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.

4.95 out of 5 average rating, 65 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

5.0 out of 5 average rating, 20 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.

4.9 out of 5 average rating, 116 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 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.

4.88 out of 5 average rating, 102 reviews

When Paradise is Key: Tropical Oceanfront Condo

🚨*PRICE YOU SEE IS ALL IN! Includes Airbnb fees and taxes!*🚨 🚨09.09.26 - 10.14.26 Elevator will be out of service due to installation of a new elevator 🚨 ☀️ Discover the ultimate beachfront getaway in our top floor, two-bedroom, two-bathroom condo, perfectly designed to offer an unforgettable escape. Nestled right on the oceanfront, this retreat comfortably accommodates up to six guests, making it ideal for families, friends, or couples seeking a serene coastal experience. ⛱️

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, 323 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, 153 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.”

4.78 out of 5 average rating, 256 reviews

3. Waterfront Key Largo Studio | Scuba & Dock

Base your Key Largo adventure at this modern waterfront studio at Waterfront Cabanas — a canal-front rental with direct ocean access, minutes from John Pennekamp Coral Reef State Park, dive shops, and the reef. Snorkel, dive, and kayak by day, then walk to waterfront dining and watch manatees and nurse sharks from the seawall. Sleeps 4, with a full kitchen, walk-in shower, Smart TV, fast Wi-Fi, ice-cold A/C, parking, and a private boat dock (by reservation).

5.0 out of 5 average rating, 23 reviews

Waterfront Stay | Breakfast & Housekeeping

Welcome to The Moonlit Manatee — a beautifully refreshed waterfront villa in Marathon, Florida, designed for laid-back Keys living. This stylish 1BR/1BA retreat comfortably sleeps up to 4 guests and features a serene king bedroom, spa-inspired bathroom, inviting living area with sleeper sofa, and a fully stocked kitchen for effortless stays. Sip your morning coffee on the private patio overlooking the marina and settle into the relaxed rhythm of island life.

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, 117 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.

4.99 out of 5 average rating, 106 reviews

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

**SEPTEMBER & OCTOBER SPECIAL — SAVE 30%!** 🌴 Escape to The View, a beautiful 2BR/2BA ocean-view condo with a private balcony in the Florida Keys. Enjoy the huge resort-style pool, beach, sports courts, marina and picturesque pier, plus snorkeling right from the property. Perfectly located in Tavernier for exploring Key Largo and Islamorada. Limited fall dates remain at this special rate — book your Keys escape while the deal lasts!

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.

5.0 out of 5 average rating, 101 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

4.96 out of 5 average rating, 295 reviews

Oceanview condo with tennis courts, pickleball, hot tub, BBQ, marina & private beach. ★ "Outstanding accommodations! The condo was very clean and comfortable. Exquisite decorations." ➠ 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

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.

5.0 out of 5 average rating, 18 reviews

OCEAN community, perfect condo

5.0 out of 5 average rating, 7 reviews

Flat in Islamorada

Ocean View Duplex Penthouse | Pool | Vista Two

4.93 out of 5 average rating, 41 reviews

The room features two spacious beds with light-colored bedding, complemented by decorative pillows. A ceiling fan is present above, while large windows with shutters allow natural light. Colorful artwork depicting flamingos adorns the walls beside bedside tables and lamps.

Flat in Key Colony Beach

2 Bdrm Oceanfront Complex Private Beach & Pool

4.88 out of 5 average rating, 93 reviews

Studio apartment in Calusa Resort & Campgrounds

A relaxed living area is presented with a plush sectional sofa and a wooden coffee table. A flat-screen TV is mounted on the wall, facing a sliding glass door that opens to a balcony with views of palm trees and the lagoon.

4.97 out of 5 average rating, 94 reviews

Kawama is Your Next Kokomo - Golf Cart Included

5.0 out of 5 average rating, 11 reviews

Florida Keys Tropical Coastal Condo!

5.0 out of 5 average rating, 21 reviews

Villa 4204 on Duck Key - Boat Slip available

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.

5.0 out of 5 average rating, 7 reviews

Ocean Side Paradise Awaits! VACA-24-211

Private apartment rentals

4.93 out of 5 average rating, 15 reviews

Quiet Canalfront Retreat • Near Sombrero Beach

A welcoming sign for Skipjack Resort and Marina is prominently displayed, surrounded by lush palm trees and manicured greenery. The blue sky adds a bright backdrop, enhancing the inviting atmosphere of the resort.

4.85 out of 5 average rating, 67 reviews

Sombrero Beach Tropical Paradise Hotel

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.

4.69 out of 5 average rating, 357 reviews

Sunny Beach Suite. 2 beds bath

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, 187 reviews

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

4.78 out of 5 average rating, 323 reviews

Key's Cottage Escape

A well-lit bedroom features two spacious beds with white bedding, positioned beside a nightstand with a lamp. A large window offers natural light, complemented by green walls. A closet and a dresser are visible in the background, enhancing the room's functionality.

Flat in Islamorada

Poolside 2 queen Apartment

4.77 out of 5 average rating, 53 reviews

The resort's outdoor pool area features a clear blue pool surrounded by lounge chairs. Palm trees are seen in the background, alongside a two-story building. Red umbrellas provide shade for guests enjoying the poolside atmosphere under a bright blue sky.

4.63 out of 5 average rating, 1586 reviews

Standard 1 Bedroom King Suite with Balcony

5.0 out of 5 average rating, 20 reviews

Sunsets and Turtles | Key Largo | 24' Boat Lift

Apartment rentals with a hot tub

5.0 out of 5 average rating, 43 reviews

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

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.

4.89 out of 5 average rating, 35 reviews

Welcome to the Pelican Lodge !

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.

4.85 out of 5 average rating, 27 reviews

Panoramic Ocean Views, Ocean Pointe Condo

A wooden gazebo with a thatched roof overlooks the ocean. Several Adirondack chairs are positioned on the deck, facing the tranquil waters. The sunlight reflects on the surface of the sea, creating a serene atmosphere around the space.

4.95 out of 5 average rating, 85 reviews

Condo with Pool and Beach Access

4.67 out of 5 average rating, 6 reviews

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

4.94 out of 5 average rating, 63 reviews

Oceanview • Pool View • Indoor/Outdoor Pickleball

4.5 out of 5 average rating, 4 reviews

Keys Escape | Oceanfront Resort Condo | Sleeps 6

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.