 202 reviews

Escape to the Seaside - Tiburon Cottage

Our one bedroom suite features separate bedroom and living areas, giving you the space and comfort to relax, sleep and eat. Set yourself up in a large in-suite space with private entrance. The suite provides all the comforts of home. Unpack and stretch out in a stylish suite with a sofa, flat screen TV, complimentary Wi-Fi and premium cable programming or explore all the Keys have to offer. Here, you’ll have everything you need, because to us it’s not a temporary accommodation, it’s your home.

4.84 out of 5 average rating, 272 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.

5 out of 5 average rating, 13 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! 🌊☀️

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.

4.89 out of 5 average rating, 112 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.

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, 313 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!

4.86 out of 5 average rating, 148 reviews

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

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.”

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.

4.87 out of 5 average rating, 115 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.

5 out of 5 average rating, 33 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.

5 out of 5 average rating, 22 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.

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 out of 5 average rating, 81 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

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, 242 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

Popular amenities for Islamorada apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A view of the marina is captured, showcasing several boats docked along wooden piers. The scene features sandy beach areas with colorful chairs and kayaks scattered along the shoreline, framed by palm trees and under a clear blue sky with scattered clouds.

5 out of 5 average rating, 19 reviews

Moon Bay Key Largo | Sunset Views | 24' Boat Lift

4.93 out of 5 average rating, 14 reviews

Quiet Canalfront Retreat • Near Sombrero Beach

5 out of 5 average rating, 18 reviews

Villa 4204 on Duck Key - Boat Slip available

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 out of 5 average rating, 16 reviews

Two Bedroom Suite - Gulf View

A sandy beachfront area is presented, featuring several white Adirondack chairs arranged around a small table. Soft clouds drift overhead, and the ocean extends into the horizon. Decorative string lights are visible above, enhancing the outdoor setting.

4.92 out of 5 average rating, 12 reviews

Kawama New Listing!

The exterior of the townhouse features a modern design with multiple balconies and a staircase leading to the entrance. Lush greenery surrounds the building, and a clear blue sky with scattered clouds completes the scene.

5 out of 5 average rating, 7 reviews

Ocean Side Paradise Awaits! VACA-24-211

4.95 out of 5 average rating, 79 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

4.88 out of 5 average rating, 90 reviews

Studio apartment in Calusa Resort & Campgrounds

Private apartment rentals

An aerial view of the beachfront condo building is captured, revealing its three stories and proximity to the ocean. Surrounding palm trees enhance the tropical ambiance, while the serene blue water reflects sunlight. A small parking area is visible in front of the property.

4.84 out of 5 average rating, 19 reviews

Seaside Villa~ Charming Beachfront Condo w/ Pool!

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, 182 reviews

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

A spacious living area features large windows that offer views of the marina and ocean. Comfortable seating arrangements include two leather sofas and a stylish coffee table. Natural light brightens the space, while wood paneling adds a modern touch to the decor.

4.84 out of 5 average rating, 45 reviews

Overlooking Marina/Ocean view

5 out of 5 average rating, 5 reviews

Coco Plum Beach Paradise w Heated Pool & Boat Slip

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.

4.68 out of 5 average rating, 349 reviews

Sunny Beach Suite. 2 beds bath

The view from the balcony frames a heated pool surrounded by lounge chairs and palm trees, with the turquoise ocean in the background. The clear blue sky enhances the tranquil seaside atmosphere, while colorful decorations hang beside the balcony entrance.

5 out of 5 average rating, 4 reviews

Ocean Bliss on Beach Heated Pool Unit U32

Flat in Islamorada

5 out of 5 average rating, 3 reviews

Eclectic Easeful Stay!

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 out of 5 average rating, 13 reviews

OCEAN community, perfect condo

Apartment rentals with a hot tub

A bright living area features large windows, allowing natural light to fill the space. Soft blue walls complement the light-colored furnishings, including a spacious curved sofa and a distinctive wooden coffee table. A ceiling fan circulates air, while a decorative plant adds a touch of greenery.

5 out of 5 average rating, 13 reviews

New Coastal Escape 2BR/2BA Oceanfront Condo

5 out of 5 average rating, 4 reviews

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

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.

4.99 out of 5 average rating, 97 reviews

Ocean View 2br/2ba w/pool, bar, gym + dockage 28ft

The open-plan living area features a vibrant blue sofa with colorful cushions, complemented by two orange chairs. A round wooden coffee table sits atop a large, patterned rug. A green wall with decorative foliage and a neon sign adds a lively touch, with windows providing natural light and views of the outside.

5 out of 5 average rating, 97 reviews

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA

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.

4.89 out of 5 average rating, 92 reviews

When Paradise is Key: Tropical Oceanfront Condo

4.93 out of 5 average rating, 14 reviews

New Key Largo- Ocean Pearl, Pickleball, Restaurant

A tranquil pool area features lounge chairs arranged around a crystal-clear pool. Palms sway gently nearby, and a tiki bar with a roof can be seen in the background, overlooking calm waters. The sky transitions to a soft blue as evening approaches.

5 out of 5 average rating, 4 reviews

Marathon Studio on Lovely Gulf Front Resort

A cozy living area features a comfortable sofa adorned with colorful cushions. A round glass dining table surrounded by chairs is positioned near large sliding doors that provide access to a balcony with views. A flat-screen TV and a decorative table complete the space.