Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL, USSee what's available
Pick your check-in and check-out dates to view rooms and rates.
About this property
Drop Anchor is a 3-star independent hotel located on the waterfront in Islamorada, Florida. The property sits just a 4-minute walk from Windley Key Fossil Reef Geological State Park and a 3-minute drive from Rain Barrel Village. Positioned approximately 80 miles south of Miami International Airport and 85 miles north of Key West, Drop Anchor offers an intimate oceanfront retreat in the heart of the Florida Keys.
The hotel comprises 18 air-conditioned rooms and suites, ranging from one- to two-bedroom units. Each room features a flat-screen television, complimentary wireless internet, and cable programming. Private bathrooms include showers with complimentary toiletries and hair dryers. Rooms are equipped with coffee and tea makers, ceiling fans, and receive daily housekeeping. Most accommodations feature private balconies with Caribbean-inspired décor. Guest comfort ratings average 4.3 out of 5.
Guests have access to a private beach, outdoor pool, and picnic area. The property offers complimentary bicycles, kayaking and paddleboard use on site, and provides beach umbrellas, sun loungers, and towels. A marina on the property supports fishing, boating, and water sports. Nearby activities include snorkeling, scuba diving, sailing, parasailing, and ecotours. Additional amenities include a barbecue grill, business center, safe-deposit box, wedding services, and free self-parking. Dogs are welcome on the property.
Check-in runs from 3:00 PM to 6:00 PM, and check-out is at 11:00 AM. The hotel maintains a professional property management team and front desk with limited hours. Drop Anchor has earned a 4.4 out of 5 overall rating across 1,000 guest reviews, with 89% of guests recommending the property.
Location & nearby attractions
Windley Key Fossil Reef Geological State Park - 0.4 km / 0.2 mi
Hog Heaven - 0.6 km / 0.4 mi
Rain Barrel Village - 2.8 km / 1.8 mi
Founders Park - 3 km / 1.9 mi
Islamorada County Park - 3.1 km / 1.9 mi
History of Diving Museum - 3.3 km / 2 mi
Islamorada Brewery & Distillery - 4.4 km / 2.8 mi
Lorelei Restaurant & Cabana Bar - 5 km / 3.1 mi
Keys History & Discovery Center - 5.1 km / 3.2 mi
Matecumbe United Methodist Church - 5.4 km / 3.3 mi
Florida Keys Brewing Co. - 5.7 km / 3.5 mi
MoradaWay Arts & Cultural District - 5.8 km / 3.6 mi
Hurricane Monument - 5.9 km / 3.7 mi
Old Road Gallery - 6.3 km / 3.9 mi
Indian Key Historic State Park - 7 km / 4.4 mi
The preferred airport for Drop Anchor is Miami Intl. Airport (MIA) - 122.5 km / 76.1 mi
Rooms
Amenities & features
Getting here
Located approximately 80 miles south of Miami International Airport and 85 miles north of Key West, Drop Anchor Resort and Marina is a unique oceanfront hideaway nestled in the heart of the fabulous purple island of Islamorada. Intimate and private, the Resorts' sandy property harbors 18 rooms and suites offering simple Keys comforts. Accommodations range from one- to two-bedrooms units, in most cases with private balconies. With a refreshing, plantation-style décor, each room is designed with an individual Caribbean Island in mind.
Sorry, no airport shuttle available.
Check-in & check-out
- 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
- 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
- Safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector
- 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 - 8:00 PM. The front desk is staffed during limited hours. Information provided by the property may be translated using automated translation tools.
Contactless check-out is available
Pet policy
Pets are welcome.
Fees & policies
- You'll be asked to pay the following charges at the property. Fees may include applicable taxes: Resort fee: $35 per accommodation, per night The resort fee includes: Beach access Beach loungers Beach towels Housekeeping In-room coffee Pool access We have included all charges provided to us by the property. Pet fee: $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.
Know before you go
- Pool access available from 7:30 AM to 6:30 PM.
- The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation.
- Contactless check-out is available.
Frequently asked questions
What are the check-in and check-out times at Drop Anchor?
Check-in starts at 3:00 PM - 6:00 PM. Check-out is by 11:00 AM.
Where is Drop Anchor located?
Drop Anchor is located at 84959 Overseas Highway, 222, Islamorada, FL, US.
What attractions are near Drop Anchor?
Distances are displayed to the nearest 0.1 mile and kilometer. Windley Key Fossil Reef Geological State Park - 0.4 km / 0.2 mi Hog Heaven - 0.6 km / 0.4 mi Rain Barrel Village - 2.8 km / 1.8 mi Founders Park - 3 km / 1.9 mi Islamorada County Park - 3.1 km / 1.9 mi History of Diving Museum - 3.3 km / 2 mi Islamorada Brewery & Distillery - 4.4 km / 2.8 mi Lorelei Restaurant & Cabana Bar - 5 km / 3.1 mi Keys History & Discovery Center - 5.1 km / 3.2 mi Matecumbe United Methodist Church - 5.4 km / 3.3 mi Florida Keys Brewing Co. - 5.7 km / 3.5 mi MoradaWay Arts & Cultural District - 5.8 km / 3.6 mi Hurricane Monument - 5.9 km / 3.7 mi Old Road Gallery - 6.3 km / 3.9 mi Indian Key Historic State Park - 7 km / 4.4 mi The preferred airport for Drop Anchor is Miami Intl. Airport (MIA) - 122.5 km / 76.1 mi
How do I get to Drop Anchor?
Located approximately 80 miles south of Miami International Airport and 85 miles north of Key West, Drop Anchor Resort and Marina is a unique oceanfront hideaway nestled in the heart of the fabulous purple island of Islamorada. Intimate and private, the Resorts' sandy property harbors 18 rooms and suites offering simple Keys comforts. Accommodations range from one- to two-bedrooms units, in most cases with private balconies. With a refreshing, plantation-style décor, each room is designed with an individual Caribbean Island in mind. Sorry, no airport shuttle available.
What amenities does Drop Anchor offer?
Drop Anchor features amenities such as Pool, Free Wi-Fi, Pet Friendly, Free Parking, Beach, Business Center.
What are the rooms like at Drop Anchor?
Make yourself at home in one of the 18 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and ceiling fans, and housekeeping is provided daily.
Is Drop Anchor pet-friendly?
Yes, Drop Anchor is pet-friendly.
What fees should I know about at Drop Anchor?
You'll be asked to pay the following charges at the property. Fees may include applicable taxes: Resort fee: $35 per accommodation, per night The resort fee includes: Beach access Beach loungers Beach towels Housekeeping In-room coffee Pool access We have included all charges provided to us by the property. Pet fee: $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.
What should I know before staying at Drop Anchor?
Pool access available from 7:30 AM to 6:30 PM. The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation. Contactless check-out is available.