
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.

Oceanfront Brickell Miami Condo 22 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.

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

Waterfront Condo Dock Pool Downtown Near Duval
Time to relax and vacation in this spacious 1,350 sq ft waterfront corner condo in downtown Key West. Bring your family and friends and enjoy a private balcony with marina views, full kitchen, and open living space. Dockage available with a fish cleaning station and commercial ice maker, perfect for boating and fishing. Amenities include a heated pool, tiki area, BBQ grills, free parking, elevator access, and secure entry. Located about 1 mile from Duval Street and 10 minutes from EYW airport.

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.

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.

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 & drip coffee New stainless appliances In-unit, full size washer/dryer Located near restaurants, a convenience store, Beach, beach towels One parking space, no charge

Dapper Dolphin | Canal View + Breakfast + Pool
Escape to The Dapper Dolphin, a beautifully updated coastal 1-bedroom, 1-bath condo located at Skipjack Resort & Marina in the heart of Marathon. Sleeping up to 4 guests, this stylish retreat features a full kitchen, private balcony, and resort amenities including a pool, Tiki Bar, restaurant, Marina, and more. Situated in the heart of Marathon, it offers proximity to the beach, restaurants, activities, and all the essentials for an unforgettable vacation experience right on-site!

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.

Four Seasons Brickell · Amazing unit in Four Seaso
Four Seasons embodies a true home away from home for those who appreciate the best! Fully equipped and private 1 bedroom unit w 2 full beds. Amenities? Exceptional. 2-acre pool terrace w/ 2 swimming pools, indoor & outdoor incredible restaurants and business center. Free parking (1 vehicle) and free daily access to swimming pools and Equinox fitness center! Property rented AS-IS. If upon arrival the unit does not suit your preferences, please contact us immediately.

Make It Happen! Brand New with Amazing Water Views
Bluewater Realty Miami welcomes you to The Grand, located in Downtown Miami on Biscayne Bay. Our 2 bedroom Make It Happen! is the ultimate retreat, equipped with everything you could need. Enjoy views of Biscayne Bay and Margaret Pace Park that will leave you in awe. With South Miami Beach 3 miles away you can indulge in the sun of Miami Beach while still feeling the energy of downtown Miami, giving you the ultimate Miami experience.

Tropical Heron Hideaway w/ Hot Tub + Pool
Welcome to our charming 1932 Key West retreat in the peaceful Meadows neighborhood. This unique getaway features a private porch, a private hot tub, access to a shared pool and BBQ grill, and all the comforts of home. Blending historic island charm with modern amenities, it’s just minutes from Duval Street, the Historic Seaport, beaches, restaurants, and local attractions—the perfect place to relax and experience authentic Key West.

Brickell 1BR · Bay & City Views · Sleeps 4
Stylish one-bedroom at Icon Brickell overlooking Brickell Avenue, with beautiful city and bay views, fast wifi, and a dedicated workspace. Ideal for business, leisure, or both. Sleeps up to 4 on a plush king bed plus a living-room sofa bed. Walk to Brickell City Centre, Mary Brickell Village, and Miami's best dining and nightlife. Resort-style pool, full spa, and fitness center on site.
Popular amenities for Monroe County condo rentals
Weekly condo rentals

Cali King 1 BedRoom: Pool Gym Balcony Jacuzzi

Tropical Escape at Sunrise

Affordable Beachfront Luxury Condo Sleeps 6

Moonlight Paradise Upgraded Family oasis Tropical

Skyline Apartment w/ Balcony, Pool & Near Museums

Grand Marina Suite - Poolside & Waterfront Condo

The Enso Suite Luxury Brickell

EYW Getaway
Pet-friendly condo rentals

Gorgeous lagoon-front 2BR Townhouse with 2 pools

★ EXCLUSIVE Luxury Studio with FREE Parking ★

Luxury Loft: 270° views, Rooftop Pool, Parking

1BR | King Bed on 30th Floor | Near Port of Miami

Coconut Grove 1 bedroom with Free Parking

Four Seasons private studio in Brickell

🎖W Hotel Residence 2 bedrooms

Brickell Apt with Dual Views, Pool, 1 free Parking
Condo rentals with a pool

ICON W Miami Brickell Lux PH full 2bd 3water views

Condo de Paradise/Salt Water Pool/Boat Dock

Two King Suites, Bay Views, Heart of Coconut Grove

2-story condo w/ panoramic bay views and balconies

|32 Brickell Royale| City & Bay Views+ Luxe Living

Condo in Tavernier

Resort Style Condo in Downtown with Pool & Gym

Curated Luxury Wynwood Loft-Rooftop Pool + Balcony
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