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Caloosa Cove Resort by CoolVacay

3.0 star property

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Photo gallery for Caloosa Cove Resort by CoolVacay

Exterior - Caloosa Cove Resort by CoolVacay (Islamorada)
40-inch TV with cable channels, books - Caloosa Cove Resort by CoolVacay (Islamorada)
Aerial view - Caloosa Cove Resort by CoolVacay (Islamorada)
Blackout drapes, iron/ironing board, free WiFi, bed sheets - Caloosa Cove Resort by CoolVacay (Islamorada)
Marina - Caloosa Cove Resort by CoolVacay (Islamorada)
Caloosa Cove Resort by CoolVacay provides amenities like a marina and a restaurant. Stay connected with free in-room WiFi.

Reviews

10 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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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. 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

  • Anne's Beach
    Anne's Beach
    7 min walk - 0.4 miles
  • Islamorada_BudnMarysDiveCenter_6069243-0004
    Bud n' Mary's Dive Center
    10 min drive - 7.6 miles
  • Theater of the Sea
    Theater of the Sea
    18 min drive - 13.6 miles
  • Sunset Drive Beach
    3 min walk - 0.2 miles
  • Robbie’s of Islamorada
    6 min drive - 4.6 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
  • 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

Along with a marina, this smoke-free condo building has an outdoor pool and a restaurant. Free WiFi in public areas and free self parking are also provided. Other amenities include barbecue grills and a picnic area. Each condo provides a sofa bed and a sitting area, plus a kitchen and a TV with cable channels. Guests can appreciate conveniences like a coffee/tea maker and a dining table, and other amenities include free WiFi and a balcony.
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.

Recreational amenities at the condo include an outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

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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

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 Fiesta Key are also within 6 mi (10 km).

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Reviews

Caloosa Cove Resort by CoolVacay Reviews

10

Exceptional

10

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