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Florida Keys

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The Florida Keys are one of the most visually breathtaking and captivating destinations in the world. The world-famous island chain is perfect for all travelers, with endless adventures and opportunities to make lifetime memories.

From the thrill of fishing and boating to the joy of snorkeling and beach-combing, the islands boast an abundance of activities to enjoy. Whether you want a quiet getaway or a luxurious and extravagant experience, the Florida Keys have it all.

At KeysCaribbean, we specialize in offering vacation rentals in the Florida Keys that provide stunning views and exceptional amenities. Our collection of homes includes seaside cottages with pools, opulent villas with boat dockage, and more incredible rental properties. Many of our fabulous homes, including pet-friendly properties, also boast exclusive access to upscale resort amenities.

Depending on the type of experience you’re looking for, we also offer traditional residences in secluded neighborhoods. Our Florida Keys vacation home rentals come with an array of features, like private pools, kayaks, or putting courses. Regardless of what you seek in a Florida Keys getaway, KeysCaribbean is sure to have what you’re looking for.

We also offer flexible length-of-stay options for travelers seeking short- or long-term stays. With a wide range of homes to choose from, it is simple to find the ideal rental that matches your preferences and budget.

You can be confident that your dream vacation awaits you in the Florida Keys! To begin your search, you can filter by island location or browse our resort locations and Private Homes below.

Florida Keys Luxury Resorts

KeysCaribbean offers homes in the best resorts in the Florida Keys that are sure to create a memorable experience. Our luxurious collection of resort homes includes locations on the islands of Key Largo, Islamorada, Duck Key, and Marathon. If you are looking for the best places to stay in the Florida Keys, KeysCaribbean is the perfect place to search.

Beautiful Resort Locations

Each resort location offers a uniquely beautiful setting with a variety of features. You can enjoy picturesque ocean views, colorful sunsets, and private access to pristine beaches. Our Florida Keys resort homes are ideal for vacationers to enjoy modern features and the islands’ natural beauty simultaneously.

In addition to the stunning surroundings, our resort rental properties offer a range of amenities to enhance your stay. Many of our homes feature exclusive access to lavish swimming pools. The heated waters are perfect for unwinding after a day of exploring the area and surrounding islands. After a refreshing swim, relax under the sun with a view of the Atlantic Ocean or Gulf of Mexico.

For those who love boating and water activities, several of our properties have onsite marinas. This allows you to easily dock your boat and explore the beautiful waters of the Florida Keys. You can enjoy fishing, snorkeling, or simply cruising along crystal-clear waters.

If you’re a tennis enthusiast, some of our Florida Keys resort locations offer tennis and pickleball courts. You can challenge your friends or family to a friendly match while enjoying the tropical surroundings.

To learn more about any one of our luxury resorts in the Keys, view the individual property details above. You may also reach out to our knowledgeable staff, and we’ll gladly help guide your search for the ideal resort location.

What Makes Us Different

Our resort homes offer a unique vacation experience that sets them apart from the average resort. One of the key factors that make our properties different is the generous living space they provide. With up to 2,200 square feet, our rentals offer ample room for you and your loved ones to spread out and relax.

Unlike a typical resort room, our properties feature full kitchens with separate dining and living areas. This means that you have the freedom to cook your own meals and enjoy them in the comfort of your own space. It also allows for more flexibility and convenience during your stay.

Another distinguishing feature of our homes is the inclusion of private bedrooms and bathrooms. This ensures privacy and comfort for you and your fellow travelers.

Our Vacation Homes

KeysCaribbean offers vacation rentals in the Florida Keys that provide a luxurious and comfortable stay for guests. Our waterfront homes offer both style and convenience, with well-furnished interiors and modern amenities.

One of the main highlights of our Florida Keys rentals is their incredible locations. Guests can enjoy breathtaking views of the turquoise waters right from their private porch or balcony. The serene atmosphere and tropical surroundings create the perfect setting for relaxation and tranquility.

Each vacation house rental features a range of amenities to ensure a pleasant stay. Guests can enjoy spacious living areas, comfortable bedrooms, and modern bathrooms. In addition, our rental homes have convenient features such as full kitchens, spacious patios, and outdoor grills. You can prepare delicious meals, dine alfresco, and make the most of your Florida Keys vacation.

