Book through our site
—up to 10% cheaper
than Booking.com
Check rooms and rates
From414US$ /night
Check-in
14Mar2026Select date
Check-out
15Mar2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

73801 Overseas Highway, Islamorada, Florida, United States
-
Near Anne's Beach
Great
8.8
/10
4.3
4.4
/5

Rooms

Caloosa Cove Resort offers oceanfront suites with picturesque views of the Atlantic Ocean. Options include junior suites with one queen bed and a convertible sofa, den suites with one queen bed and two convertible sofas, or full suites with two queen beds in a separate room from the living area. Each suite features a fully equipped kitchen and private balcony for added convenience.

Recreation

The resort includes a heated pool surrounded by a spacious deck, providing expansive views and a relaxing atmosphere. Guests have access to a sandy beach, grilling stations, and the opportunity to picnic by the water. For physical activities, Caloosa Cove offers shuffleboard, a lighted tennis court, pickleball court, and a basketball court.

Dining

Guests can savor Cuban-inspired cuisine at Habano's Oceanfront Restaurant, open for lunch and dinner from Tuesday to Sunday. The restaurant emphasizes local flavors and provides a casual dining experience with ocean views. Further, the on-site general store allows for convenient provisioning of food and beverages.

Marina & Boating Services

Caloosa Cove showcases a marina equipped with 30 wet slips for boats up to 50 feet and 80 dry storage options for smaller vessels. Fuel services are available for both automobiles and marine vessels, including Non-Ethanol gas and Marine Diesel. On-site charter boats offer guests a chance to explore the waters around Islamorada.

Accessibility & Convenience

The resort caters to diverse guests with accessible routes to the office and pool deck, along with elevator access. Service animals are permitted, contributing to an inclusive environment. Steps away, the Island Store facilitates easy access to essential supplies for both land and water activities.

Highlights

Rooms: Oceanfront suites with kitchens and balconies

Recreation: Heated pool and beach area

Dining: Habano's Oceanfront Restaurant

Marina: 30 wet slips for boats up to 50 feet

Accessibility: Accessible routes to office and pool deck

“This oceanfront Islamorada resort immediately appeals to families and couples seeking relaxation. I especially like that every suite has a full kitchen and a balcony to take in the views. For those keen to explore local waters, its proximity to fishing charters will make planning excursions easy.”
Hotel logo
James DavidEditor-in-Chief at Cheaphotels
View all

Select your room type

The hotel provides a selection of rooms—doubles, family rooms, and suites—with perks like free cancellation, breakfast options, and great value 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 Suite
2 persons
800 sq. feet 
1 King-size bed
Shower
Heating
Click button to see more rooms
Show all rooms
Show all roomsLess

Room rates & availability calendar

See the best prices and book your dates today!

Amenities & services

Real traveler stories and honest reviews—no glossy ads, just authentic feedback to guide your booking
Facilities: Perfect
9.0/10Review 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

Habanos Oceanfront Restaurant offers a delightful blend of American, seafood, and Spanish cuisines set against the stunning backdrop of Islamorada's famous sunsets. With a family-friendly ambiance, this waterfront dining spot invites guests to indulge in authentic flavors while enjoying a relaxed and inviting atmosphere.

Habanos Oceanfront Restaurant

American, Seafood, Spanish
Ambiance
Family-friendly waterfront dining with breathtaking views of the sunset over the ocean.
Key Offerings
Signature dishes include fresh seafood and Spanish-inspired specialties, complemented by craft cocktails. Perfect for those seeking a casual meal with a view or a memorable family dinner.
Reservation
Reservations recommended.
Open for lunch and dinner daily from 11:30 AM to 10:00 PM.

Caloosa Cove Resort By Coolvacay 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
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Anne's Beach
7 minutes' walk
A picturesque beach with shallow waters and a boardwalk, ideal for swimming and picnics, featuring great sand and views.
Craig Key
Craig Key
10 minutes' drive
A scenic area known for its beautiful waterways and unique landscapes, perfect for photo opportunities and nature viewing.
Lower Matecumbe Key
Lower Matecumbe Key
10 minutes' drive
Home to numerous marine activities, small beaches, and scenic views, great for relaxation and family outings.
Water Sports
10 minutes' drive
Various water sports available, including kayaking and paddleboarding, with rental services nearby for an adventurous day out.
Yoga at Coconut Cove
10 minutes' drive
Relaxing yoga classes amid natural surroundings, focusing on wellness and tranquility, perfect for stress relief.
Habanos Oceanfront
Habanos Oceanfront
2 minutes' walk
A beachfront restaurant serving Cuban and Caribbean cuisine with fresh seafood and a laid-back atmosphere, perfect for casual dining.
Local Music Scene at Green Turtle Inn
10 minutes' drive
A lively spot featuring live music events, showcasing local talent with a friendly vibe, great for enjoying the evening.
Getting around town
City Centre
Islamorada21 min  ·  8.6 mi
Bus
Bus stop20 min  ·  1.0 mi
Looking for early-bird discounts?
Get special discounted rates today!
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 for free.
Pets
Pets are not allowed.
Number of rooms:
30
Former name
caloosa cove resort - with full kitchens

Reviews and Ratings

What past guests shared about their stay
Review score
Based on 109 verified reviews
9.1/10
Perfect
92%
Recommend
Cleanliness
9.1/10
Comfort
9.2/10
Facilities
9.0/10
Free Wi-Fi
7.5/10
Location
9.2/10
Staff
9.3/10
Value for money
8.6/10
Pros
Picturesque location
Clean pool
Helpful staff
Well-equipped kitchen
Warm pool
Cons
Tight check-in window
Uncomfortable sofa
Loud AC unit
Guest reviews
based on 220 reviews
8.8/10
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
What are the check-in and check-out times at Caloosa Cove Resort?
Check-in is at 16:00 and check-out is by 10:30.
Is parking available at Caloosa Cove Resort?
Private parking is available on-site for free without the need for reservation.
What are some of the highlights of Caloosa Cove Resort?
Highlights include a heated outdoor swimming pool, a private beach area, and free Wi-Fi.
What type of room amenities can guests expect at Caloosa Cove Resort?
Rooms feature a flat-screen TV, air conditioning, and a fully equipped kitchen.
Does Caloosa Cove Resort have on-site dining options?
Guests can enjoy a meal at Habanos Oceanfront, the on-site restaurant.
What recreational activities are offered at Caloosa Cove Resort?
The resort offers access to fishing, a tennis court, and outdoor grilling options.
What are the nearby attractions to Caloosa Cove Resort?
Nearby attractions include Theater of the Sea (18 km), Windley Key (18 km), and Windley Key Fossil Reef Geological State Park (17 km).
Is there a beach access at Caloosa Cove Resort?
The resort features a private beach area for guests.
What is the distance of Caloosa Cove Resort from popular beaches?
Anne's Beach is located 76 m from the resort.

Next best alternative

Consider them for your next trip.
Check-in
14Mar2026Select date
Check-out
15Mar2026Select date
Rooms and Guests2 Guests, 1 Room