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Condo vacation rentals in Monroe County

Find and book unique condos on Airbnb

Top-rated condo rentals in Monroe County

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Guest favorite
A modern living area features a spacious layout with a comfortable seating arrangement and a large flat-screen TV mounted on the light green wall. Natural light floods in through expansive glass doors, revealing views of the outdoors. A stylish kitchen island with sleek countertops complements the space.
Condo in Key West
4.95 out of 5 average rating, 195 reviews

Fully renovated 2/2 bath condo w/ shared pool!

**Brand New Listing** Welcome to Captains Choice - The NICEST Unit at Sunrise Suites Key West, unit 302. Tropical winds, sunset views and Key West charm await when you book your stay in this gorgeous completely renovated two bedroom, two bathroom condo "Captain's Choice". Highlights include: Smart TVs in each room Keurig New stainless Kitchen/appliances In-unit, full size washer/dryer Located near restaurants, a convenience store, & Smathers Beach End unit One parking space, free of charge

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
4.93 out of 5 average rating, 106 reviews

Panoramic Water Views 39th Floor Modern Condo

Welcome to our luxurious 39th-floor corner unit in downtown Miami, where picture-perfect water views steal the show! Located in the brand-new (2024) Natiivo/Gale Residences building, this spacious, 3 bedroom, 3 bathroom, modern apartment offers sweeping panoramas of both the sparkling bay and the vibrant cityscape. Experience the ultimate blend of style, comfort, and breathtaking scenery for an unforgettable stay. Important Information: Parking: Only paid options Madatory Resort Fee: $35 daily

Guest favorite
A modern kitchen features white cabinetry and stainless steel appliances. A wooden cutting board is placed on the counter, complemented by cooking utensils. Soft lighting illuminates the space, enhancing the clean and functional design. A window with shutters allows natural light to enter.
Condo in Key Largo
4.91 out of 5 average rating, 156 reviews

Gorgeous lagoon-front 2BR Townhouse with 2 pools

Kawama Yacht Club is situated between an extension of John Pennekamp Coral Reef State Park and a salt-water, filtered, tidal snorkeling lagoon! Two pools, tennis courts, private beach, a waterfront (lagoon) will keep you busy on site, while the neighborhood offers boating, many great restaurants and you may even swim with dolphins just outside the gates to the community. The townhouse comes equipped with two bicycles and two kayaks. All brand new appliances throughout + extra lg washer/dryer.

Top guest favorite
Condo in Key West
4.86 out of 5 average rating, 278 reviews

Dock Pool Downtown Duval Pet-Friendly Waterfront

Relax and unwind in this spacious 1,200 sq ft waterfront condo in downtown Key West. Perfect for families and groups, enjoy a full kitchen, open living space, and a private balcony overlooking the marina. Dockage available with a fish cleaning station and ice maker, ideal for boating & fishing. Located about 1 mile from Duval Street, restaurants, and nightlife, and just 10 minutes from EYW airport. Amenities include a heated pool, tiki area, BBQ grills, free parking, elevator, and secure entry.

Top guest favorite
A bright living space is highlighted by a purple sofa facing a large TV. A wooden dining table with dark chairs is positioned nearby. Floor-to-ceiling windows provide expansive views of the ocean and natural light, contributing to the open atmosphere.
Condo in Miami
4.99 out of 5 average rating, 366 reviews

Oceanfront Brickell Miami Condo 33 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. Steps away from City Centre Mall, Brickell restaurants, cafés and nightclubs. 15 minutes Uber ride from the Airport, Cruise Terminal and South Beach attractions.

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, 257 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

Top guest favorite
Condo in Tavernier
4.96 out of 5 average rating, 222 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.

Top guest favorite
Condo in Miami
4.93 out of 5 average rating, 105 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 private beach area is revealed, featuring rows of blue lounge chairs set on soft, sandy ground. Lush greenery borders the beach, while a wooden pier extends into the calm, turquoise water. A thatched gazebo provides shade, and scattered palm trees complete the coastal scene.
Condo in Tavernier
4.94 out of 5 average rating, 142 reviews

Your Happy Place - Oceanfront

Experience the ultimate coastal getaway at Ocean Point in the Florida Keys. Nestled along the Atlantic Ocean, our 2 bed/2 bath condo offers unrivaled ocean views from the moment you step inside.  Indulge in the array of amenities available at our property including a private beach, pier, marina, snorkeling, family pool and a full service restaurant. Our condo comfortably sleeps 6-7 guests. Equipped with full kitchen and washer/dryer, we provide all the conveniences for a seamless stay. 

Top guest favorite
A well-maintained pool area is framed by lush greenery and a view of the ocean beyond. Loungers are arranged around the sparkling water, with shaded umbrellas providing relief from the sun. A hot tub is positioned within the pool area, offering a relaxing retreat.
Condo in Key West
4.98 out of 5 average rating, 130 reviews

Gorgeous Ocean View in Paradise, Close to Key West

This is paradise! Wake up to a gentle breeze and birds singing just outside your balcony. Watch the sunrise over the ocean and mangroves from your private balcony. Enjoy your privacy as you start your day, then venture out to explore all that Key West has to offer: water sports, quaint shops, delicious food, history all around you, and so much more! On property features: Pool, Hot Tub, Yellowfin Bar & Kitchen and Parking. Beach supplies included: Coolers, Snorkel Gear and Beach Towels.

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, 109 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

Top guest favorite
A spacious bedroom features a king bed with light bedding and decorative throw pillows. Large windows offer unobstructed ocean views and allow natural light to fill the room. A comfortable seating area is positioned nearby, facing the beach and tiki huts.
Condo in Key Colony Beach
4.91 out of 5 average rating, 211 reviews

Exquisite Oceanfront Paradise - Key Colony Beach

Stunning direct ocean views. Everything is brand new in this gorgeous condo with comfy king bed and fully equipped kitchen with full-size appliances and everything you need to cook and serve meals. Fast, free, reliable WiFi, and SmartTV to enjoy your favorite movies and shows. Heated pool and private sandy beach just steps away. Sunset Park next door is perfect for catching beautiful nightly sunsets. Centrally located to awesome Keys adventures just a few miles drive from the condo.

Popular amenities for Monroe County condo rentals

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