Apartment holiday rentals in Islamorada

A bright living area features a light wood floor and various seating options, including a wicker chair and a sofa adorned with colorful cushions. A coffee table is placed at the center, complemented by decorative wall art and a potted plant nearby.

4.95 out of 5 average rating, 121 reviews

Sugar Cane - Florida Keys tropical retreat

We have just completely renovated this condo at Ocean Pointe Resort and it's Insta-worthy. Every detail has been designed and considered. Sugar Cane is conveniently located near the best of the Florida Keys - close to Islamorada and Key Largo. The property boasts a large outdoor pool with a pool bar, hot tub, oceanfront beach and boardwalk, boat ramp, marina, tennis courts and children's play area. We manage Sugar Cane ourselves and live nearby so we have local knowledge and are very responsive

A private beach area is visible, featuring soft white sand and arranged lounge chairs facing the calm ocean. Lush greenery lines the shore, with a small tree providing shade. In the background, a wooden pier extends into the water under a partly cloudy sky.

4.9 out of 5 average rating, 307 reviews

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

Enjoy a Top Floor condo with stunning ocean views from your living room and balcony. This condo features a King bed in the bedroom, updated kitchen, a queen pull out sofa and a new washer and dryer. Enjoy the wonderful amenities the property offers to include a Large pool/ spa area or relax on the private beach with lounge chairs provided. There are lighted tennis courts, areas to grill out and a small playground. This property sits on 68 acres and one side is surrounded by a nature preserve.

An open-concept living area features a comfortable sofa and loveseat, designed for relaxation. A stylish dining table accommodates four. A wall-mounted TV and electric fireplace add modern touches, while large sliding glass doors offer natural light and views of the surrounding landscape.

4.95 out of 5 average rating, 164 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Welcome to our remodeled costal 1BR 1 Bath condo nestled in the premier oceanfront complex in Tavernier, FL. Escape to paradise and enjoy the wonderful Ocean views from the private balcony while just a few steps away from the sunny private beach, marina, minutes away from restaurants, shops, and attractions. ✔ Comfortable Queen BR ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Balcony ✔ Smart TVs/WI FI ✔ Complex Amenities (Pool, Hot Tub, Marina, BBQ, Sports, Free Parking) Learn more below!

4.96 out of 5 average rating, 210 reviews

Best View Ocean Pointe Pool Beach King Bed, Gated

***IMPORTANT*** The pictures you see here are of OUR unit. What you see is what YOU GET. No surprise when you arrive at Ocean Pointe. NO bait and switch. We own in the Prominent Building #3 just steps from the Pool & Jacuzzi. Wireless Internet Netflix & Cable TV, XBOX ONE. ***Most of our guests (99%) claim this is the cleanest Airbnb they have ever stayed in.*** You will get a TRUE UNIMPEDED OCEAN VIEW in our unit. Read our reviews, our past guests tell it all. ⭐ 5 STAR ⭐ Get what you pay for.

A sandy beach area features numerous lounge chairs arranged in rows, each with a blue slatted design. In the background, a wooden pier extends over the water, surrounded by trees and calm waves under a clear sky.

4.89 out of 5 average rating, 155 reviews

1BR - Key Largo Sun & Sand Hideaway

Welcome to Key Largo Sun & Sand Hideaway, where relaxation awaits in the beautiful Florida Keys. Our fully equipped one-bed, one-bath suite is the ideal destination for your next vacation. Nestled within an oceanfront resort, you'll enjoy access to a private beach, marina and other amenities. Indulge in a serene coastal experience just minutes away from restaurants, shopping, and other exciting water activities. Unwind, rejuvenate, and create unforgettable memories in this tropical paradise.

Superhost

A panoramic view captures the pristine turquoise waters extending to the horizon, adjacent to lush greenery and the resort's amenities. The interior showcases a bright, airy living space, featuring a well-equipped kitchen with modern appliances and a comfortable seating area with ocean views.

