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Condo vacation rentals in Monroe County

Find and book unique condos on Airbnb

Top-rated condo rentals in Monroe County

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite
An open living space features a large dining table paired with white chairs, and a comfortable sofa facing a wall-mounted television. Natural light floods through floor-to-ceiling windows, showcasing a view of the surrounding area. The bamboo flooring adds warmth to the modern design.
Condo in Miami
4.94 out of 5 average rating, 464 reviews

Oceanfront Brickell Miami Condo 20 Pool Free Parkg

Breathtaking design, views and location. This Brickell/Downtown condo provides all the pleasures, perks and pampering of a hotel but in a fully-furnished private luxury residence. Ideally suited for business executives and leisure seekers alike. This 24/7 doorman high-rise is located at the ocean edge with amazing views of the sunrise. It's steps away from City Centre Mall and Brickell restaurants, cafés, and nightclubs. 5 - 15 minutes Uber ride from the Airport, Cruise Terminal and South Beach.

Top guest favorite
A charming entrance is framed by lush tropical plants and palm trees. The light green door complements the inviting beige exterior of the home. A cozy seating area is situated on the porch, and brick pathways lead through a landscaped yard filled with vibrant foliage.
Condo in Key West
4.94 out of 5 average rating, 105 reviews

Tropical Heron Hideaway w/ Hot Tub + Pool

Welcome to our unique and charming Airbnb. This cozy retreat offers the perfect blend of comfort and style, featuring a private porch where you can relax and enjoy the island breeze. Take a dip in the refreshing pool or unwind in the private hot jacuzzi after a day of exploring. Enjoy cooking a delicious meal on the grill, and experience a peaceful stay in a one-of-a-kind space. Whether you're here to relax or explore, our home provides everything you need for an unforgettable Key West getaway!

Guest favorite
A thatched-roof gazebo provides a sheltered seating area with wooden adirondack chairs. The serene ocean glimmers in the distance, while green navigation markers are visible on the water's surface. The structure features a wooden railing surrounding the space, enhancing the coastal atmosphere.
Condo in Tavernier
4.85 out of 5 average rating, 258 reviews

Toes in the Sand - 2 Bedroom Condo Sleeps 4

Two bedrooms and two full bathrooms on the 4th floor with ocean views. Amenities include a huge heated pool and hot tub with a bar, a beach cafe serving food and drinks, a private Key's beach, viewing pier, rentable boat slips & boat trailer storage, tennis, pickleball courts, basketball, children's swings, and BBQ areas, and gated entry with 24-hour security! Just remember that you're on "Island Time," mon, relax and enjoy! Perfectly located between Key Largo and Islamorada, close to Penneka

Guest favorite
A panoramic view captures the bustling downtown Miami skyline alongside the shimmering waters of Biscayne Bay. The image showcases a blend of modern high-rise buildings and green spaces, with bustling streets and the bay visible below, framed by a clear blue sky dotted with clouds.
Condo in Miami
4.94 out of 5 average rating, 111 reviews

39th Floor 3BR · Bay & City Views · Sleeps 8

Brand-new 39th-floor corner 3BR/3BA in downtown Miami's Worldcenter district, with panoramic bay and city views from a 250 sqft balcony and floor-to-ceiling windows. 1,300 sqft of space across three bedrooms — ideal for families and groups. Gym, resort-style pool, on-site dining (3 restaurants), and spa. Steps from Brightline, Metromover, Bayside, and Miami Worldcenter. Please note: A mandatory building resort fee of $35/night is required (set by the building, not the host). Paid parking only.

Guest favorite
Condo in Key Colony Beach
4.93 out of 5 average rating, 261 reviews

Exquisite Luxury Oceanfront Complex Key Colony

Beautifully renovated condo with all new kitchen & bathroom. #3 has 2 queen beds, fully equipped kitchen with full-size appliances & everything you need to cook and serve meals. Walk-in shower, free and reliable WiFi and SmartTV for watching your favorites. Enjoy stunning views of sunrise from our private beach and sunsets next door at Sunset Park. Heated pool, beach BBQs and tiki huts for guest use. We are centrally located to awesome Keys adventures just a few miles drive from the condo.

