Townhouse holiday rentals in Key West

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.

4.83 out of 5 average rating, 191 reviews

Villa 5020 on Duck Key BOAT SLIP available

Boat slip available for an additional $100 per night. Ask about availability. This villa boasts breathtaking sunsets and is just minutes from watersports, charter fishing, waterfront restaurants, and local attractions, all while being surrounded by one of Duck Key’s most exclusive island neighborhoods with lush tropical landscaping. Duck Key is perfect for families or a serene couples retreat. Dine while watching spectacular sunsets from the rear deck, or explore the Middle Keys. No Smoking/Pet

LocationFamilyBiking

Townhouse in Key Colony Beach

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.

5.0 out of 5 average rating, 15 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

LocationFamilyNearby

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, 177 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

LocationValueGetting around

A spacious dining area features a long table surrounded by several chairs, with woven placemats arranged neatly. Decorative coastal elements, including starfish and light fixtures, complement the muted blue walls, while natural light streams in through large windows leading to an outdoor space.

4.84 out of 5 average rating, 61 reviews

The Coral Paradise

Welcome to our luxurious 3-bedroom, 3-bathroom condo nestled in the serene paradise of Coral Hammock, Key West, Florida. This community is the epitome of tropical elegance, offering a seamless blend of comfort and style for your perfect vacation getaway. Step inside and discover a spacious and tastefully furnished living area, where the warm, coastal-inspired decor welcomes you to unwind. Large windows allow natural light to fill the room during the day, creating a bright and airy ambiance.

ValueFamilyLaundry

Townhouse in Key Colony Beach

4.9 out of 5 average rating, 105 reviews

The Palm House in Key Colony Beach, Florida Keys

3/2 Duplex 37.5' dockage on canal in Key Colony Beach. The property's private (fenced in) back patio has a BBQ, couches and dining table/umbrella facing Eastward with morning sunshine and afternoon shade. Property includes usage of the Cabana Club, a large heated/cooled pool, hot tub, Atlantic Ocean beach and drinks/hot food just a 5 minute walk away. The concrete/wood dock has a fish cleaning station, bait freezer, water hose and gated access for the your boat. Welcome back to paradise !

LocationValuePool

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.

4.81 out of 5 average rating, 235 reviews

Vibrant Beachfront Villa

Welcome to Beachfront Villa that has recently been renovated. The 2 bedroom 1.5 bath luxury villa is located in the popular area of Duck key alongside of Hawks Cay Resort. Duck Key marina is located across the street where you can dock your boat or charter a boat for the day. Enjoy stunning sunset views from the back porch. Kitchen includes all amenities including silverware ,plates , cups , and pots. Linens and towels provided. *** Pets welcome with host approval and pet fee. ****

FamilyValueBeach

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, 193 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.

ValueLocationNearby

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, 236 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

LocationFamilyParking

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, 172 reviews

Boater’s Paradise 3br/2.5ba Villa with Slip!

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.

LocationFamilyGetting around

4.93 out of 5 average rating, 293 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.

ValueLocationLayout

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, 136 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.

LocationValueQuiet

4.77 out of 5 average rating, 186 reviews

Nassau Deluxe Renovated fall 26 Steps to Duval.

Nassau Suite is a one bedroom Townhouse with a very spacious bedroom upstairs a king bed, TV. Downstairs queen sleeper in the living area and full kitchen. Parking is on street. Pool for the compound. 921 Center Street #12. Key West FL 33040. 3 NIGHT MIN

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Popular amenities for Key West townhouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly townhouses

4.94 out of 5 average rating, 31 reviews

Beautiful View! 3BR 3 BA, Cabana Club Membership!

LocationFamilyWi-Fi

4.78 out of 5 average rating, 51 reviews

Dockside Daydreams at Coconut Mallory

LocationValueComfort

5.0 out of 5 average rating, 7 reviews

Sea Esta Suite | Located On Iconic Duval w/ Pool

LocationValueKitchen

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.

5.0 out of 5 average rating, 17 reviews

Exceptional Water View With Boat Dock!

