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Apartment vacation rentals in Islamorada

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Quick stats about apartment rentals in Islamorada

  • Total vacation rentals

    Explore 50 vacation rentals in Islamorada

  • Nightly prices starting at

    Islamorada vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 480 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    30 properties feature pools

  • Wi-Fi availability

    40 of Islamorada vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Islamorada rentals

  • 4.8 Average rating

    Islamorada stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated apartment rentals in Islamorada

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Superhost
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.
Apartment in Key Largo

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!

4.9 out of 5 average rating, 340 reviews
Guest favorite
Apartment in Tavernier

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! 🌊☀️

5.0 out of 5 average rating, 20 reviews
Superhost
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.
Apartment in Tavernier

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.

4.9 out of 5 average rating, 116 reviews
Superhost
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.
Apartment in Tavernier

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. ⛱️

4.88 out of 5 average rating, 102 reviews
Guest favorite
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.
Apartment 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.”

4.86 out of 5 average rating, 153 reviews
Top guest favorite
Apartment in Key Largo

6. Key Largo Waterfront Studio | Dock, Snorkel

Wake up on the water in this modern Key Largo waterfront studio at Waterfront Cabanas — a canal-front rental with direct ocean access. Step onto your private patio to watch boats, manatees, and nurse sharks glide by, then enjoy the famous Key Largo sunsets. 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). Minutes from John Pennekamp Park and world-class snorkeling, diving, and fishing.

4.89 out of 5 average rating, 299 reviews
Guest favorite
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.
Apartment in Marathon

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.

4.86 out of 5 average rating, 117 reviews
Top guest favorite
Apartment in Tavernier

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!

4.99 out of 5 average rating, 106 reviews
Top guest favorite
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.
Apartment in Tavernier

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

5.0 out of 5 average rating, 103 reviews
Top guest favorite
Apartment in Marathon

Waterfront Suite | 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.

5.0 out of 5 average rating, 31 reviews
Guest favorite
Apartment in Tavernier

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

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

4.93 out of 5 average rating, 249 reviews
Top guest favorite
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

Elevated Retreat | Sunset Access + Boat Basin

Elevated, 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. Set above the trees for a more open, airy feel, yet tucked into a peaceful setting. Enjoy walkable access to restaurants, shops, and breweries, plus fast WiFi and everything needed for a comfortable Keys getaway 🌴

4.98 out of 5 average rating, 62 reviews

Popular amenities for Islamorada apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Top guest favorite
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.
Apartment in Marathon

OCEAN community, perfect condo

5.0 out of 5 average rating, 18 reviews
Guest favorite
Apartment in Key Largo

Studio apartment in Calusa Resort & Campgrounds

4.88 out of 5 average rating, 94 reviews
Superhost
Apartment in Islamorada

Ocean View Duplex Penthouse | Pool | Vista Two

5.0 out of 5 average rating, 7 reviews
Guest favorite
Apartment in Tavernier

Florida Keys Tropical Coastal Condo!

5.0 out of 5 average rating, 11 reviews
Top guest favorite
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.
Apartment in Key Largo

Dive Into Comfort – 2BR Key Largo Retreat

4.95 out of 5 average rating, 66 reviews
Guest favorite
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.
Apartment in Key Colony Beach

2 Bdrm Oceanfront Complex Private Beach & Pool

4.93 out of 5 average rating, 41 reviews
Guest favorite
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.
Apartment in Marathon

Ocean Side Paradise Awaits! VACA-24-211

5.0 out of 5 average rating, 7 reviews
Guest favorite
Apartment in Marathon

Quiet Canalfront Retreat • Near Sombrero Beach

4.93 out of 5 average rating, 15 reviews

Private apartment rentals

Guest favorite
An aerial view showcases the Ocean Pointe property nestled among lush greenery. A wooden pier extends into the water, leading to a sandy beach area with lounge chairs. The surrounding area features low-lying buildings blending harmoniously with the natural landscape.
Apartment in Tavernier

Mockerman Southern Command

4.9 out of 5 average rating, 88 reviews
Guest favorite
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.
Apartment in Marathon

Sombrero Beach Tropical Paradise

4.85 out of 5 average rating, 67 reviews
Guest favorite
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.
Apartment in Marathon

New Townhome in the heart of Marathon!

4.75 out of 5 average rating, 20 reviews
Top guest favorite
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.
Apartment in Key Largo

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

4.99 out of 5 average rating, 187 reviews
Apartment in Key Largo

Key's Cottage Escape

4.78 out of 5 average rating, 323 reviewsA 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.
Apartment in Islamorada

Poolside 2 queen Apartment

4.77 out of 5 average rating, 53 reviewsThe 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.
Apartment in Marathon

Standard 1 Bedroom King Suite with Balcony

4.63 out of 5 average rating, 1599 reviews
Apartment in Key Largo

Key Largo Waterfront Tropical Paradise

5.0 out of 5 average rating, 3 reviews

Apartment rentals with a hot tub

Guest favorite
Apartment in Tavernier

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

5.0 out of 5 average rating, 44 reviews
Superhost
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.
Apartment in Tavernier

Panoramic Ocean Views, Ocean Pointe Condo

4.85 out of 5 average rating, 27 reviews
Guest favorite
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.
Apartment in Tavernier

Welcome to the Pelican Lodge !

4.89 out of 5 average rating, 35 reviews
Guest favorite
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.
Apartment in Tavernier

Condo with Pool and Beach Access

4.95 out of 5 average rating, 85 reviews
Superhost
Apartment in Tavernier

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

4.67 out of 5 average rating, 6 reviews
Guest favorite
Apartment in Key Largo

Oceanview • Pool View • Indoor/Outdoor Pickleball

4.94 out of 5 average rating, 63 reviews
Superhost
Apartment in Tavernier

Keys Escape | Oceanfront Resort Condo | Sleeps 6

4.5 out of 5 average rating, 4 reviews
Guest favorite
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.
Apartment in Marathon

Marathon Studio on Lovely Gulf Front Resort

5.0 out of 5 average rating, 5 reviews

When is the best time to visit Islamorada?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$59,831 GYDG$52,300 GYDG$53,346 GYDG$47,070 GYDG$45,605 GYDG$37,447 GYDG$47,907 GYDG$52,300 GYDG$47,070 GYDG$47,070 GYDG$47,907 GYDG$52,300 GYD
Avg. temp20°C22°C23°C25°C27°C28°C29°C29°C28°C27°C24°C22°C

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