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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up to 10% cheaper
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Check rooms and rates
From$414 /night
Check-in
20Aug
Check-out
21Aug
Rooms and Guests2 Guests, 1 Room

About the Hotel

73801 Overseas Highway, Islamorada-
Steps from Anne's Beach

Key Highlights

Beachfront resort with a private beach area, large heated pool with ocean views, sun loungers, and umbrellas.

All units feature a flat-screen TV, balcony, fully equipped kitchenette, and private bathroom; some suites have 2 living rooms and 2 bathrooms.

Free private parking on site with accessible spaces, and no reservation needed.

On-site restaurant Habanos serves American, seafood, and Spanish cuisine for lunch and dinner (closed Mondays).

Free Wi-Fi throughout the property; coin laundry on the second floor; elevator available.

No pets allowed (trained ADA service animals permitted); minimum booking age is 21.

Hotel Details

Location

Southern Islamorada on the Atlantic Ocean, 10 km from Upper Matecumbe Key and 18 km from Theater of the Sea.
The resort sits right on the ocean with private beach access and is adjacent to Anne's Beach, a wading area with a boardwalk and restrooms. Free public parking is on site with accessible spaces. Most restaurants, grocery stores, and shopping are a 10-minute drive north in central Islamorada; Marathon lies to the south. Windley Key Fossil Reef Geological State Park is 17 km away. The location is car-dependent - while the immediate area is quiet and secluded, you will need to drive for most dining and errands. No shuttle or public transport is available from the resort.

Accommodation

Studios and suites with fully equipped kitchenettes, private bathrooms, air conditioning, and balconies - some with ocean views.
Units range from compact studios (sofa bed plus one queen bed, single room layout) to spacious suites with one or two living rooms, separate bedrooms, and up to two full bathrooms. All accommodations include a kitchenette with stovetop, refrigerator, oven, and cookware; tea and coffee maker; flat-screen TV with cable channels; seating and dining area; and heating. Some rooms feature two flat-screen TVs and two balconies with ocean or pool views. Towels are exchangeable daily. The front desk can often have rooms ready by 14:00-15:00; early check-in is not guaranteed but you can use the pool while waiting. Laundry facilities (coin-operated) are on the second floor.

Dining

Habanos Oceanfront Restaurant on site serves lunch and dinner Tuesday-Sunday, featuring American, seafood, and Spanish cuisine.
Habanos is open for lunch and dinner from 11:30 to 22:00 every day except Monday. The restaurant is oceanfront and has a bar. The on-site marina shop offers snacks and drinks. The property also provides an outdoor charcoal grill area on the beach for cooking your own meals. No breakfast is served on site; guests typically prepare breakfast in their fully equipped kitchenette. The nearest grocery stores and a wider selection of restaurants are a 10-minute drive north.

Wellness and Leisure

Large heated outdoor pool with ocean views, sun deck, tennis and basketball courts, and a private beach area.
The outdoor heated pool is open year-round from 07:30 to 19:00, featuring a shallow end, sun loungers, umbrellas, and pool floats. The pool area is fenced and offers a pool with a view. On the private beach (sandy, but the ocean is too shallow for swimming) guests can use chairs and umbrellas. Free activities include tennis and basketball courts (tennis equipment provided), and kayaks are available. Fishing is permitted from the shoreline and a small pier; a fishing bridge is about 2 km north. Board games and puzzles are available. The pool area closes at dusk - no evening access.

Facilities and Services

Free Wi-Fi, free private parking, coin laundry, express check-in/out, elevator, and a minimarket with vending machines.
Wi-Fi is free in all areas. Parking is free, on site, and does not require a reservation - accessible parking spaces are available. The property has a lift to upper floors. There is a minimarket on site and a vending machine for drinks. An ATM / cash machine is located on site. Laundry facilities are coin-operated and located on the second floor; the office can provide rolls of quarters. Services include express check-in/out, fax/photocopying (for a fee), and luggage storage. Security features include key card and key access, smoke alarms, fire extinguishers, and CCTV in common areas. The on-site marina can be used for docking boats (fees apply, contact dock master). The front office closes at 16:00 daily; after-hours self check-in is possible via a lockbox code arranged before arrival.
Highly rated by guestsof Caloosa Cove Resort By Coolvacay
Heated poolSunrise viewsSpacious roomHelpful staff
  • Room Features

    Home Away

    “Our studio included a full kitchen. The private balcony offered wonderful views. It was quiet and peaceful, perfect for a relaxing stay.”

    Carolyn from Canada
    Review on
  • Spa & Leisure

    Poolside Bliss

    “The pool was clean and the perfect temperature. Plenty of floats are available. The pool overlooks the ocean.”

    George from Australia
    Review on
  • Sports & Fitness

    Active Fun

    “We had fun playing shuffleboard and basketball. Kayaks were available. The marina is next door with lots of wildlife.”

    Mia from Sweden
    Review on
  • Guest Parking

    Easy Access

    “Transportation was available to local places. The location is central to many attractions and restaurants.”

