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Caloosa Cove Resort by CoolVacay

3.0 star property
3-star condo in Matecumbe

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Photo gallery for Caloosa Cove Resort by CoolVacay

Exterior
Marina
Aerial view
40-inch TV with cable channels, books
A hotel room with two beds, a desk, and a large window.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pool
  • Kitchen
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning

Explore the area

View in a map
73801 Overseas Hwy, Islamorada, FL, 33036
  • Place, Sunset Drive Beach
    ‪3 min walk‬
  • Place, Anne's Beach
    ‪7 min walk‬
  • Place, Theater of the Sea
    ‪17 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪33 min drive‬

Room options

View all photos for Standard Studio, Balcony, Pool View

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Studio, Balcony, Pool View

  • 37 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Studio, Balcony, Ocean View

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Studio, Balcony, Ocean View

  • Ocean view
  • 37 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Studio, Balcony, Pool View

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Studio, Balcony, Pool View

  • 37 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Double Sofa Bed and 1 Queen Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony

  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Studio, Balcony, Ocean View

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Studio, Balcony, Ocean View

  • Ocean view
  • 37 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Double Sofa Bed and 1 Queen Bed
  • Free WiFi

View all photos for Standard Studio, Balcony, Ocean View

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Studio, Balcony, Ocean View

  • Ocean view
  • 37 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Double Sofa Bed and 1 Queen Bed
  • Free WiFi

View all photos for Standard Suite, 1 Bedroom, Balcony

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Suite, 1 Bedroom, Balcony

  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 1 Queen Bed, 1 Double Sofa Bed and 1 Queen Sofa Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony, Pool View

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony, Pool View

  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony

  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony

  • Marina view
  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Studio, Balcony

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Studio, Balcony

  • 37 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Double Sofa Bed and 1 Queen Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony

  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Suite, 1 Bedroom, Balcony

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Suite, 1 Bedroom, Balcony

  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 1 Queen Bed, 1 Double Sofa Bed and 1 Queen Sofa Bed
  • Free WiFi

View all photos for Standard Suite, 1 Bedroom, Balcony, Marina View

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Suite, 1 Bedroom, Balcony, Marina View

  • Marina view
  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 1 Queen Bed, 1 Double Sofa Bed and 1 Queen Sofa Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony, Marina View

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony, Marina View

  • Marina view
  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony, Pool View

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony, Pool View

  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony, Marina View

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony, Marina View

  • Marina view
  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Studio, Balcony

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Studio, Balcony

  • 37 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Double Sofa Bed and 1 Queen Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony, Ocean View

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony, Ocean View

  • Ocean view
  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Studio, Balcony, Ocean View

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Studio, Balcony, Ocean View

  • Ocean view
  • 37 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Double Sofa Bed and 1 Queen Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony

  • Marina view
  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Suite, 1 Bedroom, Balcony, Marina View

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Suite, 1 Bedroom, Balcony, Marina View

  • Marina view
  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 1 Queen Bed, 1 Double Sofa Bed and 1 Queen Sofa Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony, Ocean View

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony, Ocean View

  • Ocean view
  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony, Pool View

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony, Pool View

  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Studio, Balcony, Ocean View

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Studio, Balcony, Ocean View

  • Ocean view
  • 37 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed and 1 Double Sofa Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony, Ocean View

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony, Ocean View

  • Ocean view
  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony

  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Studio, Balcony, Ocean View

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Studio, Balcony, Ocean View

  • Ocean view
  • 37 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed and 1 Double Sofa Bed
  • Free WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony, Pool View

A hotel room with two beds, a desk, and a large window.

Deluxe Suite, 1 Bedroom, Balcony, Pool View

  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Suite, 1 Bedroom, Balcony, Pool View

Blackout drapes, iron/ironing board, free WiFi, bed sheets

Standard Suite, 1 Bedroom, Balcony, Pool View

  • 74 sq m
  • 1 bedroom
  • Sleeps 6
  • 1 Queen Bed, 1 Double Sofa Bed and 1 Queen Sofa Bed
  • Free WiFi

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About the area

Islamorada

Matecumbe stay.Within a 10-minute walk of this Matecumbe condo, you'll find Sunset Drive Beach and Anne's Beach. Robbie’s of Islamorada and Fiesta Key are also within 6 miles (10 km).
View more Condo rentals in IslamoradaOpens in a new window

What's nearby

  • Sunset Drive Beach - 3 min walk - 0.3 km
  • Anne's Beach - 7 min walk - 0.7 km
  • Robbie’s of Islamorada - 6 min drive - 7.6 km
  • Bud n' Mary's Dive Center - 10 min drive - 12.6 km
  • Theater of the Sea - 17 min drive - 22.2 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 - ‬8 min drive
  • ‪The Florida Boy Bar And Grill - ‬8 min drive
  • ‪Habanos Oceanfront Dining - ‬2 min walk

About this property

Entire place

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

Caloosa Cove Resort by CoolVacay

3-star condo in Matecumbe
There's a restaurant on site. Public spaces have free WiFi. Caloosa Cove Resort by CoolVacay offers its guests a marina and an outdoor pool. Caloosa Cove Resort by CoolVacay also features barbecue grills and a picnic area. Self parking is free.

