Townhome holiday rentals in Islamorada

An aerial view captures the scenic landscape of Key Largo, showcasing a coastline that merges crystal-clear water with lush greenery. Modern buildings line the marina, with boats gently moored along the waterfront, emphasizing the tranquil atmosphere of this resort area.

4.84 out of 5 average rating, 136 reviews

LIC. MGR. - 2/2 VILLA - OCEANFRONT BEACH RESORT!

If you want to experience the true meaning of a Key Largo Island Vacation, then look no further than our spacious Villa on the ocean side of the world-famous Key Largo, Florida... ..The Dive Capital of the World! This Villa is located inside Kawama Yacht Club, a beautiful Hawaiian Island style resort that is situated along the southern border of John Pennekamp National Underwater Park. This is the only resort in Key Largo with a Saltwater Lagoon and Oceanfront Swimming Beach/Tiki Huts and Palms

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.

4.87 out of 5 average rating, 152 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

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.

4.98 out of 5 average rating, 100 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.

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.

4.82 out of 5 average rating, 173 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.

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.

4.96 out of 5 average rating, 148 reviews

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

*PLEASE NOTE* Villa slips/canal are under construction until Dec 2025. 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.

A heated swimming pool is surrounded by palm trees and lounge chairs. The pool area includes a smaller heated kiddie pool, with seating arrangements featuring bright blue chairs. The spacious layout ensures an inviting setting for relaxation.

4.99 out of 5 average rating, 102 reviews

Fun the Keys! Pool, Marina, Clubhouse, Fishing & m

Spend your vacation on the bayside of Key Largo, with the best sunsets to end your day. Steps away from the heated swimming pool and kiddie pool. Walk to a strip of restaurants on the water and enjoy a gorgeous sunset. We have the best fishing, snorkeling, kayaking, paddle boarding and diving the world has to offer. Come enjoy the island life in your comfortable and clean vacation house, on a property with everything you need, just bring your groceries! Two bedrooms with private bathrooms.

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.

4.9 out of 5 average rating, 310 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.

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.

4.83 out of 5 average rating, 150 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.

An aerial view showcases a waterfront villa surrounded by vibrant blue waters. Lush greenery lines the shoreline, while neighboring properties reflect a tropical aesthetic. A wooden dock extends into the canal, providing access to boats and scenic views of the surrounding area.

4.86 out of 5 average rating, 116 reviews

Waterfront Duck Key Villa - Sleeps 8 (7058)

BEST VIEW IN DUCK KEY!!!! Waterfront Villa at the heart of the Florida Keys - Duck Key Florida. Beautiful location with easy access to both the Atlantic Ocean and the Gulf of Mexico. Come check us out and see for yourself what the exclusive Duck Key area has to offer. DOCK INCLUDED-35 Foot. Conveniently behind the village! The Village at Hawks Cay Villas by KeysCaribbean are not affiliated with the Hawks Cay Resort; our guests do not have access to hotel amenities.

A charming two-story villa exterior is shown, featuring a light blue and yellow color scheme. Steps lead to the entrance, framed by greenery and a white picket fence. A palm tree stands nearby, contributing to the tropical ambiance.

4.94 out of 5 average rating, 164 reviews

2B/2.5B Villa at Village at Hawks Cay with Spa

Our Villa 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 Villa offers something for everyone. There is an in-ground splash pool located on the patio. It is not a hot tub but reaches a maximum temperature of 104 degrees for those desiring heat.

A spacious living area features a large sectional sofa in a soft gray hue, complemented by a glass coffee table. A modern light fixture hangs overhead, while a decorative plant adds a touch of greenery. Large sliding doors provide an outdoor view, enhancing the bright atmosphere.

4.94 out of 5 average rating, 127 reviews

Kawama N2 Relaxing Lagoon View free bikes & kayaks

Relax and enjoy our family friendly 3 bedroom/3 bathroom Villa Lago in Key Largo! Salt water swimming lagoon, Pools, the Ocean, fishing pier, Marina, Tennis, Bikes, fire pit and playground. Enjoy resort like amenities in the comfort of a home. This beautifully decorated villa sleeps 8 and is conveniently located in a very central location in Key Largo. Close to some great restaurants, diving, fishing, boat tours, State Park. Kawama is fun for all ages.

