Townhome vacation rentals in Key West

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.

4.95 out of 5 average rating, 165 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.

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, 11 reviews

Castillo Del Mar- Ocean access from your backyard

Welcome to PARADISE! — perfect for salty families, fishing lovers and beach goers • Prime Location – In Key Colony Beach with access to Cabana Club pool & private beach • Walk to Dining – Steps from Sparky’s Landing & Island Company • Boater’s Paradise – Backyard dockage for boats up to 30 ft • Spacious Kitchen – Family-style layout with 4-person bar top • Boho Dining Room – Perfect for cozy dinners and entertaining • Amenities include washer + dryer, fully stocked kitchen, Cozy Tv Room

A shared pool area is surrounded by lush tropical landscaping, featuring palm trees and greenery. Sun loungers and umbrellas are arranged around the pool, offering ample space for relaxation. The water reflects the clear blue sky, creating a serene and inviting scene.

4.84 out of 5 average rating, 167 reviews

Charming Key West Vacation Rental 3bedrm/3bath

Beautiful gated home located in Coral Hammock just minutes away from Key West. It's a spacious 3 bedroom, 3 bath home with a full kitchen, living room, indoor and outdoor dining. With access to shared pool, club house and gym. Everything you need to enjoy vacation. We have also updated the unit with new flooring throughout! Beach Gear is also available Beach towels, beach chairs, beach toys, floats and cooler. Baby / Toddler. Portable Crib, high chair & more. Items available upon request

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, 130 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 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, 235 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!

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, 178 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.

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, 183 reviews

Villa 5020 on Duck Key BOAT SLIP available

Boat slip available for additional $100 a night. 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 serene community pool is surrounded by lush tropical foliage and palm trees. Sun loungers are arranged along the edge, complemented by a shaded seating area nearby. The clear water reflects sunlight, creating a calming ambiance in the outdoor space.

4.96 out of 5 average rating, 52 reviews

Casa Coral

***Monthly Discount Promotion for August, September and October*** Bright and airy, Casa Coral offers an open living concept with all your vacation needs. This two bedroom, two and a half bath townhouse offers 3 outdoor balconies with seating and plenty of covered space to park your cars. Bikes and beach gear (no snorkel gear) provided. Please note: Bar-B-Q Grill pictured is now located in the carport below.

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, 162 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, 16 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.

4.93 out of 5 average rating, 271 reviews

Spotlessly clean 3 bedroom/3-bathroom family home

Great family home in the gated community of Coral Hammock, located just 10 minutes from the center of Key West. It boasts a saltwater pool just steps away from the property. Perfect for families or groups of mature adults. All renters must be 25 or over or with a parent/guardian.

An outdoor patio area features a dining table and chairs alongside a plunge pool. Lush greenery surrounds the space, creating a private environment. A white fence provides a barrier while palm trees and a clear blue sky enhance the ambiance.

4.98 out of 5 average rating, 121 reviews

Casa Wahoo - Waterfront Retreat

Welcome to Casa Wahoo – Your Waterfront Retreat in the Heart of the Florida Keys! 🌴 A bright and breezy 2-bedroom, 2.5-bath townhouse located on beautiful Duck Key within the exclusive Hawk’s Cay Resort community. This stylish getaway comfortably sleeps up to 6 guests.

Popular amenities for Key West townhouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

A sandy beach area features a thatched-roof hut with bright blue and yellow seating underneath. Lush palm trees surround the space, providing shade, while calm waters and rocky shoreline are visible in the background. Clear skies and scattered clouds create a serene atmosphere.

Townhouse in Layton

4.67 out of 5 average rating, 3 reviews

Walk to Beach: Florida Keys Gem w/ Ocean Views

A pathway flanked by white picket fences leads toward a calm waterway, surrounded by tropical palm trees. Lush greenery lines the pathway, enhancing the serene atmosphere of the outdoor space.

4.94 out of 5 average rating, 87 reviews

Life in Paradise in #1 Resort - Coral Lagoon

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.

4.77 out of 5 average rating, 39 reviews

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

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.

