Verified
10/10 Exceptional
Apr 24, 2026
Marta
Marta, 2-night trip
Entire condo
Caloosa Cove Resort by CoolVacay
3.0 star property
Waterfront condo in Islamorada with outdoor pool and restaurant
Choose dates to view prices
Photo gallery for Caloosa Cove Resort by CoolVacay
A great choice for a stay in Islamorada, Caloosa Cove Resort by CoolVacay features a marina. After having fun at the outdoor pool, you can grab a bite to eat at the restaurant. Condos feature bonuses like kitchens and sofa beds, along with balconies and free WiFi.
Reviews
9.09.0 out of 10
Wonderful
Popular amenities
- Pool
- Kitchen
- Free parking
- Free WiFi
- Air conditioning
- Restaurant
Main amenities (9)
Main amenities (9)
- 30 smoke-free condos
- Marina
- Near the beach
- Restaurant
- Outdoor pool
- Air conditioning
- Picnic area
- Barbecue grills
- Limited hour front desk
Feel at home (6)
Feel at home (6)
- Sofa bed
- Kitchen
- Separate sitting area
- Television
- Coffee/tea maker
- Blackout drapes/curtains
Room options
Check availability for these dates
Available filters for rooms
Showing 30 of 30 rooms
View all photos for Standard Studio, Balcony, Pool View
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
73801 Overseas Hwy, Islamorada, FL, 33036
What's nearby
- Sunset Drive Beach - 3 min walk - 0.3 km
- Anne's Beach - 7 min walk - 0.7 km
- Robbie’s of Islamorada - 6 min drive - 7.6 km
- Bud n' Mary's Dive Center - 10 min drive - 12.6 km
- Theater of the Sea - 17 min drive - 22.2 km
Getting around
- Marathon, FL (MTH-Florida Keys Marathon) - 28 min drive
- Key West Intl. Airport (EYW) - 92 min drive
- Miami Intl. Airport (MIA) - 121 min drive
- Miami, FL (MPB-Public Seaplane Base) - 123 min drive
- Miami, FL (OPF-Opa Locka Executive) - 128 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
A great choice for a stay in Islamorada, Caloosa Cove Resort by CoolVacay features a marina. After having fun at the outdoor pool, you can grab a bite to eat at the restaurant. Condos feature bonuses like kitchens and sofa beds, along with balconies and free WiFi.
At a glance
Property size
- 30 condos
Arriving/Leaving
- Check-in time starts at 3:00 PM
- Late check-in subject to availability
- Minimum check-in age: 21
- Check-out time is 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
Required at check-in
- Credit card required for incidental charges
- Government-issued photo ID may be required
- Minimum check-in age is 21
Children
- No cribs (infant beds)
Pets
- Pets not allowed
Internet
- Free WiFi in public areas
- Free WiFi in rooms (speed: 25+ Mbps)
Parking
- Free uncovered onsite self parking
Other information
- Smoke-free property
Property amenities
Beach
- Near the beach
Pool/Spa
- Outdoor pool
Internet
- Free WiFi, with speed of 25+ Mbps
Parking and transportation
- Free uncovered self parking on site
Kitchen
- Blender
- Coffee/tea maker
- Toaster
Dining
- 1 restaurant
- Dining table
Bedrooms
- Bed sheets provided
- Double sofa bed
Bathrooms
- Towels provided
Living spaces
- Sitting area
Entertainment
- 40-inch TV with cable service
- Books
- Games
Outdoor areas
- Balcony
- Barbecue grill
- Picnic area
- Outdoor furniture
Comfort
- Air conditioning
- Heating
Pets
- No pets allowed
Suitability/Accessibility
- No elevators
- Smoke-free property
Services and conveniences
- Iron/ironing board
- Phone
- Blackout drapes/curtains
- Front desk (limited hours)
Location highlights
- On the waterfront
Things to do
- Marina on site
- Fishing on site
- 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 rooms
Fees & policies
Policies
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.
This property does not have elevators.
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 accepts credit cards and debit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover
Frequently asked questions
Is there a pool at Caloosa Cove Resort by CoolVacay?
Yes, there's an outdoor pool.
Are pets allowed at Caloosa Cove Resort by CoolVacay?
Sorry, pets aren't allowed.
Is parking offered on site at Caloosa Cove Resort by CoolVacay?
Yes, there's free self parking.
What are the check-in and check-out times at Caloosa Cove Resort by CoolVacay?
You can check in starting at 3:00 PM. Check-out time is 10:00 AM.
What is there to do at Caloosa Cove Resort by CoolVacay and nearby?
Have fun during the warmer months with activities such as fishing. Enjoy a swim in the outdoor pool or use the condo's other amenities, which include a picnic area.
Are there restaurants at or near Caloosa Cove Resort by CoolVacay?
Yes, there's an onsite restaurant.
Does Caloosa Cove Resort by CoolVacay have a kitchen or kitchenette?
Yes, there is a kitchen which also includes a blender, a coffee maker, and a toaster.
Does Caloosa Cove Resort by CoolVacay have any outdoor private spaces?
Yes, this condo features a balcony.
What's the area around Caloosa Cove Resort by CoolVacay like?
Caloosa Cove Resort by CoolVacay is a short 6-minute walk from Anne's Beach and 3 minutes' walk from Sunset Drive Beach.
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Reviews
Caloosa Cove Resort by CoolVacay Reviews
9.0
Wonderful
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
10
Cleanliness
Reviews
Verified
8/10 Very good
Apr 26, 2026
Kimberly
Kimberly, 2-night trip