A scenic view of the waterway is visible from the balcony, showcasing lush greenery and palm trees lining the shore. Clouds drift lazily in the blue sky, and a sailboat is anchored nearby, contributing to the tranquil waterfront setting.

4.97 out of 5 average rating, 181 reviews

Marathon Keys Coral Lagoon Unit 2 Waterfront Villa

***A quick update regarding the property. The community has scheduled construction to begin on the seawall in our backyard. At this time, work has not yet started, but a temporary fence has been placed at the back of the property for safety. The view from the home is still beautiful, and we do not currently know the exact start date for construction or if/when there may be any noise. We will keep you informed of any changes as soon as we learn more.

Popular amenities for townhouse rentals in Islamorada

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

A thatched-roof tiki hut is positioned by the water, with white Adirondack chairs arranged beneath it. The scene is illuminated by a sunset that casts warm colors across the calm water, creating a serene maritime atmosphere.

4.76 out of 5 average rating, 49 reviews

Kawama townhouse 2-heated pools, marina lagoon

Townhouse in Key Colony Beach

A spacious living area is furnished with comfortable seating arrangements, featuring woven couches adorned with tropical patterns. Large glass doors provide views of the canal, while ceiling fans circulate air. A stylish entertainment unit and a dining space are also included in this welcoming environment.

4.93 out of 5 average rating, 94 reviews

The Palm House in Key Colony Beach, Florida Keys

The townhouse features a modern exterior with a metal blue roof and three levels of balconies. Each balcony is furnished with seating, overlooking the calm waters of the Yacht Harbor. Lush greenery surrounds the property, enhancing the coastal setting.

5 out of 5 average rating, 3 reviews

Bonefish Yacht Club

The exterior of the townhouse features a modern design with two levels, balanced by tropical landscaping. A balcony is visible on the upper level, and large windows allow natural light to illuminate the entrance. A white chair is placed near the pathway leading to the door.

4.94 out of 5 average rating, 32 reviews

Key Largo 2br 1.5bath Townhouse w Boatslip!

A spacious living room is showcased, featuring a large blue sectional sofa paired with decorative pillows. A wall-mounted television is present, along with light wood flooring and a white media console. Natural light is provided through multiple windows, enhancing the open and airy feel.

5 out of 5 average rating, 15 reviews

3/3 Townhome On Atlantic Ocean, Marina, pickleball

An exterior view of a pet-friendly property surrounded by palm trees and greenery. The gravel area in front offers ample space for parking. Bright blue planters filled with foliage add a touch of color, while the clear sky provides a sunny backdrop.

4.86 out of 5 average rating, 14 reviews

7-Mile Bungalow

A screened patio area features comfortable seating with two chairs and a bench surrounding a wooden coffee table. Lush palm trees and a bright blue sky provide a scenic view, with a glimpse of a sparkling pool area visible beyond the patio.

5 out of 5 average rating, 5 reviews

406 Mariners Club

A spacious living area features a light-colored sectional sofa and armchair, adorned with blue cushions. A wooden coffee table sits at the center on a navy area rug with a nautical design. Soft lighting from a ceiling fan adds to the inviting ambiance.

4.93 out of 5 average rating, 29 reviews

Mariners Club Key Largo

Townhouse accommodation with a washing machine and dryer

An open living space features a comfortable gray sofa adorned with decorative pillows, complemented by a rustic wooden coffee table. A dining area with a large table and chairs is visible behind, and natural light floods in through sliding glass doors, showcasing views of greenery.

4.57 out of 5 average rating, 7 reviews

2BR snowbird-friendly townhouse with ocean view

The entrance to Kawama Yacht Club is marked by a welcoming sign, surrounded by lush greenery and landscaped areas. The sign features the name of the club prominently, inviting guests to explore the marina's amenities and natural surroundings.

