Apartment vacation rentals in Islamorada

4.98 out of 5 average rating, 50 reviews

A bright and airy living area features large windows that invite natural light. Modern furnishings include a turquoise sofa and two high tables with blue metal chairs. Colorful decor is provided by oversized paintbrushes mounted on the wall, enhancing the playful ambiance.

Apartment in Islamorada

Hidden Gem Islamorada | 2nd Floor

This newly renovated unit is truly is a Hidden Gem in the heart of Islamorada! This duplex is nestled in the trees just a few steps from one of the most amazing sunsets in the Upper Keys. Walking distance to all the wonderful shops, restaurants and breweries that Islamorada has to offer. Bikes and Kayaks can be rented steps away from the front door of this unit. Want to find a place that you'll want to return year after year? Look no further! This unique property was originally built as mote

A modern studio is showcased, featuring a comfortable queen-sized bed and lounge area equipped with a Smart TV. Natural light floods the space from large windows. The kitchen is outfitted with stainless steel appliances, while the outdoor area includes tiki huts with thatched roofs, ideal for relaxation.

4.9 out of 5 average rating, 313 reviews

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi

Escape to Northern Key Largo for a relaxing vacation! Discover great restaurants, beautiful state parks, and marine life. This bright, modern studio boasts excellent views of Manatee Bay, free kayaks and paddle boards, and a full kitchen. With access to a swimming pool and docks, there’s always something to do. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

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.

4.83 out of 5 average rating, 264 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.

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, 107 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 living area features a light-colored sofa adorned with decorative pillows, complemented by a glass coffee table. Large windows invite natural light, revealing views of the lush landscape outside. A mounted television and coastal artwork complete the serene environment.

5 out of 5 average rating, 22 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, 260 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, 5 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.

4.86 out of 5 average rating, 111 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, 136 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.”

A serene view of the marina features wooden docks extending into calm water, surrounded by lush greenery. Colorful ornamental plants and flowers frame the lower part of the image, while the blue sky is adorned with scattered clouds above.

4.92 out of 5 average rating, 51 reviews

Beautiful condo with a balcony

🌴 Newly Renovated Beach Décor Unit 🌴 Welcome to your slice of paradise! This beautifully updated unit is designed with beach-inspired décor and offers breathtaking views of the protected Florida Keys mangroves. Resort Amenities Include: Heated Olympic-Size Pool & Jacuzzi: Complete with a fully equipped bar and bartender for those poolside cocktails. Onsite Marina: Features a beach, gazebo, dockage ramp, and easy access to the ocean.

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, 49 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 shaded wooden gazebo features a thatched roof and offers an unobstructed view of tranquil waters. Comfortable seating is arranged on the deck, where sunlight casts shadows through the railing. The sparkling surface of the water reflects the sunlight, creating a serene coastal ambiance.

4.95 out of 5 average rating, 225 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

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, 10 reviews

New Coastal Escape 2BR/2BA Oceanfront Condo

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, 72 reviews

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

4.9 out of 5 average rating, 125 reviews

500 Burton Drive Tavernier, Key Largo

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, 79 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.

4.91 out of 5 average rating, 79 reviews

When Paradise is Key: Tropical Oceanfront Condo

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.

4.95 out of 5 average rating, 21 reviews

Sea Side Dreams at Ocean Pointe - 07

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.

5 out of 5 average rating, 17 reviews

Panoramic Ocean Views, Ocean Pointe Condo

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.

4.9 out of 5 average rating, 30 reviews

Welcome to the Pelican Lodge !

Apartment rentals with air conditioning

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.

4.83 out of 5 average rating, 18 reviews

Seaside Villa~ Charming Beachfront Condo w/ Pool!

5 out of 5 average rating, 7 reviews

Quiet Canalfront Retreat • Near Sombrero Beach

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, 16 reviews

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

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, 173 reviews

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

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, 15 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.

4.9 out of 5 average rating, 10 reviews

Kawama New Listing!

5 out of 5 average rating, 21 reviews

#1 Island Hideaway 89 - OCEAN FRONT

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, 6 reviews

OCEAN community, perfect condo

Weekly apartment rentals

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, 53 reviews

Key Largo, Florida - Gem by the Sea

5 out of 5 average rating, 5 reviews

Key Largo Condo at Moon Bay

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.

4.86 out of 5 average rating, 28 reviews

Lagoon-front family townhome

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.

4.66 out of 5 average rating, 322 reviews

Sunny Beach Suite. 2 beds bath

5 out of 5 average rating, 11 reviews

Waterfront Studio | Canal View | Outdoor Bar Area

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.

4.83 out of 5 average rating, 63 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.