Homes with Private Pools, Boat Dockage, and More

Many of our rental homes feature private swimming pools or hot tubs, allowing guests to swim at their leisure. After a busy day checking off your itinerary’s activities, enjoy a soothing soak in your very own hot tub.

For those seeking an adventure on the waters of the Florida Keys, many of our homes offer boat dockage. Guests can bring their own boats or rent one to traverse the nearby waters at their leisure.

Some rental properties also offer kayaks and paddleboards as another means for you to explore the surrounding waters. This provides a great opportunity for fishing, boating, or simply cruising along the coastline and discovering hidden gems.

The amenities provided by our luxury vacation homes ensure that you have a spectacular stay. Enjoy water sports, golf, outdoor cooking, or relaxation with amenities that cater to your interests and enhance your vacation.

Additionally, our Florida Keys vacation rentals are near exciting attractions and top-rated restaurants and shops. Explore the vibrant culture, discover the amazing locales of the Florida Keys, and immerse yourself in the island experience!

What You Can Expect With KeysCaribbean

KeysCaribbean is a leading vacation rental provider for more than just spacious homes and upscale amenities. We also have a record of excellent quality service. We strive to anticipate and fulfill the needs of our guests, ensuring that every aspect of your stay is well taken care of.

Professional Hosts

As a professional property management company, we dedicate ourselves to providing an enjoyable vacation experience to our guests. From the moment you make a reservation to the time you check out, KeysCaribbean is available to assist you. When you stay with Keyscaribbean, you’ll see why so many travelers entrust us with their annual trips.

Clean and Comfortable Homes

KeysCaribbean also understands the importance of cleanliness and maintenance. We take great pride in ensuring that our properties are well-maintained, clean, and in excellent condition. This attention to detail ensures that our guests have a comfortable and hassle-free stay. Our attention to detail and dedication to cleanliness and maintenance contribute to creating a truly exceptional vacation experience.

From luxury resort homes to private vacation rentals, there is a wide selection of properties to choose from. Explore the beauty and charm of the Florida Keys and start planning your perfect getaway hosted by KeysCaribbean today!

High Praise From Our Guests

"This was one of the best properties we have stayed in over the course of several years of coming to Key Largo. The management company responded promptly to questions. The property was well-appointed and impeccably clean. The Mariner’s Club is an excellent facility and the location of this unit is outstanding with beautiful ocean views from the main living area and the master bedroom. What could be better than waking to the sun rising over the Atlantic! We would definitely return to this property again."

~ Peter, 7/15/2023

"We really enjoyed our stay here, (#533) ocean front condo we stayed at was very spacious with beautiful views, very clean, full kitchen with all kitchen essentials, big dining table, beach towels that really came in handy, very nice spacious balcony, washer and dryer, comfortable beds, very homey and cosy, they had complimentary snacks and bathroom toiletry essentials. Property has gated security 24/7 they have jet-ski and boat docking, nice pool and hot tub, very well maintained property, everyone on the property very friendly and helpful."

~ Tati, 07/05/2023

"WOW!!!!!! Best ever vacation that I've ever taken! 10/10 recommend using this site. I will return!"

~ Mark, 06/30/2023

"Our stay was short but amazing. Super relaxing, beautiful place and scenery. Everything close by. Communication was great with the host and the team, quick to respond"

~ Eilen, 06/26/2023

"Amazing place with a priceless view. Great hosts who made us feel right at home. We are already planning our next trip!"

~ Erika, 06/23/2023

"We had a wonderful stay. The views of the water and the sunset were fantastic. The sunrise colors were beautiful. The home was as described and well appointed. Beds, linens, and furnishings were very nice. We would definitely stay there again. Carol was a very responsive and helpful host."

~ D., 06/22/2023

"Very beautiful and comfortable space. New appliances and nicely decorated. Private pool was perfect!"

~ April, 06/21/2023

"Excellent place, the house is super nice and the host is very responsible and accessible all time, great place to go with family"

~ Deborah, 06/18/2023

"Great location, reasonable rates, nice property with all of the amenities that you can ask for. 😀"

~ J.C., 06/18/2023

"Everything was as advertised!!We enjoyed are stay and be we will be booking again and again!!!"

