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Caloosa Cove Resort By Coolvacay

Florida Keys - FL · United States

73801 Overseas Highway, 0View location

9.0/10Excellent18 Reviews
Cleanliness9.4/109.4
Value8.8/108.8
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Room prices, availability, meal plans and cancellation terms are confirmed for your selected dates.

About Caloosa Cove Resort By Coolvacay

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. Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and a picnic area. The front desk is staffed during limited hours. Free self parking is available onsite.

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

Read more about this hotelShow less

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. 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. The front desk is staffed during limited hours. Free self parking is available onsite.

Popular amenities

Free WiFi
Parking available
Dining services
Concierge
Entertainment
Non-smoking

Check-in and check-out

Check-in from 3:00 PM
Check-in until Anytime
Check-out until 10:00 AM
Minimum check-in age 21

Hotel policies

Beach nearby No rollaway/extra beds available No cribs (infant beds) available No elevators Guests will receive an email with special check-in instructions Guest will receive an email before arrival 2 weeks Professional property host/manager Pets not allowed

Important information

  • Special Instructions
    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.
  • Instructions
    • 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
  • Minimal age
    21
  • Spoken Language

    English

Nearby attractions

Sunset Drive Beach 0.2 km / 0.2 mi
Anne's Beach 0.5 km / 0.3 mi
Robbie’s of Islamorada 6.2 km / 3.9 mi
Indian Key Historic State Park 6.7 km / 4.1 mi
Fiesta Key 6.8 km / 4.2 mi
Bud n' Mary's Dive Center 9.9 km / 6.1 mi
Hurricane Monument 12.4 km / 7.7 mi
Florida Keys Brewing Co. 12.7 km / 7.9 mi
MoradaWay Arts & Cultural District 12.8 km / 8 mi
Matecumbe United Methodist Church 13 km / 8.1 mi
Keys History & Discovery Center 13.8 km / 8.6 mi
Lorelei Restaurant & Cabana Bar 13.8 km / 8.6 mi
Islamorada Brewery & Distillery 14.1 km / 8.7 mi
History of Diving Museum 15.1 km / 9.4 mi
Windley Key Fossil Reef Geological State Park 17.8 km / 11.1 mi

Hotel facilities & services

Services and fees can vary. Check the selected room details and hotel policies before booking.

  • Total number of rooms: 30
  • aparthotel
Meal plans

Meal plan types

Meal options depend on the room and rate you choose. Search your dates to see which meal plans are included.

RO

Room Only

Accommodation only. Meals are usually not included.

Upon availability

Room types

These are the hotel's room types, rather than live offers. Choose your travel dates to see available rooms, prices and booking conditions. Check availability

  • STUDIO OCEAN VIEW QUEEN BEDSTUDIO • OCEAN VIEW QUEEN BEDSTU.OV-QN

    Photos are not available for this room type.

    Caloosa Cove Resort By Coolvacay

    STUDIO OCEAN VIEW QUEEN BED

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–5 • Adults: max. 5 • Children: max. 3
    Room type
    STUDIO
    View / characteristic
    OCEAN VIEW QUEEN BED

    Adult and child limits apply within the room's total guest limit.

    Room code: STU.OV-QN

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • SUITE QUEEN SIZE BEDSUITE • QUEEN SIZE BEDSUI.QN

    Photos are not available for this room type.

    Caloosa Cove Resort By Coolvacay

    SUITE QUEEN SIZE BED

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–8 • Adults: max. 8 • Children: max. 5
    Room type
    SUITE
    View / characteristic
    QUEEN SIZE BED

    Adult and child limits apply within the room's total guest limit.

    Room code: SUI.QN

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • SUITE DELUXE MARINA VIEWSUITE • DELUXE MARINA VIEWSUI.DX-MV

    Photos are not available for this room type.

    Caloosa Cove Resort By Coolvacay

    SUITE DELUXE MARINA VIEW

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–8 • Adults: max. 8 • Children: max. 5
    Room type
    SUITE
    View / characteristic
    DELUXE MARINA VIEW

    Adult and child limits apply within the room's total guest limit.

    Room code: SUI.DX-MV

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • SUITE DELUXE OCEAN VIEWSUITE • DELUXE OCEAN VIEWSUI.DX-OV

    Photos are not available for this room type.

    Caloosa Cove Resort By Coolvacay

    SUITE DELUXE OCEAN VIEW

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–8 • Adults: max. 8 • Children: max. 5
    Room type
    SUITE
    View / characteristic
    DELUXE OCEAN VIEW

    Adult and child limits apply within the room's total guest limit.

