Townhome vacation rentals in Key West

5 out of 5 average rating, 4 reviews

Discount - Jan 31! 3 Bed/3 BA Cabana Club Access!

Sun Kissed Tails in Hawks Cay on Duck Key is a 3 bedroom 3 bath townhome with a fully stocked kitchen in the Hawks Cay resort on Duck Key, MM61. This property does not have a boat slip, but you can possibly rent one based on availability. Enjoy the local beaches a short drive away (Coco Plum Beach and Sombrero Beach) and ENJOY THE POOL AND BEACH AT THE OCEAN FRONT CABANA CLUB, just a 15 drive to Key Colony Beach. The Cabana Club has an olympic size pool, Tiki Bar and restaurant, ocean front sand

A shared pool area is depicted, featuring clear blue water and a thatched roof gazebo. Surrounding palm trees and lush greenery create a serene atmosphere. Lounge chairs are placed along the pool deck, complemented by the light-colored brick pathway paving the area.

4.91 out of 5 average rating, 296 reviews

Comfortable, clean, beautiful home Nov. Specials

Introducing a brand new property hosted by AirBnb Superhost Roy Svenningsen. This home was fully renovated in January 2019. It features all new furnishings, stainless steel appliances, new flooring, marble countertops, and top quality mattresses. I look forward to hosting you in this beautiful family oriented gated community situated across from the Key West Golf Course and only 3 miles from Duval St. The home comes with parking for 2 cars. I am always available to answer any questions. Roy

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 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 and 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.

Top guest favorite

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.

A serene pool area features a clear blue water swimming pool surrounded by lounge chairs and umbrellas. A lush landscape of palm trees and green foliage complements the setting, with a charming cottage visible in the background.

4.92 out of 5 average rating, 170 reviews

Poolside Cottage #411

Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This secluded, waterfront oasis includes outdoor pools, hot tub, on-site marina and boat 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, kayaks, paddle boards and golf carts can be rented locally

A private outdoor space is surrounded by lush greenery, featuring a small dipping pool with clear water. Comfortable lounge chairs are positioned beside the pool, and a dining table with chairs is set up on the wooden deck, ideal for enjoying meals in a serene environment.

4.96 out of 5 average rating, 113 reviews

Windsor Townhomes #3

Welcome to Windsor Townhomes #3! Once you enter this beautifully decorated oasis…your vacation begins. This townhome has been created to meet your every need. The location is perfect; just three short blocks from Duval Street and tucked away on a quiet lane so you can choose your level of activity. The over 1700 square foot townhome is easily accessible to the action of Duval, and yet private and quiet for those wanting peace and tranquility.

A stilt home is shown alongside a crystal clear canal, featuring a sand-colored patio with a tiki hut. Coastal greenery is visible, along with a white railing lining the water's edge. The building showcases multiple balconies and provides a sunlit atmosphere.

4.81 out of 5 average rating, 145 reviews

KCB Waterfront Split Home Walkable to Cabana Club

3BR/ 2 BA stilt home on crystal clear canal with open water views on deep water with 30 foot boat slip on a cul de sac. Short walking distance to multiple restaurants/bars, shops, and the Cabana Club with beach, pool, and hot tub. Fenced in waterfront patio with tiki hut. Kid friendly, with toys and high chair. Covered parking. Guests required to sign Regulations for Key Colony Beach form.

A bright and airy living area is filled with natural light from large windows offering expansive water views. A comfortable light blue sofa and a matching armchair provide seating. A decorative coffee table sits in the center, and tropical plants are visible outside.

5 out of 5 average rating, 12 reviews

Exceptional Water View With Boat Dock!

This is the best kept secret. 10 miles from Duval St. for the night life, but a total private oasis if you are looking for a true get away. This is an end unit with a water view from every window in a gated community with a salt water pool. Wake up to an ocean view and have cocktails on the patio. This is a brand unit that has recently been completely renovated.

Popular amenities for Key West townhouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

An aerial view presents the Coral Lagoon Resort, featuring white-roofed town homes surrounded by lush greenery. The marina showcases several boats docked in clear blue waters, with a boat ramp and a building in the background, completing the vibrant coastal scene.

4.8 out of 5 average rating, 51 reviews

Beautiful Coral Lagoon #12 in #1 Resort - Marathon

A private balcony is adorned with colorful outdoor furniture, including chairs and a table. Lush green grass extends towards the waterfront, framed by swaying palm trees. Scenic views of the calm water and horizon create a serene outdoor space.

