Condo vacation rentals in Monroe County

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Top-rated condo rentals in Monroe County

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Guest favorite

An open gazebo featuring a thatched roof provides a shaded seating area overlooking the water. Several wooden Adirondack chairs are arranged in a circle around a central space, with sunlight casting long shadows across the wooden deck.

Condo in Tavernier

4.94 out of 5 average rating, 143 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Welcome to our remodeled costal 1BR 1 Bath condo nestled in the premier oceanfront complex in Tavernier, FL. Escape to paradise and enjoy the wonderful Ocean views from the private balcony while just a few steps away from the sunny private beach, marina, minutes away from restaurants, shops, and attractions. ✔ Comfortable Queen BR ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Balcony ✔ Smart TVs/WI FI ✔ Complex Amenities (Pool, Hot Tub, Marina, BBQ, Sports, Free Parking) Learn more below!

Top guest favorite

Condo in Tavernier

4.96 out of 5 average rating, 188 reviews

Best View Ocean Pointe Pool Beach King Bed, Gated

***IMPORTANT*** The pictures you see here are of OUR unit. What you see is what YOU GET. No surprise when you arrive at Ocean Pointe. NO bait and switch. We own in the Prominent Building #3 just steps from the Pool & Jacuzzi. Wireless Internet Netflix & Cable TV, XBOX ONE. ***Most of our guests (99%) claim this is the cleanest Airbnb they have ever stayed in.*** You will get a TRUE UNIMPEDED OCEAN VIEW in our unit. Read our reviews, our past guests tell it all. ⭐ 5 STAR ⭐ Get what you pay for.

Guest favorite

Condo in Key Largo

4.87 out of 5 average rating, 129 reviews

Waterfront Spacious Condo Key Largo #4, 10% Off 7+

Key Largo, relax in this calm, stylish space. Spacious condo, fully renovated waterfront 2 bedroom / 2 bath condo with three queen beds, sleeps 6. Feel at home with the superb layout, central AC, full kitchen with stove, microwave, full size refrigerator, one clean set of pans, utensils, plates, cups and linens. Private large balcony terrace accessible from living room and bedroom, water cove views, wireless internet, living room TV, washer and dryer in the unit, two assigned parking spaces.

Guest favorite

A scenic view captures the marina lined with docked boats, extending towards the sparkling turquoise waters of the Atlantic Ocean. Lush mangroves frame the waterway, while a clear sky with scattered clouds creates a tranquil coastal atmosphere.

Condo in Tavernier

4.89 out of 5 average rating, 133 reviews

1BR - Key Largo Sun & Sand Hideaway

Welcome to Key Largo Sun & Sand Hideaway, where relaxation awaits in the beautiful Florida Keys. Our fully equipped one-bed, one-bath suite is the ideal destination for your next vacation. Nestled within an oceanfront resort, you'll enjoy access to a private beach, marina and other amenities. Indulge in a serene coastal experience just minutes away from restaurants, shopping, and other exciting water activities. Unwind, rejuvenate, and create unforgettable memories in this tropical paradise.

Guest favorite

Condo in Tavernier

4.98 out of 5 average rating, 108 reviews

Modern and Coastal Ocean Pointe 2307

Are you looking for a Caribbean Vacation in a tropical resort without leaving the USA? Look no further than our Ocean view 2 bedroom and 2 bath condo at Ocean Pointe Suites! Our property offers: 24 hour front gate security, Heated Junior Olympic Pool with 15 person hot tub, tropical Beach, Marina, Tennis/Pickle ball courts. Enjoy our newly re opened ISLAND GRILL pool bar! We are located 60 miles from Miami International Airport and 90 miles from Fort Lauderdale International Airport.

Guest favorite

A circle of brightly colored Adirondack chairs in red, yellow, blue, and white surrounds a fire pit, facing the tranquil waters. The calm sea reflects soft pastel hues of the sky at sunset, while fluffy clouds are visible in the background.

Condo in Key Largo

4.88 out of 5 average rating, 160 reviews

Tropical Getaway

This light, airy two bedroom condo is located in the community of Kawama. Overlooks a small lake, where people swim, kayak and paddleboard. The condo community features two pools, tennis courts, playground, fishing, beach and marina. A long jetty extends out in the ocean where you can watch the beautiful sunrises or sunsets in the afternoons. Centrally located in Key Largo near restaurants, shopping and attractions. Come down and enjoy the peaceful atmosphere of our tropical area.

