Townhome vacation rentals in Monroe County

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Top-rated townhouse rentals in Monroe County

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Top guest favorite

A tranquil pool area is surrounded by lush palm trees as the sun sets, casting warm hues over the water. The expansive pool reflects the colorful sky, complemented by lounge chairs positioned along the edge, showcasing a peaceful retreat.

Townhouse in Key Largo

5 out of 5 average rating, 35 reviews

2 Pools, Beach, Pickleball, Coffee Bar, Food Truck

“Vacay Vibes” A Trendy & Modern 4/4 Home in Key Largo…just steps to the largest pool in the Florida Keys! Sandy beach with ocean views. Food Truck, Indoor/outdoor Pickleball, Tennis, and Basketball. Game room, Fitness center, on-site Marina, and 2 Jacuzzis. Comfortable beds, en-suite baths, a screened-in backyard lounge, and a fun LED photo wall await you. Fully stocked kitchen, coffee bar, stair-free entry with kitchenette, and in-unit laundry. Licensed, Top 1% Home, Guest Favorite & SuperHost!

Superhost

A spacious living area features a cozy blue sofa adorned with decorative pillows. Sliding glass doors open to a terrace overlooking the marina, allowing natural light to fill the room. A spiral staircase leads to the upper level, and a ping pong table is positioned nearby.

Townhouse in Key Largo

4.85 out of 5 average rating, 133 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

Superhost

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.

Townhouse in Key West

4.91 out of 5 average rating, 280 reviews

Comfortable, clean, renovated, beautiful home

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

Superhost

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

4.82 out of 5 average rating, 169 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 favorite

A serene waterfront view captures boats docked at a marina, framed by lush trees and a sandy shore. The sky is adorned with soft hues of orange and pink as the sun sets on the horizon, creating a tranquil ambiance perfect for relaxation.

Townhouse in Key Largo

4.91 out of 5 average rating, 67 reviews

Marina/bay view townhome-great place at Moon Bay

Sunset Oasis is the townhouse with the perfect location within the popular community of Moon Bay. Just steps to the marina and pool. From the luxury and comfort of the living room or master bedroom you will enjoy a beautiful marina and bay view. Step out onto the first floor floor screened porch and get an even better view. These porch areas are where you will probably spend a lot of time relaxing, reading, doing things on your computer, eating and enjoying the company of friends and family.

Superhost

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.

Townhouse in Key West

4.81 out of 5 average rating, 70 reviews

Location Location Beach Paradise in the Keys Duval

You will love our newly renovated 2 bed/2 1/2 bath private townhome in a secure community. Perfect location. This Property doubles as our second home when we are in town. Renovations include new wood flooring, fresh paint, new kitchen with stainless appliances, and granite tops. All furnishings and accessories are new. Private courtyard with sundeck, and new lighting overlooking a private park. 2 blocks from the heart of Duval St. and 2 blocks from the beach! This is a prime location to all!

Superhost

Townhouse in Marathon

4.76 out of 5 average rating, 101 reviews

Waterfront Duck Key Villa - Sleeps 6 (7026)

Beautiful and spacious 2 bedroom & 2.5 bathrooms Town house in the one and only Duck Key Florida, Harbor Village. In the heart of the Florida Keys, with crystaline waters and endless aquatic ammeneties for the family. Direct access to the Atlantic Ocean and the gulf of Mexico. Come check it out! The Village at Hawks Cay Villas by KeysCaribbean are not affiliated with the Hawks Cay Resort; our guests do not have access to the boat dock behind village and other hotel-owned amenities.

Superhost

A porch area features four blue adirondack chairs with red and white striped cushions surrounding a small table. Lush greenery and water views are visible beyond the railing, complemented by an expansive sky populated with clouds.

Townhouse in Duck Key

4.83 out of 5 average rating, 173 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. ****

Guest favorite

The image captures a serene pool area surrounded by lush palm trees and well-lit walkways. The clear water reflects the sky, while sun loungers are positioned nearby for relaxation. Two-story buildings are visible in the background, adorned with balconies overlooking the pool.

Townhouse in Key West

4.97 out of 5 average rating, 263 reviews

Stunning Townhouse * Full kitchen! * Sleeps 6

This property is a rare find! Sleeping 6 and located over 2 floors, its located in the beautiful resort of Santa Maria. The condo itself is overlooking the pool, enjoys 2 stunning balconies with its own outdoor furniture. Fully equipped kitchen, 21/2 bathrooms, TVs and wifi throughout. The property is located in one of the best destinations within the historic old town. Just 2 blocks from Duval Street, and also just 2 blocks from the beach. You really can have it all!

Superhost

An open-plan living area features a comfortable sectional sofa and a round coffee table. Artistic blue wall decor adds color to the neutral walls. A dining table with wooden chairs is positioned near the kitchen, which can be seen in the background.

Townhouse in Key Largo

4.84 out of 5 average rating, 69 reviews

VOTED TRIPADVISOR'S #1 DESTINATION, POOL, TENNIS

4 PROFESSIONALLY DECORATED MODELS TO CHOOSE. CLICK ON MY PROFILE TO SEE ALL MY LISTINGS. BOAT SLIP AVAILABLE AT ADDITIONAL COST, FAST WIFI. KID'S KAYAKS WITH LIFE JACKETS, TENNIS, LAGOON DIRECTLY OUTSIDE THE BALCONY AND 2 POOLS. This is a High living 2/2 LICENSED VACATION RENTAL PROPERTY is a luxury townhouse you would not expect to find in the Florida Keys. With it's Malibu feel, this Nautical Chic two Bedroom unit is located at The Kawama Yacht Club on MM 99

Guest favorite

A comfortable living area is presented, featuring a combination of patterned seating options, a glass coffee table, and a soft area rug. Natural light flows in through large windows with blinds, creating a bright atmosphere. Decorative wall art complements the decor.

Townhouse in Key West

4.97 out of 5 average rating, 103 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.

Superhost

Townhouse in Key Largo

4.82 out of 5 average rating, 110 reviews

Oceanfront Resort W/Indoor Pickleball - Spacious!

An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. This 3/3.5 villa is located in Key Largo's most upscale oceanfront resort. The area has the distinction of being Key Largos newest oceanfront gated destination, with some of the most unique amenities in all of the keys. It caters to those who simply desire the very best in luxury accommodations.