4.74 out of 5 average rating, 101 reviews

Kawama Townhouse

A serene outdoor space features two wooden lounge chairs positioned on a grassy area beside calm waters. A small table is placed nearby, and a private dock extends towards the water, flanked by lush greenery in the background under a bright blue sky.

Townhouse in Key Colony Beach

5 out of 5 average rating, 3 reviews

Castillo Del Mar- Ocean access from your backyard

4.98 out of 5 average rating, 82 reviews

A serene outdoor seating area features two woven chairs facing a sunset over the bay. A small metallic table sits between the chairs, and palm trees are visible in the distance, framing the tranquil water view.

Townhouse in Islamorada

Bayside Townhome in Islamorada with Boat Slip

A thatched-roof gazebo is visible, featuring four white Adirondack chairs arranged facing the serene water. The sun sets on the horizon, casting warm hues across the calm surface, while distant trees frame the scene.

4.94 out of 5 average rating, 156 reviews

Your island home away from home!

Aerial view of a tropical resort surrounded by turquoise waters. Cozy beach areas with sun loungers and palm trees can be seen, along with a large swimming pool. The resort's buildings are nestled amid lush greenery, creating a harmonious blend with the landscape.

4.67 out of 5 average rating, 9 reviews

Tropical Villa with Boat Slip

A shaded outdoor porch features four blue adirondack chairs arranged around a round table, overlooking tranquil water views. The surrounding area is adorned with lush greenery and distant views of a bridge, creating a serene space for relaxation.

4.82 out of 5 average rating, 191 reviews

Vibrant Beachfront Villa

A spacious pool area is framed by lounge chairs that overlook the sea. Lush greenery surrounds the pool, with palm trees and a shaded seating area in the background. Sailboats can be seen in the distance against a clear blue sky.

4.87 out of 5 average rating, 60 reviews

Family Key Largo Townhome for Fun Sun & Relaxation

Townhouse rentals with a patio

A private patio area features a plunge pool surrounded by lush tropical landscaping. Two lounge chairs are positioned nearby, offering a relaxing space. A light blue sky with scattered clouds creates an inviting ambiance, while palm trees add a touch of the tropics.

5 out of 5 average rating, 83 reviews

Duck Key *Delight* private plunge pool

A bright kitchen features white cabinetry and modern stainless-steel appliances. A large window allows natural light to illuminate the space. A central island with seating is complemented by a cozy bench, enhancing the contemporary design with marble countertops.

4.96 out of 5 average rating, 46 reviews

Newly decorated townhouse w/saltwater lagoon views

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.

4.92 out of 5 average rating, 97 reviews

5 O'clock Somewhere - Key Largo

The spacious community pool is surrounded by tropical palm trees and features a thatched roof tiki area. Sun loungers are positioned along the pool deck, offering ample relaxation space. The clear blue water glistens under a bright sky, inviting guests for a refreshing swim.

4.95 out of 5 average rating, 20 reviews

Stunning Bonefish 3/3 Water Views & Pool

A comfortable living space is defined by a large wall-mounted television and a ceiling fan. Two brown leather armchairs are positioned near a sliding glass door that provides views of the outdoors, with natural light enhancing the bright atmosphere.

4.87 out of 5 average rating, 45 reviews

Overlooking Lagoon and Pool-Free Golf Cart-Kayaks

4.91 out of 5 average rating, 11 reviews

A serene waterfront view captures the modern multi-story building surrounded by lush greenery. The calm water reflects the clear blue sky, while a private wooden dock extends into the water, providing an inviting entrance to the property.

Townhouse in Islamorada

NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom

The image captures a serene sunset over the ocean, with the sun descending toward the horizon. Soft rays of sunlight reflect on the water's surface, creating a tranquil atmosphere. The sky displays warm hues of orange and yellow, blending gently into the blue of the sea.

4.92 out of 5 average rating, 38 reviews

Key Largo--Enjoy Sunshine Sea breeze & Relaxation.