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 in Islamorada, Florida Keys

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Check rooms and rates
From$414 /night
Check-in
14Sept
Check-out
15Sept
Rooms and Guests2 Guests, 1 Room
Key details

About the Property

73801 Overseas Highway, Islamorada
-
Steps from Anne's Beach
Perfect
9.0
/10
4.3
4.5
/5

Oceanfront resort in Islamorada with on-site charter boats and private beach access

Accommodations

Caloosa Cove Resort offers spacious suites with one or two full bathrooms and fully equipped kitchens. Many units feature two flat-screen TVs and two balconies with panoramic ocean views. The resort provides accessible routes and amenities for guests with disabilities, and towels are exchangeable daily.

On-Site Activities & Facilities

The heated outdoor swimming pool with sun terrace overlooks a private beach area with sun loungers and umbrellas. Guests have access to a tennis court, basketball hoop, shuffleboard court, and complimentary kayaks. The marina offers boat slips and on-site charter boats for in-shore and off-shore fishing trips.

Dining

Habano's Oceanfront Restaurant is located on-site and serves meals with ocean views. Outdoor BBQ facilities and a picnic area are available for guest use. A minimarket on the property sells snacks and essentials, and a vending machine provides drinks.

Location & Nearby Attractions

The resort is situated in Islamorada, 9.6 km from Upper Matecumbe Key and 18 km from Theater of the Sea. Windley Key Fossil Reef Geological State Park is 17 km away, and local fishing bridges and marine life experiences are nearby. The property is 30 minutes from John Pennekamp State Park and an hour from Bahia Honda State Park.

Guest Services & Accessibility

Caloosa Cove Resort is pet-friendly, allowing guests to bring their pets to the property. The resort features accessible routes and amenities for individuals with disabilities, including an elevator. Express check-in/check-out, laundry facilities, and ATM/cash machine are available on-site.

Highlights

Accommodations: Suites with full kitchens and ocean-view balconies

Activities: Heated pool, tennis court, kayaks, on-site fishing charters

Dining: Habano's Oceanfront Restaurant and BBQ facilities

Location: Near Theater of the Sea and Windley Key Fossil Reef State Park

Services: Pet-friendly and accessible amenities

Must-do experiences

  • Dive at the Conch Reef for vibrant coral and marine life.
  • Savor the fresh catch at Lazy Days Restaurant's famous fish tacos.
  • Visit Windley Key Fossil Reef Geological State Park for hiking.
  • Explore the Islander Watersports for thrilling kayak rentals.
  • Don't miss the History of Diving Museum for unique local insights.

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

Room Availability and Pricing Calendar

See today's rates and availability for your selected dates!
September 2026 - September 2027
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Check-in/ Check-out

Facilities

Caloosa Cove Resort By Coolvacay offers amenities for a comfortable stay and memorable Florida Keys 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

  • Private parking is possible on site for free.

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
Explore Islamorada
Explore Islamorada
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Anne's Beach
7 minutes' walk
A scenic beach featuring shallow waters, perfect for swimming. Ideal for a family picnic or sunbathing.
Captain McClusky Sailing Charters
15 minutes' walk
Offers personalized sailing adventures. Perfect for couples looking for romance on the water.
Ocean Quest Dive Center
15 minutes' walk
Great for divers of all levels, offering snorkeling and diving trips. Experience the vibrant marine life of the Keys.
Kayaking at Anne's Beach
7 minutes' walk
Rent kayaks nearby for a peaceful paddle in the calm waters. Great option for relaxation or family fun.
Fishing with Caribsea Charters
15 minutes' walk
Catch big game fish with local guides. Ideal for thrill-seekers looking for an exciting day out on the water.
Habanos Oceanfront
2 minutes' walk
Offering delicious Cuban cuisine with ocean views. Known for their seafood paella and vibrant atmosphere.
The Hungry Tarpon
10 minutes' drive
Casual dining with a focus on local fish dishes. Perfect for families, with a charming waterfront setting.
Morada Bay Beach Café
10 minutes' drive
A lively venue with live music, perfect for enjoying cocktails and dancing under the stars. Family-friendly atmosphere.
Florida Keys Brewing Co.
10 minutes' drive
A local craft brewery with a laid-back vibe, offering tastings and live music events. Great for solo travelers and groups.
Local transportation
  • 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

Ratings & Reviews

Read what previous guests have shared about their experience at Caloosa Cove Resort By Coolvacay.
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
Pros
Ocean views
Spacious rooms
Kitchen facilities
Quiet atmosphere
Cons
Cleaning inconsistencies
Limited staff availability
Poor Wi-Fi connectivity
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.
Open reviews

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