4.85 out of 5 average rating, 114 reviews

🏝 Oceanfront Paradise Awaits You

Bring your boat to next vacation in tropical paradise surrounded by mangrove forest, coconut trees and the pristine turquoise Fl. Keys waters. Welcome to the most visited resort in the beautiful Florida Keys. Ocean Pointe is one of the most luxurious resorts in Tavernier, Florida Keys. The resort offers a private sandy beach, heated swimming pool, jacuzzi, tennis courts, oceanfront marina with boat ramp and dockage, boat & trailer storage, and more - all situated on 60 lush tropical acres.

A private beach area is revealed, featuring rows of blue lounge chairs set on soft, sandy ground. Lush greenery borders the beach, while a wooden pier extends into the calm, turquoise water. A thatched gazebo provides shade, and scattered palm trees complete the coastal scene.

4.94 out of 5 average rating, 120 reviews

Your Happy Place - Oceanfront

Experience the ultimate coastal getaway at Ocean Point in the Florida Keys. Nestled along the Atlantic Ocean, our 2 bed/2 bath condo offers unrivaled ocean views from the moment you step inside. Indulge in the array of amenities available at our property including a private beach, pier, marina, snorkeling, family pool and a full service restaurant. Our condo comfortably sleeps 6-7 guests. Equipped with full kitchen and washer/dryer, we provide all the conveniences for a seamless stay.

Apartment in Key Colony Beach

4.93 out of 5 average rating, 263 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

Newly renovated ocean front condo with gorgeous, unobstructed views from every window. Beautiful studio condo on the 1st floor only steps away from the private beach and heated pool. Condo features a fresh, clean interior with brand furnishings, bathroom and kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

A clear view of the ocean is captured from the balcony, showcasing the shimmering water beneath a bright blue sky. Lush greenery lines the foreground, while a dock extends into the sea. The scene conveys a serene coastal atmosphere.

4.99 out of 5 average rating, 211 reviews

Ocean Views at Ocean Pointe

Conveniently located at MM 92.5, approximately 1 hour drive from Miami, you can enjoy a modern, newly redecorated Keys escape with amazing views of the sunrise right from your oceanside balcony. 2 bed/2 bath with full kitchen and washer/dryer. Pool, beach, pier, BBQ area, and private boat marina within this private community. Kayaks, paddle boards and bikes available for rent. No need to leave, but grocery stores, spas and ample restaurants are close by to fill any need.

A well-lit living area showcases a comfortable sectional sofa and a wooden dining table with light-colored chairs. A decorative bowl of lemons sits at the center of the table, while large windows offer views of the surrounding landscape and allow natural light to fill the space.

4.92 out of 5 average rating, 153 reviews

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

Enjoy a Tavernier adventure on a private 60-acre oceanfront sanctuary. The condo was recently renovated & is beautifully designed with comfortable, beach chic decor. It offers an abundance of natural light surrounded by windows overlooking lush landscaping and the Atlantic Ocean. Ocean Pointe Suites offers a private sandy beach, a junior Olympic sized pool, a 14-person spa, a boardwalk, a pickleball court, deep-water marina, gazebo, 2 tennis courts & more!

4.94 out of 5 average rating, 124 reviews

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath

Turtle lovers rejoyce! Enjoy this Two Bedroom/Two Bath Condo with the perfect blend of style, comfort and convenience. Featuring a spacious living room and a fully stocked Kitchen. The Master bedroom features a King size bed and ensuite master bathroom. The guest bedroom features a Queen bed with a unattached bathroom. Both bathrooms feature a walk-in shower. The balcony offers views of the nature preserve and peek-a-boo views of the Atlantic Ocean!

A bright living room features a large flat-screen TV mounted on a wooden console. A blue sofa and complementing armchair adorned with vibrant cushions provide comfortable seating. Large glass doors lead to a private balcony, offering views of the ocean and surrounding greenery.

