Caloosa Cove Resort By Coolvacay Islamorada Exterior photoCaloosa Cove Resort By Coolvacay Islamorada Exterior photoCaloosa Cove Resort By Coolvacay Islamorada Exterior photo

Book Caloosa Cove Resort By Coolvacay - Premium Seaview Hotel in Islamorada

Book on our site
up to 10% cheaper
than Booking.com
Check rooms and rates
From$414 /night
Check-in
14Jul
Check-out
15Jul
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

3-star waterfront resort in Islamorada

Location

Caloosa Cove Resort By Coolvacay is positioned directly on the waterfront in Islamorada, offering direct access to the ocean. The resort provides a prime base for various water activities, including fishing, snorkeling, and kayaking. Guests can also explore nearby attractions such as the Florida Keys History & Discovery Center and local restaurants.

Rooms

The hotel boasts a selection of spacious vacation rentals with fully equipped kitchens, allowing for home-like comfort during stays. Each unit features large living spaces and private balconies or patios, perfect for enjoying the views of the surrounding area. The accommodations cater to families and groups, providing versatility in sleeping arrangements.

Amenities

Caloosa Cove Resort offers on-site boat dock facilities, allowing guests to conveniently access the waters of the Florida Keys. The resort includes a heated outdoor pool, providing a place for relaxation and family fun. For those wishing to grill, barbecue areas are available for guest use.

Dining

The hotel has a picnic area with barbecue grills for guests looking to enjoy outdoor meals. Nearby dining options range from local seafood restaurants to casual eateries, ensuring a variety of cuisine options just a short distance away. Guests can prepare meals in their accommodations or explore local culinary delights.

Activities

Guests at Caloosa Cove Resort can engage in snorkeling excursions or rent paddleboards to explore the waters at their leisure. The hotel arranges fishing charters to cater to fishing enthusiasts. Additionally, the nearby state parks offer trails for hiking and sightseeing in a diverse natural setting.

Highlights

Location: Waterfront resort with direct access to the ocean

Rooms: Spacious vacation rentals with fully equipped kitchens

Amenities: On-site boat dock and heated outdoor pool

Dining: Picnic area with barbecue grills for outdoor meals

Activities: Snorkeling excursions and fishing charters available

“What struck me most was the serene, well-maintained environment, offering spacious rooms and kitchens that made a longer stay feel quite practical. The large, ocean-view pool area is a definite highlight, and I appreciated the quiet atmosphere that allowed for genuine relaxation right on the water.”
Hotel logo
James DavidEditor-in-Chief at Seaviewhotels

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

Price and Room Availability Calendar

Check availability and prices for your dates now!
July 2026 - July 2027
Sun
Mon
Tue
Wed
Thu
Fri
Sat
July 2026
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
August 2026
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
September 2026
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
October 2026
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
November 2026
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
December 2026
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
January 2027
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
February 2027
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
March 2027
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
April 2027
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
May 2027
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
June 2027
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
Choose dates to see prices
Check-in/ Check-out

Facilities

Caloosa Cove Resort By Coolvacay offers amenities for your comfortable stay and unforgettable experiences
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
Show more

Dining Onsite

At Caloosa Cove Resort by Coolvacay, guests can indulge in a delightful dining experience at Habanos Oceanfront Restaurant. With a focus on American, Seafood, and Spanish cuisines, the inviting atmosphere enhances the pleasure of sumptuous meals against the backdrop of one of Islamorada's spectacular sunsets.
  • Habanos Oceanfront Restaurant

    American, Seafood, Spanish
    Ambiance
    Family-friendly open-air setting, perfect for enjoying views of the shimmering ocean.
    Key Offerings
    Signature dishes highlight fresh seafood and regional flavors, complemented by a selection of craft cocktails. Dining is particularly magical during sunset hours.
    Reservation
    Reservations are not required.
    Open for lunch and dinner from Tuesday to Sunday, 11:30 AM - 10:00 PM.

