
Apartment holiday rentals in Islamorada
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Islamorada

Total holiday rentals
Explore 110 holiday rentals in Islamorada

Nightly prices starting at
Islamorada holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 720 verified reviews to help you choose

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

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
110 of Islamorada holiday rentals include wifi access

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

4.9 Average rating
Islamorada stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated apartment rentals in Islamorada
Guests agree: these apartments are highly rated for location, cleanliness and more.

Toes in the Sand - 2 Bedroom Condo Sleeps 4
Two bedrooms and two full bathrooms on the 4th floor with ocean views. Amenities include a huge heated pool and hot tub with a bar, a beach cafe serving food and drinks, a private Key's beach, viewing pier, rentable boat slips & boat trailer storage, tennis, pickleball courts, basketball, children's swings, and BBQ areas, and gated entry with 24-hour security! Just remember that you're on "Island Time," mon, relax and enjoy! Perfectly located between Key Largo and Islamorada, close to Penneka

Gorgeous lagoon-front 2BR Townhouse with 2 pools
Kawama Yacht Club is situated between an extension of John Pennekamp Coral Reef State Park and a salt-water, filtered, tidal snorkeling lagoon! Two pools, tennis courts, private beach, a waterfront (lagoon) will keep you busy on site, while the neighborhood offers boating, many great restaurants and you may even swim with dolphins just outside the gates to the community. The townhouse comes equipped with two bicycles and two kayaks. All brand new appliances throughout + extra lg washer/dryer.

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Welcome to our remodeled costal 1BR 1 Bath condo nestled in the premier oceanfront complex in Tavernier, FL. Escape to paradise and enjoy the wonderful Ocean views from the private balcony while just a few steps away from the sunny private beach, marina, minutes away from restaurants, shops, and attractions. ✔ Comfortable Queen BR ✔ Onsite Pool Bar & Cafe ✔ Fully Equipped Kitchen ✔ Balcony ✔ FREE /WI FI ✔ Complex Amenities (Pool, Hot Tub, Marina, BBQ, Sports, Free Parking) Learn more below!

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
Enjoy a Top Floor condo with stunning ocean views from your living room and balcony. This condo features a King bed in the bedroom, updated kitchen, a queen pull out sofa and a new washer and dryer. Enjoy the wonderful amenities the property offers to include a Large pool/ spa area or relax on the private beach with lounge chairs provided. There are lighted tennis courts, areas to grill out and a small playground. This property sits on 68 acres and one side is surrounded by a nature preserve.

Best View Ocean Pointe Pool Beach King Bed, Gated
***IMPORTANT*** The pictures you see here are of OUR unit. What you see is what YOU GET. No surprise when you arrive at Ocean Pointe. NO bait and switch. We own in the Prominent Building #3 just steps from the Pool & Jacuzzi. Wireless Internet Netflix & Cable TV, XBOX ONE. ***Most of our guests (99%) claim this is the cleanest Airbnb they have ever stayed in.*** You will get a TRUE UNIMPEDED OCEAN VIEW in our unit. Read our reviews, our past guests tell it all. ⭐ 5 STAR ⭐ Get what you pay for.

Waterfront Apt Key Largo #1, 10% Off 7+, 5% Off 4+
Relax in this beautifully renovated, stylish two-bedroom, two-bath waterfront condo. This spacious, 1,250 sq ft unit features an open layout, central AC, and three queen beds to comfortably sleep six. Enjoy serene water cove views from your private, oversized terrace, accessible from both the living room and primary bedroom. The full kitchen includes modern appliances, while in-unit laundry adds convenience. Two assigned parking spaces and high speed wireless internet are also provided.

Dapper Dolphin | Canal View + Breakfast + Pool
Escape to The Dapper Dolphin, a beautifully updated coastal 1-bedroom, 1-bath condo located at Skipjack Resort & Marina in the heart of Marathon. Sleeping up to 4 guests, this stylish retreat features a full kitchen, private balcony, and resort amenities including a pool, Tiki Bar, restaurant, Marina, and more. Situated in the heart of Marathon, it offers proximity to the beach, restaurants, activities, and all the essentials for an unforgettable vacation experience right on-site!

Ocean Views at Ocean Pointe
Conveniently located at MM 92.5, approximately 1 hour drive from Miami, you can enjoy a modern, newly redecorated Keys escape with amazing views of the sunrise right from your oceanside balcony. 2 bed/2 bath with full kitchen and washer/dryer. Pool, beach, pier, BBQ area, and private boat marina within this private community. Kayaks, paddle boards and bikes available for rent. No need to leave, but grocery stores, spas and ample restaurants are close by to fill any need.