4.92 out of 5 average rating, 107 reviews

Luxury Top Floor Suite W/ Unobstructed Ocean View

Our spacious, 2 bedroom, well-appointed condo provides the perfect home away from home. Step onto your private balcony and soak in the mesmerizing views of the azure ocean and lush mangrove gardens. Escape to a tropical paradise and experience the ultimate keys retreat! Nestled in Tavernier, this property offers a perfect blend of comfort and breathtaking natural beauty. Indulge in the array of fantastic amenities available to our guests.

Popular amenities for Islamorada apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A view of a marina featuring wooden docks lined with boats. Lush greenery, including vibrant pink flowers, frames the foreground. A calm inlet reflects the sky, where fluffy clouds drift above. Palm trees provide shade along the shoreline, contributing to a serene coastal atmosphere.

4.88 out of 5 average rating, 34 reviews

Sea Side Whimsy Ocean Pointe -06

An aerial view showcases the community's vibrant grounds, featuring a 65-slip marina with boats docked alongside red-roofed buildings. Lush greenery surrounds the area, leading to the tranquil blue waters of the bay, complemented by the distant shoreline and open sky.

4.77 out of 5 average rating, 70 reviews

December Special for Bayside Condo with Beach

A serene view of the water stretches towards the horizon, with soft waves lapping against a rocky shoreline. A jetty curves into the distance, framed by lush greenery on either side. The clear sky reflects on the tranquil surface, creating a calm atmosphere.

5 out of 5 average rating, 27 reviews

Stylish & Secluded | Pool, Dock, Key Largo Living

A serene sunset is visible over the Atlantic Ocean, with warm orange and yellow hues blending into the sky. A sailboat is seen on the horizon, adding a touch of tranquility to the scenic view.

4.84 out of 5 average rating, 302 reviews

Condo in the Keys, Peaceful ocean view retreat!

Apartment in Key Colony Beach

Lounge chairs are positioned on the grass near the ocean, surrounded by palm trees. A soft gradient of colors in the sky, transitioning from pale pink to light blue, is visible above the tranquil waters. Rocky shoreline meets the beach, creating a peaceful environment.

4.96 out of 5 average rating, 49 reviews

Paradise found! Sea-Esta Condo beach and pool.

A spacious living area is featured, with comfortable seating arranged around a coffee table. Large sliding glass doors provide a view of the ocean and access to an outdoor seating area. Light-colored walls and soft furnishings create a bright atmosphere.

4.94 out of 5 average rating, 32 reviews

Just a Few Friends - Ocean View and Bring your Boa

4.86 out of 5 average rating, 7 reviews

Freshly Renovated Coastal Stay • 2 Kings • Marina

A spacious living and dining area features a blue couch adorned with decorative pillows. A wooden dining table is set for six, complemented by a ceiling fan and warm lighting. Large windows with red curtains offer views of the ocean and surrounding landscape.

4.73 out of 5 average rating, 44 reviews

Reel Stoked Ocean Pointe Condo Pool Marina Resort!

Pet-friendly apartment rentals

Superhost

An open living area is highlighted by a vaulted wooden ceiling and features a combination of comfortable seating. A glass dining table is complemented by white chairs. Large windows provide views of the lagoon, while a staircase leads to an upper level.

180 Degrees of Ocean Views, Lagoon and Florida Bay

A serene outdoor space features manicured grass leading to a calm canal. Two lounge chairs provide a comfortable spot for relaxation. Tropical palm trees sway gently, with boats visible on the water. The backdrop includes a light blue building reflecting the clear sky.

5 out of 5 average rating, 82 reviews

Waterfront Key Largo Escape | Boat Slip Included

A modern kitchen features white cabinetry and stainless steel appliances. A wooden cutting board is placed on the counter, complemented by cooking utensils. Soft lighting illuminates the space, enhancing the clean and functional design. A window with shutters allows natural light to enter.