Superhost

A sandy beach area is featured, lined with blue lounge chairs. Palm trees are visible, providing some shade. The ocean glistens in vibrant shades of blue under a partly cloudy sky, while a boardwalk and gazebo are seen along the shoreline.

Condo in Tavernier

4.77 out of 5 average rating, 102 reviews

OCEAN FRONT WITH AMAZING VIEW AND PRIVATE BEACH

ENJOY THE FABULOUS FLORIDA KEYS IN THIS TOP FLOOR NEWLY REMODELED COZY BEACH CONDO Enjoy this updated 1 bedroom condo on the top floor with amazing ocean views! You will enjoy a full kitchen with stainless steel appliances and granite counter tops equipped for your culinary needs. Your living room has a queen pullout couch and small balcony with a fabulous view! Flat screen TVs are in both the living room and bedroom with a King bed. There is also a washer and dryer in your unit!

Guest favorite

A covered fish cleaning station is presented on the dock, featuring a long counter with water access. The tranquil waterway stretches out in the background, dotted with boat slips and palm trees under a partly cloudy sky.

Condo in Key West

4.88 out of 5 average rating, 150 reviews

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

Enjoy true space in Key West! This 1,200 sq ft waterfront condo offers a full kitchen, dining area, living room, 2 bedrooms, and a private balcony—so much more than a hotel. Bring your boat—dockage is included with water, power, and a fish cleaning station. Relax by the heated pool or grill out at the tiki area. Walk or bike to Duval Street, the Seaport, Hemingway House, and more—less than 1 mile away. Pet-friendly, free on-site parking, and just 10 minutes from EYW airport.

Guest favorite

A sandy beach area is depicted, featuring several lounge chairs and tiki huts providing shaded seating. Crystal blue waters gently lap at the shore under a clear sky, with a few boats visible in the distance. Lush greenery borders the beach, enhancing the coastal view.

Condo in Key Colony Beach

4.97 out of 5 average rating, 235 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!

Superhost

A stunning view of Biscayne Bay is captured from the balcony, showcasing emerald waters alongside the Miami skyline. It reveals a bustling marina with yachts docked and the famous Venetian Causeway connecting the island neighborhoods.

Condo in Miami

4.84 out of 5 average rating, 120 reviews

Paradise Found! Miami Skyline and Water Views! 4BR

Bluewater Realty Miami welcomes you to The Grand, in Downtown Miami on Biscayne Bay. Our 4 bedroom Paradise Found! is the ultimate retreat. Enjoy gorgeous views of the Downtown Miami skyline and Biscayne Bay that will leave you in awe. With South Miami Beach 3 miles away, and the energy of Downtown Miami just outside your door, t's the best of both worlds, giving you the ultimate Miami experience. Your Airbnb Superhosts, Rachel and Mia Bluewater Realty Miami

Guest favorite

The image captures a serene marina scene with lush greenery and palm trees framing the waterway. A walkway lined with brick leads to the docks, featuring boats and moorings. Calm waters reflect the blue sky, enhancing the tranquil ambiance of the setting.

Condo in Tavernier

4.94 out of 5 average rating, 18 reviews

Resort Condo: Pool, Beach, Marina, Pickleball

Experience the best of the Florida Keys in this prime location, offering both the luxurious amenities of a high-end resort and the cozy comforts of home, all with stunning views of the turquoise ocean. Enjoy access to an Olympic-size pool, hot tub, beautiful beach, marina, outdoor grills, tennis courts, pickleball, playground, and more. All of this comes at an excellent value, allowing you to spend more on the unforgettable experiences the Keys have to offer.

Guest favorite

A modern kitchen is showcased, featuring stainless steel appliances, including a microwave, oven, and refrigerator. Sleek white cabinetry complements the light-colored countertops. A view into the adjoining space is visible, hinting at a well-lit dining area.

Condo in Key West

4.9 out of 5 average rating, 139 reviews

Tropical Escape at Sunrise

We thoroughly sanitize upon check-out. This luxurious condo features a wonderful tropical interior design. It includes 2 spacious BR's: king bed/ full bath, queen bed/ full bath). Our living room sofa bed accommodates 1 guest. A fully equipped kitchen. Patio overlooks pool. WiFi, basic cable, 3 TV's, A/C, washer-dryer, workout center, BBQ, tennis court, elevator, parking. Accommodates no more than 5 guests. Must be 25 and older.