Townhome holiday rentals in Florida Keys

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Top-rated townhouse rentals in Florida Keys

Guests agree: these townhouse rentals are highly rated for location, cleanliness and more.

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Guest favourite

A serene sunset view showcases a circle of white Adirondack chairs positioned around a fire pit. The calm waters reflect vibrant hues of orange and purple from the sky, creating a peaceful atmosphere.

Townhouse in Key Largo

4.87 out of 5 average rating, 165 reviews

Sunrise Escape - Ocean Front Villa - Sleeps 10

Enjoy the sunrise while sitting on one of two terraces and sipping your morning coffee in the exclusive part of Kawama Yacht Club overlooking the Marina and Ocean. Enjoy the many choices for the day: Kayaking/paddle boarding just 20 steps from your door, walking to the south beach just 100 yards away, or walking to the beach jetty just across the marina. Or take a swim/snorkel in our swimmable lagoon or one of our two pools. Then bring a glass of wine to watch the breathtaking sunsets from our o

Top guest favourite

A spacious pool area is surrounded by lush tropical landscaping and palm trees. Comfortable blue lounge chairs are arranged on a sandy deck. The inviting circular pool features a beach entry, providing easy access to the clear water, with views of the ocean in the background.

Townhouse in Key Largo

4.98 out of 5 average rating, 107 reviews

Key Largo's Premier Family Friendly Resort!

Mariners Club Key Largo! The vacation destination of the keys. A gated oceanfront resort and marina on the Atlantic. Key Largo is AKA the Diving Capital of the World. Our private 3 story home can be 2 separate units. Combined total is 3 bedroom 3.5 bath. The resort has 2 pools one that is the Keys largest beach entry style pool, 2 hot tubs one that is a grotto style, fishing pier, fitness center, game room, tennis, pickle and basketball courts. It's a beautiful well maintained peaceful place.

Guest favourite

The modern kitchen features stainless steel appliances, including a refrigerator and oven. White cabinetry and a light countertop provide a bright atmosphere. A dining area is visible nearby, with seating for multiple guests. Large windows allow for natural light and views of the outdoor scenery.

Townhouse in Duck Key

4.81 out of 5 average rating, 176 reviews

Villa 5020 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.

Guest favourite

A shaded outdoor dining area features a wooden table surrounded by chairs, with a view of the private canal lined with palm trees. Nearby boats are docked along the lush green banks, creating a serene waterfront setting.

Townhouse in Marathon

4.96 out of 5 average rating, 157 reviews

Boater’s Paradise 3br/2.5ba at Coral Lagoon

*PLEASE NOTE* Villa slips/canal are under construction until March 2026. Please inquire before booking. Spectacular PET FRIENDLY 3 bed/2.5 bath 1350sf villa in beautiful Coral Lagoon, complete with a 40 foot wet slip and all the amenities! Spread out and enjoy the spacious, clean interior with free high speed wifi. Step outside to your boat and enjoy all the Gulf and Atlantic have to offer - both easily accessible in minutes. Relax with a drink at the pool after a long day of fun in the sun.

Guest favourite

The charming cottage displays a pastel-colored exterior with a triangular roof and white trim. A small front porch is set above the entrance, flanked by two sets of French doors. Lush greenery and a white picket fence enhance the welcoming entryway.

Townhouse in Duck Key

4.96 out of 5 average rating, 186 reviews

3Bd 3Ba Cottage/Village at Hawks Cay/Ocean Views

Our Cottage is located between Islamorada and Marathon Key on Duck Key at the Village of Hawks Cay; one of the most desirable locations in the Florida Keys. This is at Mile Marker 61. With ocean views, high end finishes, comfy beds and plenty to do in the surrounding areas, the Cottage offers something for everyone. The outdoor green space overlooking the water is gorgeous. Sunsets are amazing right off the screened in lanai. We hope to host you as our guest in the beautiful Florida Keys.

Guest favourite

A white wooden sign with the text 'Kawama' and 'A Private Community' is set against a backdrop of lush greenery. The area surrounding the sign features well-maintained landscaping with small bushes and rocks, creating a welcoming entrance to the community.

Townhouse in Key Largo

4.9 out of 5 average rating, 316 reviews

Casa Fish LLC

Vacation in paradise. Beautiful sunsets. Swim and snorkel in the salt water lagoon. The lagoon is fed from the bottom of the ocean, you will know when it is low tide and high tide. The community offers two pools. The north pool is just steps from our condo. The south pool is within walking distance of our condo. Our condo is fully equipped for your stay. It is 2 bedrooms and 2 full baths, living/dining room. Front porch with gas BBQ. Back porch overlooks salt water lagoon. Two stories.

