Caloosa Cove Resort By Coolvacay Islamorada Exterior photoCaloosa Cove Resort By Coolvacay Islamorada Exterior photoCaloosa Cove Resort By Coolvacay Islamorada Exterior photo
Book on our site
Save up to 10% more
than Booking.com
Check rooms and rates
From414US$ /night
Check-in
28Jun2026Select date
Check-out
29Jun2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

73801 Overseas Highway, Islamorada, Florida, United States
-
Close to Anne's Beach
Perfect
9.0
/10
4.2
4.4
/5

Caloosa Cove Resort By Coolvacay - A waterfront resort with oceanfront suites, marina access, and heated pool

Caloosa Cove Resort By Coolvacay offers 30 oceanfront suites with fully equipped kitchens, private balconies, and flat-screen TVs. The 3-star property features a heated swimming pool and sandy beach area between the guest rooms and the Atlantic Ocean. Guests can choose from a junior suite with one queen bed and a 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. The on-site Habano's Oceanfront Restaurant serves Cuban-inspired cuisine, while the marina provides access to in-shore and off-shore fishing. Activities include shuffleboard, a lighted tennis court, pickleball, and basketball. Caloosa Cove Marina has 32 wet slips for boats up to 15.2 m, with fishing charters available. The resort is 18 km from Theater of the Sea.

Pros

Oceanfront suites with balconies and fully equipped kitchens.

On-site marina with fishing charters and boat storage.

Heated pool and sandy beach area with barbecue facilities.

Proximity to Theater of the Sea and other Florida Keys attractions.

Cons

Interior room doors are 30' wide, limiting accessibility for some mobility devices.

No full-service spa or fitness center on-site.

View all

Select your room type

Caloosa Cove Resort By Coolvacay offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Studio
2 persons
400 sq. feet 
1 King-size bed
Shower
Heating
Studio Ocean View
2 persons
400 sq. feet 
1 King-size bed
Shower
Heating
Studio Pool View
2 persons
400 sq. feet 
1 King-size bed
Shower
Heating
Deluxe Queen Suite
2 persons
800 sq. feet 
1 King-size bed
Shower
Heating
Click button to see more rooms
Show all rooms
Show all roomsLess

Room Rates & Availability Calendar

Check availability and prices for your dates now!

Facilities

Caloosa Cove Resort By Coolvacay offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
9.1/10Review 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
Show more

Caloosa Cove Resort By Coolvacay Location

73801 Overseas Highway, Islamorada, Florida, United States
Map view
73801 Overseas Highway, Islamorada, Florida, United States
Nearby
Beach
Anne's Beach
1800 ft
Restaurants
Habanos Oceanfront
600 ft
73510 Overseas Hwy
Explore Islamorada
Explore Islamorada
Top Attractions
Activities
Dining
Entertainment
Anne's Beach
Anne's Beach
7 minutes' walk
Beautiful sandy beach known for its shallow waters and scenic boardwalk. Ideal for picnics and relaxation.
Craig Key
Craig Key
10-minute drive
Island offering stunning views and a variety of water sports. Great for photographers and nature lovers.
Lower Matecumbe Key
Lower Matecumbe Key
10-minute drive
Key featuring preserved coastline and rich wildlife. Perfect for nature hikes and peaceful retreats.
Kayaking
10-minute drive
Thrilling kayaking through mangroves and estuaries. Rentals available nearby; ideal for adventurers.
Yoga on the Beach
7 minutes' walk
Relaxing beach yoga classes offered weekly. Perfect for all levels, promoting tranquility in a natural setting.
Habanos Oceanfront
Habanos Oceanfront
2 minutes' walk
Elegant oceanfront dining with Cuban cuisine. Fresh seafood and cocktails. Reservations recommended.
Lobster Matey
10-minute drive
Lively bar featuring live music and local brews. Weekly events include karaoke nights, family-friendly atmosphere.
Islander Watersports
10-minute drive
Adventure hub with jet ski rentals and guided tours. Family-friendly fun and excitement for all ages.
Getting around
City Centre
Islamorada21 min  ·  8.6 mi
Bus
Bus stop20 min  ·  1.0 mi
Want to see Exclusive Early Booking Rate?
Get exlusive rates right now!
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 for free.
Pets
Pets are not allowed.
Number of rooms:
30
Former name
caloosa cove resort - with full kitchens

Reviews and Ratings

Feedback about Caloosa Cove Resort By Coolvacay from previous guests about their experience.
Review score
Based on 156 verified reviews
9.0/10
Perfect
90%
Recommend
Cleanliness
9.2/10
Comfort
9.3/10
Facilities
9.1/10
Free Wi-Fi
7.5/10
Location
9.2/10
Staff
9.3/10
Value for money
8.5/10
Pros
Clean rooms
Ocean view
Private views
Cons
Thick pillows
Older TV
Guest reviews
based on 187 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.
Open reviews
FAQs
About Caloosa Cove Resort By Coolvacay
Is there a parking at Caloosa Cove Resort By Coolvacay?
Yes, Caloosa Cove Resort By Coolvacay features a car park on site.
What is the earliest I can check-in at the 3-star Caloosa Cove Resort By Coolvacay?
At the 3-star 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 Caloosa Cove Resort By Coolvacay?
At Caloosa Cove Resort By Coolvacay, you can check out from 10:00 till 10:00.
How much does it cost to stay at the Islamorada hotel?
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 American Express, Visa, and Discover.
What room types are available at Caloosa Cove Resort By Coolvacay?
One-Bedroom Suite, Deluxe Suite, and King Studio are among the room types available at Caloosa Cove Resort By Coolvacay.
Is there a swimming pool in Caloosa Cove Resort By Coolvacay?
Yes, Caloosa Cove Resort By Coolvacay features an outdoor swimming pool.
Is there a beach near Caloosa Cove Resort By Coolvacay?
Yes, the own beach is located merely a 5-minute walk from Caloosa Cove Resort By Coolvacay.

Next best alternative

Consider them for your next trip.
Check-in
28Jun2026Select date
Check-out
29Jun2026Select date
Rooms and Guests2 Guests, 1 Room