Condo vacation rentals in Vaca Key

4.88 out of 5 average rating, 105 reviews

A serene beach scene features soft sand leading to calm waters. A solitary tree provides shade, and lush greenery surrounds the area. In the distance, a line of utility poles is visible against a clear blue sky, enhancing the tranquil ambiance.

Condo in Duck Key

Villa 5027 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.

A modern game area features a slate bumper pool table surrounded by turquoise chairs. A wall-mounted dartboard adds to the entertainment options. The adjacent kitchen, equipped with stylish cabinetry and contemporary appliances, is partially visible, providing a seamless flow between activities.

4.93 out of 5 average rating, 14 reviews

REEL HIP-NEW & Fun-40' Slip-Private Ramp-Kayaks-He

Escape to paradise in the heart of the Florida Keys! Reel Hip is located in a boutique complex in Marathon, FL. As a guest at Reel Hip you will enjoy luxury finishes, trendy decor, and unmatched comfort just steps from the ocean. Guests love our personalized hospitality, unique amenities, and direct communication with the owner. Whether you're seeking relaxation or adventure, Reel Hip is your gateway to unforgettable memories in the Florida Keys. Book now and experience style, comfort, and fun!

Top guest favorite

A tranquil view of a deep canal is visible, bordered by wooden docks and pilings. Lush greenery lines the opposite bank, while a bright blue sky with fluffy clouds reflects in the water. The setting provides a peaceful ambiance, ideal for boat access.

4.96 out of 5 average rating, 100 reviews

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

7 DAY MINIMUM BOOKINGS / MAX 4 PERSONS NAUTI HIDEAWAY - This Nauti Stays Vacation Rental property is a 2-bedroom, 2-bath 2nd level 925 sq ft. condo located in Coco Plum, Marathon. Set in a well-protected, deep canal on the Atlantic, comes with a deep slip (length up to 40 ft) next to pool allowing access to the Atlantic Ocean and Florida Bay. ONSITE boat ramp & trailer (36 ft max) parking! Enjoy a heated or chilled pool after a boat day! Dock has water, power hook ups & fish cleaning station.

A spacious balcony offers unobstructed views of the Gulf of Mexico, with a geometric railing framing the scene. Lush greenery is visible below, and the tranquil, sparkling waters stretch toward the horizon under a bright blue sky with scattered clouds.

4.95 out of 5 average rating, 41 reviews

2-story condo w/ panoramic bay views and balconies

2 bedrooms/3 bath condo with amazing unobstructed Gulf Bay views. Right next to vaca cut, sunrise and sunset everyday right at your doorstep. Sharks, turtles, dolphins, tarpon, barracuda and more seen right from your balcony! Clean, comfortable condo, with updated appliances and grill. Close to restaurants by car or boat. Boat slips available to renters first come first serve. Public boat ramp can be seen from balcony. Heated pool on premise. City of Marathon rental license #: VACA-21-530

Top guest favorite

A modern kitchen is featured with white cabinetry and a blue backsplash. An island countertop provides additional prep space. Natural light enters through the glass doors leading to a balcony, where views of palm trees and water are visible. Comfortable seating is arranged nearby.

Condo in Duck Key

5 out of 5 average rating, 35 reviews

Oceanfront and Sunrise Views!

Your family will be close to everything when you stay at this centrally-located place. Enjoy your stay in the highly desirable island of Duck Key, a bike/walk friendly island. This condo is located right beside Angler & Ale, a popular Florida Keys Marina-side Restaurant that is only a walk away. You can even walk to the bridge for popular fishing areas nearby. Want to enjoy aquatic activities? Sole Watersports is right at your backyard, book a jets Ki rental, snorkeling or sunset tour!

Top guest favorite

The serene beach scene features a sandy shoreline gently meeting the turquoise water. Two teal lounge chairs are positioned facing the water, while white plastic chairs are arranged nearby. A palm tree provides shade, and fluffy clouds dot the sky, enhancing the tranquil atmosphere.

