Townhome holiday rentals in Monroe County

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

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.

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

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!

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. ****

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!

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**

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!

Poolside Cottage #411

Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This secluded, waterfront oasis includes outdoor pools, hot tub, on-site marina and boat 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, kayaks, paddle boards and golf carts can be rented locally

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.

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.

Boater’s Paradise 3br/2.5ba Villa with Slip!

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.