Title: Drop Anchor - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Drop Anchor Travelers dive into water adventures or unwind poolside at this coastal retreat, with complimentary bikes available for exploring the surrounding attractions ![Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Oceanfront King Suite w/ Kitchen & Private Balcony](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/d0b4fd2b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Oceanfront King Suite w/ Kitchen & Private Balcony | Water view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/3997e962.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Oceanfront King Suite w/ Kitchen & Private Balcony | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/42d378ce.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/29680b52.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies 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. 8.8 Excellent ## Popular amenities - Housekeeping - Pet-friendly - Pool - Air conditioning - Parking included - Free WiFi ## Room options ### Check availability for these dates Tonight [Oct. 15 - Oct. 16](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Oct. 16 - Oct. 17](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 17 - Oct. 19](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Oct. 24 - Oct. 26](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-26&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-26&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true®ionId=-1&adults=2) All rooms 1 bed 2 beds 3+ beds Showing 11 of 11 rooms ![Ocean View Double Queen w/ Kitchen & Private Balcony](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/f8c3042c.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Ocean View Double Queen w/ Kitchen & Private Balcony 9.6 Exceptional 5 reviews ### Highlights Balcony Individually furnished Individually decorated Air conditioning Connecting rooms available Kitchen Flat-screen TV Separate bedroom - Sleeps 4 - 2 Queen Beds ![Oceanfront Trailer](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/796f3fca.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Oceanfront Trailer 8.0 Very good 8 reviews ### Highlights Patio Separate dining area Individually furnished Individually decorated Air conditioning Connecting rooms available Kitchenette Full-sized refrigerator/freezer - 1 bedroom - Sleeps 2 - 1 Queen Bed ![Resort View ADA King Room](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/1e5b1d4f.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Resort View ADA King Room ### Highlights Patio Yard Individually furnished Individually decorated Air conditioning Connecting rooms available Refrigerator Flat-screen TV - Sleeps 2 - 1 King Bed ![1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/aa991fb9.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Oceanfront King Suite w/ Kitchen & Private Balcony 10.0 Exceptional 19 reviews ### Highlights Balcony Individually furnished Individually decorated Air conditioning Connecting rooms available Kitchenette Full-sized refrigerator/freezer Flat-screen TV - 1 bedroom - Beach view - Sleeps 4 - 1 King Bed ![Ocean View Double Queen Room](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/840b7936.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Ocean View Double Queen Room 8.8 Excellent 15 reviews ### Highlights Balcony Individually furnished Individually decorated Air conditioning Connecting rooms available Mini-fridge Flat-screen TV Separate bedroom - Ocean view - Sleeps 4 - 2 Queen Beds ![Resort View Family Suite w/ Kitchen | Private kitchen](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/cd28ea26.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Resort View Family Suite w/ Kitchen 7.4 Good 3 reviews ### Highlights Individually furnished Individually decorated Air conditioning Connecting rooms available Kitchen Full-sized refrigerator/freezer Flat-screen TV Separate bedroom - 1 bedroom - Resort view - Sleeps 6 - 2 Queen Beds and 2 Twin Beds ![Resort View Queen Room w/ Kitchen & Private Porch](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/b0f48ae9.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Resort View Queen Room w/ Kitchen & Private Porch 9.6 Exceptional 7 reviews ### Highlights Individually furnished Individually decorated Air conditioning Connecting rooms available Kitchen Full-sized refrigerator/freezer Flat-screen TV Separate bedroom - Resort view - Sleeps 2 - 1 Queen Bed ![Oceanfront Queen Room](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/91621c5d.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Oceanfront Queen Room ### Highlights Individually furnished Individually decorated Air conditioning Connecting rooms available Mini-fridge Flat-screen TV Separate bedroom Ceiling fan - Ocean view - Sleeps 2 - 1 Queen Bed ![Oceanfront King Suite w/ Beach Walkout & Kitchen](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/ef09771f.