Drop Anchor | Hotel in Islamorada, FL

| 8.8 (1000 Reviews) |  1 Bathroom
Islamorada Hotel | Drop Anchor

Hotel with Air Conditioner, Pool and Designated Smoking Area

Along with an outdoor pool, this hotel has coffee/tea in a common area and a business center. Free WiFi in public areas and free self parking are also provided. Additionally, free use of bicycles, wedding services, and a garden are onsite.
Limited housekeeping is available.
Drop Anchor offers 18 air-conditioned accommodations with coffee/tea makers and hair dryers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with premium cable channels.

Bathrooms include showers and complimentary toiletries. This Islamorada hotel provides complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily.


Recreational amenities at the hotel include an outdoor pool and complimentary bicycles.

The recreational activities listed below are available either on site or nearby; fees may apply.

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84959 Overseas Highway, 222, Islamorada, 33036, USA

Amenities

Air ConditionerAir Conditioner
ParkingParking
PoolPool
Designated Smoking AreaDesignated Smoking Area
TVTV
ViewView
Ocean ViewOcean View
Balcony/TerraceBalcony/Terrace
Business ServicesBusiness Services
Bedding/LinensBedding/Linens
Wellness FacilitiesWellness Facilities
ToiletriesToiletries
Guest ServicesGuest Services
EntertainmentEntertainment
Barbecue/Outdoor CookingBarbecue/Outdoor Cooking
Child FriendlyChild Friendly
InternetInternet
KitchenKitchen
LaundryLaundry

Policies

Check-in
Check-in
Check-in start time: 3:00 pm; check-in end time: 6:00 pm late check-in subject to availability minimum check-in age: 18
Check-out
Check-out
Check-out before 11 am contactless check-out available
Child Policy
Child Policy
Children are welcome. rollaway/extra beds are not available. cribs (infant beds) are not available.
Payment Policy
Payment Policy
Pet fee: usd 26 per pet, per day service animals are exempt from fees the above list may not be comprehensive. fees and deposits may not include tax and are subject to change.
Pet Policy
Pet Policy
Pets allowed for an extra charge of usd 26 per pet, per day service animals are welcome, and are exempt from fees welcoming dogs only
Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property accepts credit cards, debit cards, and cash 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

Reviews

Chris
Feb 19, 2026 09:13:15 PM
Review Score:   10
Summary: We were so lucky to find this little hidden gem in Islamorada. We needed a room for 1 night on our way back to Miami, but didn’t need all the frills. Drop Anchor was the perfect place for us.
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FAQ's

Is this Drop Anchor pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Drop Anchor have a swimming pool?

Yes, this Drop Anchor has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Drop Anchor?

Best-rates for the Drop Anchor starts from $391 per night with includes Internet, View, Ocean View, Wellness Facilities, Guest Services, Air Conditioner, Pool, Designated Smoking Area, TV, Bedding/Linens, Entertainment, Child Friendly, Balcony/Terrace, Toiletries, Kitchen, Laundry, Parking, Business Services, Barbecue/Outdoor Cooking with all other facilities. Casai.uk matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Drop Anchor a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this hotel 3 stars or guests have recommended them suitable for families. As reported by the owner or manager, the hotel has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Drop Anchor wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Drop Anchor has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Drop Anchor?

Based on the information reported by the owner or manager, the Drop Anchor indicates 1 day stay policy at this hotel. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Drop Anchor?

Based on the information reported by the owner or manager, details for the cancellation policy for the Drop Anchor are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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