4.76 out of 5 average rating, 38 reviews

Sea Le Vie - Indigo Reef 56 - 3BR with 31' Dockage

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

A crystal-clear pool is surrounded by lush tropical palm trees, lounge chairs, and umbrellas. The calm water reflects a clear blue sky, creating a serene atmosphere. This outdoor space offers ample seating for relaxation, with the ocean visible in the background.

4.78 out of 5 average rating, 32 reviews

Manatee Quay-2 Canal waterfront,access BEACH club

An aerial view showcases a serene pool area surrounded by lush palm trees, leading towards the vibrant blue-green waters of the Atlantic Ocean. White condominium buildings complement the tropical landscape, while fluffy clouds drift across the sky, adding a sense of tranquility to the scene.

Townhouse in Islamorada

5 out of 5 average rating, 6 reviews

Forever Views

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 wooden dock extends into clear waters, surrounded by soft sandy shores. The sky is bright with fluffy white clouds, reflecting a peaceful coastal atmosphere. The gentle waves lap against the dock, inviting relaxation and exploration.

Townhouse in Layton

4.83 out of 5 average rating, 12 reviews

Florida Keys Getaway w/ Stunning Ocean Views

A tranquil view showcases calm turquoise waters framed by lush greenery. The image captures the gentle contours of manicured bushes and trees, creating a serene atmosphere. The distant trees line the water's edge, contributing to the natural beauty of the scenic landscape.

4.71 out of 5 average rating, 297 reviews

Sunset Views!

Townhouse rentals with a washer and dryer

The exterior of a two-story townhome is shown, featuring light blue siding and white staircases leading to the second floor. Lush greenery and colorful flowers line the walkways, providing a vibrant landscape.

4.79 out of 5 average rating, 67 reviews

KCB 2BR/2BA Townhome w/ Cabana Club's Beach & Pool

A serene view of the community pool surrounded by lush tropical landscaping and charming townhomes. Lounge chairs are positioned alongside the sparkling water, inviting relaxation. The architecture features pastel colors with expansive balconies and well-maintained greenery, contributing to a tranquil atmosphere.

4.73 out of 5 average rating, 11 reviews

Windward Breeze - Steps from Duval

Aerial view of the townhouses in Harbor Village, showcasing their proximity to the canal. Lush greenery and colorful landscaping surround the buildings. Several boats are docked nearby, and parking spaces are visible in the foreground.

4.74 out of 5 average rating, 107 reviews

Waterfront Duck Key Villa - Sleeps 6 (7026)

An open living area is depicted, featuring a light-colored sectional sofa paired with earthy green accents. The kitchen area, equipped with wooden cabinetry and bar seating, is visible in the background. Natural light fills the space through large windows, enhancing the warm, inviting atmosphere.

4.78 out of 5 average rating, 23 reviews

TortugasHarbor Light Suite

A spacious saltwater pool is surrounded by tropical palm trees and a lush landscape. Sun loungers with blue umbrellas are positioned along the pool's edge, providing shaded seating for relaxation. Light dances on the water's surface under clear blue skies.

4.93 out of 5 average rating, 243 reviews

Spotlessly clean 3 bedroom/3 bathroom family home

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.

4.86 out of 5 average rating, 207 reviews

Poolside Cottage #412

A bright living area features a combination of comfortable seating, including wicker chairs with floral patterns. Large windows allow natural light to illuminate the space, with views of a patio area enclosed by lush greenery. A dining table and kitchen can be seen in the background.

5 out of 5 average rating, 28 reviews

Sea Captain's Haven at Truman Annex

4.4 out of 5 average rating, 15 reviews

It’s all Here

Townhouse rentals with a patio

A canal-front home is showcased with a scenic view, featuring a grassy area leading to the water. The exterior includes a spacious deck and large windows, inviting natural light. Surrounding palm trees and the evening sky enhance the tranquil coastal setting.

4.93 out of 5 average rating, 30 reviews

Bayside Paradise - B

New place to stay

2 BR - Water View Hawks Cay 5099 - Tranquil Escape

Top guest favorite

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

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 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 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.

5 out of 5 average rating, 3 reviews

Castillo Del Mar- Ocean access from your backyard

A bright and inviting exterior view captures the charming two-story townhome nestled among tropical foliage. A white picket fence surrounds the property, and the entrance features double doors flanked by decorative plants. Sunlight bathes the scene, enhancing the serene outdoor environment.

4.83 out of 5 average rating, 89 reviews

Location Location Beach Paradise in the Keys Duval

Aerial view reveals a row of charming villas and lush greenery along a waterfront. The serene water reflects the sky, with docks visible in the background. This peaceful setting showcases inviting coastal living in the Florida Keys.