Highly rated by Caloosa Cove Resort By Coolvacay guests
Heated pool
Sunrise views
Spacious room
Helpful staff
"This property has possibly the best ocean view in all of Islamorada."
anasol22 from United States
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"I loved that room had balcony and kitchen."
Jill from United States
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"The pool was wonderful, clean and warm!"
Gregory from United States
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"The view is much better than many surrounding beach on the keys, but this is way better, with less people."
phariah21 from United States
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"The resort is very private, peaceful and quiet."
Thomas from United States
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Oceanfront Suites
Caloosa Cove rooms feature kitchens, balconies, and ocean views. Choose from either a junior suite with one queen bed and convertible sofa, a den suite with one queen bed and two convertible sofas or a full suite with two queen beds in a separate room from the living area with a convertible sofa. All units feature fully equipped a flat-screen TV, a balcony with an ocean view, and fully equipped kitchen.
Dining On-Site
Enjoy Cuban-inspired cuisine at Habano's Oceanfront Restaurant for lunch or dinner Tuesday through Sunday. It is steps away from your slip. A small micro-brewery with an artsy island vibe brewing close to 30 styles of beer annually.
Leisure Activities
Enjoy the beautiful views and sea breeze of the Atlantic Ocean from the spacious pool and pool deck located between the guest room and the ocean. Enjoy the sparkling waters of the Florida Keys. There is a shuffleboard, lighted tennis court, pickle ball court, and basketball court for guest use. Theater of the Sea is 18 km from the property. Snorkeling is four nautical miles offshore from Islamorada. Tow sports, like tubing, wakeboarding, and water skiing are available. Visitors can walk to learn about the quarry and its operation, an important part of Florida's 20th-century history. Nature trails and fossilized coral reefs are the highlights of this park.
Location and Amenities
Caloosa Cove is perfectly located the best tarpon fishing in the keys. Lower Matecumbe Key is 3 km away, and Craig Key is 3 km away. Suntex Marinas brings more than a century of combined experience to its industry leadership. This oceanside marina provides easy access to deep sea fishing, back country fishing. The protected marina has 32 wet slips that can accommodate boats. There is a convenient roadside gas station provides Regular Unleaded 87 Octane and Non-Ethanol 90 Octane fuel for your automobile and towed boats. Regular Unleaded 87 Octane and Non-Ethanol 90 Octane gas for your automobile and towed boats. Non-Ethanol 90 Octane and Marine Diesel is available at the dock for on water vessels.
Services
Caloosa Cove Marina provides easy access to off-shore and in-shore fishing. The Island Store has all the supplies you need. Provisions include fishing licenses, bait, tackle, ice, water, soft drinks, beer, wine, grocery items and other supplies for a day on the water. The hardware and ship store has the supplies to keep your home, boat, or RV ship shape. Roadside Regular Unleaded 87 Octane and Non-Ethanol 90 Octane gas for your automobile and towed boats. Non-Ethanol 90 Octane and Marine Diesel is available at the dock for on water vessels. Some of our individual owners make their units available for rental. Accessible Routes - to resort office, guest rooms and pool deck. Elevator - lighted pathway from parking to elevator landing. Reception Desk is accessible. Pool Access Lift. TVs - close captioning enabled. Exterior Entry Doors. 32' wide (however our interior room doors are generally 30' wide), Electronic card locks. Levers as handles (interior room doors do not have levers) Service Animals - allowed for persons with disabilities.
Must-do experiences
Join a sunset cruise with Islander Watersports for breathtaking views.
Try the famous Key Lime Pie at Mrs. Mac's Kitchen for dessert bliss.
Visit the History of Diving Museum for a unique underwater history lesson.
Explore Anne's Beach for serene waters and limited crowds.
Check out the Islamorada Farmers Market on Saturdays for local finds.
Choose your room type
Caloosa Cove Resort By Coolvacay — double rooms, family rooms, and suites. Breakfast options and free cancellation available on selected rates
Studio
2 persons
37 sq. feet
1 King-size bed
Air conditioning
Balcony
room details
Studio Ocean View
2 persons
37 sq. feet
1 King-size bed
Air conditioning
Bathtub
room details
Studio Pool View
2 persons
37 sq. feet
1 King-size bed
Air conditioning
Bathtub
room details
Show all rooms
Hotel Price Calendar
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July 2026 - July 2027
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Check-in/ Check-out
Facilities
What's included at Caloosa Cove Resort By Coolvacay — facilities and services available during your stay
Facilities: Perfect
9.2/10Review score
General
No smoking on site
Wi-Fi
Parking
Express check-in/ -out
No pets allowed
Security
Private beach
Lift
ATM/Cash machine
Vending machines
Smoke detectors
Fire extinguishers
Key card access
Key access
Sports & Fitness
Tennis court
Fishing
Guest Parking
Cookware/ Kitchen utensils
Services
Laundry
Shops/Commercial services
Dining
Outdoor dining area
Picnic area/ Tables
Business
Fax/Photocopying
Children
Board games
Spa & Leisure
Seasonal outdoor pool
Heated swimming pool
Beach access
Sun loungers
Sun terrace
BBQ facilities
Pool with view
Shallow end
Room features
Air conditioning
Heating
Sitting area
Patio
Garden furniture
Tea and coffee facilities
Dining table
Bathroom
Free toiletries
Self-catering
Cookware/ Kitchen utensils
Media
Flat-screen TV
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Dining Onsite
Habanos Oceanfront Restaurant at Caloosa Cove Resort invites guests to relish a delightful fusion of American, Seafood, and Spanish cuisine. With a family-friendly atmosphere and stunning waterfront views, dining here feels like an embrace of the vibrant local culture amidst the breathtaking scenery of Islamorada.
