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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
40-inch TV with cable channels, books
Blackout curtains, iron/ironing board, free WiFi, bed sheets
Outdoor pool
40-inch TV with cable channels, books

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Pool
  • Kitchen
  • Parking included
  • Free Wi-Fi
  • 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, Robbie’s of Islamorada
    ‪6 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪33 min drive‬

Room options

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 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. Additionally, barbecue grills, a picnic area, and ATM/banking services are onsite. 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.

During your stay at Caloosa Cove Resort by CoolVacay, you're just a quick walk from Sunset Drive Beach. Features include free WiFi in public areas and free self parking, plus an outdoor pool. This comfortable condo building has 30 condos. Each condo includes amenities such as free WiFi and a kitchen.
  • Each condo offers a kitchen, a balcony, and a sofa bed
  • Free WiFi (speed: 25+ Mbps)
  • Free self parking
  • Enjoy a bite to eat at the restaurant
  • Take a swim in the outdoor pool
  • Amenities include an ATM
  • Just a 3-minute walk from Sunset Drive Beach and 6 minutes by foot from Anne's Beach
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, a picnic area, and an ATM. Self parking is free.

This 3-star Islamorada condo is smoke free.

Caloosa Cove Resort by CoolVacay has a restaurant on site.

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

  • 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

  • No pets allowed

Children and extra beds

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

Payment types at the property

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
The front desk at this property is open daily from 8:00 AM - 4:00 PM.
Guests arriving after 4:00 PM must make advance arrangements by contacting the property using the information on the booking confirmation. Guests will receive an email 2 weeks before arrival with check-in information. Front desk staff will greet guests on arrival at the property.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Caloosa Cove Resort by CoolVacay Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 2 out of 3 reviews
Rating 8 - Good. 1 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

Reviews

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

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