This 3-star Islamorada condo is smoke free.

  • 30 guestrooms or units
  • Front desk (limited hours)
  • BBQ grill(s)
  • Outdoor picnic space
  • No smoking on site
  • Dining venue
Caloosa Cove Resort by CoolVacay offers 30 air-conditioned accommodations with coffee/tea makers and irons/ironing boards. Rooms open to balconies. Accommodations have separate sitting areas and are furnished with double sofa beds and dining tables. Accommodations at this 3-star condo have kitchens.

This Islamorada condo provides complimentary wireless Internet access, with a speed of 25+ Mbps. Cable television is provided.

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  • Pool
  • Pet friendly
  • Parking included
4.6 out of 5, Wonderful, 1,294 reviews
The price is CA $177
CA $261 total
includes taxes & fees
Jun 18 - Jun 19
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Property amenities

Beach

  • Sandy beach nearby

Pool/Spa

  • Outdoor pool

Internet

  • Available in the condo: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free uncovered self parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Toaster

Dining

  • A restaurant
  • Dining table

Bedrooms

  • Bedsheets provided
  • Double sofa bed

Bathroom

  • Towels provided

Living spaces

  • Dining table
  • Separate sitting area

Entertainment

  • 40-inch TV with cable channels
  • Books
  • Games

Outdoor areas

  • Balcony
  • Barbecue grill
  • Marina
  • Outdoor furniture
  • Picnic area

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • No elevator
  • Smoking not allowed

Services and conveniences

  • Blackout drapes
  • Iron/ironing board
  • Limited-hour front desk
  • Phone

Location highlights

  • On the waterfront

Things to do

  • Fishing
  • Swimming 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 not reported (host has not indicated whether there is a smoke detector on the property)

General

  • 30 units

Policies

Check-in

Check-in time starts at 3:00 PM
Late check-in subject to availability
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

The front desk is open daily from 8:00 AM - 4:00 PM
Guests will receive an email within 2 weeks before arrival with check-in instructions; front desk staffed during limited hours
If you are planning to arrive after 4:00 PM please contact the property in advance using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Access methods

Front desk (limited hours)

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Cribs (infant beds) are not available.

Property payment types

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 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
This property accepts credit cards and debit cards; cash is not accepted
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 not indicated whether there is a smoke detector on the property
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
Charges for extra guests may apply and vary according to property policy.
A credit 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. 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. This property accepts Visa, Mastercard, American Express, Discover, and debit cards. Cash is not accepted. 

Frequently asked questions

How close is Caloosa Cove Resort by CoolVacay to the airport?

Caloosa Cove Resort by CoolVacay is 22.3 mi (28-min drive) away from the Marathon, FL (MTH-Florida Keys Marathon) airport, the closest popular airport to the property.

Does Caloosa Cove Resort by CoolVacay have an airport shuttle?

Airport shuttle services are not available at Caloosa Cove Resort by CoolVacay.

How close is Caloosa Cove Resort by CoolVacay to the beach?

This condo is a short 3-minute walk from Sunset Drive Beach and 6-minute walk from Anne's Beach. Don't forget your sunscreen!

Does Caloosa Cove Resort by CoolVacay offer free breakfast?

Caloosa Cove Resort by CoolVacay does not offer free breakfast.

Is there a casino at Caloosa Cove Resort by CoolVacay?

No, there is no casino at this condo.

What time is check-in at Caloosa Cove Resort by CoolVacay?

Check-in begins at 3:00 PM.

Is there free parking at Caloosa Cove Resort by CoolVacay?

This condo offers free self parking.

Does Caloosa Cove Resort by CoolVacay have a pool?

Caloosa Cove Resort by CoolVacay features an outdoor pool.

Does Caloosa Cove Resort by CoolVacay have a restaurant?

Yes, there is a restaurant on site.

Does Caloosa Cove Resort by CoolVacay have a spa?

There are no spa services available at this condo.

How close is Caloosa Cove Resort by CoolVacay to downtown Islamorada?

Caloosa Cove Resort by CoolVacay is 8.6 mi away from Islamorada.

Caloosa Cove Resort by CoolVacay Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 1 out of 2 reviews
Rating 8 - Good. 1 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

Reviews

8/10 Good

Kimberly

Stayed 2 nights in Apr 2026

10/10 Excellent

Marta

Liked: Cleanliness
La propiedad me encantó se las recomiendo 100/100%
Stayed 2 nights in Apr 2026