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
Enjoy a Tavernier adventure on a private 60-acre oceanfront sanctuary. The condo was recently renovated & is beautifully designed with comfortable, beach chic decor. It offers an abundance of natural light surrounded by windows overlooking lush landscaping and the Atlantic Ocean. Ocean Pointe Suites offers a private sandy beach, a junior Olympic sized pool, a 14-person spa, a boardwalk, a pickleball court, deep-water marina, gazebo, 2 tennis courts & more!

Blue Haven Key Largo | Ocean Pointe 1315
Tastefully decorated 2 Bedroom & 2 Bathroom Condo with a wonderful view of Florida Keys Nature. Relax and escape to this beautiful getaway in the heart of Tavernier, ideally located between Key Largo & Islamorada. The property itself has amenities galore: sparkling pool with hot tub and newly re opened POOL BAR, boat ramp and marina, tennis courts which convert into pickle ball courts, beach with pier, free parking and charcoal grills to cook your catch!

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath
Turtle lovers rejoyce! Enjoy this Two Bedroom/Two Bath Condo with the perfect blend of style, comfort and convenience. Featuring a spacious living room and a fully stocked Kitchen. The Master bedroom features a King size bed and ensuite master bathroom. The guest bedroom features a Queen bed with a unattached bathroom. Both bathrooms feature a walk-in shower. The balcony offers views of the nature preserve and peek-a-boo views of the Atlantic Ocean!

Ocean Shores Villa 2 with pool and boat slip
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boatslip,kayaks,bikes,fire pit,hammock and heated pool). 32ft dock slip and trailer parking are included in the rental. Conveniently located near Sandbars, State Parks and many attractions.
Popular amenities for Islamorada apartment rentals
Weekly apartment rentals

🏝 Oceanfront Paradise Awaits You

Amazing Ocean Front Views Key Colony Beach

Your Happy Place - Oceanfront

Modern and Coastal Ocean Pointe 2307

2BR - Key Largo Sunshine Getaway

Luxury condo with boat slip overlooking the bay

Condo in Tavernier

*New* Turtles Pace-Private Beach
Pet-friendly apartment rentals

Sunrises - Sunsets - Free Kayaks

Jaw-dropping Canal View Key Largo Boat Slip, Bay

Spacious Waterfront 2 bedroom w/dock. Pet Friendly

Key Largo Condo

180 Degrees of Ocean Views, Lagoon and Florida Bay

Ocean view condo with Balcony/Ocean View

Ocean Isles Fishing Village #97

Peace & Paradise| Open Water Views Condo 2B/2.5BTH
Apartment rentals with a pool

Island Getaway at Ocean Point

First Floor Coastal Escape | Restaurant Onsite

Freshly Renovated Coastal Stay • 2 Kings • Marina

2-story condo w/ panoramic bay views and balconies

Keys Sunrise Sanctuary

Private Beach in Marathons Key Colony Beach

Kawama Lagoon Retreat | Beach, Pools & Marina

Kawama Yacht Club Ocean Front Resort
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $335 SGD | $330 SGD | $434 SGD | $378 SGD | $345 SGD | $347 SGD | $260 SGD | $220 SGD | $220 SGD | $212 SGD | $260 SGD | $283 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 |
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Cape Coral Holiday rentals
- Nassau Holiday rentals
- St. Petersburg Holiday rentals
- Resort rentals Islamorada
- Luxury rentals Islamorada
- Family-friendly rentals Islamorada
- Beach house rentals Islamorada
- Flat rentals Islamorada
- Rentals with breakfast Islamorada
- Pet-friendly rentals Islamorada
- Beachfront rentals Islamorada
- Villa rentals Islamorada
- Rentals with pools Islamorada
- Beach apartment rentals Islamorada
- Hotel rooms Islamorada
- Rentals with beach access Islamorada
- Waterfront rentals Islamorada
- Townhouse rentals Islamorada
- Rentals with a hot tub Islamorada
- Serviced apartment rentals Islamorada
- Rentals with a kayak Islamorada
- House rentals Islamorada
- Apartment rentals Monroe County
- Apartment rentals Florida
- Apartment rentals United States
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Calusa Campground
- Schnebly Redland's Winery & Brewery
- Homestead-Miami Speedway
- Coral Castle
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Theater of the Sea
- Ernest F. Coe Visitor Center
- Key Largo Kampground And Marina
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Monkey Jungle
- Founder's Park
- History Of Diving Museum
- Homestead Bayfront Park
- Conch Key