~ Daryl, 06/18/2023

"Great property !! We stayed here for a family vacation and it was just perfect. Very comfortable home, in a beautiful neighborhood. The pool area is very peaceful and very close to the unit. We made good use of the boat slip as there are boat rental companies and great sandbars and fishing spots near by. Overall I would say this property is a gem."

~ Aileen, 06/16/2023

"Love the location , the property , the views . Checking in was very easy , we got approved to check in an hour earlier which was great 😊 Bahia Honda is a beautiful beach and within minutes . Communication with the rental team was very easy and they reply to all my questions very fast .. would definitely stay here again."

~ Redkenia, 06/13/2023

"The place was easy to find. Very convenient to dock our boat behind the house. Easy access to the ocean. The whole family had a great experience! Everyone slept comfortably. The house was spectacular! Communication was excellent. We got to Duck Key earlier than expected and were able to check in early. Couldn’t ask for a better place to stay!"

~ LightPacker821908, 05/23/2023

"Pam was extremely responsive and helpful. Her property is at a great location on Duck Key. We loved having a private pool. Bedrooms and bathrooms were very clean and as advertised."

~ Blake, 05/14/2023

"Amazing place, amazing views, makes for an amazing trip! Thanks Indigo and KeysCarribean!"

~ Doug, 05/07/2023

"This townhouse (until 711) has the most amenities than we have seen at our usual Airbnb accommodations. There was plenty of space for 3 couples and two toddlers. A highchair and pack and play was even available for use. Our group really enjoyed the pool and wish we would have spent more time there. We all left on checkout day wishing we had at least one more night! We will certainly be visiting again."

~ Kathryn, 05/01/2023

"We absolutely enjoyed our stay at Mariners club 607. The place was clean, well stocked, and accommodated us perfectly. The pools were wonderful, clean and beautiful layout. Also enjoyed the pickle ball courts. Scenery was gorgeous. Highly recommend!"

~ Kelly, 04/11/2023

"Beautiful view of the bay from the condo. Manatees like to swim by off the shore. Amenities listed were present."

~ Julia, 03/26/2023

"Keys Caribbean is awesome. Always a great experience."

~ Thomas, 03/16/2023

"We had such a wonderful stay. The back porch is surrounded with palm trees creating a private atmosphere to enjoy the pool. It’s a beautiful home with full kitchen, great sized living room, plenty of beds, and spacious decks including one from the master bedroom. Tv’s in every room with streaming app access. Beds were also super comfortable! Would absolutely stay again."

~ Melissa, 03/06/2023

"Loved it!! Would do it again!!! No need to look elsewhere!!!"

~ Andrew, 03/06/2023

"This condo was clean, quiet, and very comfy, and the location (the entire community) is stunning and super fun to explore. Would highly recommend for a family or group."

~ Steven, 03/01/2023

"We loved this place. Clean. Well stocked. Comfy. We will be back Pool is great grounds are clean"

~ Michael, 03/01/2023

"Mariners Club 535 was the perfect spot for our family vacay. We had plenty of room for our family of 8. The condo had everything we needed, and was very clean. The leasing staff did a great job of communication prior and during our stay. Mariners club is conveniently located to shopping and recreational activities. It’s location in the southern part of Key Largo makes it easy to take advantage of activities, shopping and restaurants in Tavernier, Islamorada as well as Key largo."

~ Nancy, 02/27/2023

"Fabulous place to stay! Our 2 bedroom condo was perfect. The pool is gorgeous and kept pristine. I highly recommend the Mariners club if you are staying in Key Largo."

~ Charlene, 02/13/2023

"The morning view of the Sunrise from our balcony each morning was breathtaking. We picked the perfect location with the best views of the pool and water. The property was immaculate with constant cleaning by the friendly staff. We will be back, thanks for a wonderful stay!"

~ Amy, 01/31/2023

"Condo is spacious and comfortable. Great view. Patio was the favorite place to hang out. HOA pools were fantastic!"