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Oceanfront King Suite w/ Beach Walkout & Kitchen 9.6 Exceptional 11 reviews ### Highlights Deck/patio Individually furnished Individually decorated Air conditioning Connecting rooms available Kitchen Full-sized refrigerator/freezer Flat-screen TV - 1 bedroom - Ocean view - Sleeps 4 - 1 King Bed ![Flat-screen TV](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/a2c1ac68.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Oceanfront Family Suite w/ Kitchen ### Highlights Individually furnished Individually decorated Air conditioning Connecting rooms available Kitchen Full-sized refrigerator/freezer Flat-screen TV 2 bedrooms - 2 bedrooms - Ocean view - Sleeps 6 - 1 King Bed, 2 Twin Beds and 1 Queen Futon ![Resort View Queen Family Suite w/ Kitchen](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/5ae9c2eb.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Resort View Queen Family Suite w/ Kitchen 10.0 Exceptional 1 review ### Highlights Individually furnished Individually decorated Air conditioning Connecting rooms available Kitchen Full-sized refrigerator/freezer Flat-screen TV 2 bedrooms - 2 bedrooms - Resort view - Sleeps 6 - 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed ## You may also like Ad ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Playa Largo Resort & Spa, Autograph Collection Key Largo - Pool - Hot tub - Spa - Pet-friendly 9.0 Wonderful 1,011 reviews CA $336 CA $455 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information?chkin=2025-10-21&chkout=2025-10-22&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=773fd2cf-82d0-47ab-b1bd-98e340cc5bb4&top_cur=CAD) Ad ![2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/61575cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### The Islands of Islamorada Matecumbe - Pool - Hot tub - Parking included - Free WiFi 9.8 Exceptional 66 reviews CA $772 CA $946 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information?chkin=2025-10-16&chkout=2025-10-17&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=773fd2cf-82d0-47ab-b1bd-98e340cc5bb4&top_cur=CAD) Ad ![Exterior](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Pines & Palms Resort Matecumbe - On private beach - Pool - Parking included - Free WiFi 9.2 Wonderful 1,002 reviews CA $176 CA $275 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information?chkin=2025-10-16&chkout=2025-10-17&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=773fd2cf-82d0-47ab-b1bd-98e340cc5bb4&top_cur=CAD) Ad ![Exterior](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/480000/475500/475438/b513b652_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Islander Resort Matecumbe - On private beach - Pool - Pet-friendly - Parking included 9.2 Wonderful 1,014 reviews CA $277 CA $407 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information?chkin=2025-11-2&chkout=2025-11-3&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=773fd2cf-82d0-47ab-b1bd-98e340cc5bb4&top_cur=CAD) Ad ![32-inch LCD TV with satellite channels, TV, iPod dock](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/20000/14100/14042/79600551_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Baker's Cay Resort Key Largo, Curio Collection by Hilton Key Largo - On private beach - Pool - Hot tub - Pet-friendly 8.6 Excellent 1,014 reviews CA $405 CA $533 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information?chkin=2025-10-27&chkout=2025-10-28&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=773fd2cf-82d0-47ab-b1bd-98e340cc5bb4&top_cur=CAD) Ad ![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Chesapeake Beach Resort Matecumbe - On private beach - Pool - Breakfast included - Pet-friendly 9.2 Wonderful 1,543 reviews CA $172 CA $273 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information?chkin=2025-10-19&chkout=2025-10-20&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=773fd2cf-82d0-47ab-b1bd-98e340cc5bb4&top_cur=CAD) Ad ![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/fcd75612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Kona Kai Resort and Gallery - Adults Only Key Largo - Pool - Hot tub - Spa - Free WiFi 9.8 Exceptional 265 reviews CA $188 CA $251 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Key-Largo-Hotels-Kona-Kai-Resort-And-Gallery.h74501641.Hotel-Information?chkin=2025-10-16&chkout=2025-10-17&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=773fd2cf-82d0-47ab-b1bd-98e340cc5bb4&top_cur=CAD) Ad ![Terrace/patio](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/30000/22700/22657/88b30723_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Bayside