Habanos Oceanfront Restaurant
American, Seafood, Spanish
Ambiance
Casual beachfront dining with a warm, inviting atmosphere, perfect for families and sunset viewers.
Key Offerings
Savor fresh seafood, hearty American classics, and tantalizing Spanish flavors while enjoying the spectacular colors of an Islamorada sunset.
Reservation
not needed
Tuesday to Sunday, 11:30 - 22:00
Caloosa Cove Resort By Coolvacay Location
73801 Overseas Highway, Islamorada,
Explore Islamorada
Explore Local Delights
Top Attractions
Activities
Dining
Entertainment
Anne's Beach
7 minutes' walk
A serene beach known for its shallow waters, perfect for wading and picnicking along scenic boardwalks.
Craig Key
10-minute drive
This small island offers stunning views and is perfect for a scenic drive or a quick stop for photos and relaxation.
Lower Matecumbe Key
10-minute drive
Renowned for its natural beauty, this area features spots for fishing and boating in the beautiful Florida Keys waters.
Kayaking Adventures
10-minute drive
Guided kayaking tours through mangroves provide a thrilling aquatic experience for wildlife enthusiasts and adventurers.
Yoga on the Beach
7 minutes' walk
Morning yoga classes at Anne's Beach invite relaxation and mindfulness with breathtaking ocean views.
Habanos Oceanfront
2 minutes' walk
A vibrant spot offering fresh seafood, Cuban dishes, and stunning ocean views, perfect for casual dining.
Local Music Venues
10-minute drive
Various venues in the area feature live music, from reggae nights to jazz, perfect for a fun night out.
Getting around
City Centre
Islamorada 21 min · 8.6 mi
Bus
Bus stop 20 min · 1.0 mi
Book early and pay less
See available rates for your dates
Check Rates
Property information and rules
Check-in
from 16:00-23:59
Check-out
until 10 am
Guest Parking
Private parking is possible on site for free.
Internet
Wireless internet is available in the entire hotel for free.
Pets
Pets are not allowed.
Number of rooms:
30
Former name
caloosa cove resort - with full kitchens
Guest Reviews and Ratings
What guests said after staying at Caloosa Cove Resort By Coolvacay
Review score
Based on 160 verified reviews
9.1 /10
Perfect
90 %
Recommend
Cleanliness
9.2/10
Comfort
9.3/10
Facilities
9.2/10
Free WiFi
7.5/10
Location
9.2/10
Staff
9.3/10
Value for money
8.5/10
Pros
Friendly staff
Pool access
Ocean view
Cons
Small rooms
Poor breakfast
Guest reviews
based on 186 reviews
9.0/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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FAQs
About Caloosa Cove Resort By Coolvacay
Can we park our car at the Caloosa Cove Resort By Coolvacay?
Yes, the Caloosa Cove Resort By Coolvacay offers a car park on site.
What is the earliest I can check-in at Caloosa Cove Resort By Coolvacay?
At Caloosa Cove Resort By Coolvacay, you can check in from 16:00 till 23:59 on the day of arrival.
What is the earliest and the latest I can check-out at the 3-star Caloosa Cove Resort By Coolvacay?
At the 3-star Caloosa Cove Resort By Coolvacay, you can check out from 10:00 till 10:00.
How much does a room at the Islamorada hotel cost?
The price for a room in the Islamorada hotel starts at $414.
What payment methods are available in the hotel?
At the hotel, you can pay using Visa, American Express, and Discover.
What are the room types offered by the Caloosa Cove Resort By Coolvacay?
The Caloosa Cove Resort By Coolvacay provides such room types as King Studio, Deluxe Suite, and Queen Suite.
Is swimming pool available at Caloosa Cove Resort By Coolvacay?
Yes, Caloosa Cove Resort By Coolvacay features a heated pool.
Will I find a beach near the Caloosa Cove Resort By Coolvacay?
Yes, the private beach is located nearly a 5-minute walk from the Caloosa Cove Resort By Coolvacay.