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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Check rooms and rates
From414US$ /night
Check-in
22Jul2026Select date
Check-out
23Jul2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

Caloosa Cove Resort By Coolvacay - Oceanfront resort with heated pool, on-site Cuban dining, and fishing charters in Islamorada

Oceanfront resort Caloosa Cove Resort By Coolvacay provides 3-star accommodations in Islamorada, featuring spacious suites with full kitchens and private balconies overlooking the Atlantic. Each unit includes a flat-screen TV, air conditioning, and a private bathroom; some suites have two balconies with ocean views. On-site dining at Habano's Oceanfront Restaurant serves Cuban cuisine for lunch and dinner. The property includes a heated outdoor swimming pool, sun terrace, private beach area, tennis court, and shuffleboard. On-site charter boats for in-shore and off-shore fishing are available, along with a marina offering boat slips. Free Wi-Fi, parking, and a minimarket are provided, with towels exchangeable daily. Caloosa Cove Resort By Coolvacay is located 18 km from Theater of the Sea and Windley Key Fossil Reef Geological State Park. Family rooms, board games, and a pet-friendly policy are offered, with accessible routes for individuals with disabilities. Guest reviews highlight the friendly and helpful staff at Caloosa Cove Resort By Coolvacay.

Pros

Quiet and peaceful location with no road noise.

Large heated pool with floats and toys for children.

Free kayaks available for guest use.

Staff provides personalized recommendations and friendly service.

Well-maintained property with clean, spacious rooms.

Cons

Office closes at 4:00 PM, requiring self-check-in after hours.

Ocean shoreline is rocky and not ideal for swimming.

No gym on the property.

Must-do experiences

  • Visit the History of Diving Museum for unique underwater artifacts.
  • Try the seafood platter at Marker 88 for a local dining delight.
  • Take a guided kayak tour through the mangroves at Florida Bay.
  • Explore the art galleries at Artist's Alley for local creativity.
  • Don't miss the sunset at Anne's Beach for breathtaking views.
View all

Select your room type

Find detailed information on rooms, amenities, and exclusive deals for your ideal beach holiday
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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Prices and availability

View real-time room availability and secure the best rate for your travel dates

Facilities

Enjoy modern comforts, from ocean-view suites to family-friendly options with breakfast included
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
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Dining Onsite

At Caloosa Cove Resort By Coolvacay, guests are invited to indulge in vibrant dining experiences that celebrate local flavors and the beauty of Islamorada. With dishes inspired by American, Spanish, and seafood traditions, Habanos Oceanfront Restaurant offers a delightful fusion set against stunning waterfront vistas, perfect for family gatherings or romantic dinners.

Habanos Oceanfront Restaurant

American, Seafood, Spanish
Ambiance
Family-friendly with breathtaking ocean views, creating an inviting atmosphere for all ages.
Key Offerings
Signature favorites include fresh seafood platters and Spanish tapas, complemented by refreshing craft cocktails. Each meal is a chance to soak in one of Islamorada's renowned sunsets, making for a delightful end to any day.
Reservation
Reservations are recommended.
Open daily for lunch and dinner from 11:30 AM to 10:00 PM.

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
7 minutes walking
A beautiful beach with shallow waters, perfect for picnics and sunbathing. Enjoy scenic boardwalks and nature trails nearby.
Ocean Quest Dive Center
15 minutes walking
Offers a variety of diving experiences in the vibrant coral reefs. Ideal for both beginners and experienced divers.
Captain McClusky Sailing Charters
15 minutes walking
Sailing charters with stunning views of the sunset and opportunities for swimming and snorkeling. A unique way to explore local waters.
Florida Keys Overseas Heritage Trail
15 minutes walking
A scenic trail perfect for biking and walking that showcases Florida's natural beauty. Connector to various outdoor activities.
Snorkeling Tours
15 minutes walking
Guided snorkeling tours are available nearby, allowing guests to see stunning marine life in pristine coral reefs.
Kayaking at Anne's Beach
7 minutes walking
Kayak rentals are available near the beach for a relaxing paddle through calm waters, perfect for all skill levels.
Fishing Charters
5 minutes driving
Numerous fishing charters can be booked locally, catering to all types of anglers. Experience deep-sea or sport fishing.
Habanos Oceanfront
2 minutes walking
Cuban cuisine with ocean views, specializing in seafood and classic dishes. Reservations recommended, vegetarian options available.
Morada Bay Beach Cafe
5 minutes driving
Casual beachside dining with a diverse menu featuring Caribbean flavors. Beautiful sunset views, outdoor seating available.
Islamorada Brewery & Distillery
10 minutes driving
Locally brewed beer and spirits with live music events. Family-friendly vibe with outdoor games and waterfront views.
Theater of the Sea
10 minutes driving
Marine park featuring animal shows and interactive experiences. Great family attraction that highlights marine wildlife.
How to get 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
Pros
Ocean views
Clean rooms
Well-equipped kitchens
Friendly staff
Cons
Small rooms
Restaurant closure
Uninviting check-in
Guest reviews
based on 185 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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22Jul2026Select date
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Rooms and Guests2 Guests, 1 Room