Townhome holiday rentals in Vaca Key

A bright living area features large glass doors that open to a scenic view of the Gulf of Mexico. Lush potted plants add life to the space, while natural light illuminates the wood flooring and cozy seating arrangement.

4.88 out of 5 average rating, 8 reviews

Waterfront Luxury Villa (62) with sunset views and boat slip

This premier unit and spacious 3-bedroom, 3.5-bath Villa offers Gulf sunset views from the porch and balcony. It is one of the most renovated units at Indigo. Each bedroom has its own TV, plus a large flat-screen in the living room. Private boat dock accommodates vessels up to 35’ in length, draft not exceeding 3’. Boaters insurance required. Multiple vessels or personal watercraft are not allowed in a single dock space. Accommodates up to 6 guests (Note: Minimum weekly rental. Stairs required.)

The modern kitchen features stainless steel appliances, including a refrigerator and oven. White cabinetry and a light countertop provide a bright atmosphere. A dining area is visible nearby, with seating for multiple guests. Large windows allow for natural light and views of the outdoor scenery.

4.82 out of 5 average rating, 173 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.

Aerial view showcasing the charming townhomes surrounded by lush greenery and vibrant palm trees. The turquoise water reflects the clear sky, with boats docked along the canal. The neatly arranged front gardens add to the inviting atmosphere of the neighborhood.

5 out of 5 average rating, 5 reviews

Discount to Jan 31! 4 /3, 32' Dock, Cabana Club!

WE ARE OFFERING A 5% DISCOUNT THROUGH JANUARY 31ST! IT IS AUTOMATICALLY FIGURED INTO THE QUOTE! - Upstairs Master w/ king & en suite bathroom - 1 guest room downstairs w/ queen size bed - A full bath is located on the first floor. Perfect for individuals who have trouble navigating stairs. - 2 identical guest bedrooms upstairs, each w/ a queen size bed and balcony - Full bath upstairs (hall, shared with two guestrooms) WHAT TO EXPECT AT SALT & SKY: -Fully stocked kitchen with everything you

Top guest favourite

A private patio area features a plunge pool surrounded by lush tropical landscaping. Two lounge chairs are positioned nearby, offering a relaxing space. A light blue sky with scattered clouds creates an inviting ambiance, while palm trees add a touch of the tropics.

5 out of 5 average rating, 82 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!

A shaded outdoor dining area features a wooden table surrounded by chairs, with a view of the private canal lined with palm trees. Nearby boats are docked along the lush green banks, creating a serene waterfront setting.

4.96 out of 5 average rating, 148 reviews

Boater’s Paradise 3br/2.5ba at Coral Lagoon

*PLEASE NOTE* Villa slips/canal are under construction until Dec 2025. Please inquire before booking. 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.

A spacious patio is visible, featuring a round wooden table surrounded by four chairs. The view includes calm waters framed by palm trees and lush greenery, under a sky dotted with fluffy white clouds.

4.83 out of 5 average rating, 150 reviews

The Ocean Beckons! 2/2 Village at Hawks Cay 5047

The Village at Hawks Cay Villa 5047 on Sunset Village Drive is located on Duck Key. Let this astonishing villa be your home away from home for your Next Florida Keys vacation. Captivating decor with the Florida Key in mind will keep you both comfortable and relaxed for your much needed vacation. Sip on your favorite cocktails from the patio overlooking the water or enjoy the water directly from your Villa or walk the waters edge with nature on Duck Key as your own back yard.

An aerial view showcases a waterfront villa surrounded by vibrant blue waters. Lush greenery lines the shoreline, while neighboring properties reflect a tropical aesthetic. A wooden dock extends into the canal, providing access to boats and scenic views of the surrounding area.

4.86 out of 5 average rating, 116 reviews

Waterfront Duck Key Villa - Sleeps 8 (7058)

BEST VIEW IN DUCK KEY!!!! Waterfront Villa at the heart of the Florida Keys - Duck Key Florida. Beautiful location with easy access to both the Atlantic Ocean and the Gulf of Mexico. Come check us out and see for yourself what the exclusive Duck Key area has to offer. DOCK INCLUDED-35 Foot. Conveniently behind the village! The Village at Hawks Cay Villas by KeysCaribbean are not affiliated with the Hawks Cay Resort; our guests do not have access to hotel amenities.

A charming two-story villa exterior is shown, featuring a light blue and yellow color scheme. Steps lead to the entrance, framed by greenery and a white picket fence. A palm tree stands nearby, contributing to the tropical ambiance.

4.94 out of 5 average rating, 163 reviews

2B/2.5B Villa at Village at Hawks Cay with Spa

Our Villa 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 Villa offers something for everyone. There is an in-ground splash pool located on the patio. It is not a hot tub but reaches a maximum temperature of 104 degrees for those desiring heat.

Top guest favourite

A scenic view of the waterway is visible from the balcony, showcasing lush greenery and palm trees lining the shore. Clouds drift lazily in the blue sky, and a sailboat is anchored nearby, contributing to the tranquil waterfront setting.

4.97 out of 5 average rating, 181 reviews

Marathon Keys Coral Lagoon Unit 2 Waterfront Villa

***A quick update regarding the property. The community has scheduled construction to begin on the seawall in our backyard. At this time, work has not yet started, but a temporary fence has been placed at the back of the property for safety. The view from the home is still beautiful, and we do not currently know the exact start date for construction or if/when there may be any noise. We will keep you informed of any changes as soon as we learn more.

Top guest favourite

A panoramic view of the ocean showcases a sandy beach framed by palm trees. A pool is visible in the foreground, surrounded by a fence, while a dock extends into the water on the right. The vibrant blue sky complements the turquoise sea.

Townhouse in Islamorada

4.98 out of 5 average rating, 59 reviews

Peacock Shores Islamorada - Vacation On The Beach!

The ocean is your front yard at this modern, luxurious townhome hidden away in a small, private seaside community. Enjoy the pool, the beach, the dock and the peacocks! Walk to restaurants or cook at home on your private grill. We are work-from-vacation-home friendly with desk, chair, hi-speed wifi. Amazing fishing, boating, sightseeing, relaxing and dining experiences are all around you here, come visit and invent your perfect vacation!

A light and airy living space features a comfortable sofa with striped upholstery, positioned beside a wooden coffee table. A large artwork of ocean waves adorns the wall, while French doors open to a deck with expansive views of the Gulf waters.

4.71 out of 5 average rating, 31 reviews

PURE LUXURY - Indigo Reef 66 Gulf View & Dockage

License # VACA-21-195 - Water Front Luxury has a Name! Indigo Reef Villa 66. This Newly Renovated Townhouse in Paradise has everything you could possibly need to enjoy a relaxing, nautical themed home away from home. Boasting 3 bedrooms and 2.5 bathrooms situated at the L end of Indigo Reef Resort in Marathon. Peaceful and oh so inviting, it's like floating on the water with an incredible Gulf view.