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Caloosa Cove Resort by CoolVacay

3.0 star property

Choose dates to view prices

Caloosa Cove Resort by CoolVacay provides amenities, such as a marina and a restaurant. Stay connected with free in-room WiFi.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pool
  • Kitchen
  • Parking included
  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
The current price is AU$339
includes taxes & fees
31 May - 1 June

Room options

Available filters for rooms
Showing 30 of 30 rooms

View all photos for Standard Studio, Balcony, Pool View

Blackout curtains, 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 Wi-Fi

View all photos for Standard Studio, Balcony, Ocean View

Blackout curtains, 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 Wi-Fi

View all photos for Standard Studio, Balcony, Pool View

Blackout curtains, 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 Wi-Fi

View all photos for Deluxe Suite, 1 Bedroom, Balcony

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

Deluxe Suite, 1 Bedroom, Balcony

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

View all photos for Standard Studio, Balcony, Ocean View

Blackout curtains, 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 Wi-Fi

View all photos for Standard Studio, Balcony, Ocean View

Blackout curtains, 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 Wi-Fi

View all photos for Standard Suite, 1 Bedroom, Balcony

Blackout curtains, 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 Wi-Fi

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

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

Deluxe Suite, 1 Bedroom, Balcony, Pool View

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

View all photos for Deluxe Suite, 1 Bedroom, Balcony

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

Deluxe Suite, 1 Bedroom, Balcony

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

View all photos for Deluxe Suite, 1 Bedroom, Balcony

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

Deluxe Suite, 1 Bedroom, Balcony

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

View all photos for Standard Studio, Balcony

Blackout curtains, 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 Wi-Fi

View all photos for Deluxe Suite, 1 Bedroom, Balcony

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

Deluxe Suite, 1 Bedroom, Balcony

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

View all photos for Standard Suite, 1 Bedroom, Balcony

Blackout curtains, 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 Wi-Fi

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

Blackout curtains, 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 Wi-Fi

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

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

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 Wi-Fi

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

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

Deluxe Suite, 1 Bedroom, Balcony, Pool View

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

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

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

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 Wi-Fi

View all photos for Standard Studio, Balcony

Blackout curtains, 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 Wi-Fi

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

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

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 Wi-Fi

View all photos for Standard Studio, Balcony, Ocean View

Blackout curtains, 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 Wi-Fi

View all photos for Deluxe Suite, 1 Bedroom, Balcony

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

Deluxe Suite, 1 Bedroom, Balcony

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

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

Blackout curtains, 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 Wi-Fi

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

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

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 Wi-Fi

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

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

Deluxe Suite, 1 Bedroom, Balcony, Pool View

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

View all photos for Standard Studio, Balcony, Ocean View

Blackout curtains, 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 Wi-Fi

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

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

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 Wi-Fi

View all photos for Deluxe Suite, 1 Bedroom, Balcony

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

Deluxe Suite, 1 Bedroom, Balcony

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

View all photos for Standard Studio, Balcony, Ocean View

Blackout curtains, 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 Wi-Fi

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

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

Deluxe Suite, 1 Bedroom, Balcony, Pool View

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

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

Blackout curtains, 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 Wi-Fi

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About the area

Located on the waterfront, Caloosa Cove Resort by CoolVacay is in Matecumbe, a neighbourhood 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. Take the opportunity to explore the area for water adventures such as swimming. Visit our Islamorada travel guide
View more Condo rentals in Islamorada
Map
73801 Overseas Hwy, Islamorada, FL, 33036

What's nearby

  • Anne's Beach
    Anne's Beach
    7 min walk - 0.7 km
  • Islamorada_BudnMarysDiveCenter_6069243-0004
    Bud n' Mary's Dive Center
    10 min drive - 12.6 km
  • Theater of the Sea
    Theater of the Sea
    17 min drive - 22.2 km
  • Sunset Drive Beach
    3 min walk - 0.3 km
  • Robbie’s of Islamorada
    6 min drive - 7.6 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

Caloosa Cove Resort by CoolVacay

  • Condo located in Matecumbe
  • Caloosa Cove Resort by CoolVacay provides amenities, such as a marina and a restaurant. Stay connected with free in-room WiFi.
  • You'll also enjoy perks such as:
    • An outdoor pool
    • Free self-parking
    • Games, books and outdoor furniture
    • Smoke-free property and barbecues
  • Room features
  • All guest rooms at Caloosa Cove Resort by CoolVacay feature perks, such as air conditioning and separate sitting areas, as well as amenities, such as free WiFi and dining tables.
  • Other conveniences in all rooms include:
    • Kitchens with blenders and toasters
    • 40-inch TVs with cable channels
    • Wardrobes/cupboards, balconies and separate sitting areas

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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 transport

  • Free uncovered self parking on site
  • Limited on-site self parking

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 lift
  • Smoke-free property

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

Pets not allowed

Children and extra beds

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

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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

We should mention

This property does not have any lifts

Frequently asked questions

Does Caloosa Cove Resort by CoolVacay have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Caloosa Cove Resort by CoolVacay?

As of 30 May 2026, prices found for a 1-night stay for 2 adults at Caloosa Cove Resort by CoolVacay on 31 May 2026 start from AU$339, 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 Caloosa Cove Resort by CoolVacay pet-friendly?

No, pets are not allowed at this property.

How much is parking at Caloosa Cove Resort by CoolVacay?

Self-parking is free at this property.

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

Check-in begins at 3:00 PM. Late check-in is available during limited hours.

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

Checkout is at 10:00 AM.

Where is Caloosa Cove Resort by CoolVacay located?

Located in Matecumbe, this condo building is within a 10-minute walk of Sunset Drive Beach and Anne's Beach. Robbie’s of Islamorada and Fiesta Key are also within 6 miles (10 km).

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Reviews

Caloosa Cove Resort by CoolVacay Reviews

9.0

Wonderful

10

Cleanliness
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

Reviews

Verified

10/10 Excellent

Marta

Liked: Cleanliness, check-in, communication, listing accuracy
La propiedad me encantó se las recomiendo 100/100%
Stayed 2 nights in Apr 2026
Verified

8/10 Good

Kimberly

Stayed 2 nights in Apr 2026