Caloosa Cove Resort By Coolvacay Location

73801 Overseas Highway, Islamorada
Explore Islamorada
Explore the Area
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Anne's Beach
7 minutes' walk
A serene beach perfect for sunbathing and picnicking, featuring a boardwalk and shallow waters ideal for families.
Florida Keys Overseas Heritage Trail
15 minutes' walk
Scenic trail offering beautiful views for walking or biking, connecting several natural highlights of the Florida Keys.
Caribsea Sport Fishing Charters
15 minutes' walk
Guided fishing charters providing opportunities to catch tarpon, snapper, and more, suitable for both novices and experienced anglers.
Discover the local attractions near Caloosa Cove Resort By Coolvacay
Visit notable landmarks near Caloosa Cove Resort By Coolvacay that offer unique experiences for guests.
Ideal for scenic views and nature exploration: Lower Matecumbe Key
Great for outdoor adventures and relaxation: Craig Key
Ocean Quest Dive Center
15 minutes' walk
Offers scuba diving and snorkeling trips to explore vibrant coral reefs, with rentals and guided services.
Kayaking at Anne's Beach
7 minutes' walk
Relaxing kayaking experiences available at nearby Anne's Beach, perfect for unwinding in calm waters.
Habanos Oceanfront
2 minutes' walk
Cuban and Caribbean cuisine with a relaxed oceanfront setting. Popular dishes include seafood paella and mojitos.
Marker 88
7 minutes' drive
Casual dining with stunning sunset views; known for fresh seafood and Caribbean-inspired dishes, reservations recommended.
Islander Watersports
10 minutes' drive
Features live music events and a lively bar scene; ideal for social evenings with friends or fellow travelers.
Theater of the Sea
10 minutes' drive
Marine park with animal shows and exhibits, perfect for families looking for fun and engaging activities.
Getting around
  • City Centre
    Islamorada 21 min  ·  8.6 mi
  • Bus
    Bus stop 20 min  ·  1.0 mi
Want to see Exclusive Early Booking Rate?
Get exlusive rates right now!
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

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 WiFi
7.5/10
Location
9.2/10
Staff
9.3/10
Value for money
8.5/10
Pros
Clean rooms
Well-equipped kitchen
Quiet environment
Accommodating staff
Private location
Cons
Limited pool hours
Small room size
Guest reviews
based on 186 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
What attractions are near Caloosa Cove Resort By Coolvacay?
Nearby attractions include Theater of the Sea (18 km), Windley Key Fossil Reef Geological State Park (17 km), and Anne's Beach (about 76 m).
What are the check-in and check-out times at Caloosa Cove Resort By Coolvacay?
Check-in is at 16:00 and check-out is at 10:30.
Is there on-site dining available at Caloosa Cove Resort By Coolvacay?
The property features on-site dining at Habano's Oceanfront Restaurant.
What recreational facilities are available at Caloosa Cove Resort By Coolvacay?
The resort offers a heated outdoor swimming pool, a private beach area, and a tennis court.
What room amenities can guests expect at Caloosa Cove Resort By Coolvacay?
Rooms feature air conditioning, a flat-screen TV, a balcony, and a fully equipped kitchen.
Is parking available at Caloosa Cove Resort By Coolvacay?
Free private parking is available on-site without the need for a reservation.
What are the highlights of Caloosa Cove Resort By Coolvacay?
Highlights include beautiful oceanfront suites, a private beach area, and complimentary Wi-Fi for guests.
How far is Caloosa Cove Resort By Coolvacay from the nearest airport?
The nearest airport is Florida Keys Marathon Airport, located approximately 29 km from the resort.
What nearby restaurants can guests visit when staying at Caloosa Cove Resort By Coolvacay?
Guests can visit Habanos Oceanfront, located within 0.5 km, as well as other seafood restaurants nearby.
Does Caloosa Cove Resort By Coolvacay have any specific features for families?
The resort offers family-friendly amenities including spacious suites with kitchens and access to a variety of water activities.

Next best alternative

Consider them for your next trip.
From$414/night
Choose dates for exact prices