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Anchor Here: Oceanfront 1BR Condo with Marina Access

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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 compact kitchen with a dining area, a television, and a large window.
Bedroom
A swimming pool with multiple levels of seating and a stone facade building in the background.
A resort with a thatched-roof building, a wooden deck with planters, and a marina with boats.

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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A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.

The Islands of Islamorada

Matecumbe
  • Pool
  • Hot tub
  • Spa
  • Parking included
9.6 out of 10, Exceptional, 83 reviews
$729 nightly
The price is $820
Nov 4 - Nov 5
Total with taxes and fees
The Islands of Islamorada

About the neighborhood

Islamorada

Located in Matecumbe, this condo is adjacent to Sunset Drive Beach and within a 10-minute stroll of Anne's Beach. The condo includes a kitchen, a balcony, and a sofa bed.
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
  • ‪Habanos Oceanfront Dining - ‬1 min walk
  • ‪Lazy Days Restaurant - ‬8 min drive
  • ‪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.
The condo is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with a separate bedroom. Guests can expect to find free WiFi. Other standard amenities include a washing machine, a sofa bed, and a coffee maker.

Similar properties

A beach with palm trees, thatched-roof huts, and lounge chairs.
Breezy Palms Resort
Matecumbe
  • Pool
  • Kitchen
  • Free WiFi
  • Air conditioning
9.0 out of 10, Wonderful, 777 reviews
$123 nightly
The price is $138
Nov 3 - Nov 4
Total with taxes and fees
Breezy Palms Resort

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
  • Bed sheets 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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 21

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a smoke detector and a deadbolt lock.

Property is also known as

349

Frequently asked questions

What can I see around this condo?

This condo is situated in Matecumbe within a 10-minute walk of Anne's Beach and Sunset Drive Beach. You'll also find Robbie’s of Islamorada and Long Key State Park within a short drive.

Is parking available on site at Anchor Here: Oceanfront 1BR Condo with Marina Access?

No, there isn't parking available at the condo.

Is this condo associated with a casino?

No, this condo is not connected to a casino.

Will I find an indoor pool at this condo?

No, there is no indoor pool at this condo.

What will couples enjoy most about a stay at Anchor Here: Oceanfront 1BR Condo with Marina Access?

With a stay at this waterfront condo, couples will appreciate amenities like a kitchen in each condo plus a water view and a kitchen in some.

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

No, there isn't a spa tub at this condo.

Does this condo offer breakfast?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay for free?

No, pets aren't allowed at this condo.

Does Anchor Here: Oceanfront 1BR Condo with Marina Access have connecting rooms available?

No, this condo doesn't feature connecting guestrooms.

How close is the airport from this condo?

The closest major airport to this condo is Marathon, FL (MTH-Florida Keys Marathon), which is 22.2 mi away (28 minutes by car).

Are there rooms with balconies that I can book at Anchor Here: Oceanfront 1BR Condo with Marina Access?

Yes, every condo at Anchor Here: Oceanfront 1BR Condo with Marina Access comes with a balcony and some offer water views.

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

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

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

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

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

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

Keys

Nice
Stayed 5 nights in Jul 2024
Verified review

10/10 Excellent

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

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

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