Guest favourite

A modern living area features a navy sofa with striped cushions, positioned beside a geometric glass coffee table. A large wall-mounted TV displays a serene beach scene. Natural light enters through large windows, illuminating the decor, which includes a potted plant and a decorative bowl.

Townhouse in Key Largo

4.9 out of 5 average rating, 107 reviews

Kawama R5 Pool view free bikes & kayaks

Experience island living at its best in this fully furnished, modern condo with a spacious layout and luxurious amenities. Relax by the pool or take a dip in the saltwater lagoon. Enjoy the convenience of having a marina, two heated pools, a kids playground, and tennis and pickleball courts just steps away from your door. For your convenience we provide two bikes and two kayaks to explore the surroundings. Come relax, unwind and make memories that will last a lifetime. Book your stay now!

Guest favourite

A spacious patio is visible, featuring a round wooden table surrounded by four chairs. The view includes calm waters framed by palm trees and lush greenery, under a sky dotted with fluffy white clouds.

Townhouse in Duck Key

4.82 out of 5 average rating, 163 reviews

The Ocean Beckons! 2/2 Village at Hawks Cay 5047

The Village at Hawks Cay Villa 5047 on Sunset Village Drive is located on Duck Key. Let this astonishing villa be your home away from home for your Next Florida Keys vacation. Captivating decor with the Florida Key in mind will keep you both comfortable and relaxed for your much needed vacation. Sip on your favorite cocktails from the patio overlooking the water or enjoy the water directly from your Villa or walk the waters edge with nature on Duck Key as your own back yard.

Superhost

A tranquil outdoor pool is surrounded by palm trees, with lounge chairs and tables positioned for relaxation. Umbrellas provide shade near the water, while a charming cottage can be seen in the background under a clear blue sky.

Townhouse in Key West

4.86 out of 5 average rating, 226 reviews

Poolside Cottage #412

Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of KW. This secluded, waterfront oasis includes outdoor pools, hot tub, on-site marina and dock. There's also a new bar & grill, Gumbo's, in the resort. When you want to get out and explore KW, you're only minutes from beaches, the seaport and world famous Duval Street! Bikes, golf carts, kayaks, stand-up paddleboards and other watercraft can all be rented locally!

Top guest favourite

The living area features a spacious blue sectional sofa with decorative pillows and throws. A round coffee table sits at its center. Natural light fills the room, illuminating two framed beach-themed artworks on the wall, and the open kitchen and dining area are visible in the background.

Townhouse in Key Largo

4.96 out of 5 average rating, 108 reviews

Kawama K1 Beautiful Lagoon View free bikes & kayak

Escape to paradise at Kawama Yacht Club, a private community featuring 24-hour security and an array of exclusive amenities: Salt water lagoon, 2 heated pools, Kids playground, Tennis courts, Marina boat ramp, boat parking, Jetty & Fire pits. We also provide kayaks and bikes so you can fully immerse yourself in the beauty of the surrounding area. Don't miss out on the ultimate Florida Keys getaway, book your stay at Kawama Yacht Club now.

Guest favourite

A modern kitchen and living area are depicted, featuring sleek stainless-steel appliances and white cabinetry. A light-colored sofa offers comfortable seating, complemented by a wooden coffee table. Natural light enters through a large window, enhancing the bright and airy ambiance of the space.

Townhouse in Key Largo

4.92 out of 5 average rating, 104 reviews

5 O'clock Somewhere - Key Largo

Come enjoy the beautiful Florida Keys in our renovated townhouse. Our 2 bedroom/2 bath townhouse is located in a family friendly gated community oceanside in Key Largo, FL. You'll have ocean access, a marina with ramp to drop in your boat, two heated pools, tennis/pickle ball courts, and a salt water lagoon. Choose to relax by the pool or stay active snorkeling reefs, fishing off the jetty, and kayaking through the mangroves.

Guest favourite

A serene sunset casts warm orange and purple hues across the calm water, reflecting the fading light. Silhouetted trees and land are visible along the horizon, enhancing the tranquil ambiance of the tropical surroundings.

Townhouse in Key Largo

4.88 out of 5 average rating, 150 reviews

Key Largo House

Casa Key Largo has contemporary elegance in a tropical paradise, a laid back island vibe with all the amenities. We have stocked the home with everything you need and more. Restaurants, boating, fishing, swimming, snorkeling, scuba diving, shopping, and John Pennekamp Coral Reef State Park are all within minutes. It is a great central location for day trips to Key West, Marathon, Miami Beach, and the Everglades.