Townhome vacation rentals in Monroe County

Find and book unique townhouse rentals on Airbnb

Top-rated townhouse rentals in Monroe County

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

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Top guest favorite

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

4.93 out of 5 average rating, 123 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 favorite

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, 172 reviews

Sunrise Escape - Ocean Front Villa - Sleeps 10

Wake up to the sunrise over the ocean and unwind with sunset views from your private jetty. This marina-front, ocean-view townhouse in Kawama Yacht Club puts you steps from kayaking, snorkeling, and the best of the Keys. Spacious, stylish, and designed for unforgettable family and friend getaways. Breathtaking sunrises from one of two private terraces, coffee in hand, overlooking the marina and the Atlantic Ocean. Located in an exclusive, quiet section of Kawama Yacht Club, this beautifully po

Top guest favorite

A spacious lagoon-style pool is surrounded by lush greenery and tropical palm trees. Sunlight filters through the leaves, reflecting off the water's surface. Colorful flowers add vibrant accents to the serene landscape, with villas visible in the background.

Townhouse in Key Largo

5 out of 5 average rating, 103 reviews

New Listing! Tropical Oasis at the Mariners Club!

The beautiful Mariner’s Club is an island paradise in the heart of Key Largo. This upscale ocean front gated community combines resort style family fun with high end luxury plus all the amenities you can dream of! Our modern Villa sleeps 8 guests and is ideal for couples & families! We have the largest lagoon style pool in the Florida Keys, an elevated club house pool, jacuzzi with waterfall Grotto, fishing pier, marina, beach area, fitness center, game room, tennis & pickleball courts.

Superhost

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.

Townhouse in Key West

4.84 out of 5 average rating, 171 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

Superhost

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.

Townhouse in Marathon

4.86 out of 5 average rating, 133 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.

Guest favorite

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

4.87 out of 5 average rating, 244 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!

Top guest favorite

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, 181 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 favorite

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, 187 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.

Guest favorite

A private outdoor space is surrounded by lush greenery, featuring a small dipping pool with clear water. Comfortable lounge chairs are positioned beside the pool, and a dining table with chairs is set up on the wooden deck, ideal for enjoying meals in a serene environment.

Townhouse in Key West

4.97 out of 5 average rating, 118 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.

Guest favorite

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

4.97 out of 5 average rating, 119 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.

Superhost

A bright living area features a comfortable gray sofa adorned with yellow cushions. A vibrant green wall display adds a pop of color, while a wooden side chair in yellow complements the decor. A modern TV is mounted on the white media console, enhancing the cheerful atmosphere.

Townhouse in Florida City

4.93 out of 5 average rating, 109 reviews

KeyLimeHome: Near the Keys & Everglades

Welcome to KeyLimeHome, a cozy townhouse just minutes from the Florida Keys and Everglades National Park. With bright lime accents, it features a spacious living area, a fully equipped kitchen, and comfy bedrooms. Enjoy Wi-Fi, air conditioning, smart TV, and a private patio to relax after a day of adventure. Whether you're exploring, fishing, or just unwinding, KeyLimeHome is the perfect spot to recharge and enjoy the Florida lifestyle.

Guest favorite

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

4.93 out of 5 average rating, 111 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.