Townhouse holiday rentals in Monroe County

Find and book unique townhouses 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 favourite

Townhouse in Key Largo

5 out of 5 average rating, 37 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

Townhouse in Key Largo

4.85 out of 5 average rating, 134 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 in Key West

4.91 out of 5 average rating, 281 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

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 favourite

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

Townhouse in Key West

4.82 out of 5 average rating, 74 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

Townhouse in Duck Key

4.83 out of 5 average rating, 174 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 in Key West

4.97 out of 5 average rating, 265 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 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

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.

Superhost

Townhouse in Key Colony Beach

4.79 out of 5 average rating, 134 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.