
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!

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

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.

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.

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

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

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.

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 Condo Dock Pool Near Duval St
Relax above it all in this spacious top-floor waterfront condo in downtown Key West, offering added privacy and sweeping marina views. Perfect for families and groups, enjoy a full kitchen, open living space, and private balcony. Dockage available with a fish cleaning station and ice maker, ideal for boating and fishing. Located about 1 mile from Duval Street, restaurants, and nightlife, and 10 minutes from EYW airport, with a heated pool, tiki area, BBQ grills, parking, and secure entry.

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!

Light, Bright & Nautical Condo at Ocean Pointe
Enjoy our beautifully designed oceanfront condo in Key Largo, nestled beside a tropical mangrove forest. The condo offers a comfortable and luxurious experience with its thoughtful coastal decor, stunning ocean views, and a range of amenities to ensure a memorable stay.
Popular amenities for Monroe County condo rentals
Weekly condo rentals

Sea Side Whimsy Ocean Pointe -06

Oceanfront 3 bed condo Ocean Edge w/ optional slip

Ocean view condo with Balcony/Ocean View

Skyline View Condo in the Heart of Miami

Palm Garden retreat with Hot Tub & Prime Key West

EYW Getaway

Sunrise Suites Resort, Key West FL U #408 2bdr2bth

|32 Brickell Royale| City & Bay Views+ Luxe Living
Pet-friendly condo rentals

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

Seaview Balcony+seats Corner-Bar Garage PetsOK WD

Chic Studio 5 Icon Brickell Amazing View

Icon Brickell (W) Huge unit with bay & river views

Key Largo Oceanside 3/3 Golf Cart & kayaks

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

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

🎖W Hotel Residence 2 bedrooms
Condo rentals with a pool

Condo de Paradise/Salt Water Pool/Boat Dock

The Miami Penthouse | Luxury, Breathtaking Views

Kawama Lagoon Retreat | Beach, Pools & Marina

The Enso Suite Luxury Brickell

Key Largo Treasure at Kawama Yacht Club

Bright Condo in Paradise

Keys Sunrise Sanctuary

Magic Miami | Penthouse Downtown ~ Brickell
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- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Coral Castle
- Schnebly Redland's Winery & Brewery
- Homestead-Miami Speedway
- Everglades Alligator Farm
- Bahia Honda State Park
- Theater of the Sea
- Seven Mile Bridge
- Calusa Campground
- Robbies Marina Of Islamorada
- Monkey Jungle
- The Turtle Hospital
- Florida Keys Aquarium Encounters
- Ernest F. Coe Visitor Center
- Dolphin Research Center
- Founder's Park
- Homestead Bayfront Park
- History Of Diving Museum
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- The Rain Barrel Village
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