Top guest favorite
Condo in Tavernier
4.96 out of 5 average rating, 224 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 Miami
4.94 out of 5 average rating, 109 reviews

Cali King 1 BedRoom: Pool Gym Balcony Jacuzzi

Spacious Luxery 1 BR condo on 19 floor, Downtown Miami NO check in fee NO resort/destination fee NO additional taxes Guests have access to all the YOTEL amenities and are assisted by 24/7 concierge -Spacious layout -Floor-to-ceiling windows -Cali King bed -Kitchen -Smeg appliances -Balcony Skyline view and 5-star amenities: -Rooftop pool -State of art gym -Jacuzzi -Concierge service -Sky bar -Lobby bar Steps from: -Dining -Kaseya Center -Port of Miami -Nightlife -Bayside waterfront

Guest favorite
A modern kitchen features stainless steel appliances and white cabinetry, complemented by a light countertop. A dining area and living space are visible in the background, along with a staircase leading to the upper level. Large sliding doors provide access to an outdoor view.
Condo in Duck Key
4.87 out of 5 average rating, 110 reviews

Villa 5087 on Duck Key BOAT SLIP available

Enjoy a Fully Renovated Villa on Duck Key. 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, NO pets. Please do not take any items from the Villa. No pool access

Guest favorite
A private balcony is shown, featuring colorful patio chairs and vibrant tropical plants. The space is framed by white railings and light blue shutters, creating a fresh and inviting setting for relaxation.
Condo in Key West
4.89 out of 5 average rating, 291 reviews

Tropical Old Town Bungalow

Great Location, Close to Duval & Beach Welcome to paradise! This Tropical Old Town Bungalow is located perfectly between Key West’s best beaches and the best restaurants and nightlife! The rental unit sits right between the White Street Art Gallery District and the Historic District, which features some of Key West’s most historic homes and properties. Whether you are walking, riding bikes or grabbing a quick cab, no destination is too far from this conveniently located rental.

Guest favorite
Condo in Key West
4.88 out of 5 average rating, 266 reviews

Waterfront Dock Pool Condo Near Duval St Pet OK

Bring friends and family to this spacious 1,350 sq ft waterfront corner condo in historic downtown Key West. Enjoy a full kitchen, open living space, and a private balcony with marina and pool views. Dockage available with a fish cleaning station and commercial ice maker, perfect for boating and fishing. Located about 1 mile from Duval Street, the Historic Seaport, and Hemingway House. Amenities include a heated pool, tiki area, BBQ grills, parking, elevator, and secure entry.

Top guest favorite
Condo in Tavernier
4.94 out of 5 average rating, 151 reviews

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath

Turtle lovers rejoyce! Enjoy this Two Bedroom/Two Bath Condo with the perfect blend of style, comfort and convenience. Featuring a spacious living room and a fully stocked Kitchen. The Master bedroom features a King size bed and ensuite master bathroom. The guest bedroom features a Queen bed with a unattached bathroom. Both bathrooms feature a walk-in shower. The balcony offers views of the nature preserve and peek-a-boo views of the Atlantic Ocean!

Superhost
A modern living area offers floor-to-ceiling windows with skyline views of Miami. White leather sofas are arranged around a glass coffee table, while a dining area with dark chairs is visible in the background. Bright natural light floods the space, accentuating the sleek design.
Condo in Miami
4.9 out of 5 average rating, 162 reviews

Upper Penthouse Unit 2B/2B Icon Brickell #4904

Stylish high-floor unit with beautiful views, as shown in the photos. Located in Icon Brickell, the same building as the W Brickell Hotel, guests enjoy access to resort-style amenities including a large pool and on-site dining. The sleek kitchen features premium Wolf and Sub-Zero appliances. Situated in the heart of Brickell, just steps from top restaurants, shops, and nightlife an ideal choice for a modern, upscale stay.

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