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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 like a marina and a restaurant. Stay connected with free in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Popular amenities

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

Room options

Available filters for rooms
Showing 30 of 30 rooms

View all photos for Standard Studio, Balcony, Pool View

A hotel room with a bed, a sofa, a nightstand, a lamp, a framed picture, and a wicker hanging light fixture.

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

A hotel room with a bed, a sofa, a nightstand, a lamp, a framed picture, and a wicker hanging light fixture.

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

A hotel room with a bed, a sofa, a nightstand, a lamp, a framed picture, and a wicker hanging light fixture.

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

Blackout drapes, 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 WiFi

View all photos for Standard Studio, Balcony, Ocean View

A hotel room with a bed, a sofa, a nightstand, a lamp, a framed picture, and a wicker hanging light fixture.

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

A hotel room with a bed, a sofa, a nightstand, a lamp, a framed picture, and a wicker hanging light fixture.

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

A bedroom with a bed, a nightstand, a lamp, a ceiling fan, and a wardrobe.

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

Blackout drapes, 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 WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony

Blackout drapes, 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 WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony

Blackout drapes, 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 WiFi

View all photos for Standard Studio, Balcony

A hotel room with a bed, a sofa, a nightstand, a lamp, a framed picture, and a wicker hanging light fixture.

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

Blackout drapes, 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 WiFi

View all photos for Standard Suite, 1 Bedroom, Balcony

A bedroom with a bed, a nightstand, a lamp, a ceiling fan, and a wardrobe.

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

A bedroom with a bed, a nightstand, a lamp, a ceiling fan, and a wardrobe.

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

Blackout drapes, 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 WiFi

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

Blackout drapes, 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 WiFi

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

Blackout drapes, 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 WiFi

View all photos for Standard Studio, Balcony

A hotel room with a bed, a sofa, a nightstand, a lamp, a framed picture, and a wicker hanging light fixture.

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

Blackout drapes, 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 WiFi

View all photos for Standard Studio, Balcony, Ocean View

A hotel room with a bed, a sofa, a nightstand, a lamp, a framed picture, and a wicker hanging light fixture.

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

Blackout drapes, 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 WiFi

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

A bedroom with a bed, a nightstand, a lamp, a ceiling fan, and a wardrobe.

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

Blackout drapes, 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 WiFi

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

Blackout drapes, 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 WiFi

View all photos for Standard Studio, Balcony, Ocean View

A hotel room with a bed, a sofa, a nightstand, a lamp, a framed picture, and a wicker hanging light fixture.

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

Blackout drapes, 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 WiFi

View all photos for Deluxe Suite, 1 Bedroom, Balcony

Blackout drapes, 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 WiFi

View all photos for Standard Studio, Balcony, Ocean View

A hotel room with a bed, a sofa, a nightstand, a lamp, a framed picture, and a wicker hanging light fixture.

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

Blackout drapes, 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 WiFi

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

A bedroom with a bed, a nightstand, a lamp, a ceiling fan, and a wardrobe.

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 neighborhood

Located on the waterfront, Caloosa Cove Resort by CoolVacay 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 Indian Key Historic State Park and Hurricane Monument. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven. Take an 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

  • A sandy beach with green vegetation and a calm sea.
    Anne's Beach
    7 min walk - 0.7 km
  • A marina with boats docked, a motel, and a cafe.
    Bud n' Mary's Dive Center
    10 min drive - 12.6 km
  • A waterfall at SeaWorld, with text reading "I eat the sea" and "Marine Mammal Park, Islamorada, Florida".
    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
  • Tiki Bar at Amara Cay Resort
    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 like 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
    • Books, outdoor furniture, and barbecue grills
    • Smoke-free premises, ATM/banking services, and games
  • Room features
  • All guestrooms at Caloosa Cove Resort by CoolVacay offer perks such as air conditioning and separate sitting areas, as well as amenities like free WiFi and dining tables.
  • Extra conveniences in all rooms include:
    • Kitchens with blenders and toasters
    • 40-inch TVs with cable channels
    • Wardrobes/closets, balconies, and separate sitting areas

Similar properties

View from room
Amara Cay Resort
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  • On private beach
  • Pool
  • Pet friendly
  • Restaurant
8.8 out of 10, Excellent, 1,296 reviews
The price is P11,588
P17,537 total
includes taxes & fees
Aug 2 - Aug 3
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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

  • ATM
  • 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
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

We should mention

This property does not have elevators

Frequently asked questions

Does Caloosa Cove Resort by CoolVacay have a pool?

Yes, this property has an outdoor pool.

Is Caloosa Cove Resort by CoolVacay pet-friendly?

No, pets are not allowed at this property.

How much is parking?

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?

Check-out 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 Indian Key Historic State Park are also within 6 mi (10 km).

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Reviews

Caloosa Cove Resort by CoolVacay Reviews

9.8

Exceptional

9.8

Cleanliness
Rating 10 - Excellent. 7 out of 8 reviews
Rating 8 - Good. 1 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

Reviews

Verified

10/10 Excellent

Juan

Liked: Cleanliness, check-in
Great location, we will return
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Dana

Liked: Cleanliness, check-in, communication, listing accuracy
Easy check in if you come After business hours. Kayaks and sport equipment available. Has a small beach which is unique to the Keys. Pool pretty much vacant at all times. Great views. Highly recommend.
Stayed 3 nights in May 2026
Verified

10/10 Excellent

Jose Andres

Liked: Cleanliness, check-in, communication, listing accuracy
Todo bueno y tranquilo
Stayed 3 nights in May 2026
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