~ Tracy, 01/29/2023

"They stay was amazing! The place was beautiful and clean. And would definitely go back for another stay. The Amenities were awesome as well! A+"

~ Joseph, 01/24/2023

"It was the perfect place for our family vacation. Five of us were very comfortable in villa 532. It was beautiful, clean, the best ocean view, and had everything we needed for the week. It was nice to have the beach towels and the separate ice maker was the nicest surprise! The basket of snacks was a nice touch too. Washer, dryer, and dish washer along with provided detergents and dryer sheets were so convenient. And attention to the “little things,” like enough toilet paper, paper towels, garbage bags, and linens for the week was much appreciated. My expectations were exceeded!"

~ Barbara, 01/02/2023

"This little Oasis is the perfect spot for boaters to hang out. Our house was very nice, the pool was great, and we were with 10 minutes of anything we needed."

~ Skip, 12/06/2022

"Beautiful pool and community"

~ Jamie, 11/27/2022

"Beautiful property surpassed our expectations. The perfect set up for enjoying our trip on the water with dock In front of our unit, electric and water hook up for easy clean up after snorkeling or fishing all day. We loved it. Looking forward to staying here again in the future."

~ Michelle, 11/26/2022

"Perfect! Awesome place with great views . Enjoyable time with 8! Highly recommend!"

~ Joanie, 11/21/2022

"Great location, highly recommend it."

~ Ira, 11/14/2022

"Mariner’s Club, Unit 512 was a phenomenal property that was located overlooking the water and steps away from the pool. The finishings/appliances in the kitchen, living room, and bedrooms are high quality. More than enough towels, flatware/cutlery, etc to make it a comfortable stay. It is close enough to all the things in Key Largo to make it centrally located (it’s a very long island). Would stay again in a heartbeat."

~ Sean, 10/25/2022

"The house was equipped with everything needed for our family vacation trip. Good size and spacious rooms."

~ JoAnn, 10/24/2022

"The location is stunning. The Airbnb was clean and we enjoyed our stay so much."

~ Kathleen, 10/11/2022

"Comfortable beds! Everything was just as advertised."

~ Glenda, 10/03/2022

"A real gem. This property is clean and beautiful. Brand new dock, landscaping is perfect, location is within minutes of everything you would want while maintaining a “getting away from it all” vibe. We will be back."

~ Bradley & Marietta, 10/01/2022

"We had a great 4-day stay, the place was as pictured and the description was accurate. Would stay again."

~ Keith, 09/23/2022

"This condo and location was amazing! Extremely spacious and clean!! We had a group of 8 men and everybody felt very comfortable. The pools and jacuzzi on site were so close and great to use! The patio was perfect for games and grilling! Our hosts were very easy to contact and responded very promptly! Would highly recommend!"

~ Seif, 09/19/2022

"We loved our stay! The location is beautiful, the hot tub is refreshing, and the beds were super comfortable. Astrid was very responsive to our questions, and we highly recommend this location."

~ Lisa, 09/18/2022

"Impeccable Villa in just the right spot. Great communication before during and after our stay made the trip hassle free. Would absolutely return."

~ David, 09/18/2022

"The house was big enough for all we needed. In the middle of everything we wanted to do. We enjoyed the location because its not nearly as busy as any other key we traveled to. Peaceful porch sitting when it rained but also lots of places to explore close by!"

~ Samantha, 09/14/2022

"Management team is amazing and property is very well maintained."

~ Judith, 09/14/2022

"The management team is AMAZING and the property is very well maintained. I especially like the orchids throughout the landscaping."

~ Yami, 09/13/2022

"Beautiful place with an awesome spot on the key. We spent every afternoon and evening sitting on the back deck enjoying the view. Can't wait to go back!"

~ Maria, 09/11/2022

"This place was great! We loved the location on Duck Key, close to everything we wanted to see. It was great having the private hot tub on the patio and the kitchen had everything we needed for our stay."

~ Andrew, 09/10/2022

"The location was perfect with a private pool and small beach just steps away. Plenty of room for 3 couples. Everything we needed to cook with was available and large dining room fit all of us around the dinner table."

~ Julian, 09/07/2022

Florida Keys

Vacation Home Rentals