Apartment holiday rentals in Islamorada

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Top-rated apartment rentals in Islamorada

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Guest favourite

Flat in Tavernier

4.89 out of 5 average rating, 466 reviews

Capt Craigs Apartment

Capt. Craig’s Guest Quarters The Starfish is a luxurious retreat located in Islamorada. Only 1 ½ hours from Miami International Airport, we are located in the heart of the fishing and diving areas of the Florida Keys. From watersports, to eco tours, to parasail, to museums, shopping and beaches, allow us to be your base for all of your Florida Keys activities. Freshly remodeled with the traveler in mind, enjoy our little piece of paradise...minutes from all that the Upper Keys has to offer.

Guest favourite

Flat in Marathon

5 out of 5 average rating, 10 reviews

Ocean Front Breeze in Paradise

Escape to paradise in a new 1 bed/1 bath studio centrally located in Marathon. Townhouse #21 is steps away from all of the on site amenities. This includes the docks for fishing (equipped with cleaning stations), several new Tiki huts to lounge under, and one of the largest elevated swimming pools that overlooks the Atlantic. Home is fully furnished and equipped with all new appliances. Come enjoy paradise and everything Ocean Isles has to offer. It's an immaculate 7 acre oceanfront property.

Superhost

Flat in Key Largo

4.83 out of 5 average rating, 250 reviews

5. Guest's Favorite: Waterfront Apt in Key Largo!

Embrace the tranquil waterfront lifestyle in Key Largo! Revel in picturesque boat views and indulge in freshly caught dishes served at nearby restaurants. Observe the serene presence of manatees, nurse sharks, and a variety of fish leisurely gliding through the canal. Conveniently dock your boat at the Pilot House Marina nearby. Our unit boasts a Modern, Spacious, and Impeccably Clean atmosphere, featuring Private Parking, Wifi, YouTubeTV, Refreshingly Cool AC, Plush Pillows, and a Cozy bed.

Guest favourite

Flat in Key Largo

4.92 out of 5 average rating, 138 reviews

2/1 Oceanfront Apartment with Dockage

The Seaside Vista is a luxurious ocean front retreat located in Key Largo. Only 1 hour from Miami International Airport, we are located in the heart of the fishing and diving areas of the Florida Keys. From great dining, to water sports, to eco tours, to parasail, to museums, shopping and beaches, allow us to be your base for all of your Florida Keys activities. Freshly remodeled , enjoy our little piece of paradise...minutes from all that the Upper Keys has to offer. MC Permit #: 21302180

Superhost

Flat in Key Largo

4.92 out of 5 average rating, 256 reviews

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!

Guest favourite

Flat in Homestead

4.82 out of 5 average rating, 145 reviews

Historical property 30min from beautiful KEY LARGO

Relax in our lovely private studio Apt. Located in a historical down town Homestead FL. We are also conveniently located 30min between the Keys and Miami. So whether you plan on exploring the fun city of Miami or enjoy the gorgeous Florida Keys, you will be in a great location! Our studio Apt has a full size Murphy bed, Smart TV. with wi-fi and Bluetooth speaker in bath room. Everything you need to feel relaxed and regenerated after a fun day of exploring.

Guest favourite

Flat in Tavernier

4.83 out of 5 average rating, 257 reviews

Breathtaking Oceanfront Views at Tropical Daze

New Island Grill Pool Bar 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.

Superhost

Flat in Key Colony Beach

4.84 out of 5 average rating, 104 reviews

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.”

Guest favourite

Flat in Tavernier

5 out of 5 average rating, 26 reviews

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.

Superhost

Flat in Key Largo

4.82 out of 5 average rating, 107 reviews

MODERN OCEANFRONT CONDO! OCEAN VIEWS! 2 KING BEDS!

You have just discovered one of the most unique properties in the heart of Key Largo. This OCEAN FRONT condo is located inside Kawama Yacht Club, a beautiful Hawaiian Island style resort that is situated along the southern border to the most popular park in all of the Keys, John Pennekamp National Underwater Park. Everything you could ever imagine making your Florida Keys vacation complete can be found here.

Superhost

Flat in Key Largo

4.83 out of 5 average rating, 327 reviews

Escape to the Keys!

Charming Keys Home located in a quiet residential neighborhood on the bay side. The house is on the 2nd floor with a large breeze balcony, great space to relax with a cup of coffee, tea or wine. Large fenced yard for sunbathing or for kids to run and play. Close to restaurants, shopping center, major hospital, beaches, parks and water sport activities. Perfectly located between Key Largo and Islamorada.

Guest favourite

Flat in Marathon

4.97 out of 5 average rating, 100 reviews

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