Townhouse holiday rentals in Florida Keys

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

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4.93 out of 5 average rating, 131 reviews

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

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.

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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.

5.0 out of 5 average rating, 107 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.

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4.96 out of 5 average rating, 201 reviews

The charming cottage displays a pastel-colored exterior with a triangular roof and white trim. A small front porch is set above the entrance, flanked by two sets of French doors. Lush greenery and a white picket fence enhance the welcoming entryway.

Townhouse in Duck Key

3Bd 3Ba Cottage/Village at Hawks Cay/Ocean Views

Our Cottage 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 Cottage offers something for everyone. The outdoor green space overlooking the water is gorgeous. Sunsets are amazing right off the screened in lanai. We hope to host you as our guest in the beautiful Florida Keys.

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Townhouse in Key Colony Beach

4.91 out of 5 average rating, 106 reviews

The Palm House in Key Colony Beach, Florida Keys

3/2 Duplex 37.5' dockage on canal in Key Colony Beach. The property's private (fenced in) back patio has a BBQ, couches and dining table/umbrella facing Eastward with morning sunshine and afternoon shade. Property includes usage of the Cabana Club, a large heated/cooled pool, hot tub, Atlantic Ocean beach and drinks/hot food just a 5 minute walk away. The concrete/wood dock has a fish cleaning station, bait freezer, water hose and gated access for the your boat. Welcome back to paradise !

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4.81 out of 5 average rating, 235 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. ****

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4.94 out of 5 average rating, 147 reviews

Overlooking Saltwater Lagoon Free Kayaks Renovated

Casa Laguna is a coastal cottage that will ease you into your vacation before you put your bags down! This is a comfortable setting for families. If you enjoy a laid back home with style, this is for you! Family of 6-8, or a party of 2..... this is a great spot to call home for a while! Your view of the 4.5 acre salt water lagoon is perfect for relaxing on the patio. Grab your coffee or cocktail and walk around the gardens of the lagoon, which will take you around the community.

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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!

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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.

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4.92 out of 5 average rating, 237 reviews

A serene pool area features a clear blue water swimming pool surrounded by lounge chairs and umbrellas. A lush landscape of palm trees and green foliage complements the setting, with a charming cottage visible in the background.

Townhouse in Key West

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

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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, 131 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.

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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.