Apartment holiday rentals in Islamorada

4.96 out of 5 average rating, 85 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.

Flat in Islamorada

Hidden Gem Islamorada | 1st 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

A clear view of the property’s exterior, featuring neatly maintained green lawns and tropical palm trees. The elevated swimming pool is visible alongside shaded Tiki huts, with the ocean in the background. The pathway leads towards the building with accessible parking areas.

4.76 out of 5 average rating, 17 reviews

Ocean Front Breeze in Paradise VACA-23-169

Escape to paradise in a new 1 bed/1 bath studio centrally located in Marathon. Townhouse #21 is steps away from all of the on site amenities. This includes the docks for fishing (equipped with cleaning stations), several new Tiki huts to lounge under, and one of the largest elevated swimming pools that overlooks the Atlantic. Home is fully furnished and equipped with all new appliances. Come enjoy paradise and everything Ocean Isles has to offer. It's an immaculate 7 acre oceanfront property.

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, 314 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, 266 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 sandy beach area features rows of lounge chairs under clear blue skies, complemented by palm trees. A volleyball net stands nearby, while shaded seating is provided by wooden picnic tables and a thatched-roof structure in the background.

4.77 out of 5 average rating, 43 reviews

Amazing Oceanview @Ocean Pointe

NO AIRBNB FEES!! Breathtaking ocean views from this fabulous Ocean Pointe condo in building 4. Just steps from paradise at the natural Keys beach. Relax in the heated pool and hot tub. Enjoy watching boats at the marina. Practice your serve on the tennis court, play a game of pickleball, or lounge by the heated pool! There is a king-sized bed in the master bedroom, two twins in the guest room, and a sofa bed in the living area. Make your ocean vacation dreams a reality and book today!

A stylish living area is showcased with a large flat-screen television mounted on the wall, surrounded by light-colored furnishings. A comfortable sectional sofa is arranged around a round wooden coffee table, while natural light flows in through sliding glass doors leading to a balcony.

4.92 out of 5 average rating, 101 reviews

Kawama J3 Pool & Lagoon View free bikes & kayaks

This modern and beautifully decorated three level townhome is the perfect spot for your next family vacation or couples' getaway. Located in the gated community of Kawama Yacht Club, you'll have access to a variety of amenities, including a saltwater lagoon, two heated pools, a kids' playground, tennis and pickleball courts, marina boat ramp, fire pits and we even provide two kayaks and two bikes to explore the area. Book now for your next getaway and indulge in the ultimate retreat.

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, 108 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, 27 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, 7 reviews

Flat 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.

4.91 out of 5 average rating, 11 reviews

New Key Largo- Ocean Pearl, Pickleball, Restaurant

TAKE A VIRTUAL TOUR ON YOUTUBE @kEYLARGOTRAVELS This property is managed by KEYLARGOTRAVELS Marina Pricing: -$4.00-$6.00/ft/day, Depending on the season. AMENITIES: - Deep‑water marina with direct ocean access, boat ramp, trailer parking - Poolside bar & restaurant - Private sandy beach and beachfront area - Long dock/jetty ideal for fishing and sunset views - Tennis & pickleball courts (lighted) - Charcoal barbecue grills sprinkled throughout

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, 113 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.

Popular amenities for Islamorada apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly 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.

4.83 out of 5 average rating, 18 reviews

Seaside Villa~ Charming Beachfront Condo w/ Pool!

4.89 out of 5 average rating, 9 reviews

Quiet Canalfront Retreat • Near Sombrero Beach

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, 16 reviews

Two Bedroom Suite - Gulf View

5 out of 5 average rating, 22 reviews

#1 Island Hideaway 89 - OCEAN FRONT

5 out of 5 average rating, 17 reviews

Waterfront Studio | Canal View | Outdoor Bar Area

4.87 out of 5 average rating, 23 reviews

Waterfront 1 BR King Patio Suite

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, 7 reviews

OCEAN community, perfect condo

Private apartment rentals

A large pool is surrounded by palm trees and lounge chairs under blue umbrellas. The sparkling water reflects the clear sky, creating a refreshing atmosphere. The area features ample seating for relaxation and enjoyment.

4.5 out of 5 average rating, 6 reviews

Oceanfront Sanctuary | Pool. Private 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.

4.75 out of 5 average rating, 53 reviews

Sombrero Beach 2 bedroom apartment close to Beach!

5 out of 5 average rating, 5 reviews

Key Largo Condo at Moon Bay

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

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.

4.87 out of 5 average rating, 30 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, 327 reviews

Sunny Beach Suite. 2 beds bath

4.88 out of 5 average rating, 8 reviews

A view from a balcony reveals a calm canal with a clear blue sky above. Palm trees sway gently in the breeze, and various boats are docked along the waterfront. The setting showcases a peaceful neighborhood with homes lining the opposite shore.

Flat in Key Colony Beach

A slice of paradise!

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, 7 reviews

Boot Key Harbor Penthouse

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, 12 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, 77 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, 85 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.

4.9 out of 5 average rating, 82 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.

4.92 out of 5 average rating, 24 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, 19 reviews

Panoramic Ocean Views, Ocean Pointe Condo

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, 58 reviews

Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis

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.