Caloosa Cove Resort By Coolvacay Islamorada Exterior photoCaloosa Cove Resort By Coolvacay Islamorada Exterior photoCaloosa Cove Resort By Coolvacay Islamorada Exterior photo
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From414US$ /night
Check-in
19Jul2026Select date
Check-out
20Jul2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

4-star oceanfront resort in Islamorada

Rooms

Caloosa Cove Resort offers oceanfront suites that highlight stunning waterscape views. Room options include junior suites with one queen bed and convertible sofa, den suites with one queen bed and two convertible sofas, and full suites with two queen beds in a separate room along with a convertible sofa. Each accommodation features a kitchen, a balcony, and direct access to the scenic beauty of the Florida Keys.

Pool & Beach Area

The resort provides a heated pool and spacious pool deck for guests to enjoy. Situated between the guest rooms and the ocean, this area allows for sunbathing while taking in the fresh ocean breeze. The sandy beach invites guests to soak in the sun or host barbecues for a relaxing day by the water.

Marina & Boat Storage

Caloosa Cove Resort features its own marina, accommodating boats with 30 wet slips for vessels up to 50 feet. Additional dry storage space is available for boats up to 34 feet. This facility provides ease of access to local waterways for fishing and boating excursions.

Dining Options

Guests can enjoy Cuban-inspired cuisine at Habano's Oceanfront Restaurant, open for lunch and dinner from Tuesday to Sunday. The restaurant is a local favorite, promising a delightful culinary experience with waterfront views. This dining option adds convenience for those looking to satisfy their cravings without leaving the resort.

Activities

Caloosa Cove Resort offers an array of recreational activities, including shuffleboard, lighted tennis, pickleball, and basketball courts. These amenities are available at no additional charge, encouraging guests to stay active and engaged during their stay. Charter boats for in-shore and off-shore fishing opportunities are also available at the marina.

Highlights

Location: Oceanfront setting in Islamorada

Rooms: Oceanfront suites with kitchens

Dining: Habano's Oceanfront Restaurant

Marina: 30 wet boat slips available

Activities: Shuffleboard, tennis, and basketball courts

Must-do experiences

  • Snorkel at Pennekamp State Park for vibrant coral reefs.
  • Taste the conch fritters at Morada Bay Beach Café-delicious!
  • Visit the History of Diving Museum for fascinating underwater stories.
  • Kayak through the mangroves at Florida Bay for wildlife sightings.
  • Check out the local art at the Rain Barrel Artisan Village nearby.
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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
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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
  • Free 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

Caloosa Cove Resort offers a delightful dining experience at Habanos Oceanfront Restaurant, where guests can indulge in a medley of American, Seafood, and Spanish flavors. Set against the stunning backdrop of Islamorada's famous sunsets, this family-friendly locale invites all to enjoy flavorful dishes in a vibrant atmosphere.

Habanos Oceanfront Restaurant

American, Seafood, Spanish
Ambiance
Family-friendly atmosphere with breathtaking oceanfront views, perfect for gathering with loved ones.
Key Offerings
Signature dishes celebrate local seafood and seasonal ingredients, complemented by craft cocktails. Enjoy the magical experience of dining as the sun sets over the water.
Reservation
Reservations recommended to secure a preferred dining time.
Open for lunch and dinner from 11:30 AM to 10:00 PM, Tuesday through Sunday.

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 the Best of Islamorada
Top Attractions
Activities
Dining
Entertainment
Anne's Beach
Anne's Beach
7 minutes walking
A serene beach known for its shallow waters and mangrove trails, perfect for families and nature lovers.
Craig Key
Craig Key
10-minute drive
An island known for its scenic views and aquatic activities, it offers a quintessential Keys experience.
Lower Matecumbe Key
Lower Matecumbe Key
10-minute drive
An iconic destination, this key features beautiful beaches and prime spots for water sports and fishing.
Kayaking at Anne's Beach
7 minutes walking
Enjoy kayaking in calm waters. Rentals are available nearby, great for families and solo adventurers.
Snorkeling Adventures
10-minute drive
Thrilling snorkeling tours explore local reefs. Booking in advance is recommended for seasonal spots.
Yoga by the Sea
10-minute drive
Relax with beach yoga classes. Available at local studios, offering a tranquil experience against the ocean backdrop.
Habanos Oceanfront
Habanos Oceanfront
2 minutes walking
A casual eatery serving Cuban fare with stunning ocean views. Popular dishes include seafood paella and the Cuban sandwich.
The Green Turtle Inn
10-minute drive
A lively bar and restaurant featuring live music and themed nights. Perfect for families and an all-ages vibe.
Getting around
City Centre
Islamorada21 min  ·  8.6 mi
Bus
Bus stop20 min  ·  1.0 mi
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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
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.
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FAQs
About Caloosa Cove Resort By Coolvacay
Is there free parking in the 3-star Caloosa Cove Resort By Coolvacay?
Yes, the 3-star Caloosa Cove Resort By Coolvacay offers guests to park their cars at parking spaces for free.
At what time can I check-in at Caloosa Cove Resort By Coolvacay?
At Caloosa Cove Resort By Coolvacay, you can check in from 16:00 till 23:59.
At what time can I check-out at the 3-star Caloosa Cove Resort By Coolvacay?
You can check out of the 3-star Caloosa Cove Resort By Coolvacay from 10:00 till 10:00.
What are the booking prices at the hotel?
The prices at the hotel start from $414.
What payment methods are available in the Islamorada hotel?
At the Islamorada hotel, you can pay using Visa, American Express, and Discover.
What kinds of rooms does the 3-star Caloosa Cove Resort By Coolvacay offer?
The 3-star Caloosa Cove Resort By Coolvacay offers such room types as King Studio, Queen Suite, and Deluxe Suite.
Do you have a pool at the 3-star Caloosa Cove Resort By Coolvacay?
Yes, the 3-star Caloosa Cove Resort By Coolvacay features a heated swimming pool.
Is beach close to the 3-star Caloosa Cove Resort By Coolvacay?
Yes, Anne's Beach is located about 100 metres from the 3-star Caloosa Cove Resort By Coolvacay.

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Check-in
19Jul2026Select date
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Rooms and Guests2 Guests, 1 Room