    Kenji from Japan
    Review on

Critical Operational Notes

  • Check-in from 16:00; the office closes at 16:00 daily - late arrivals require a lockbox code from the property before 16:00.
  • Check-out by 10:30; express check-in/check-out available.
  • Construction work on site may cause daytime noise; plan quiet time elsewhere if sensitive to noise.
  • The ocean water in front of the resort is too shallow for swimming; crossing the rocks to enter the water is at your own risk.
  • Beach chairs and umbrellas are provided; charcoal grills are available on the beach (charcoal only, not gas).
  • A marina on site offers boat docking for a fee; contact the dock master directly for rates and availability.
  • No fitness center, spa, hot tub, or airport shuttle on site.

Most popular facilities

at Caloosa Cove Resort By Coolvacay
Wi-Fi
Free parking
Food/ Drinks
Swimming pool
Laundry
TV

Top Strategic Tips

  • 01

    Arrive before 16:00 to check in at the office; after-hours check-in uses a lockbox code provided before arrival.

  • 02

    Request a room with two balconies and an ocean view at booking if oceanfront vistas are important, as not every room has a water view.

  • 03

    Plan breakfast in-room using the fully equipped kitchenette, as the property offers only a basic coffee setup with powdered creamer.

  • 04

    Factor in daytime construction noise when planning in-room relaxation; the property has ongoing work.

Choose your room type

Caloosa Cove Resort By Coolvacay — double rooms, family rooms, and suites. Breakfast options and free cancellation available on selected rates
  • 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

Hotel Price Calendar

Check availability and prices for your dates
August 2026 - August 2027
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Check-in/ Check-out

Facilities

What's included at Caloosa Cove Resort By Coolvacay — facilities and services available during your stay
Facilities: Perfect
9.2/10Review 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
Show more

Dining Onsite

Habanos Oceanfront Restaurant at Caloosa Cove Resort invites guests to relish a delightful fusion of American, Seafood, and Spanish cuisine. With a family-friendly atmosphere and stunning waterfront views, dining here feels like an embrace of the vibrant local culture amidst the breathtaking scenery of Islamorada.
  • Habanos Oceanfront Restaurant

    American, Seafood, Spanish
    Ambiance
    Casual beachfront dining with a warm, inviting atmosphere, perfect for families and sunset viewers.
    Key Offerings
    Savor fresh seafood, hearty American classics, and tantalizing Spanish flavors while enjoying the spectacular colors of an Islamorada sunset.
    Reservation
    not needed
    Tuesday to Sunday, 11:30 - 22:00

Caloosa Cove Resort By Coolvacay Location

73801 Overseas Highway, Islamorada
Explore Islamorada
Explore Local Delights
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Anne's Beach
Anne's Beach
7 minutes' walk
A serene beach known for its shallow waters, perfect for wading and picnicking along scenic boardwalks.
Craig Key
Craig Key
10-minute drive
This small island offers stunning views and is perfect for a scenic drive or a quick stop for photos and relaxation.
Lower Matecumbe Key
Lower Matecumbe Key
10-minute drive
Renowned for its natural beauty, this area features spots for fishing and boating in the beautiful Florida Keys waters.
Kayaking Adventures
10-minute drive
Guided kayaking tours through mangroves provide a thrilling aquatic experience for wildlife enthusiasts and adventurers.
Yoga on the Beach
7 minutes' walk
Morning yoga classes at Anne's Beach invite relaxation and mindfulness with breathtaking ocean views.
Habanos Oceanfront
2 minutes' walk
A vibrant spot offering fresh seafood, Cuban dishes, and stunning ocean views, perfect for casual dining.
Local Music Venues
10-minute drive
Various venues in the area feature live music, from reggae nights to jazz, perfect for a fun night out.
Getting around
  • City Centre
    Islamorada 21 min  ·  8.6 mi
  • Bus
    Bus stop 20 min  ·  1.0 mi
Book early and pay less
See available rates for your dates
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 the entire hotel for free.
Pets
Pets are not allowed.
Number of rooms:
30
Former name
caloosa cove resort - with full kitchens

Guest Reviews and Ratings

What guests said after staying at Caloosa Cove Resort By Coolvacay
Review score
Based on 160 verified reviews
9.1 /10
Perfect
90 %
Recommend
Cleanliness
9.2/10
Comfort
9.3/10
Facilities
9.2/10
Free WiFi
7.5/10
Location
9.2/10
Staff
9.3/10
Value for money
8.5/10
Pros
Friendly staff
Pool access
Ocean view
Cons
Small rooms
Poor breakfast
Guest reviews
based on 178 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
Can we park our car at the Caloosa Cove Resort By Coolvacay?
Yes, the Caloosa Cove Resort By Coolvacay offers a car park on site.
What is the earliest I can check-in at Caloosa Cove Resort By Coolvacay?
At 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 the 3-star Caloosa Cove Resort By Coolvacay?
At the 3-star Caloosa Cove Resort By Coolvacay, you can check out from 10:00 till 10:00.
How much does a room at the Islamorada hotel cost?
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 Visa, American Express, and Discover.
What are the room types offered by the Caloosa Cove Resort By Coolvacay?
The Caloosa Cove Resort By Coolvacay provides such room types as King Studio, Deluxe Suite, and Queen Suite.
Is swimming pool available at Caloosa Cove Resort By Coolvacay?
Yes, Caloosa Cove Resort By Coolvacay features a heated pool.
Will I find a beach near the Caloosa Cove Resort By Coolvacay?
Yes, the private beach is located nearly a 5-minute walk from the Caloosa Cove Resort By Coolvacay.

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