Caloosa Cove Resort By Coolvacay Islamorada Exterior photoCaloosa Cove Resort By Coolvacay Islamorada Exterior photoCaloosa Cove Resort By Coolvacay Islamorada Exterior photo

Caloosa Cove Resort By Coolvacay, Islamorada

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Check rooms and rates
From$414 /night
Check-in
02Sept
Check-out
03Sept
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

73801 Overseas Highway, Islamorada
-
Next to Anne's Beach
Perfect
9.0
/10
4.3
4.5
/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.

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
    37 sq. feet
    1 King-size bed
    Air conditioning
    Balcony
  • Studio Ocean View
    2 persons
    37 sq. feet
    1 King-size bed
    Air conditioning
    Bathtub
  • Studio Pool View
    2 persons
    37 sq. feet
    1 King-size bed
    Air conditioning
    Bathtub
Show all rooms

Price and Room Availability Calendar

Check availability and prices for your dates now!
September 2026 - September 2027
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Check-in/ Check-out

Facilities

Caloosa Cove Resort By Coolvacay offers amenities for your comfortable stay and unforgettable experiences
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
Show more

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.

Caloosa Cove Resort By Coolvacay Location

73801 Overseas Highway, Islamorada
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
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
    Islamorada 21 min  ·  8.6 mi
  • Bus
    Bus stop 20 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 the entire hotel 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 173 verified reviews
9.1 /10
Perfect
91 %
Recommend
Cleanliness
9.3/10
Comfort
9.3/10
Facilities
9.2/10
Free WiFi
7.5/10
Location
9.2/10
Staff
9.3/10
Value for money
8.6/10
Guest reviews
based on 174 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
What are the check-in and check-out times at Caloosa Cove Resort?
Check-in is at 16:00 and check-out is at 10:30.
What amenities can guests enjoy at Caloosa Cove Resort?
Guests can enjoy a heated outdoor swimming pool, private beach access, and outdoor dining areas.
What dining options are available at Caloosa Cove Resort?
The on-site restaurant, Habanos Oceanfront, offers Cuban-inspired cuisine.
Which nearby attractions are accessible from Caloosa Cove Resort?
Nearby attractions include Theater of the Sea (18 km) and Windley Key Fossil Reef Geological State Park (17 km).
What room features are available at Caloosa Cove Resort?
Rooms are equipped with air conditioning, a flat-screen TV, a fully equipped kitchen, and balconies with ocean views.
Is there a pool at Caloosa Cove Resort?
Guests can enjoy a heated outdoor pool with a sun terrace.
Can guests enjoy fishing activities at Caloosa Cove Resort?
The area surrounding the resort is popular for fishing, with easy access to both in-shore and off-shore fishing.
What recreational activities are offered at Caloosa Cove Resort?
The resort features a tennis court and provides equipment for guests.
How far is Caloosa Cove Resort from the nearest beach?
The property has direct access to a private beach area which is located adjacent to the resort.
What unique accommodation options does Caloosa Cove Resort provide?
Guests can choose from junior suites, den suites, or full suites with kitchens and living areas.
Is Wi-Fi available at Caloosa Cove Resort?
Complimentary Wi-Fi is available for all guests.

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