ValueFamilyAccuracy

A wooden bridge leads through a lush garden, framed by greenery and festive decorations. A stone wall is visible at the end of the path, flanked by potted plants. Light filters softly through the nearby trees, creating a serene and inviting entryway.

4.76 out of 5 average rating, 29 reviews

Hemingway First Floor Townhouse @ Suite Dreams Inn

ValueFamilyAccess

A light-filled living area features a comfortable sofa and a wooden coffee table. Large glass doors open to a deck with outdoor seating, showcasing views of the surrounding greenery and water. Neutral tones and decorative accents enhance the inviting atmosphere.

4.82 out of 5 average rating, 90 reviews

Coral Lagoon Villa 5 With Pool and On-Site Marina

ValueFamilyPool

A bright living area features large glass doors that open to a scenic view of the Gulf of Mexico. Lush potted plants add life to the space, while natural light illuminates the wood flooring and cozy seating arrangement.

4.93 out of 5 average rating, 14 reviews

Waterfront Luxury Villa (62) with sunset views and boat slip

LocationFamilyLayout

5.0 out of 5 average rating, 3 reviews

Indigo Reef #5 ~ Tarpon Terrace, 31' Slip

LocationConditionOutdoor spaces

Townhouse rentals with a washing machine and dryer

Townhouse in Layton

4.83 out of 5 average rating, 23 reviews

Florida Keys Getaway w/ Stunning Ocean Views

LocationFamilyCleanliness

Townhouse in Key Colony Beach

A bright living area features a comfortable sofa and armchair, complemented by a coffee table. Large sliding glass doors open to a patio area, enhancing indoor-outdoor flow. Pendant lighting fixtures hang over a kitchen bar, illuminating the countertop. Light blue walls provide a serene backdrop.

4.95 out of 5 average rating, 55 reviews

KCB Angler Retreat w/ Cabana Club access

FamilyValueGetting around

4.95 out of 5 average rating, 91 reviews

Life in Paradise in #1 Resort -Coral Lagoon w/Slip

FamilyLocationSleep quality

An aerial view of a private splash pool surrounded by a sun deck. Several lounge chairs are arranged around the pool, framed by vibrant tropical landscaping. The sandy beach and tranquil waters of the Atlantic Ocean are visible in the background.

4.83 out of 5 average rating, 130 reviews

3/3 Village at Hawks Cay 5004 - TROPICAL SUN & FUN

ValueLocationWi-Fi

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.

4.67 out of 5 average rating, 352 reviews

Sunset Views!

LocationFamilyPool

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.

4.78 out of 5 average rating, 40 reviews

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

LocationFamilyParking

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

FamilyLocationCheckout

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

5.0 out of 5 average rating, 10 reviews

Forever Views

LocationFamilyKitchen

Townhouses with a patio

The exterior of a spacious canal-front home is presented, showcasing a light-colored structure with a screened-in porch. Lush greenery surrounds the property, and two jet skis are parked nearby. The backdrop features a clear blue sky scattered with a few clouds.

4.95 out of 5 average rating, 37 reviews

Bayside Fishing Haven, Canal Dock, Pool, Bay View

FamilyLocationParking

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.

4.83 out of 5 average rating, 78 reviews

Beachy Townhome Perfect For A Relaxing Getaway!

ValueLocationCleanliness

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.

5.0 out of 5 average rating, 91 reviews

Duck Key *Delight* private plunge pool

ValueLocationDecor

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.

5.0 out of 5 average rating, 4 reviews

Bonefish Yacht Club

FamilyPoolNearby

A serene view of the marina is captured, featuring clear turquoise waters and several boats docked along the pier. Lush green grass frames the scene, while a backdrop of fluffy white clouds enhances the coastal ambiance.

4.9 out of 5 average rating, 61 reviews

Majestic Marina View – 2BR/2.5BA at Hawks Cay

FamilyLocationAmenities

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

LocationPool

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.

4.81 out of 5 average rating, 118 reviews

Location Location Beach Paradise in the Keys Duval

ValueLocationHospitality

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.