Apartment holiday rentals in Islamorada

A jet ski glides across calm turquoise waters, leaving a white wake behind. Two individuals are seated on the jet ski, enjoying the clear skies and bright clouds above. Lush greenery lines the distant shoreline, creating a serene backdrop.

4.84 out of 5 average rating, 267 reviews

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.

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, 109 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, 309 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!

5 out of 5 average rating, 31 reviews

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

The options for fun and adventure are unlimited! From the multitude of activities on property, to the variety of water sports and other adventures in the Key Largo surrounding area, you can be sure that you will bring home memories that will last a lifetime. Ocean Pointe Suites at Key Largo offers a variety of activities including tennis and swimming. Fishing, diving, ECO Tours and sailing are available only a short distance from the Ocean Pointe Suites at Key Largo

A welcoming living room features two comfortable green sofas and a coffee table, set against large sliding glass doors that offer ocean views. Decorative lamps add a soft light, while a vibrant area rug enhances the space's warmth and connects with the outdoor scenery.

4.83 out of 5 average rating, 261 reviews

Breathtaking Oceanfront Views at Tropical Daze

New Island Grill Pool Bar & Marina Cafe now open! Deluxe 2/2 right on the ocean, offering spectacular views of the purple and aquamarine waters of Tavernier Key. Jr Olympic Pool with hot tub. Resort community has a beach, iconic pier, marina, tennis & pickle ball. Gated entry with 24 hour security! Perfect location with popular waterfront restaurants, and the best fishing, snorkeling, kayaking, paddle boarding and diving the world has to offer at your footsteps.

5 out of 5 average rating, 8 reviews

Apartment in Islamorada

Ocean View Duplex Penthouse | Pool | Vista Two

Indulge in the epitome of coastal living in this expansive duplex penthouse boasting ocean views in Islamorada. Relish captivating tranquility with an open-concept layout seamlessly blending living, dining, and a chef’s kitchen, all framed by panoramic seascapes and access to top-tier amenities. Just a short walk from the beach and world-class waterfront dining, this private haven is where serenity meets sophistication. Enhanced cleaning practices implemented.

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.

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, 142 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, 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.”

5 out of 5 average rating, 19 reviews

New Waterfront Views | Pool & Tiki Bar

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, 70 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, 239 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

4.97 out of 5 average rating, 90 reviews

An open-concept living area features a spacious blue sectional sofa adorned with vibrant cushions. A round coffee table sits on the light wooden floor, while large windows offer views of the surrounding trees. Kitchen appliances and dining chairs can be seen in the background.

Apartment in Islamorada

Sunset Access + Boat Basin | Walkable Islamorada

Unique, thoughtfully updated retreat in the heart of Islamorada with rare access to a private boat basin and fishing jetty—perfect for sunset views and relaxing by the water. Walk to top restaurants, breweries, and shops, then return to a peaceful, tucked-away setting. This first-floor unit offers easy access, fast WiFi, and everything you need for a comfortable Keys getaway! 🌅🌴😎💎

Popular amenities for Islamorada apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A clean and bright kitchen area features white cabinetry with silver hardware and a granite-topped island. Natural light fills the space through windows, complemented by a ceiling fan. Essential appliances, including a microwave and stove, are neatly arranged, while a small dining table sits nearby.

4.63 out of 5 average rating, 83 reviews

1 Bed,Kitchen,Mini Split AC, Upstairs, Beach,Apt#4

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, 179 reviews

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

4.91 out of 5 average rating, 23 reviews

Marathon Getaway•5 Min to Sombrero Beach•Sleeps 4

5 out of 5 average rating, 6 reviews

Florida Keys Tropical Coastal Condo!

A thatched-roof gazebo provides shade over a casual seating area, featuring colorful wooden chairs surrounding a table. The backdrop consists of a clear blue sky and calm waters, with a rocky shoreline adding natural elements to the scene.

5 out of 5 average rating, 7 reviews

Overlooks Saltwater Lagoon Free Golf Cart Kayaks

Apartment in Islamorada

5 out of 5 average rating, 3 reviews

Eclectic Easeful Stay!

4.95 out of 5 average rating, 77 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

An aerial view captures the serene oceanfront complex, featuring a large, clear swimming pool surrounded by palm trees. Docks and chickees dot the shoreline, while well-maintained grass areas and modern townhomes are visible, all set against the backdrop of expansive ocean views.

4.75 out of 5 average rating, 20 reviews

New Townhome in the heart of Marathon!

Private apartment rentals

A cozy tiki shelter features four white Adirondack chairs set on a wooden deck, facing the tranquil sunset over the ocean. The vibrant hues of orange and pink reflect off the calm water, creating a peaceful atmosphere in the evening light.

4.84 out of 5 average rating, 25 reviews

10% Off Summer Special Luxury Key Largo Getaway

An outdoor balcony features two comfortable chairs and a small wooden table. Lush palm trees and greenery are visible, framed by a clear sky and distant water views, creating a peaceful setting for relaxation.

5 out of 5 average rating, 18 reviews

Gorgeous Moon Bay Condo Heated Pool Beach

A spacious living area features a light-toned sectional sofa arranged around a central coffee table. A large television is positioned on a wooden stand. Soft lighting is provided by lamps, and decorative artwork adorns the walls, enhancing the open and airy feel of the space.

4.76 out of 5 average rating, 54 reviews

Sombrero Beach 2 bedroom apartment close to Beach!

A spacious living area is showcased with a large gray sectional sofa and a round wooden coffee table. Natural light is let in through expansive sliding glass doors that lead to a balcony. Decorative art and plants add subtle details to the decor.

5 out of 5 average rating, 54 reviews

Key Largo, Florida - Gem by the Sea

A two-story building is situated beside a calm lagoon, surrounded by lush greenery. Screened balconies are visible on the upper level, offering views of the water. Kayaks are placed near the shoreline, complementing the tranquil outdoor environment.

4.9 out of 5 average rating, 41 reviews

Lagoon-front family townhome

A waterfront view captures a serene canal lined with tropical greenery and residential boats. The white boat is positioned on the dock, with steps leading to an inviting home painted in a soft yellow. Clear blue skies enhance the tranquil atmosphere.

4.85 out of 5 average rating, 73 reviews

Little Venice in Marathon (in the Beautiful Keys)

A vibrant yellow two-story building features an inviting facade with terracotta roofing and large windows. Lush greenery surrounds the entrance, enhancing the tropical atmosphere. A staircase leads to the second floor, offering access to outdoor living spaces.

5 out of 5 average rating, 9 reviews

Boot Key Harbor Penthouse

The heated pool is surrounded by palm trees, offering a refreshing view of the ocean beyond. Lounge chairs are placed along the pool deck, which is paved with light-colored stones. Stairways lead to the building's upper levels, providing access to additional outdoor areas.

Apartment in Layton

4.71 out of 5 average rating, 7 reviews

Lovely Oceanfront Townhouse with pool & boat slip.

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

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, 90 reviews

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

5 out of 5 average rating, 3 reviews

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

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, 92 reviews

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

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 out of 5 average rating, 5 reviews

Marathon Studio on Lovely Gulf Front Resort

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.

4.9 out of 5 average rating, 90 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 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.