    Room code: SUI.DX-OV

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • SUITE DELUXE POOL VIEWSUITE • DELUXE POOL VIEWSUI.DX-VP

    Photos are not available for this room type.

    Caloosa Cove Resort By Coolvacay

    SUITE DELUXE POOL VIEW

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–8 • Adults: max. 8 • Children: max. 5
    Room type
    SUITE
    View / characteristic
    DELUXE POOL VIEW

    Adult and child limits apply within the room's total guest limit.

    Room code: SUI.DX-VP

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • STUDIO POOL VIEWSTUDIO • POOL VIEWSTU.VP

    Photos are not available for this room type.

    Caloosa Cove Resort By Coolvacay

    STUDIO POOL VIEW

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–5 • Adults: max. 5 • Children: max. 3
    Room type
    STUDIO
    View / characteristic
    POOL VIEW

    Adult and child limits apply within the room's total guest limit.

    Room code: STU.VP

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • SUITE MARINA VIEWSUITE • MARINA VIEWSUI.MV

    Photos are not available for this room type.

    Caloosa Cove Resort By Coolvacay

    SUITE MARINA VIEW

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–8 • Adults: max. 8 • Children: max. 5
    Room type
    SUITE
    View / characteristic
    MARINA VIEW

    Adult and child limits apply within the room's total guest limit.

    Room code: SUI.MV

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • STUDIO CLASSIC QUEEN BEDSTUDIO • CLASSIC QUEEN BED • 1 BedroomSTU.AS-QN

    Photos are not available for this room type.

    Caloosa Cove Resort By Coolvacay

    STUDIO CLASSIC QUEEN BED

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–2 • Adults: max. 2 • Children: max. 1
    Bedrooms
    1
    Room type
    STUDIO
    View / characteristic
    CLASSIC QUEEN BED

    Adult and child limits apply within the room's total guest limit.

    Room code: STU.AS-QN

    No detailed facility list available for this room.

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • STUDIO QUEEN SIZE BEDSTUDIO • QUEEN SIZE BEDSTU.QN

    Photos are not available for this room type.

    Caloosa Cove Resort By Coolvacay

    STUDIO QUEEN SIZE BED

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–5 • Adults: max. 5 • Children: max. 3
    Room type
    STUDIO
    View / characteristic
    QUEEN SIZE BED

    Adult and child limits apply within the room's total guest limit.

    Room code: STU.QN

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • SUITE POOL VIEW ONE BEDROOMSUITE • POOL VIEW ONE BEDROOMSUI.B1-VP

    Photos are not available for this room type.

    Caloosa Cove Resort By Coolvacay

    SUITE POOL VIEW ONE BEDROOM

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–8 • Adults: max. 8 • Children: max. 5
    Room type
    SUITE
    View / characteristic
    POOL VIEW ONE BEDROOM

    Adult and child limits apply within the room's total guest limit.

    Room code: SUI.B1-VP

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • SUITE DELUXE TWO QUEEN BEDSSUITE • DELUXE TWO QUEEN BEDSSUI.2Q-DX

    Photos are not available for this room type.

    Caloosa Cove Resort By Coolvacay

    SUITE DELUXE TWO QUEEN BEDS

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–8 • Adults: max. 8 • Children: max. 5
    Room type
    SUITE
    View / characteristic
    DELUXE TWO QUEEN BEDS

    Adult and child limits apply within the room's total guest limit.

    Room code: SUI.2Q-DX

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

Guest reviews

What other guests saying about Caloosa Cove Resort By Coolvacay

9.0
Excellent
18 Reviews
Cleanliness
9.4 /10
Value
8.8 /10
5 reviews shown
4/10
Poor
24 Jul 2026
Michal
They said there would be 2 beds, it was 1 bed and a pull out couch that was absolutely the worst pull out couch I’ve slept on and that is saying something. Pretty disappointing
10/10
Exceptional
08 Jul 2026
Juan
Great location, we will return
Partner
10/10
Exceptional
02 Jul 2026
Guy
Lovely staff clean room great crowd all around great stay
10/10
Exceptional
21 Jun 2026
Jakawana
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!
Friends_and_family Friends
10/10
Exceptional
17 Jun 2026
Jose Andres
Todo bueno y tranquilo
Partner

Location & surroundings

Caloosa Cove Resort By Coolvacay
73801 Overseas Highway, 0, Islamorada, United States

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Caloosa Cove Resort By Coolvacay

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