Townhouse holiday rentals in Monroe County

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Top-rated townhouse rentals in Monroe County

Guests agree: These townhouse rentals are highly rated for location, cleanliness and more.

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Guest favourite

The rooftop terrace displays a cozy seating area with comfortable couches and vibrant decorations. A large TV is mounted on a stone accent wall, while ambient lighting enhances the atmosphere. A BBQ grill and outdoor sink are located in the space, surrounded by greenery.

Townhouse in Naranja

4.92 out of 5 average rating, 113 reviews

Vacay Spot Experience Luna Sky! BAR,BBQ,go FL Keys

Luna Sky offers modern upgrades w/ an EV Charger/ Shower Massage jets. This 4-bed, 3.5-bath haven boasts All beds Luxury Sealy Posturepedic comfortSense memory foam mattresses for a restful sleep. 6-Function Shower Massage jets, Bluetooth speakers LED lighting. 1st level master-room/bath King bed and walk-in closet. Enjoy Sky Roof w/ two Terraces 65" TV, BAR, BBQ, comfy seating, 12 chairs, 2 tables to eat together/ dominoes table gaming area. Ambient rooftop lighting creates a unique atmosphere.

Guest favourite

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.

Townhouse in Key Largo

4.87 out of 5 average rating, 165 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

Guest favourite

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.

Townhouse in Marathon

4.96 out of 5 average rating, 158 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.

Superhost

A modern living space features a gray sofa adorned with yellow cushions, positioned beside a wooden coffee table. Natural light filters through the windows with wooden blinds. A dining area with a table and chairs is visible, complemented by colorful wall art.

Townhouse in Miami

4.85 out of 5 average rating, 217 reviews

320 Luxury Escapes|15' Miami Beach|10' Port Miami

This Modern designed Duplex is located in the heart of "Little Havana" the most color full neighborhood in City of Miami. We offer a private patio, one parking space and full comfort to enjoy a relaxing get away. We are located 5.7 miles from the Miami International Airport (13 to 15 min, depending of the traffic), 6.8 miles from South Beach (15 to 20 min, depending on traffic) and 2.1 Miles from Brickell City Center (less than 10 min depending on traffic) We welcome you to our City...!

Guest favourite

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.

Townhouse in Key Largo

4.9 out of 5 average rating, 316 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.

Superhost

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.

Townhouse in Duck Key

4.82 out of 5 average rating, 163 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.

Superhost

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.

Townhouse in Key West

4.86 out of 5 average rating, 226 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!

Guest favourite

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.

Townhouse in Duck Key

4.94 out of 5 average rating, 168 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.

Guest favourite

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.

Townhouse in Key Largo

4.92 out of 5 average rating, 144 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.

Guest favourite

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.

Townhouse in Key Largo

4.92 out of 5 average rating, 104 reviews

5 O'clock Somewhere - Key Largo

Come enjoy the beautiful Florida Keys in our renovated townhouse. Our 2 bedroom/2 bath townhouse is located in a family friendly gated community oceanside in Key Largo, FL. You'll have ocean access, a marina with ramp to drop in your boat, two heated pools, tennis/pickle ball courts, and a salt water lagoon. Choose to relax by the pool or stay active snorkeling reefs, fishing off the jetty, and kayaking through the mangroves.

Guest favourite

A serene sunset casts warm orange and purple hues across the calm water, reflecting the fading light. Silhouetted trees and land are visible along the horizon, enhancing the tranquil ambiance of the tropical surroundings.

Townhouse in Key Largo

4.88 out of 5 average rating, 150 reviews

Key Largo House

Casa Key Largo has contemporary elegance in a tropical paradise, a laid back island vibe with all the amenities. We have stocked the home with everything you need and more. Restaurants, boating, fishing, swimming, snorkeling, scuba diving, shopping, and John Pennekamp Coral Reef State Park are all within minutes. It is a great central location for day trips to Key West, Marathon, Miami Beach, and the Everglades.

Guest favourite

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.

Townhouse in Key Colony Beach

4.81 out of 5 average rating, 156 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.