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Anchor Here: Oceanfront 1BR Condo with Marina Access

Islamorada condo in Matecumbe area

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

An aerial view of a resort with a marina, a swimming pool, and a beach area.
A resort with a thatched-roof building, a wooden deck with planters, and a marina with boats.
A swimming pool with multiple levels of seating and a stone facade building in the background.
A compact kitchen with a dining area, a television, and a large window.
1 bedroom, WiFi (free), bed sheets

Reviews

9.0 out of 10
Wonderful

Entire condo

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, Robbie’s of Islamorada
    ‪6 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪33 min drive‬

Room options

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  • On private beach
  • Pool
  • Pet friendly
  • Free WiFi
9.0 out of 10, Wonderful, 270 reviews
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The price is $279
Sep 20 - Sep 21
Total with taxes and fees
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About the neighborhood

Islamorada

Oceanside stay.Within a 10-minute walk of this Matecumbe condo, you'll find Sunset Drive Beach and Anne's Beach. Also, San Pedro Underwater Archaeological Preserve State Park is within 3 miles (5 km) and Robbie’s of Islamorada is within 6 miles (10 km).
View more Condo Rentals in IslamoradaOpens in a new window

What's nearby

  • Sunset Drive Beach - 3 min walk - 0.2 miles
  • Anne's Beach - 6 min walk - 0.4 miles
  • Robbie’s of Islamorada - 6 min drive - 4.8 miles
  • Bud n' Mary's Dive Center - 10 min drive - 7.8 miles
  • Theater of the Sea - 17 min drive - 14.0 miles

Getting around

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

Restaurants

  • ‪Hungry Tarpon Restaurant - ‬5 min drive
  • ‪Lazy Days Restaurant - ‬8 min drive
  • ‪Habanos Oceanfront Dining - ‬1 min walk
  • ‪Papa Joe’s Waterfront - ‬7 min drive
  • ‪Tiki Bar at Amara Cay Resort - ‬8 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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!

Disclaimer: Photos represent typical units. Views and layouts may vary; furnishings are consistent throughout.
While we strive to maintain excellent amenities, occasional maintenance or unforeseen issues may arise.

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  • On private beach
  • Pool
  • Breakfast included
  • Pet friendly
4.6 out of 5, Wonderful, 1,780 reviews
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Total with taxes and fees
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Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 1 bedroom
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub
  • Shower

Entertainment

  • Books
  • Games

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Basketball nearby
  • Fishing nearby
  • Motor boating nearby
  • Scuba diving nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock

General

  • Property located in a resort
  • Unit size: 800 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a smoke detector and a deadbolt lock in each accommodation.

Property is also known as

349

Frequently asked questions

How close is Anchor Here: Oceanfront 1BR Condo with Marina Access to the airport?

This condo is 22.2 mi (28-min drive) away from the Marathon, FL (MTH-Florida Keys Marathon) airport, the closest popular airport to the property.

Does Anchor Here: Oceanfront 1BR Condo with Marina Access have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Anchor Here: Oceanfront 1BR Condo with Marina Access to the beach?

This condo is a short 2-minute walk from Sunset Drive Beach and 5-minute walk from Anne's Beach. Don't forget your sunscreen!

Does Anchor Here: Oceanfront 1BR Condo with Marina Access offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Anchor Here: Oceanfront 1BR Condo with Marina Access?

No, there is no casino at this condo.

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

Check-in begins at 4:00 PM.

Is there free parking at Anchor Here: Oceanfront 1BR Condo with Marina Access?

Free parking is not available at this condo.

Does Anchor Here: Oceanfront 1BR Condo with Marina Access have a pool?

This condo does not have a pool.

Does Anchor Here: Oceanfront 1BR Condo with Marina Access have a spa?

There are no spa services available at this condo.

How close is Anchor Here: Oceanfront 1BR Condo with Marina Access to downtown Islamorada?

This condo is 8.6 mi away from Islamorada.

Anchor Here: Oceanfront 1BR Condo with Marina Access Reviews

Reviews

9.0

Wonderful

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

Reviews

Verified review

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 review

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 review

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 review

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 review

10/10 Excellent

MARGIE F.

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

Keys

Nice
Stayed 5 nights in Jul 2024
Verified review

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 review

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 review

10/10 Excellent

Andi S.

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

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