Drop Anchor

Waterfront hotel with private beach and outdoor pool

Choose dates to view prices

Where to?

Dates

October 2025

November 2025

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

Oceanfront King Suite w/ Kitchen & Private Balcony

Oceanfront King Suite w/ Kitchen & Private Balcony | Terrace/patio

Oceanfront King Suite w/ Kitchen & Private Balcony | Water view

Drop Anchor offers a laid-back beach vibe with an outdoor pool and comfy sun loungers. Free bike rentals help you explore, while paddleboards and motorboating cater to adventurers. In-room WiFi keeps everyone connected.

Excellent

Popular amenities

Housekeeping
Pet-friendly
Pool
Air conditioning
Parking included
Free WiFi

includes taxes & fees

25 Sept - 26 Sept

Room options

Check availability for these dates

Tonight

Sep 24 - Sep 25

Tomorrow

Sep 25 - Sep 26

All rooms

1 bed

2 beds

3+ beds

Showing 11 of 11 rooms

Resort View Queen Family Suite w/ Kitchen

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchen

Full-sized fridge/freezer

Flat-screen TV

Separate bedroom

2 bedrooms
Resort view
Sleeps 6
1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed

Oceanfront King Suite w/ Beach Walkout & Kitchen

Exceptional

Highlights

Deck/patio

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchen

Full-sized fridge/freezer

Flat-screen TV

1 bedroom
Ocean view
Sleeps 4
1 King Bed

Oceanfront Trailer

Very good

Highlights

Patio

Separate dining area

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchenette

Full-sized fridge/freezer

1 bedroom
Sleeps 2
1 Queen Bed

Ocean View Double Queen w/ Kitchen & Private Balcony

Exceptional

Highlights

Balcony

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchen

Flat-screen TV

Ceiling fan

Sleeps 4
2 Queen Beds

Oceanfront Queen Room

Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Mini-fridge

Flat-screen TV

Ceiling fan

Premium bedding

Ocean view
Sleeps 2
1 Queen Bed

Resort View ADA King Room

Highlights

Patio

Garden

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Fridge

Flat-screen TV

Sleeps 2
1 King Bed

Resort View Queen Room w/ Kitchen & Private Porch

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchen

Full-sized fridge/freezer

Flat-screen TV

Ceiling fan

Resort view
Sleeps 2
1 Queen Bed

Resort View Family Suite w/ Kitchen

Good

Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchen

Full-sized fridge/freezer

Flat-screen TV

Separate bedroom

1 bedroom
Resort view
Sleeps 6
2 Queen Beds and 2 Twin Beds

Ocean View Double Queen Room

Excellent

Highlights

Balcony

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Mini-fridge

Flat-screen TV

Ceiling fan

Ocean view
Sleeps 4
2 Queen Beds

1 bedroom, premium bedding, individually decorated

Oceanfront King Suite w/ Kitchen & Private Balcony

Exceptional

Highlights

Balcony

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchenette

Full-sized fridge/freezer

Flat-screen TV

1 bedroom
Beach view
Sleeps 4
1 King Bed

Oceanfront Family Suite w/ Kitchen

Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchen

Full-sized fridge/freezer

Flat-screen TV

Separate bedroom

2 bedrooms
Ocean view
Sleeps 6
1 King Bed, 2 Twin Beds and 1 Queen Futon

About the area

84959 Overseas Highway, 222, Islamorada, FL, 33036

What's nearby

Windley Key Fossil Reef Geological State Park - 6 min walk - 0.5 km
Theater of the Sea - 9 min walk - 0.8 km
Founders Park - 4 min drive - 4.0 km
Islamorada County Park - 4 min drive - 4.3 km
Florida Keys Brewing Co. - 7 min drive - 7.3 km

Getting around

Miami International Airport (MIA) - 89 min drive

Restaurants

‪Tiki Bar - ‬18 min walk
‪Hog Heaven - ‬7 min walk
‪Starbucks - ‬15 min walk
‪Whale Harbor Buffet - ‬2 min drive
‪Wahoo's Bar & Grill - ‬2 min drive

About this property

Drop Anchor

Hotel by the ocean

Drop Anchor provides amenities, such as a garden and a business centre. Active travellers can enjoy amenities, such as motor boating and paddleboarding, at this hotel. Stay connected with free in-room WiFi.

