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Room 1, Caloosa Cove Resort by CoolVacay, Monroe
Room 2, Caloosa Cove Resort by CoolVacay, Monroe
Room 3, Caloosa Cove Resort by CoolVacay, Monroe
Pool 4, Caloosa Cove Resort by CoolVacay, Monroe
Room 5, Caloosa Cove Resort by CoolVacay, Monroe
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Apartment
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Caloosa Cove Resort by CoolVacay

Monroe, Florida

The Fun Awaits

Fun Outdoor Activities
Fun Outdoor ActivitiesStay active with fun outdoor activities.

Reviews

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5.0/5
FantasticFrom 5 reviews
5.0/52 Jul 2026
Guy
Lovely staff clean room great crowd all around great stay
5.0/521 Jun 2026
Jakawana • Trip with Friends
We had a great stay! The view is amazing. You are right on the water. Pool was clean and heated. A couple of restaurants you can walk too. Will probably stay here again!
5.0/518 Jun 2026
Jose Andres • Couple Trip
Todo bueno y tranquilo
5.0/515 Jun 2026
Edith • Family Trip
We really enjoyed our stay here. We stayed in the family suite. Check-in process was a breeze. The staff were friendly. The rooms were clean, no off odors, beds were comfortable, plenty of space to move around and specially for the kiddos to play. I really enjoyed the balcony area. Although we had access to a kitchenette (with a full size fridge) I didn’t get to use it, but if I would’ve stayed longer I would have definitely taken advantage of it. A restaurant is accessible by a short walk from the hotel. Best part, bar next door right beside the beach. Drinks were delicious. The ambiance was great too. We had access to the pool. Kids had a blast. Laundry room accessible, with fair prices. Overall, we had a wonderful stay, I would definitely recommend. We will definitely come back to this place.
5.0/531 May 2026
Dana • Solo Trip
Easy check in if you come After business hours. Kayaks and sport equipment available. Has a small beach which is unique to the Keys. Pool pretty much vacant at all times. Great views. Highly recommend.

Location

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73801 Overseas Hwy, Islamorada, Florida, US
All distances are measured in straight lines. The actual travel distance may be different.

Accommodation Rules

Check-in Procedure
Check-in3:00 PM
Check-out10:00 AM

  • Extra-person charges may apply and vary depending on property policy
  • Government-issued photo identification and a credit card may be required at check-in for incidental charges
  • Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
  • This property accepts credit cards and debit cards; cash is not accepted
  • Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
  • Host has not indicated whether there is a smoke detector on the property
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

The front desk is open daily from 8:00 AM - 4:00 PM. If you are planning to arrive after 4:00 PM please contact the property in advance using the information on the booking confirmation. Guests will receive an email within 2 weeks before arrival with check-in instructions. The front desk is staffed during limited hours. Information provided by the property may be translated using automated translation tools.

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Want to check in early? Fill out the Special Requests form on the booking page.

About Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay Location
With a stay at Caloosa Cove Resort by CoolVacay in Islamorada (Matecumbe), you'll be a 3-minute walk from Sunset Drive Beach and 6 minutes by foot from Anne's Beach. This condo is 3.9 mi (6.2 km) from Robbie’s of Islamorada and 4.1 mi (6.7 km) from Indian Key Historic State Park.

Caloosa Cove Resort by CoolVacay Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and a picnic area.

Caloosa Cove Resort by CoolVacay Rooms
Make yourself at home in one of the 30 air-conditioned rooms featuring kitchens. Rooms have private balconies. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include phones, as well as separate sitting areas and coffee/tea makers.

Restaurant and Cafe
At Caloosa Cove Resort by CoolVacay, enjoy a satisfying meal at the restaurant.

Room Type and Price

Thu, 08 Oct 2026 - Fri, 09 Oct 2026 (1 night)
1 Room, 1 Adult, 0 Children