
Apartment holiday rentals in Islamorada
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Top-rated apartment rentals in Islamorada
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Hidden Gem Islamorada | 2nd 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 as mote

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!

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.

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

Moonbay sunset delight A203 2br/1.5ba
Discover paradise in Key Largo with our 2-bedroom, 1.5-bath vacation rental. Enjoy breathtaking sunset views, a refreshing pool, and tennis courts. Nestled close to fabulous restaurants and bars, it's the perfect escape for relaxation and fun. Ideal for families, friends or couples seeking a serene retreat with all the amenities for an unforgettable stay. Book now for your dream getaway in the heart of Key Largo!
Popular amenities for Islamorada apartment rentals
Weekly apartment rentals

Seaside Villa~ Charming Beachfront Condo w/ Pool!

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

Key Largo private 3/2 brand new apartment
Private apartment rentals

Oceanfront Sanctuary | Pool. Private Beach

Quiet Canalfront Retreat • Near Sombrero 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

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

The viewpoint

Welcome to the Pelican Lodge !

Oceanview-Pool Indoor/Outdoor Pickleball SeptDeals
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $280 SGD | $285 SGD | $289 SGD | $314 SGD | $304 SGD | $292 SGD | $292 SGD | $318 SGD | $286 SGD | $286 SGD | $292 SGD | $318 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 $51 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!
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Coral Castle
- Calusa Beach & Loggerhead Beach
- Sea Oats Beach
- Everglades Alligator Farm
- Schnebly Redland's Winery & Brewery
- Conch Key
- Bahia Honda State Park
- Long Beach
- Theater of the Sea
- Monkey Jungle
- Key Largo Kampground And Marina
- Founder's Park
- Calusa Campground
- Homestead-Miami Speedway
- Sunset Park
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Seven Mile Bridge
- The Turtle Hospital




