
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.

Sugar Cane - Florida Keys tropical retreat
We have just completely renovated this condo at Ocean Pointe Resort and it's Insta-worthy. Every detail has been designed and considered. Sugar Cane is conveniently located near the best of the Florida Keys - close to Islamorada and Key Largo. The property boasts a large outdoor pool with a pool bar, hot tub, oceanfront beach and boardwalk, boat ramp, marina, tennis courts and children's play area. We manage Sugar Cane ourselves and live nearby so we have local knowledge and are very responsive

Condo in the Keys, Peaceful ocean view retreat!
Newly renovated ocean view condo in beautiful Tavernier, FL! Ideally situated in the Upper Keys, between Miami and Key West, this condo is close to state parks and coral reefs great for diving, fishing, and snorkeling. Relax on the private beach where kayak and paddle board rentals are available. Then enjoy a stroll on the pier to the gazebo. Splash around in the beautifully renovated heated pool and hot tub with mermaid bar! You can also enjoy food and beverages in the on-site cafe and bar

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.

Exquisite Oceanfront Paradise - Key Colony Beach
Exquisite renovation just completed (Nov 2024). Unobstructed ocean views from our beachfront condo in Key Colony Beach. Ground floor and just a few steps away from our private beach and heated pool. Location just does not get any better. Stunning, clean white interior - kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests can enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

Toes in the Sand - 2 Bedroom Condo Sleeps 4
2-bedrooms, 2 full baths located on the 4th floor with ocean views. This condo has a beach, viewing pier, rentable boat slips, & boat trailer storage, café and a very large heated pool with a bar and gated entry with 24 hour security! Perfectly located between Key Largo and Islamorada, close to Pennekamp State Park, Harry Harris State Park, popular restaurants on the water, and the best fishing, snorkeling, kayaking, paddle boarding and diving the world has to offer at your footsteps.

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!

Beachside Unit 33-Private Tropical Beach Plus Pool
Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 4 Guests, No elevator on site and 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.”

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!

Canal View Condo w/ Pool, Balcony & Bar
Celebrate the season in paradise at THE DAPPER DOLPHIN, an updated coastal-themed 1-bedroom, 1-bathroom condo, accommodating up to 4 guests. Featuring a complete kitchen, balcony, and access to 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!

Reel Large END Unit in Ocean Point Suites
Paradise awaits you in this large END unit, 2 BR/2BA in the highly desirable community of Ocean Pointe Suites! Newly renovated Modern Beach decor unit with breathtaking views from our Private beach and Marina are just a few highlights of this island retreat. Restaurant/Bar on site with beautiful views of the ocean. Live band and happy hour daily.
Popular amenities for Islamorada apartment rentals
Weekly apartment rentals

Sea Side Whimsy Ocean Pointe -06

1st Floor Condo w Boat Slip, Pool, Adjustable Bed

Fishermen's Paradise - 3/2.5 Mariner's Club 132

3/3 ALLURING OCEAN VIEW - Mariner's Club Villa 521

Private Beach in Marathons Key Colony Beach

Keys Wade 1B/2Bath Pool Clubhouse Patio

2-story condo w/ panoramic bay views and balconies

Paradise found! Sea-Esta Condo beach and pool.
Pet-friendly apartment rentals

180 Degrees of Ocean Views, Lagoon and Florida Bay

Waterfront Key Largo Escape | Boat Slip Included

Gorgeous lagoon-front 2BR Townhouse with 2 pools

Seashells Getaway - Boat Slip, Ramp, Pool

Key Largo Condo

key Largo 3 Bedroom Townhouse Gated Community

Islamorada Ray

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

1BR with pool, patio, sundeck & great location

Newly Renovated Piece ofParadise

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

Water Front Vacation Condo,Key Largo

1BR Snowbird-friendly condo w/heated pool, BBQ, AC

Condo in Tavernier

Romantic 2BR w/ Ocean View, Pool & Near Pennekamp

Islamorada Oceanfront 2 bdrm, 2 bath, View, Pool
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹20,934 | ₹20,934 | ₹19,761 | ₹16,693 | ₹16,693 | ₹17,415 | ₹18,498 | ₹15,610 | ₹15,610 | ₹14,889 | ₹17,235 | ₹18,047 |
| 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 80 holiday rentals in Islamorada

Nightly prices starting at
Islamorada holiday rentals start at ₹6,316 per night before taxes and fees

Verified guest reviews
Over 780 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
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Villa rentals Islamorada
- Rentals with breakfast Islamorada
- Luxury rentals Islamorada
- Rentals with a hot tub Islamorada
- Rentals with outdoor seating Islamorada
- Rentals with a washing machine and dryer Islamorada
- Beach apartment rentals Islamorada
- Rentals with a firepit Islamorada
- Pet-friendly rentals Islamorada
- Townhouse rentals Islamorada
- Fitness-friendly rentals Islamorada
- Serviced apartment rentals Islamorada
- Family-friendly rentals Islamorada
- Flat rentals Islamorada
- Beachfront rentals Islamorada
- Rentals with a kayak Islamorada
- Rentals with beach access Islamorada
- Rentals with pools Islamorada
- Resort rentals Islamorada
- Rentals with a patio Islamorada
- Rentals with a fireplace Islamorada
- House rentals Islamorada
- Waterfront rentals Islamorada
- Rentals with an EV charger Islamorada
- Hotel rooms Islamorada
- Beach house rentals 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
- Coral Castle
- Cocoa Plum Beach
- Calusa Beach & Loggerhead Beach
- Cannon Beach
- Far Beach
- Sea Oats Beach
- Everglades Alligator Farm
- Conch Key
- Theater of the Sea
- Long Key State Park
- Monkey Jungle
- Long Beach
- Horseshoe Beach
- Schnebly Redland's Winery & Brewery
- EAA Air Museum
- Bahia Honda State Park
- Windley Key Fossil Reef Geological State Park
- Keys' Meads
- Sandspur Beach




