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Anchor Here: Oceanfront 1BR Condo with Marina Access

Photo gallery for Anchor Here: Oceanfront 1BR Condo with Marina Access

View of Bldg From Pool
Kitchen
Bedroom
Living Room
Dining/Kitchen

Reviews

9.0 out of 10
Wonderful
1 bedroom2 bathroomsSleeps 6800 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Parking available

Explore the area

View in a map
Islamorada, FL
  • Place, Sunset Drive Beach
    ‪3 min walk‬
  • Place, Anne's Beach
    ‪6 min walk‬
  • Place, Theater of the Sea
    ‪18 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪36 min drive‬

Rooms & beds

1 bedroom (sleeps 6)

2 queen beds

2 Queen Beds

Queen sized sleeper sofa

1 Double Sofa Bed

2 bathrooms

Bathtub · Toilet · Shower only

Spaces

Kitchen
Balcony
Dining area

About this property

Anchor Here: Oceanfront 1BR Condo with Marina Access

Immerse yourself in the tranquility of island living with this spacious first-floor pool-view suite, perfectly designed to accommodate up to 6 guests. Featuring 2 queen beds, a queen sofa sleeper, and 2 full bathrooms, this suite is an excellent choice for a memorable family getaway.

The bedroom offers ultimate relaxation with two queen beds, an ensuite bathroom, and a private balcony, perfect for unwinding while soaking in the peaceful surroundings. The living area enhances the experience with a queen sofa bed, a compact yet fully equipped kitchen, a dining table for four, a second bathroom, and an additional balcony for extra space to enjoy the view.
At Caloosa Cove Resort & Marina, guests can indulge in a variety of amenities. Relax by the large heated pool with stunning ocean views, or enjoy friendly matches of Shuffleboard, Pickleball, Tennis, or Basketball. For a quieter escape, the small library provides a peaceful reading spot. Savor a delightful outdoor meal using the BBQ grills, perfect for family gatherings.

For those eager to explore the water, the onsite marina offers boat slip rentals for a nominal fee, making it easy to set sail for a day of fishing or adventure on the crystal-clear waters of Islamorada.

This suite blends comfort, leisure, and adventure, ensuring everything you need for a truly unforgettable island retreat!
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Water view

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

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 not indicated whether there is a 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 deadbolt lock

About the neighborhood

Islamorada

Located on the waterfront, 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 San Pedro Underwater Archaeological Preserve State Park and Indian Key Historic State Park. With scuba diving, motor boating, and fishing nearby, you'll find plenty of adventures in the water.
Map
Islamorada, FL

What's nearby

  • Sunset Drive Beach - 3 min walk - 0.3 km
  • Anne's Beach - 6 min walk - 0.5 km
  • Bud n' Mary's Dive Center - 10 min drive - 12.2 km
  • Theater of the Sea - 18 min drive - 21.8 km
  • Baker's Cay Resort Beach - 37 min drive - 45.7 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 28 min drive

Restaurants

  • ‪Hungry Tarpon Restaurant - ‬5 min drive
  • ‪Lazy Days Restaurant - ‬8 min drive
  • ‪Papa Joe’s Waterfront - ‬7 min drive
  • ‪The Florida Boy Bar And Grill - ‬7 min drive
  • ‪Habanos Oceanfront Dining - ‬1 min walk

Frequently asked questions

Is Anchor Here: Oceanfront 1BR Condo with Marina Access pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Anchor Here: Oceanfront 1BR Condo with Marina Access?

As of Apr 12, 2026, prices found for a 1-night stay for 2 adults at Anchor Here: Oceanfront 1BR Condo with Marina Access on May 5, 2026 start from $372, 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.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Anchor Here: Oceanfront 1BR Condo with Marina Access?

Check-in begins at 4:00 PM.

What time is check-out at Anchor Here: Oceanfront 1BR Condo with Marina Access?

Check-out is at 10:00 AM.

Where is Anchor Here: Oceanfront 1BR Condo with Marina Access located?

Located in Matecumbe, this condo building is within a 10-minute walk of Sunset Drive Beach and Anne's Beach. San Pedro Underwater Archaeological Preserve State Park is 2.7 mi (4.3 km) away.

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 7 out of 8 reviews
Rating 8 - Good. 0 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 1 out of 8 reviews

9.8/10

Cleanliness

9.0/10

Check-in

9.0/10

Communication

9.6/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Marylyn B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bucket list get away

Wonderful condo with everything you need. Clean and close to beach and pool. Lovey place to stay.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Diane Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice clean place to stay

Enjoyed the water and pool view
Stayed 5 nights in Feb 2025
Verified

10/10 Excellent

Deb B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relax and Enjoy!

We loved this place with the views and beachfront and wonderful pool. From breakfast on the balcony to evening swims, the peaceful breezes and gorgeous views made our stay perfect.
Stayed 2 nights in Feb 2024
Verified

10/10 Excellent

Darren R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic stay at Caloosa Cove!

We have stayed at several places in the area. We definitely suffer from Keys disease! What a great week we enjoyed at Caloosa Cove. Despite rainy weather, we enjoyed the pool daily. Our unit was super clean and well-appointed. We used the kitchen and didn’t want for a thing! Loved having the dual bathroom which included a bathtub…those are a dwindling commodity these days. Just can’t say enough nice things about this place! Oh, and the people we met at the pool were SO friendly and welcoming. Hardworking, polite staff willing to accommodate any request. Just fantastic! Thanks for sharing your place!!
Stayed 6 nights in Jul 2025
Verified

10/10 Excellent

Thomas L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Seclusion and Middle Ground

Great property. In the middle of the keys to be able to get to any key relatively easily. Property has a secluded feel to where you don't feel at a resort. Private beach and restaurant on-site are a plus. Will definitely stay here again.
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

MARGIE F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Keys

Nice
Stayed 5 nights in Jul 2024
Verified

2/10 Terrible

Andrew G.

Liked: Cleanliness
Disliked: Check-in, communication, listing accuracy

DONT BOTHER! TERRIBLE MANAGEMENT both from property AND VRBO

Our flight was coming in to Miami quite late on the first of two nights we booked at this property. We informed the property at time of booking that we would need after hours check in. The property was very difficult to get in touch with. We finally got them on the phone during a layover on our flight down. They assured us we would be receiving after hours access information shortly and there was nothing to worry about. landing in Miami we still had no information. We couldn't get a hold of anyone from the property. We decided to start the long drive down to the property from Miami in hopes there would be some sort of security guard or emergency number on the office door and we would be able to gain access to our suite. No emergency number, no security gate like other properties in the area we have stayed at. We contacted a customer service rep from VRBO. He was not very helpful. We tried to explain our situation multiple times before he understood what was going on. He assured us that a manager would be calling us back immediately with a solution for us for the night. Nobody called us back. By this time we are exhausted and have no choice but for our family of six with four children between 4-15 years old to try to sleep in our rental van. In the morning attempting to sleep in the parking lot the office opened. The staff member Had the nerve to say not to worry we would not be charged for first night. VRBO still HASNT CONTACTED US.
Stayed 1 night in Apr 2025
Verified

10/10 Excellent

Andi S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Dec 2025

About the host

Hosted by Cool Vacay

Host profile image
CoolVacay is a rental management company with locations across multiple states. Driven by our love for family vacations, we aim to make cherished memories both accessible and affordable. Each of our properties is thoughtfully designed to create a unique, family-friendly atmosphere. We're here to answer your questions and help you find the perfect destination for an unforgettable getaway.

Languages:

English

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