Additional perks include:

An outdoor pool, along with sunloungers
Free self-parking
Free bike hire, a paddleboard on-site and a banquet hall
A dock, barbecues and a fish cleaning table
Guest reviews give top marks for the helpful staff

Room features

All rooms are individually furnished, and boast comforts such as premium bedding and air conditioning, as well as thoughtful touches such as free WiFi. Guest reviews highly rate the cleanliness rooms at the property.

Extra amenities include:

Bathrooms with showers and free toiletries
Flat-screen TVs with premium channels
Coffee/tea makers, ceiling fans and daily housekeeping

Property amenities

Internet

Available in all rooms: Free WiFi
Available in some public areas: Free WiFi

Parking and transport

Free self parking on site
Onsite parking includes off-street options

Food and drink

Coffee and tea in common areas

Things to do

Free bicycle rentals
Kayaking
Motor boating
Outdoor pool
Paddleboard

Family friendly

Outdoor pool

Conveniences

Limited-hour front desk
Safe at front desk
Vending machine

Guest services

Housekeeping (daily)
Wedding services

Business services

Business centre

Outdoors

Barbecue grill
Beach loungers
Beach towels
Beach umbrellas
Dock
Garden
On the waterfront
Picnic area
Pool loungers

Accessibility

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Stair-free path to entrance
Upper floors accessible by stairs only
Well-lit path to entrance

2 floors
6 buildings
Art Deco architecture
Banquet hall
Built in 1963
Designated smoking areas

Room amenities

Bedroom

Premium bedding

Bathroom

Free toiletries
Hair dryer
Private bathroom
Shower
Towels provided

Entertainment

Flat-screen TV with premium cable channels

Food and drink

Coffee/tea maker

Air conditioning
Ceiling fan
Connecting rooms available
Individual decor
Individual furnishings
Iron/ironing board

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

Special check-in instructions

The front desk is open daily from 8:00 AM - 8:00 PM

Front desk staffed during limited hours

Access methods

Front desk (limited hours)

Pets

Pets are allowed for an extra charge of USD 25 per pet, per day

Service animals are welcome, and are exempt from fees

Welcoming dogs only

Children and extra beds

Children are welcome

Rollaway/extra beds are not available.

Cots (infant beds) are not available

Payment types at the property

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

Resort fee: USD 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.

Optional extras

Pet fee: USD 25 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.

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.

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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

This property does not have any lifts

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

Property is also known as

Drop Anchor

Drop Anchor Islamorada

Drop Anchor Resort

Drop Anchor Resort Islamorada

Drop Anchor Hotel Islamorada

Drop Anchor Hotel

Drop Anchor Islamorada

Hotel Drop Anchor Islamorada

Islamorada Drop Anchor Hotel

Hotel Drop Anchor

Drop Anchor Islamorada

Drop Anchor Resort Marina

Drop Anchor Hotel Islamorada

Drop Anchor Hotel

Drop Anchor Islamorada

Drop Anchor

Hotel Drop Anchor Islamorada

Islamorada Drop Anchor Hotel

Hotel Drop Anchor

Drop Anchor Islamorada

Drop Anchor Resort Marina

Drop Anchor Hotel

Drop Anchor Islamorada

Drop Anchor Hotel Islamorada

Frequently asked questions

Does Drop Anchor have a pool?

Yes, this property has an outdoor pool. Pool access is from 7:30 AM to 6:30 PM.

How much does it cost to stay at Drop Anchor?

As of 24 Sept 2025, prices found for a 1-night stay for 2 adults at Drop Anchor on 25 Sept 2025 start from €94.55, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Drop Anchor pet-friendly?

Yes, dogs are allowed at this property. There's a fee of USD 25 per pet, per day. Service animals are exempt from fees.

How much is parking at Drop Anchor?

Self-parking is free at this property.

What time is check-in at Drop Anchor?

Check-in start time: 3:00 PM; check-in end time: 6:00 PM. Late check-in is available during limited hours.

What time is check-out at Drop Anchor?

Checkout is at 11 AM.

Where is Drop Anchor located?

Situated on the waterfront, this hotel is 0.2 mi (0.4 km) from Windley Key Fossil Reef Geological State Park and within 3 miles (5 km) of Rain Barrel Village and Founders Park. Islamorada County Park and History of Diving Museum are also within 3 miles (5 km).