
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.

New Key Largo Escape• 2 Kings • Marina• Pickleball
TAKE A VIRTUAL TOUR ON YOUTUBE @kEYLARGOTRAVELS This property is managed by KEYLARGOTRAVELS 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 - Includes a floating swim platform. playground Jetty for fishing/sunset views - Charcoal grills

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

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!

New Coastal Escape 2BR/2BA Oceanfront Condo
Welcome to your tropical getaway in the heart of the Florida Keys! This beautifully updated two-bedroom, two-bathroom condo is located in the sought-after Ocean Pointe resort community in Tavernier. With stunning ocean views, resort-style amenities, and all the comforts of home, it's the perfect spot for a relaxing retreat or adventure-filled vacation. 🛏 Sleeping Arrangements: Bedroom 1: King bed with ensuite bathroom Bedroom 2: Twin Bunk beds with an additional twin

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.

Beachfront Condo w/ Ocean Views in Marathon
Beautifully decorated 2nd floor end unit with stunning panoramic ocean views from the balcony, living room and master bedroom. Two bedrooms / two full bathrooms and washer and drier in unit. Full kitchen. Directly on the beach! Beach chairs, umbrellas and towels provided for you. Guests have access to the heated swimming pool, tennis court and beach. Master bedroom king-size memory foam mattress
Popular amenities for Islamorada apartment rentals
Weekly apartment rentals

Seaside Villa~ Charming Beachfront Condo w/ Pool!

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

Overlooking Marina/Ocean view & FREE GOLF CART

500 Burton Drive Tavernier, Key Largo

Kawama New Listing!

Sunny Beach Suite. 2 beds bath

Best Place to see the sunset

OCEAN community, perfect condo
Private apartment rentals

Oceanfront Sanctuary | Pool. Private Beach

The Cozy Nest.

Key Largo Condo at Moon Bay

Key Largo, Florida - Gem by the Sea

Lagoon-front family townhome

Waterfront Studio | Canal View | Outdoor Bar Area

A slice of paradise!

Boot Key Harbor Penthouse
Apartment rentals with a hot tub

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

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

Marathon Studio on Lovely Gulf Front Resort

When Paradise is Key: Tropical Oceanfront Condo

Sea Side Dreams at Ocean Pointe - 07

Panoramic Ocean Views, Ocean Pointe Condo

Lush Views from Cozy Top Floor [Ocean Pointe 1415]

Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis
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 | $288 SGD | $292 SGD | $317 SGD | $307 SGD | $294 SGD | $294 SGD | $321 SGD | $289 SGD | $283 SGD | $289 SGD | $289 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!
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
- Fitness-friendly rentals Islamorada
- Rentals with breakfast Islamorada
- Rentals with a kayak Islamorada
- House rentals Islamorada
- Rentals with a firepit Islamorada
- Rentals with a fireplace Islamorada
- Rentals with beach access Islamorada
- Luxury rentals Islamorada
- Rentals with pools Islamorada
- Apartment rentals Islamorada
- Family-friendly rentals Islamorada
- Beach house rentals Islamorada
- Rentals with a hot tub Islamorada
- Pet-friendly rentals Islamorada
- Rentals with a washing machine and dryer Islamorada
- Waterfront rentals Islamorada
- Villa rentals Islamorada
- Rentals with a patio Islamorada
- Beachfront rentals Islamorada
- Rentals with outdoor seating Islamorada
- Beach apartment rentals Islamorada
- Townhouse rentals Islamorada
- Resort rentals Islamorada
- Rentals with an EV charger Islamorada
- Serviced apartment rentals Islamorada
- Hotel rooms 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
- Biscayne National Park
- The Turtle Hospital
- Coral Castle
- Calusa Beach & Loggerhead Beach
- History Of Diving Museum
- Sea Oats Beach
- Everglades Alligator Farm
- Conch Key
- Long Beach
- Theater of the Sea
- Monkey Jungle
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Sunset Park
- Florida Keys Aquarium Encounters
- Key Largo Kampground And Marina
- Seven Mile Bridge
- Calusa Campground
- Dolphin Research Center
- Robbies Marina Of Islamorada




