Townhome holiday 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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Superhost

Townhouse

4.81 out of 5 average rating, 42 reviews

Beachy Townhome Perfect For A Warm Winter Getaway!

Beautiful and spacious 2B/2.5 Ba townhouse in Duck Key, FL. Enjoy the crystal clear waters and amazing wildlife that calls this island home, while staying in a comfortable home of your very own! High speed internet (273 download/10 upload Mbps), and large 4k smart tv's provide great indoor entertainment, while the private plunge pool provides that calming outdoor experience for all. Enjoy a morning cup of coffee or an evening glass of wine on the back patio while watching the sun paint the sky.

Superhost

Townhouse

4.85 out of 5 average rating, 123 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

Townhouse

4.91 out of 5 average rating, 263 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

Guest favourite

Townhouse

5 out of 5 average rating, 59 reviews

Duck Key *Delight* private plunge pool

This beautiful townhouse was remodeled in late 2021 with a modern tropical inspired scheme. High speed internet-1,000 mbps, and 4K Smart TV's provide great entertainment. The patio's lush landscape with torches create a cozy setting at night and during the day the water sounds over the plunge pool allow for relaxation and fun. Take a break, lounge, have a morning cup of coffee and observe nature wake up. Explore close by fun tropical activities and great restaurants. Delve into Conch life!

Superhost

Townhouse

4.81 out of 5 average rating, 160 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

Townhouse

4.91 out of 5 average rating, 66 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.

Guest favourite

Townhouse

5 out of 5 average rating, 23 reviews

“Vacay Vibes” Trendy 4/4 *Pool, Beach, Top 1%

*Trendy & modern 4/4 home just steps from the largest pool in the Florida Keys! Relax on the sandy beach with ocean views! Plenty of space for large families, a LED photo wall, screened-in backyard lounge, fully equipped kitchen & coffee bar. 1st level has stair-free entrance & kitchenette. In- unit Washer and Dryer. Indoor/outdoor Pickleball, Tennis & Basketball courts, Game room, Fitness Center, On-site Marina, 2 Jacuzzis. Comfy beds! Sleeps 10! Licensed, Top 1% Guest Favorite & Superhost!

Superhost

Townhouse

4.77 out of 5 average rating, 52 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

4.85 out of 5 average rating, 157 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 favourite

Townhouse

4.96 out of 5 average rating, 253 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

Townhouse

4.84 out of 5 average rating, 67 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

Superhost

Townhouse

4.85 out of 5 average rating, 60 reviews

Modern 4-Bedroom Townhouse with Pool!

Have fun with the whole family at this NEW modern townhouse! Fully equipped with smart TV's; cable and Wi-Fi. This property has 4 Bedrooms and 3.5 bathrooms. Two master bedrooms and two bedrooms with Queen size beds. PLUS an amazing pool! Has a capacity of 8 guests. Open kitchen, dinning and living room. Includes 1 Parking spot on the driveway in front of the house (NO GARAGE ACCESS). Located near Miracle Mile shopping, and dinning. Minutes away from Brickell.