
Apartment holiday rentals in Islamorada
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Islamorada
Guests agree: these apartments are highly rated for location, cleanliness and more.

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

Ocean View 2br/2ba w/pool, bar, gym + dockage 28ft
Discover paradise in this exquisite 2-bedroom, 2-bathroom ocean view condo. Enjoy breathtaking vistas from your private balcony and delight in bird watching. The property features a refreshing swimming pool, sports courts, a pristine beach, and a picturesque pier perfect for leisurely strolls. Snorkel in the clear waters to explore the vibrant marine life. Prime location in Tavernier, FL Keys. Come stay at 'The View' and immerse yourself in tranquility. Book today and make lasting memories!

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!

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!

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.

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.

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.”

3. Oceanside Retreat with Canal Access, Key Largo!
Our studio unit features a Contemporary, Spacious, and Immaculate design with exclusive parking, Wifi, YouTubeTV, Air Conditioning, Plush Pillows, and a Comfortable bed. The prime location along a primary canal ensures not only picturesque scenes but also direct access to the expansive ocean, allowing you to effortlessly connect with the marine wonders that make Key Largo a sought-after destination for those seeking coastal living at its finest.

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.

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

Key's Cottage Escape
Our cottage is a 1 bedroom suite with separate living and dining area on the 1st floor of our 2 story house in a quiet residential neighborhood. It has its own separate entrance on the side of the house. It's completely renovated with new kitchen, bathroom and tile throughout. It's cozy and has a modern coastal decor. It's close to restaurants, shopping center, beaches and parks.

A Piece of Paradise in KL, Florida
Our condo is located in the Moon Bay complex of Key Largo, Florida. We offer two bedrooms, a cozy foyer, kitchen with breakfast bar, comfortable living room and a wonderful porch upon which to enjoy your dinner and morning coffee as well. Both of our bathrooms have been updated. Children's pool, adult pool and sundeck in the complex.
Popular amenities for Islamorada apartment rentals
Weekly apartment rentals

Overlooking Marina/Ocean view & FREE GOLF CART

Brand new private Studio cabana Style @Keylargo

Motel Room #1, Private Entrance, Beach and Marina

Relax with the whole family at this peaceful place

Seaside Serenity

Kawama New Listing!

Kawama Lake View

Best Place to see the sunset
Private apartment rentals

Key Largo Condo at Moon Bay

Key Largo, Florida - Gem by the Sea

Lagoon-front family townhome

Sunny Beach Suite. 2 beds bath

Oceanfront 5th Floor Penthouse

A slice of paradise!

Little Venice in Marathon (in the Beautiful Keys)

New Townhome in the heart of Marathon!
Apartment rentals with a hot tub

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

New Coastal Escape 2BR/2BA Oceanfront Condo

When Paradise is Key: Tropical Oceanfront Condo

Sea Side Dreams at Ocean Pointe - 07

Panoramic Ocean Views, Ocean Pointe Condo

Ocean Pointe 2309 with Ocean Views

Welcome to the Pelican Lodge !

Condo with Pool and Beach Access
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $286 SGD | $292 SGD | $296 SGD | $322 SGD | $311 SGD | $298 SGD | $298 SGD | $325 SGD | $293 SGD | $286 SGD | $293 SGD | $293 SGD |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
Quick stats about flat rentals in Islamorada

Total holiday rentals
Explore 40 holiday rentals in Islamorada

Nightly prices starting at
Islamorada holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 970 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Islamorada holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Islamorada rentals

5 Average rating
Islamorada stays are highly rated by guests – averaging 5 out of 5!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- House rentals Islamorada
- Apartment rentals Islamorada
- Beachfront rentals Islamorada
- Beach apartment rentals Islamorada
- Waterfront rentals Islamorada
- Rentals with a washing machine and dryer Islamorada
- Rentals with an EV charger Islamorada
- Rentals with a hot tub Islamorada
- Luxury rentals Islamorada
- Rentals with a firepit Islamorada
- Rentals with beach access Islamorada
- Rentals with pools Islamorada
- Pet-friendly rentals Islamorada
- Townhouse rentals Islamorada
- Rentals with a kayak Islamorada
- Rentals with breakfast Islamorada
- Rentals with a fireplace Islamorada
- Fitness-friendly rentals Islamorada
- Villa rentals Islamorada
- Family-friendly rentals Islamorada
- Beach house rentals Islamorada
- Resort rentals Islamorada
- Rentals with outdoor seating Islamorada
- Rentals with a patio Islamorada
- Flat rentals Monroe County
- Flat rentals Florida
- Flat rentals United States
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Biscayne National Park
- Coral Castle
- Cocoa Plum Beach
- Calusa Beach & Loggerhead Beach
- Cannon Beach
- Far Beach
- Theater of the Sea
- Everglades Alligator Farm
- Conch Key
- Sea Oats Beach
- Monkey Jungle
- Horseshoe Beach
- Long Key State Park
- Windley Key Fossil Reef Geological State Park
- EAA Air Museum
- Long Beach
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Sandspur Beach
- Keys' Meads




