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
A private hot jacuzzi is nestled under a sheltered area, surrounded by green foliage. Soft seating is positioned nearby, and natural light filters through the striped curtains. A staircase in the background leads to an upper level, while a wooden fence offers privacy.
Condo in Key West
4.94 out of 5 average rating, 103 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 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, 197 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
Condo in Miami
4.94 out of 5 average rating, 109 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
Condo in Key Largo
4.91 out of 5 average rating, 158 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.

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
The image captures a serene view of the Atlantic Ocean, featuring varying shades of blue and green water. A sandy beach is visible in the foreground, along with lounge chairs arranged on a patio. Lush palm trees frame the scene, adding to the tropical ambiance.
Condo in Key West
4.9 out of 5 average rating, 102 reviews

Ocean Front Studio private Sandy Beach in Key West

Studio unit with fridge, microwave, settings for 2 and a king sized bed. Doors that open to a balcony overlooking the Atlantic Ocean. There is pool, hot tub, and a private sandy beach on the Atlantic ocean. 5 minutes walk to Duval street. The resort is located between the prestigious Casa Marina and the top restaurant on the island Louise Back Yard. There is free garage parking with the room. Washer, dryers and ice maker are available for guests. Powerful, but sometimes noisy air conditioning.

Top guest favorite
Condo in Tavernier
4.96 out of 5 average rating, 223 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, 108 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

Top guest favorite
A private balcony overlooks calm waters with a soft sunrise reflecting on the surface. Green mangroves frame the view, while white columns and railing enhance the serene atmosphere. The balcony is furnished with a chair, inviting relaxation while enjoying the scenic vista.
Condo in Key West
4.98 out of 5 average rating, 133 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.

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
4.92 out of 5 average rating, 214 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.

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, 290 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
A scenic view of the waterfront reveals a calm harbor lined with boat slips. The vibrant blue water reflects the sky, while a tiki hut and chaise lounge chairs surround a heated pool in the foreground, enhancing the coastal ambiance.
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.

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