4.91 out of 5 average rating, 139 reviews

Gorgeous lagoon-front 2BR Townhouse with 2 pools

5 out of 5 average rating, 10 reviews

Apartment in Marathon

Seashells Getaway - Boat Slip, Ramp, Pool

A spacious kitchen area features modern cabinetry and stainless steel appliances. A long island bar with eight black stools provides ample seating. Bright lighting illuminates the area, enhancing the open layout that connects to the living space.

4.86 out of 5 average rating, 96 reviews

Key Largo Oceanside 3/3 Golf Cart & kayaks

A bright dining area is presented with a glass table set for four, complemented by stylish beige chairs. A large artwork featuring a beach scene adorns the wall. Natural light fills the space, enhancing the elegance of the neutral tones and the smooth stone flooring.

4.94 out of 5 average rating, 31 reviews

Key Largo Condo

A serene outdoor space is showcased with two lounge chairs placed on artificial grass, bordered by palm trees. A canal flows peacefully behind, reflecting the clear blue sky and nearby boats moored at the dock. The area offers an inviting spot for relaxation.

5 out of 5 average rating, 71 reviews

Sunrise Views in Key Largo | Boat Slip Access

An aerial view captures the marina, surrounded by lush greenery and tranquil waters. Various boats are docked, and structures line the waterfront, highlighting the natural beauty of the area. A calm bay extends into the distance, framed by a clear blue sky and scattered clouds.

4.89 out of 5 average rating, 94 reviews

Sunrises - Sunsets - Free Kayaks/Paddleboard

Apartment rentals with a pool

The view from the screened-in lanai displays a serene boat basin framed by palm trees. A ceiling fan adds a functional touch above a round dining table, while boats are moored in the distance under clear blue skies.

5 out of 5 average rating, 30 reviews

Luxury condo with boat slip overlooking the bay

A view is offered of the sandy beach and calm ocean waters, framed by palm trees. Picnic tables are positioned along the shoreline, providing spaces for relaxation. The image is captured through a screened-in area, enhancing the connection to the outdoor environment.

4.83 out of 5 average rating, 35 reviews

Oceanfront condo in the keys

The living area presents a comfortable gray sofa paired with decorative pillows. A wooden dining table with four chairs is positioned nearby. Natural light fills the space through sliding glass doors leading to a balcony, while artistic oars and framed images adorn the walls.

4.87 out of 5 average rating, 23 reviews

AMAZING VIEWS FROM THIS OCEANFRONT FLA.KEYS CONDO

Apartment in Key Colony Beach

An expansive view of a private beach is captured, showcasing gentle ocean waves lapping at the shore. Lounge chairs are arranged on a green lawn, offering relaxation options while a solitary figure strolls along the sandy beach. Palm trees frame the scene under a partly cloudy sky.

5 out of 5 average rating, 23 reviews

Private Beach in Marathons Key Colony Beach

5 out of 5 average rating, 11 reviews

The image presents a serene waterfront view featuring a calm blue ocean with a wooden dock extending into the water. Several boats are docked along the pier, while palm trees are positioned in the foreground, adding a tropical touch to the landscape.

Apartment in Marathon

1BR Snowbird-friendly condo w/heated pool, BBQ, AC

A wide view of the sandy beach reveals several colorful umbrellas and lounge chairs arranged under palm trees, alongside Tiki huts offering shade. The clear blue ocean extends to the horizon under a partly cloudy sky, enhancing the peaceful beachfront setting.

4.91 out of 5 average rating, 11 reviews

Islamorada Oceanfront 2 bdrm, 2 bath, View, Pool

A modern kitchen displays sleek white cabinetry and stainless steel appliances. A spacious island with seating for six is highlighted by elegant bar stools. The minimalist decor is complemented by neutral tones and warm light from overhead fixtures.

5 out of 5 average rating, 3 reviews

Romantic 2BR w/ Ocean View, Pool & Near Pennekamp

An inviting outdoor space features a glass-top table surrounded by four wicker chairs, offering a view of the shimmering Atlantic Ocean. A large, comfortable chair is situated nearby, with greenery visible below and a small island on the horizon under a bright sky.