5 out of 5 average rating, 11 reviews

*NEW* Kokomo Views-Pool/Beach

Welcome to Kokomo Views. This stunning BRAND NEW CONDO has it all! Located in the most beautiful and sought after Key Colony Beach. This impeccable designer decorated 2 bedroom - 2 bath with fully equipped gourmet kitchen and upscale patio furniture over looking the crystal clear waters of the Florida Keys. This unit is equipped with Washer and Dryer, and custom designed closet. This luxurious costal retreat offers a private beach, pool access, Tiki Huts, and BBQ Grills! Come join us!

4.93 out of 5 average rating, 28 reviews

A spacious living area is featured, with comfortable seating arranged around a coffee table. Large sliding glass doors provide a view of the ocean and access to an outdoor seating area. Light-colored walls and soft furnishings create a bright atmosphere.

Condo in Islamorada

Just a Few Friends - Ocean View and Bring your Boa

Experience all the Florida Keys has to offer in this stunning 2 bed/ 2 ½ bath condominium with an Ocean View, located in Bay Harbour, Islamorada Florida. This quiet gated community allows one to truly escape. Have the trip of a lifetime with & BRING YOUR BOAT too (up to 30')! Large heated/cool pool, jetted hot tub, fitness center, clubhouse, tennis courts, grills, covered parking + guest parking, and a private boat slip Offered through Jonelle Kop, Blue 9 Realty Inc., Tavernier, FL

A spacious living area features large windows with partial ocean views. Soft, light-colored furnishings complement the neutral tile flooring. A modern entertainment unit sits against the wall, and the room is enhanced by natural light from the surrounding windows.

5 out of 5 average rating, 3 reviews

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants

Boaters DREAM! Dock slips available to rent through the harbormaster at Faro Blanco. Beautiful 3 bedroom, 2 bath condo, fully renovated for you and your family to enjoy paradise. Pets welcome, so bring the fur baby as well. Home features 1,650 sq ft, a full kitchen, washer/dryer in the unit. Property features resort pool and additional resort-style amenitiesand, two restaurants, beach area, tennis court, partial water views from the screened in balcony, gated for extra security.

Lush palm trees and tropical foliage surround a gravel pathway leading to a serene entrance. Sunlight filters through the leaves, creating patterns of light and shadow on the ground. A lounge chair is visible amidst the greenery, inviting relaxation.

4.81 out of 5 average rating, 32 reviews

Peaceful, Newly Renovated Condo With Boat-slip.

Newly renovated condo located at Coco Plum Terraces offers everything you need for a relaxing yet adventures vacation. A clean, quiet, 2nd story condo provides beautiful views of the canal. Our condo comes with a private 40’ boat slip, so feel free to bring your own boat, and rest easy knowing there’s a private boat ramp as well as trailer parking. The boat slip is located directly in front of the salt water pool that is heated/cooled to provide the perfect refreshing swim.

Condo in Key Colony Beach

The image shows a serene beachfront with clear blue skies and gentle waves. Tiki huts provide shaded areas near lounge chairs arranged on the soft sand. A paddleboarder is seen in the distance, adding to the calming seaside atmosphere.

4.97 out of 5 average rating, 233 reviews

Keys Breeze Ocean View Condo & Pool - Key Colony

Gorgeous Florida Keys studio condo in Key Colony Beach with beautiful ocean front location. The condo features all new furniture and furnishings with a crisp, modern interior and kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Condo has one king-sized bed and sleeps 2 people. We just finished a full bathroom remodel adding all new walk-in shower, tile, vanity, etc. This condo is simply exquisite!

4.77 out of 5 average rating, 13 reviews

An aerial view showcases a beachfront resort with lush palm trees, a heated pool, and a sandy area leading to the water. The building has multiple levels, and outdoor seating invites relaxation by the oceanfront scenery.

Condo in Islamorada

Den Suite Two Balconies- Islamorada

Upon arrival, you'll enter a welcoming open floorplan featuring a practical kitchen, a cozy living room with a queen-sized sleeper sofa, a dining space, and a balcony perfect for enjoying the refreshing sea breeze. The main area also includes a stylish bathroom. The serene bedroom offers a queen bed and access to a den with a full-sized sleeper sofa, along with a second balcony to soak in the ocean breeze. For added convenience, the bedroom includes an ensuite bathroom.