Drop Anchor | Hotel in Islamorada

| 8.8 (1002 Reviews) | 1 Bathroom

Experience the Comfort of Drop Anchor in Islamorada, Florida

Your perfect getaway awaits at Drop Anchor, a charming waterfront hotel located in the heart of Islamorada, Florida. This delightful property features a private beach nearby along with an inviting outdoor pool, making it an ideal destination for relaxation and recreation.

At Drop Anchor, you can enjoy complimentary amenities including coffee and tea available in a common area, free WiFi throughout the premises, and convenient self-parking. You’ll also appreciate the added conveniences such as access to bicycles, wedding services, and a beautifully maintained garden, all designed to enhance your stay.

The accommodations at this Islamorada hotel consist of 18 uniquely furnished and decorated rooms. Each air-conditioned space is equipped with essential amenities such as coffee/tea makers, hair dryers, premium bedding, and flat-screen televisions featuring premium cable channels. The bathrooms are fitted with showers and complimentary toiletries for your comfort. You'll also find irons, ironing boards, and ceiling fans in your room, with daily housekeeping to ensure everything stays tidy.

For leisure, the outdoor pool invites you to unwind while complimentary bicycles are available for exploring the scenic surroundings. Additionally, a variety of recreational activities are offered either on-site or nearby (additional fees may apply), providing endless opportunities for adventure during your stay.

Where to Stay in Islamorada

Welcome to Islamorada, Florida, the picturesque village that perfectly captures the spirit of the Florida Keys. Known as the "Sportfishing Capital of the World," this vibrant destination offers stunning waterfront views, rich marine life, and a laid-back island vibe that's perfect for relaxation and adventure alike. With its unique blend of art galleries, eclectic dining options, and charming boutiques, Islamorada boasts a welcoming atmosphere that invites you to explore every corner. Whether you're seeking thrilling water sports or serene private beaches, you'll find the ideal home base at Drop Anchor, your gateway to memorable experiences in this tropical paradise.

When staying at Drop Anchor, you are just moments away from a plethora of activities that make Islamorada a must-visit location. Dive into exciting adventures like deep-sea fishing, snorkeling in the coral reefs, or exploring the nearby John Pennekamp Coral Reef State Park. After a day of exploration, unwind by the hotel's outdoor pool or relax on the private beach while soaking in the sunsets that paint the sky. With complimentary bicycles available, you can easily venture out to discover local shops and eateries that showcase the flavors of the Keys. Enjoy the comfort of well-appointed accommodations featuring premium bedding, flat-screen TVs, and complimentary WiFi, ensuring a rejuvenating stay at this idyllic retreat.

84959 Overseas Highway, 222, Islamorada, 33036, USA

Amenities

Air Conditioner

Parking

Pool

Designated Smoking Area

View

Ocean View

Balcony/Terrace

Business Services

Bedding/Linens

Wellness Facilities

Toiletries

Guest Services

Entertainment

Barbecue/Outdoor Cooking

Child Friendly

Internet

Kitchen

Laundry

Policies

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 before 11 am contactless check-out available

Child Policy

Children are welcome. rollaway/extra beds are not available. cribs (infant beds) are not available.

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

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

Ben

Mar 30, 2026 11:30:00 PM

Review Score: 8

Summary: Great for a two night stay in Islamorada!

See All Reviews

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 $244 per night with includes Air Conditioner, Parking, Pool, Designated Smoking Area, TV, View, Ocean View, Balcony/Terrace, Business Services, Bedding/Linens, Wellness Facilities, Toiletries, Guest Services, Entertainment, Barbecue/Outdoor Cooking, Child Friendly, Internet, Kitchen, Laundry with all other facilities. Hotala matches every traveler with their perfect hotel, resort, or rental and 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.

Check Hotel Availability

Nightly rates from:

US $244