Townhouse holiday rentals in Monroe County

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.

4.87 out of 5 average rating, 181 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

FamilyValueTV

4.84 out of 5 average rating, 179 reviews

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

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

ValueFamilySleep quality

Superhost

A private backyard features a heated pool surrounded by lush greenery. Comfortable lounge chairs are positioned nearby on a stone patio, with vibrant plants framing the space. Light filters through the trees, creating a serene atmosphere for relaxation and entertaining.

Townhouse in Coconut Grove

Coconut Grove Luxury Villa (4 Bedrooms)

Welcome to our luxury townhouse villa in the heart of Coconut Grove! Perfect for family & friends, it features 4 spacious bedrooms & 4.5 luxurious bathrooms all en-suite. Enjoy modern & stylish decor, a private backyard with a heated pool and a tastefully furnished sitting/social area. Located in an exclusive section of the Grove, just blocks away from Coco Walk, Michelin Star restaurants, shops, parks, marina and markets. Book your stay today and experience the best of Coconut Grove!

FamilyLocationDecor

4.93 out of 5 average rating, 111 reviews

4.81 out of 5 average rating, 237 reviews

A shaded outdoor porch features four blue adirondack chairs arranged around a round table, overlooking tranquil water views. The surrounding area is adorned with lush greenery and distant views of a bridge, creating a serene space for relaxation.

Townhouse in Duck Key

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. ****

ValueLocationAir conditioning

4.97 out of 5 average rating, 117 reviews

Key Largo Luxury Townhome | Pools & Marina

Welcome to Mariner’s Club Key Largo, a gated oceanfront resort and marina in the heart of the Florida Keys! Enjoy our private 3-story home featuring 3 bedrooms and 3.5 baths, with the flexibility to be enjoyed as two separate units. Resort amenities include 2 pools, including one of the Keys’ largest beach-entry pools, 2 hot tubs, a fishing pier, fitness center, game room, and tennis, pickleball & basketball courts. A peaceful tropical escape in the Diving Capital of the World!

FamilyLocationBeach

4.97 out of 5 average rating, 103 reviews

An open-concept living area is showcased with a light grey sofa and an ottoman situated on a plush white rug. Recessed lighting and pendant lamps highlight the space, which flows into a dining area furnished with a wooden table and chairs, framed by large windows.

Townhouse in Miami

The Sunflower Inn

Our Sunflower Inn is a perfect destination for your getaway in Miami! With close proximity to Miami International Airport, the Everglades, the Florida Keys and more, our space has all of your desired needs. Our townhouse features an open spacious natural living room and dining room area, a fully equipped kitchen, two bedrooms, and amenities such as a tennis court and pool readily available for your use! Come and enjoy our Sunflower Inn! **We are pet-friendly**

ValueLocationOutdoor spaces

4.88 out of 5 average rating, 266 reviews

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

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!

ValueFamilyCondition

4.98 out of 5 average rating, 118 reviews

Fun the Keys! Pool, Marina, Clubhouse, Fishing & m

Escape to Sunset Corner on exclusive Holiday Isle! Enjoy 2 bedrooms, 2 full bathrooms, walkout access to a sprawling green lawn, beach gear included, and top-tier amenities: 2 resort pools (one seasonally heated), 2 hot tubs, private beach access, lighted tennis and pickleball courts, basketball hoop, shuffleboard, fitness center, and a BBQ pavilion. Perfectly situated just steps from the beach and minutes from HarborWalk Village’s dining and entertainment!

ValueFamilyHiking

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.

4.93 out of 5 average rating, 178 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.

LocationFamilyComfort

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.

4.97 out of 5 average rating, 132 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.

FamilyValuePool

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.

4.89 out of 5 average rating, 159 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.

LocationFamilyQuiet