The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
Discover nearby landmarks
Walk to Sunset Drive Beach
3 bedrooms2+ bathroomsSleeps 6
Popular amenities
Balcony
Hot tub on site
Outdoor pool
On-site fitness center
Outdoor grill
Air conditioning
Explore the area
Islamorada, FL
Sunset Drive Beach
Place, Sunset Drive Beach
5 min walk
Anne's Beach
Place, Anne's Beach
2 min drive
Robbie’s of Islamorada
Place, Robbie’s of Islamorada
5 min drive
Marathon, FL (MTH-Florida Keys Marathon)
Airport, Marathon, FL (MTH-Florida Keys Marathon)
34 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
2 bathrooms, 1 half bathroom
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Bathtub · Toilet · Shower only
Bathroom 3
Toilet
Spaces
Kitchen
Office
Balcony
About this property
Pressure Drop ~ 3 Bedroom / 2.5 Bath Condo with Ocean Views in Islamorada
Summary:
Welcome to Pressure Drop!
This beautiful ocean-view condo features three bedrooms and 2.5 bathrooms, making it an ideal choice for families or groups of friends. Modern amenities and coastal decor throughout create a cozy, welcoming environment for your stay. The spacious living room showcases stunning ocean views and opens to a large screened-in balcony, perfect for enjoying sunrises or feeling the salty breeze. The fully equipped kitchen includes additional features like an office nook and bar seating. The master bedroom offers a king-sized bed and a private bathroom complete with a walk-in shower, jetted tub, double vanity sinks, and a water closet. The second and third bedrooms are furnished with queen beds, sharing a full bathroom. Additional conveniences include a washer and dryer, central air conditioning, streaming TV’s, and high-speed internet throughout the condo.
Situated in the desirable Bay Harbour community on Lower Matecumbe Key, this resort-style community offers amenities such as a pool, jacuzzi, fitness center, and tennis and pickleball courts. Anglers will appreciate boat slips that can be reserved for an additional fee (must be reserved in advance). With direct access to the Florida Bay, you can easily venture out to Everglades National Park to fish for snook, redfish, bonefish, and permit, or take a short trip to the ocean for sailfish, mahi-mahi, snapper, wahoo, and more! The famous Islamorada sandbar is nearby, offering crystal-clear waters and a laid-back atmosphere. During spring and summer, try your luck at Channel 2 or Channel 5 bridge for the renowned “Silver Kings” (tarpon) for an exhilarating catch. While there is no trailer parking on-site, Seabird Marina offers options for trailer parking.
Take advantage of a local’s secret and park your vehicle and utilize the Islamorada Freebee; Our local rideshare service offering door-to-door transportation service to and from your favorite Islamorada destinations with environmentally friendly electric vehicles. It’s not only a fun alternative transportation option – it reduces traffic congestion, addresses drinking and driving, and reduces the Village’s carbon footprint. Two Tesla Model X vehicles can accommodate up to seven passengers and one larger vehicle that can accommodate a wheelchair and up to nine passengers.
This could be just the getaway you need, for more information contact us at (305) 664-0077.
Instant quote prices and calendar availability are subject to change without notice and are not guaranteed. Please contact Coastal Vacation Rentals of the Florida Keys to speak with one of our associates to confirm pricing and availability.
Vacation Rental License: 26-5029
Getting Around:
At the top of the neighborhood, you'll find a local seafood market with fresh lobster, fish, shrimp, and more. Just 1.5 miles south is Anne’s Beach, a hidden gem featuring a winding boardwalk through mangroves and sheltered picnic areas where you can enjoy lunch while taking in the ocean views. Anne’s Beach is also popular with windsurfers, and on breezy days, it’s entertaining to watch them glide across the water. The expansive shallow areas make wading and enjoying the warm, turquoise waters a delightful year-round activity.
Islamorada, located in the heart of the Florida Keys, offers a prime vacation destination. Whether you enjoy deep-sea fishing, exploring backcountry shallows, diving or snorkeling vibrant reefs, sailing, kayaking, parasailing, or windsurfing, there’s something for everyone. Just five minutes north is the famous Robbies, where you can find fishing and snorkeling charters, a restaurant and bar, shops, and rentals for parasailing, kayaks, and paddleboards. You can even hand-feed the massive tarpon! Habanos is another local favorite, offering oceanfront dining and classic Cuban cuisine. Downtown Islamorada is only ten minutes north, featuring a variety of restaurants, breweries, shops, activities, and grocery stores. Key West is a scenic 1.5-hour drive to the south.
Our prices include all fees. No hidden fees.
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Important information
You need to know
Property # 4486007
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is no carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Islamorada
Located by the sea, this condo is in Matecumbe, a neighborhood in Islamorada. Keys History & Discovery Center and History of Diving Museum are cultural highlights, and some of the area's landmarks include Indian Key Historic State Park and Hurricane Monument. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven. Looking to get your feet wet? Scuba diving and fishing adventures can be found near the property.
Islamorada, FL
What's nearby
Sunset Drive Beach - 5 min walk - 0.4 km
Anne's Beach - 2 min drive - 2.1 km
Robbie’s of Islamorada - 5 min drive - 6.3 km
Bud n' Mary's Dive Center - 9 min drive - 11.3 km
Florida Keys Brewing Co. - 12 min drive - 14.6 km
Getting around
Marathon, FL (MTH-Florida Keys Marathon) - 29 min drive
Restaurants
Hungry Tarpon Restaurant - 5 min drive
Habanos Oceanfront Dining - 16 min walk
Lazy Days Restaurant - 7 min drive
Papa Joe’s Waterfront - 7 min drive
Tiki Bar at Amara Cay Resort - 8 min drive
Frequently asked questions
Does Pressure Drop ~ 3 Bedroom / 2.5 Bath Condo with Ocean Views in Islamorada have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Pressure Drop ~ 3 Bedroom / 2.5 Bath Condo with Ocean Views in Islamorada?
As of Oct 18, 2026, prices found for a 1-night stay for 2 adults at Pressure Drop ~ 3 Bedroom / 2.5 Bath Condo with Ocean Views in Islamorada on Oct 19, 2026 start from $754, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Pressure Drop ~ 3 Bedroom / 2.5 Bath Condo with Ocean Views in Islamorada pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Pressure Drop ~ 3 Bedroom / 2.5 Bath Condo with Ocean Views in Islamorada?
Check-in begins at 4:00 PM.
What time is check-out at Pressure Drop ~ 3 Bedroom / 2.5 Bath Condo with Ocean Views in Islamorada?
Check-out is at 10:00 AM.
Where is Pressure Drop ~ 3 Bedroom / 2.5 Bath Condo with Ocean Views in Islamorada located?
Located in Matecumbe, this condo building is within 1 mi (2 km) of Sunset Drive Beach and Anne's Beach. Robbie’s of Islamorada and Indian Key Historic State Park are also within 6 mi (10 km).
About the host
Hosted by Coastal Vacation Rentals of the Florida Keys
Here at Coastal Vacation Rentals of the Florida Keys we understand what makes a vacation home right for our guests. We make it our business to find vacation rentals of the highest standard that go above and beyond our guest's expectations. By providing the finest in vacation rentals we can ensure that our guest's vacation is a success no matter which property they decide to stay in.
We know what it takes to run a successful vacation rental management company. Providing quality homes, cleaned by quality employees, and providing quality customer and concierge service is what sets us apart from the rest. Whether you are renting with us or putting your rental in our hands as an owner you can be sure that you working with the best.