
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.

Villa 5027 on Duck Key BOAT SLIP available
Boat slip available for additional $100 a night. Largest boat that can fit is 33 ft. Ask for availability. This villa boasts breathtaking sunsets, close to watersports, charter fishing, restaurants while being surrounded by one of the most exclusive island neighborhoods with lush landscaping. Duck Key is family-friendly, or it can be a serene couples retreat. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors and NO pets.

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.

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.

Your Happy Place - Oceanfront
Experience the ultimate coastal getaway at Ocean Point in the Florida Keys. Nestled along the Atlantic Ocean, our 2 bed/2 bath condo offers unrivaled ocean views from the moment you step inside. Indulge in the array of amenities available at our property including a private beach, pier, marina, snorkeling, family pool and a full service restaurant. Our condo comfortably sleeps 6-7 guests. Equipped with full kitchen and washer/dryer, we provide all the conveniences for a seamless stay.

Waterfront Apt Key Largo #4, 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.

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.

Ocean views at “Sangria Sunrise” 10% off Charters
Welcome to Sangria Sunrise at Ocean Pointe Suites in the beautiful Tavernier Key Florida. Relax and enjoy all of the options offered such as Jr. Olympic sized pool, beach, marina, kayak rentals, tennis courts, and so much more! We invite you to come stay at this cozy and updated one bedroom and one bathroom top floor condo with the most amazing ocean views. We offer a very comfortable queen sized bed and also a queen sleeper sofa that's equally as comfortable.

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!

Key Largo Oceanside 3/3 Golf Cart & kayaks
Remodeled 3 bedroom/3 bath townhome located in a 24 hr gated community on the Oceanside of Key Largo, MM 100. The unit has 3 floors with 2 separate living rooms with sofas and smart TVs, 3 full bathrooms, 1 bathroom on each floor. Master bed room has a queen bed with TV closet and balcony. Guest room has 2 twin beds with a balcony and on the first floor you have a private room with Queen bed. Golf Cart, Bicycles and Kayaks included.

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.

Florida Keys Getaway - Slps 4 - Ocean View
Check out this recently remodeled 1-bedroom condo with relaxing and tasteful beach decor - perfect for your Keys Getaway. Ideally located between Key Largo and Islamorada, it offers the best of both worlds! Ocean Pointe is an oceanfront condo property that's just steps away from all the Keys have to offer - the world's best fishing, diving, snorkeling, paddle boarding, and kayaking.
Popular amenities for Islamorada apartment rentals
Weekly apartment rentals

Sea Side Whimsy Ocean Pointe -06

Ocean view condo with Balcony/Ocean View

Bayside Condo at FYC with Marina, Pool & Beach

Stylish & Secluded | Pool, Dock, Key Largo Living

Private Beach in Marathons Key Colony Beach

Island Getaway at Ocean Point

2-story condo w/ panoramic bay views and balconies

Beautiful Oceanfront 2BR Condo | Pool & Hot Tub
Pet-friendly apartment rentals

180 Degrees of Ocean Views, Lagoon and Florida Bay

Waterfront Key Largo Escape | Boat Slip Included

Boater’s Paradise: Key Largo Home w/ Dock

Keys Getaway- 2 bedrooms w/Boat Dock, Pet Friendly

Seashells Getaway - Boat Slip, Ramp, Pool

Key Largo Condo

key Largo 3 Bedroom Townhouse Gated Community

Sunrise Views in Key Largo | Boat Slip Access
Apartment rentals with a pool

Deluxe Oceanfront 1/1 sleeps 4. Cafe & Pool Bar.

Luxury condo with boat slip overlooking the bay

Oceanfront condo in the keys

Islamorada Oceanfront 2 bdrm, 2 bath, View, Pool

Keys Sunrise Sanctuary

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

Sunrise Townie - Maison Matecumbe Islamorada, FL

Cozy 2BR Condo w/ Ocean Views, Pool & Beach
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 201 | € 201 | € 189 | € 160 | € 160 | € 167 | € 177 | € 150 | € 150 | € 144 | € 177 | € 193 |
| 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 apartment rentals in Islamorada

Total holiday rentals
Explore 90 holiday rentals in Islamorada

Nightly prices starting at
Islamorada holiday rentals start at € 61 per night before taxes and fees

Verified guest reviews
Over 830 verified reviews to help you choose

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

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Islamorada holiday rentals include wifi access

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

4.8 Average rating
Islamorada stays are highly rated by guests – averaging 4.8 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
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Bungalow rentals Islamorada
- Rentals with an EV charger Islamorada
- Flat rentals Islamorada
- Family-friendly rentals Islamorada
- Villa rentals Islamorada
- Rentals with beach access Islamorada
- Waterfront rentals Islamorada
- Pet-friendly rentals Islamorada
- Resort rentals Islamorada
- Beachfront rentals Islamorada
- Rentals with pools Islamorada
- Townhouse rentals Islamorada
- Hotel rooms Islamorada
- Fitness-friendly rentals Islamorada
- Rentals with breakfast Islamorada
- Rentals with a kayak Islamorada
- Rentals with a hot tub Islamorada
- Luxury rentals Islamorada
- Beach apartment rentals Islamorada
- Beach house rentals Islamorada
- Rentals with a firepit Islamorada
- Rentals with a fireplace Islamorada
- House rentals Islamorada
- Serviced apartment rentals Islamorada
- Rentals with a washing machine and dryer Islamorada
- Rentals with outdoor seating Islamorada
- Rentals with a patio Islamorada
- Apartment rentals Monroe County
- Apartment rentals Florida
- Apartment rentals United States
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Biscayne National Park
- Calusa Beach & Loggerhead Beach
- Long Beach
- Coral Castle
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Sea Oats Beach
- Theater of the Sea
- Everglades Alligator Farm
- Homestead-Miami Speedway
- Conch Key
- Calusa Campground
- Seven Mile Bridge
- Key Largo Kampground And Marina
- Monkey Jungle
- Sunset Park
- Dolphin Research Center
- Florida Keys Aquarium Encounters
- Robbies Marina Of Islamorada
- Founder's Park




