
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

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!

Oceanview | Jacuzzi | Private Beach | Marina | BBQ
Oceanview beach condo with tennis courts, pickleball, hot tub, BBQ, marina & private beach. ★ "Exactly as described & very clean. Beautiful views & a nice peaceful escape." ➠ Resort heated pool + Jacuzzi ➠ Balcony w/ ocean + pool views ➠ Private beach access w/ sunloungers ➠ Fully equipped + stocked kitchen ➠ Master suite w/ king + bathroom ➠ 55” smart TVs w/ cable ➠ Car park (2 cars max) ➠ 250 Mbps wifi Quick drive to… ↝ Downtown Tavernier (5 mins) ↝ Theater of the Sea (15 mins)

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.

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!

Marina Vista Gem• 2BR/2BA Pickleball • Marina•Pool
TAKE A VIRTUAL TOUR OF THE ENTIRE UNIT BEFORE BOOKING Youtube @Keylargotravels This property is managed by KEYLARGOTRAVELS Click on our profile picture for our listings. MARINA INFO: Boat slip available $4.25/ft/day. Ramp and trailer storage@ no cost. The development reserves the right to turn you away if boat parking is full. Also, you can only drop and return with high tide. AMENITIES: - 3 Heated Pools - Saltwater Lagoon - Ideal for kids to swim safely & spot marine life

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
Popular amenities for Islamorada apartment rentals
Weekly apartment rentals

Seaside Villa~ Charming Beachfront Condo w/ Pool!

Moon Bay Key Largo | Sunset Views | 24' Boat Lift

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

500 Burton Drive Tavernier, Key Largo

Villa 4204 on Duck Key - Boat Slip available

Kawama New Listing!

Islamorada Paradise: Stunning Oceanview Condo Stay

Best Place to see the sunset
Private apartment rentals

The Cozy Nest.

Sombrero Beach 2 bedroom apartment close to Beach!

Key Largo, Florida - Gem by the Sea

Key Largo Condo at Moon Bay

Lagoon-front family townhome

Sunny Beach Suite. 2 beds bath

Waterfront Studio | Canal View | Outdoor Bar Area

Boot Key Harbor Penthouse
Apartment rentals with a hot tub

New Coastal Escape 2BR/2BA Oceanfront Condo

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

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA

When Paradise is Key: Tropical Oceanfront Condo

Marathon Studio on Lovely Gulf Front Resort

Sea Side Dreams at Ocean Pointe - 07

Marina & Ocean Front Suite 5202

Panoramic Ocean Views, Ocean Pointe Condo
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $283 SGD | $289 SGD | $292 SGD | $318 SGD | $308 SGD | $295 SGD | $295 SGD | $322 SGD | $290 SGD | $283 SGD | $290 SGD | $290 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 990 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
- St 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
- Rentals with a hot tub Islamorada
- Resort rentals Islamorada
- Fitness-friendly rentals Islamorada
- Rentals with an EV charger Islamorada
- Townhouse rentals Islamorada
- Family-friendly rentals Islamorada
- Rentals with outdoor seating Islamorada
- Rentals with a firepit Islamorada
- Serviced apartment rentals Islamorada
- Rentals with pools Islamorada
- Pet-friendly rentals Islamorada
- Beachfront rentals Islamorada
- Beach house rentals Islamorada
- Rentals with a washing machine and dryer Islamorada
- Apartment rentals Islamorada
- Rentals with a fireplace Islamorada
- Villa rentals Islamorada
- House rentals Islamorada
- Rentals with a patio Islamorada
- Rentals with breakfast Islamorada
- Hotel rooms Islamorada
- Rentals with beach access Islamorada
- Beach apartment rentals Islamorada
- Waterfront rentals Islamorada
- Luxury rentals Islamorada
- Rentals with a kayak Islamorada
- Flat rentals Monroe County
- Flat rentals Florida
- Flat rentals United States
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Calusa Campground
- Biscayne National Park
- Florida Keys Aquarium Encounters
- The Turtle Hospital
- Coral Castle
- Calusa Beach & Loggerhead Beach
- Sea Oats Beach
- History Of Diving Museum
- Everglades Alligator Farm
- Conch Key
- Monkey Jungle
- Long Beach
- Theater of the Sea
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Key Largo Kampground And Marina
- Homestead-Miami Speedway
- Seven Mile Bridge
- Sunset Park
- Curry Hammock State Park




