Entire condo

Caloosa Cove Resort by CoolVacay

Property class: 3

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

  • Kitchen
  • Parking included
  • Free Wi-Fi
  • 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

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

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

View all photos for Deluxe Suite, 1 Bedroom, Balcony

Room

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

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

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

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

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

Room

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

Room

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

Room

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

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

View all photos for Deluxe Suite, 1 Bedroom, Balcony

Room

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

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

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

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

Room

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

Room

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

Room

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

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

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

Room

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

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

View all photos for Deluxe Suite, 1 Bedroom, Balcony

Room

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

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

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

Room

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

Room

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

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

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

Room

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

Room

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

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

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

Room

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

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

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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. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven. 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

  • A wooden deck with benches overlooking a clear blue 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 - 22.6 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
  • Habanos Oceanfront Dining
    2 min walk
  • Lazy Days Restaurant
    8 min drive
  • Papa Joe’s Waterfront
    8 min drive
  • Tiki Bar at Amara Cay Resort
    8 min drive

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
    • Smoke-free property, outdoor furniture and games
    • Barbecues, ATM/banking services and books
  • 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

  • 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.
Cots (infant beds) are not available

Payment types at the property

  • American Express
  • Discover
  • Mastercard
  • Visa

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.

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 Indian Key Historic State Park are also within 6 miles (10 km).

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Reviews

Caloosa Cove Resort by CoolVacay Reviews

9.0

Wonderful

9.4

Cleanliness
Rating 10 - Excellent. 13 out of 17 reviews
Rating 8 - Good. 1 out of 17 reviews
Rating 6 - Okay. 1 out of 17 reviews
Rating 4 - Poor. 2 out of 17 reviews
Rating 2 - Terrible. 0 out of 17 reviews

Reviews

Verified review

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Very clean efficiency with a full fridge, stove and oven. Grills by the water to cook your own catch or from the market down the road. Large pool, well maintained.
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
We really enjoyed our stay here. We stayed in the family suite. Check-in process was a breeze. The staff were friendly. The rooms were clean, no off odors, beds were comfortable, plenty of space to move around and specially for the kiddos to play. I really enjoyed the balcony area. Although we had access to a kitchenette (with a full size fridge) I didn’t get to use it, but if I would’ve stayed longer I would have definitely taken advantage of it. A restaurant is accessible by a short walk from the hotel. Best part, bar next door right beside the beach. Drinks were delicious. The ambiance was great too. We had access to the pool. Kids had a blast. Laundry room accessible, with fair prices. Overall, we had a wonderful stay, I would definitely recommend. We will definitely come back to this place.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Lovely staff clean room great crowd all around great stay
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
We had a great stay! The view is amazing. You are right on the water. Pool was clean and heated. A couple of restaurants you can walk too. Will probably stay here again!
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
.
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

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

10/10 Excellent

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

8/10 Good

Stayed 2 nights in Apr 2026