4.79 out of 5 average rating, 33 reviews

Manatee Quay-2 Canal waterfront,access BEACH club

5 out of 5 average rating, 5 reviews

Oceanfront Boho Chic Townhouse

5 out of 5 average rating, 10 reviews

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

Forever Views

4.96 out of 5 average rating, 27 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

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.

4.69 out of 5 average rating, 13 reviews

Tropical Villa with Boat Slip

Townhouse rentals with a washer and dryer

A private swimming pool is surrounded by a concrete patio, overlooking the water. Tropical plants and lounge chairs offer seating options, while a small table is positioned nearby. The calm waters in the background reflect clear blue skies, creating a serene setting.

4.55 out of 5 average rating, 11 reviews

Keys Waterfront- Spectacular Gulf View, Dock, Pool

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.

4.92 out of 5 average rating, 318 reviews

Comfortable, clean, beautiful home in Key West

The saltwater pool features a gently curved shape and is surrounded by a spacious concrete patio. An outdoor shower is visible nearby, alongside lounge chairs and a dining area. The lower level of the house provides access to the pool area through a wooden door.

4.86 out of 5 average rating, 7 reviews

Bayside Compound, Canal Dock, Pool, Bay Views

An outdoor patio area features a thatched-roof gazebo with bar stools arranged for comfortable seating. A private pool is visible beside lounge chairs, with lush greenery and palm trees providing a tropical backdrop. A grill is positioned nearby for outdoor cooking.

Steps away from Cabana Club, 4 bed 3 bath, kayaks

A private pool is situated adjacent to the ocean, surrounded by lounge chairs and palm trees. The clear turquoise waters of the ocean are visible in the background, with a boat dock and a blue sky dotted with fluffy clouds above.

4.41 out of 5 average rating, 22 reviews

PERFECTOCEAN FRONT/PRIVATE ELEVATOR/DOCK/HEAT POOL

A spacious living area features a comfortable cream sofa and an accent chair, complemented by a light area rug. Natural light fills the room through large windows, and a dining area showcases a modern kitchen with wooden cabinetry and bar stools. Decorative artwork adds a calming touch.

4.98 out of 5 average rating, 41 reviews

Sombrero Reef Light Suite

A crystal-clear saltwater pool reflects the sunlight, surrounded by lush tropical landscaping. Several lounge chairs are positioned along the pool deck, while vibrant palm trees and greenery create a serene atmosphere in the backdrop.

4.86 out of 5 average rating, 203 reviews

*Sparkling new kitchen* 3 bedroom/3 bath home.

The exterior of the duplex features a gravel driveway surrounded by lush landscaping. A central tree sits within a circular garden, complemented by colorful foliage. Staircases can be seen leading to the upper level, with neighboring buildings visible in the background.

4.75 out of 5 average rating, 8 reviews

Both Units of Duplex w/ Cabana Club's Pool & Beach

Townhouse rentals with a patio

A crystal clear freshwater pool is visible, framed by tropical palm trees. A thatched tiki hut provides shade nearby, under a bright blue sky adorned with scattered clouds. Surrounding fencing maintains a defined area, contributing to a serene atmosphere for relaxation.

Tropical Pool Home with Tiki Hut

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, 4 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.

4.97 out of 5 average rating, 29 reviews

Stunning Bonefish 3/3 Water Views & Pool

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, 108 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.

4.82 out of 5 average rating, 74 reviews

2/2.5 Village at Hawks Cay - SPECTACULAR SUNSETS

A bright and airy living area features a comfortable sofa and armchair, with large glass doors offering access to a private patio. A ceiling fan hangs above, and a TV sits on a light-colored entertainment unit, enhancing the space's open feel.

4.82 out of 5 average rating, 71 reviews

Beachy Townhome Perfect For A Relaxing Getaway!

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.

4.89 out of 5 average rating, 18 reviews

7-Mile Bungalow

A private plunge pool is framed by decorative tiles featuring marine life. The pool area is enclosed with a white fence, and lush tropical foliage is visible in the background. Smooth stone flooring leads to the pool's entrance, inviting relaxation in a serene environment.