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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
Marina
40-inch TV with cable channels, books
Outdoor pool
Exterior

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Pool
  • Kitchen
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
The current price is $276
$245 nightly
$276 total
Total with taxes and fees
Jun 29 - Jun 30

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 drapes, iron/ironing board, free WiFi, bed sheets

Standard Studio, Balcony, Pool View

  • 400 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed and 1 Double Sofa Bed
  • Free WiFi

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
  • 400 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Studio, Balcony, Pool View

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

Standard Studio, Balcony, Pool View

  • 400 sq ft
  • 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

  • 800 sq ft
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

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
  • 400 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 Double Sofa Bed and 1 Queen Bed
  • Free WiFi

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
  • 400 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 Double Sofa Bed and 1 Queen Bed
  • Free WiFi

View all photos for Standard Suite, 1 Bedroom, Balcony

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

Standard Suite, 1 Bedroom, Balcony

  • 800 sq ft
  • 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

  • 800 sq ft
  • 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

  • 800 sq ft
  • 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
  • 800 sq ft
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Studio, Balcony

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

Standard Studio, Balcony

  • 400 sq ft
  • 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

  • 800 sq ft
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Suite, 1 Bedroom, Balcony

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

Standard Suite, 1 Bedroom, Balcony

  • 800 sq ft
  • 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

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

Standard Suite, 1 Bedroom, Balcony, Marina View

  • Marina view
  • 800 sq ft
  • 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
  • 800 sq ft
  • 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

  • 800 sq ft
  • 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
  • 800 sq ft
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Standard Studio, Balcony

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

Standard Studio, Balcony

  • 400 sq ft
  • 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
  • 800 sq ft
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

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
  • 400 sq ft
  • 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
  • 800 sq ft
  • 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

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

Standard Suite, 1 Bedroom, Balcony, Marina View

  • Marina view
  • 800 sq ft
  • 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
  • 800 sq ft
  • 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

  • 800 sq ft
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

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
  • 400 sq ft
  • 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
  • 800 sq ft
  • 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

  • 800 sq ft
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

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
  • 400 sq ft
  • 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

  • 800 sq ft
  • 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

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

Standard Suite, 1 Bedroom, Balcony, Pool View

  • 800 sq ft
  • 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

Islamorada

With a stay at Caloosa Cove Resort by CoolVacay in Islamorada (Matecumbe), you'll be a 3-minute walk from Sunset Drive Beach and 6 minutes by foot from Anne's Beach. .This condo is 3.9 mi (6.2 km) from Robbie’s of Islamorada and 4.2 mi (6.8 km) from Fiesta Key.
View more Condo Rentals in IslamoradaOpens in a new window

What's nearby

  • Sunset Drive Beach - 3 min walk - 0.2 miles
  • Anne's Beach - 7 min walk - 0.4 miles
  • Robbie’s of Islamorada - 6 min drive - 4.8 miles
  • Bud n' Mary's Dive Center - 10 min drive - 7.8 miles
  • Baker's Cay Resort Beach - 37 min drive - 29.9 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
  • ‪Habanos Oceanfront Dining - ‬2 min walk
  • ‪The Florida Boy Bar And Grill - ‬8 min drive

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

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.

Make yourself at home in one of the 30 air-conditioned rooms featuring kitchens. Rooms have private balconies. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include phones, as well as separate sitting areas and coffee/tea makers.
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and a picnic area.
At Caloosa Cove Resort by CoolVacay, enjoy a satisfying meal at the restaurant.
The front desk is staffed during limited hours. Free self parking is available onsite.
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 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

Caloosa Cove Resort by CoolVacay Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 5 out of 6 reviews
Rating 8 - Good. 1 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Edith

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

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