Apartment vacation rentals in Islamorada

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Top-rated apartment rentals in Islamorada

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Guest favorite

Apartment in Tavernier

4.89 out of 5 average rating, 434 reviews

Capt Craigs 1 Bedroom /1 Bath 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.

Jul 13 – 20

G$40,631 GYD per night

Guest favorite

Apartment in Islamorada

5.0 out of 5 average rating, 23 reviews

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

Dec 3 – 10

G$76,867 GYD per night

Guest favorite

Apartment in Tavernier

4.95 out of 5 average rating, 149 reviews

Capt Craigs 1 Bedroom /1 Bath Apartment

Capt. Craig’s Guest Quarters The Seahorse 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.

Aug 21 – 28

G$34,576 GYD per night

Guest favorite

Apartment in Key Largo

4.94 out of 5 average rating, 248 reviews

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi

Escape to Northern Key Largo for a relaxing vacation! Discover great restaurants, beautiful state parks, and marine life. This bright, modern studio boasts excellent views of Manatee Bay, free kayaks and paddle boards, and a full kitchen. With access to a swimming pool and docks, there’s always something to do. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

Oct 28 – Nov 4

G$37,035 GYD per night

Guest favorite

Apartment in Tavernier

4.83 out of 5 average rating, 255 reviews

Breathtaking Oceanfront Views at Tropical Daze

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 (we provide pickleball & tennis rackets in condo), café, and a fun pool bar. 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.

Apr 3 – 10

G$62,290 GYD per night

Guest favorite

Apartment in Marathon

5.0 out of 5 average rating, 8 reviews

Gated Oceanfront Heated Pool

Enjoy your tropical getaway at this condo, within the gated, newly built, Ocean Isles Fishing Village, centrally located in the Florida Keys on Marathon. Condo #14 is located steps from both the largest private pool on the Island and the Atlantic Ocean! This luxurious retreat has one bedroom, two full bathrooms and accommodates up to four guests. As you enter the condo you are greeted with an open floor plan, a fully equipped kitchen, and full bath. Upstairs is the spacious master suite.

Aug 24 – 31

G$48,324 GYD per night

Guest favorite

Apartment in Tavernier

4.96 out of 5 average rating, 24 reviews

2 Bed 2 Bath Remodeled Condo!

Come enjoy this newly remodeled unit located at Ocean Pointe Suites in Tavernier! This amazing oceanfront resort will have everything you need to have an amazing stay and create memories that will last a lifetime. Ocean Pointe has its own private beach and fishing pier. Lounge on the beach or under the gazebo at the end of the pier or go explore the waters on the available rental kayaks. Come enjoy the large heated jr. Olympic swimming pool or huge 14 person jacuzzi.

Jul 9 – 16

G$63,873 GYD per night

Guest favorite

Apartment in Tavernier

5.0 out of 5 average rating, 15 reviews

Beautiful condo with a balcony

Newly Renovated Beach Décor unit! Breathtaking views of the protected Florida Keys mangroves. Heated Olympic size pool/jacuzzi with fully equipped bar and bartender. Tennis courts recently renovated. Walking paths through the Florida Keys protected mangroves. Onsite marina, with beach, gazebo, dockage ramp. Restaurant with ocean views. Snorkeling and kayak on the premises. Walk to the end of the pier and take in the ocean breeze and watch the boats sail by.

Nov 16 – 23

G$37,490 GYD per night

Guest favorite

Apartment in Homestead

4.82 out of 5 average rating, 120 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.

Mar 19 – 26

G$16,448 GYD per night

Guest favorite

Apartment in Tavernier

5.0 out of 5 average rating, 13 reviews

Turtles Nest 2 Ocean Point condo

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!

Jan 10 – 17

G$71,289 GYD per night

Superhost

Apartment in Key Largo

4.76 out of 5 average rating, 185 reviews

Hideaway with Picturesque Canal View Apt 3

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.

Dec 22 – 29

G$81,800 GYD per night

Guest favorite

Apartment in Marathon

5.0 out of 5 average rating, 11 reviews

Beach Heaven-Private Beach, Pool

This condominium offers serene and peaceful atmosphere perfectly designed for a relaxing beach getaway, and easy to explore the wonders of the FL Keys. Beach Heaven is the ideal spot to unwind and enjoy the sun, sand, and crystal clear waters of our private beach. With its location and beach ambiance this property is sure to provide a memorable and enjoyable experience in the heart of Marathon. No Pets Allowed.

Aug 10 – 17

G$90,314 GYD per night