Townhome 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

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

4.81 out of 5 average rating, 177 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 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 at 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.

Top guest favourite

The living area features a spacious blue sectional sofa with decorative pillows and throws. A round coffee table sits at its center. Natural light fills the room, illuminating two framed beach-themed artworks on the wall, and the open kitchen and dining area are visible in the background.

Townhouse in Key Largo

4.96 out of 5 average rating, 108 reviews

Kawama K1 Beautiful Lagoon View free bikes & kayak

Escape to paradise at Kawama Yacht Club, a private community featuring 24-hour security and an array of exclusive amenities: Salt water lagoon, 2 heated pools, Kids playground, Tennis courts, Marina boat ramp, boat parking, Jetty & Fire pits. We also provide kayaks and bikes so you can fully immerse yourself in the beauty of the surrounding area. Don't miss out on the ultimate Florida Keys getaway, book your stay at Kawama Yacht Club now.

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.