
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.

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!

Bright Cheery Condo, Ocean Views in Key Colony
Beautifully renovated condo in Key Colony Beach. with one king bed, well equipped kitchen with full-size appliances & everything you need to cook and serve meals. New A/C for great cooling. Renovated bathroom with walk-in shower, plenty of counter space and storage. Free & reliable WiFi with a private back balcony with chairs and table. Enjoy the heated pool & private sandy beach just steps away from your condo door. Sunset Park is next door, great for catching beautiful Florida Keys sunsets.

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.

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.

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

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.

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.

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

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

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.

Luxury 5 stars ICON Brickell @46TH 2B/2B, Pool/Gym
This Unique and Deluxe 5-star Condo 2B/2B, Fully Equipped and located in the same building as W Hotel, Icon Brickell, on the 46th floor with access to the biggest SWIMMING POOL in town. The Icon is located on the mouth of the Miami River on the sea, with amazing views of the sunrise in the morning and sunsets in the dusk. Steps from downtown/restaurants, and nightclubs. Six miles from Design District/South Beach/MIA. THIS IS THE PLACE TO STAY

Canal Front Retreat | Pool + Free Breakfast
Welcome to THE MAD MAHI — your ultimate waterfront getaway in Marathon! This stunning 1-bedroom condo comfortably sleeps up to 4 guests and is perfect for a relaxing Florida Keys retreat. Enjoy a full kitchen, private balcony, resort-style pool, Tiki Ba and restaurant. Conveniently located between Key Largo and Key West, with local shops, dining, and attractions just a short walk or bike ride away.
Popular amenities for Monroe County condo rentals
Weekly condo rentals

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

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

Tropical Escape at Sunrise

Affordable Beachfront Luxury Condo Sleeps 6

EYW Getaway

Ocean Views at Ocean Pointe

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

Beachside Unit 33-Private Tropical Beach Plus Pool
Pet-friendly condo rentals

Art-filled Loft: 180° Views, Rooftop Pool, Parking

Chic Studio 5 Icon Brickell Amazing View

Brickell Apt with Dual Views, Pool, free Parking

Luxe Penthouse in Downtown Miami

Modern Self Check in, Parking, Wi-Fi, Pets Ok

🎖W Hotel Residence 2 bedrooms

Lovely, 2BE/2BA, Split King bed, Free Parking

Sunrises - Sunsets - Free Kayaks
Condo rentals with a pool

Ocean view condo with Balcony/Ocean View

Oceanfront 3 bed condo Ocean Edge w/ optional slip

Condo in Tavernier

Tequila Sunrise

2/2.5 Bay View Beauty in Grove- Parking for 2 cars

Keys Sunrise Sanctuary

Ocean Isles Mackeral Row VACA-23-137

|32 Brickell Royale| City & Bay Views+ Luxe Living
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Schnebly Redland's Winery & Brewery
- Calusa Campground
- Coral Castle
- Homestead-Miami Speedway
- Bahia Honda State Park
- Robbies Marina Of Islamorada
- Theater of the Sea
- Everglades Alligator Farm
- Seven Mile Bridge
- Ernest F. Coe Visitor Center
- Monkey Jungle
- The Turtle Hospital
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- Key Largo Kampground And Marina
- Dolphin Research Center
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- History Of Diving Museum
- Founder's Park
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