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
From352US$ /night
Check-in
22Apr2026Select date
Check-out
23Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

Property overview

73801 Overseas Highway, Islamorada, Florida, United States
-
Near Anne's Beach
Great
8.8
/10
4.2
4.4
/5

Oceanfront Suites

Caloosa Cove offers 30 oceanfront suites with kitchens and balconies. Guests can choose from a junior suite with one queen bed and a convertible sofa, a den suite with one queen bed and two convertible sofas, or a full suite with two queen beds in a separate room from the living area with a convertible sofa. All units feature a flat-screen TV, a balcony with an ocean view, and a fully equipped kitchen including a stovetop, refrigerator, kitchenware, and oven.

Dining On-Site

Habano's Oceanfront Restaurant serves Cuban-inspired cuisine for lunch and dinner Tuesday through Sunday. The restaurant is steps from the marina.

Leisure Activities

Guests enjoy access to a shuffleboard, lighted tennis court, pickle ball court, and basketball court at no additional charge. The property features a spacious heated swimming pool and sandy beach with views of the Atlantic Ocean. Barbecues are available for guests to grill and picnic on the beach.

Location & Access

Caloosa Cove is 18 km from Theater of the Sea on Islamorada. Lower Matecumbe Key and Craig Key are 3 km away. The marina provides access to off-shore and in-shore fishing. Islamorada is an ideal location for snorkeling, scuba diving, and many other water sports.

General Store & Gas

The Island Store, steps from the marina, sells fishing licenses, bait, tackle, ice, water, soft drinks, beer, wine, and groceries. The hardware and ship store provides supplies for homes, boats, and RVs. Roadside Regular Unleaded 87 Octane and Non-Ethanol 90 Octane gas are available. Non-Ethanol 90 Octane and Marine Diesel are available at the dock.

“Caloosa Cove wins on many fronts, but the overall impression is of a place designed for longer stays and genuine relaxation. The full kitchens and spacious suites definitely support that, along with those balconies overlooking the water. It's south Islamorada, putting you in prime position for exploring the lower Keys.”
Hotel logo
David MillerEditor, UsFlorida
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Choose your preferred room

The property features double rooms, family rooms, and suites, often including breakfast, free cancellation, and special offers
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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Calendar of room availability and rates

See current availability and pricing for your dates

Facilities

Amenities are designed to ensure comfort and memorable stays
Facilities: Great
8.9/10Review 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, Habanos Oceanfront Restaurant delights guests with a diverse menu, featuring the rich flavors of American, Seafood, and Spanish cuisines. This family-friendly venue boasts an inviting waterfront setting, perfect for enjoying meals alongside stunning sunsets in Islamorada.

Habanos Oceanfront Restaurant

American, Seafood, Spanish
Ambiance
Family-friendly open-air dining with views of the ocean, ideal for relaxing after a day of adventure.
Key Offerings
Signature dishes include fresh seafood specialities and traditional Spanish tapas, all paired with refreshing craft cocktails. The restaurant is a great spot for sunset dinners, creating a serene and picturesque dining experience.
Reservation
Recommended, especially for sunset dining.
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, 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
Activities Near Caloosa Cove Resort
Top Attractions
Activities
Dining
Entertainment
Anne's Beach
7 minutes' walk
A serene beach known for its calm waters and unique tidal pools, perfect for sunbathing and picnics.
Lower Matecumbe Key
10 minutes' drive
A scenic area offering beautiful views and access to outdoor recreational activities, including snorkeling and fishing.
Craig Key
10 minutes' drive
A small key known for its picturesque landscapes and fishing opportunities, ideal for nature enthusiasts.
Kayaking and Paddleboarding
10 minutes' drive
Adventurous options available at local rental shops, offering a chance to paddle through the beautiful waters.
Yoga on the Beach
5 minutes' walk
Relaxing yoga sessions held on the beach, perfect for all skill levels and promoting wellness in a tranquil setting.
Habanos Oceanfront
2 minutes' walk
A casual eatery with stunning ocean views, serving Cuban-inspired dishes and fresh seafood in a vibrant setting.
Lazy Days South
10 minutes' drive
A lively beachfront bar and restaurant known for live music events and a fun atmosphere for all ages.
Local transportation
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

Guest ratings and reviews

Guest feedback from past stays
Review score
Based on 125 verified reviews
9.1/10
Perfect
91%
Recommend
Cleanliness
9.1/10
Comfort
9.2/10
Facilities
8.9/10
Free Wi-Fi
7.5/10
Location
9.1/10
Staff
9.2/10
Value for money
8.4/10
Pros
Nice staff
Clean pool
Cons
Late check-in
Room location
Guest reviews
based on 204 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.
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FAQs
About Caloosa Cove Resort By Coolvacay
Is there free parking in the 3-star Caloosa Cove Resort By Coolvacay?
Yes, the 3-star Caloosa Cove Resort By Coolvacay offers guests to park their cars at parking spaces for free.
At what time can I check-in at Caloosa Cove Resort By Coolvacay?
At Caloosa Cove Resort By Coolvacay, you can check in from 16:00 till 23:59.
At what time can I check-out at the 3-star Caloosa Cove Resort By Coolvacay?
You can check out of the 3-star Caloosa Cove Resort By Coolvacay from 10:00 till 10:00.
What are the booking prices at the hotel?
The prices at the hotel start from $414.
What payment methods are available in the Islamorada hotel?
At the Islamorada hotel, you can pay using Visa, American Express, and Discover.
What room types does the 3-star Caloosa Cove Resort By Coolvacay comprise?
The 3-star Caloosa Cove Resort By Coolvacay offers such room types as Queen Suite, King Studio, and Deluxe Suite.
Do you have a pool at the 3-star Caloosa Cove Resort By Coolvacay?
Yes, the 3-star Caloosa Cove Resort By Coolvacay features a heated pool.
Is beach close to the 3-star Caloosa Cove Resort By Coolvacay?
Yes, Anne's Beach is located nearly 5 minutes' walk from the 3-star Caloosa Cove Resort By Coolvacay.

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Check-in
22Apr2026Select date
Check-out
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Rooms and Guests2 Guests, 1 Room