Inn Key Largo Key Largo - On private beach - Pool - Pet-friendly - Free WiFi 8.6 Excellent 1,585 reviews CA $153 CA $207 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information?chkin=2025-10-20&chkout=2025-10-21&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=773fd2cf-82d0-47ab-b1bd-98e340cc5bb4&top_cur=CAD) Ad ![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Fisher Inn Resort & Marina Islamorada - On private beach - Pool - Breakfast included - Pet-friendly 8.0 Very good 1,007 reviews CA $135 CA $198 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information?chkin=2025-10-23&chkout=2025-10-24&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=773fd2cf-82d0-47ab-b1bd-98e340cc5bb4&top_cur=CAD) Ad ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Cheeca Lodge & Spa Matecumbe - On private beach - Pool - Hot tub - Spa 9.2 Wonderful 1,228 reviews CA $195 CA $314 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information?chkin=2025-10-26&chkout=2025-10-27&rm1=a2®ionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=773fd2cf-82d0-47ab-b1bd-98e340cc5bb4&top_cur=CAD) ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) ## About the area Located in Islamorada, Drop Anchor is on the waterfront. Hurricane Monument and Indian Key Historic State Park are local landmarks, and the area's natural beauty can be seen at Windley Key Fossil Reef Geological State Park and San Pedro Underwater Archaeological Preserve State Park. Discover the area's water adventures with scuba diving and snorkeling nearby, or enjoy the great outdoors with hiking/biking trails and ecotours. [Visit our Islamorada travel guide](https://www.expedia.ca/Islamorada.dx10768) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.94918%2C-80.59601&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=gkglwyFIkfemoi7j4mJD7oYLHGY=) 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 Intl. Airport (MIA) - 89 min drive ### Restaurants - ‪Tiki Bar - ‬18 min walk - ‪Hog Heaven - ‬7 min walk - ‪Wahoo's Bar & Grill - ‬2 min drive - ‪Starbucks - ‬15 min walk - ‪Whale Harbor Buffet - ‬2 min drive ## About this property ### Drop Anchor Hotel by the ocean Drop Anchor provides amenities like a garden and a business center. Active travelers can enjoy amenities like motor boating and paddleboards at this hotel. Stay connected with free in-room WiFi. Additional perks include: - An outdoor pool along with sun loungers - Free self parking - Free bicycle rentals, a paddleboard on site, and a banquet hall - A vending machine, beach towels, and wedding services - Guest reviews say great things about the helpful staff Room features All guestrooms are individually furnished, and feature comforts such as premium bedding and air conditioning, as well as thoughtful touches like free WiFi. Guest reviews highly rate the clean rooms at the property. Other amenities include: - Bathrooms with showers and free toiletries - Flat-screen TVs with premium channels - Coffee/tea makers, ceiling fans, and daily housekeeping ## Similar properties ![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chesapeake Beach Resort Matecumbe - On private beach - Pool - Breakfast included - Pet-friendly 9.2 Wonderful 1,543 reviews CA $172 CA $273 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=4170&PinnedHotelID=4170&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Coconut Cove Resort and Marina Islamorada - Pool - Breakfast included - Kids pool - Parking included 7.6 Good 824 reviews CA $197 CA $222 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28&selected=4182524&PinnedHotelID=4182524&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Fisher Inn Resort & Marina Islamorada - On private beach - Pool - Breakfast included - Pet-friendly 8.0 Very good 1,007 reviews CA $135 CA $198 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24&selected=3274374&PinnedHotelID=3274374&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Islander Resort Matecumbe - On private beach - Pool - Pet-friendly - Parking included 9.2 Wonderful 1,014 reviews CA $277 CA $407 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=475438&PinnedHotelID=475438&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Amara Cay Resort Matecumbe - On private beach - Pool - Pet-friendly - Restaurant 8.8 Excellent 1,257 reviews CA $170 CA $285 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28&selected=61976&PinnedHotelID=61976&HadPinnedHotel=true®ionId=-1&adults=2) ![Dock](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hadley Resort and Marina Matecumbe - On private beach - Pool - Breakfast included - Pet-friendly 7.8 Good 1,003 reviews CA $144 CA $208 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=12200&PinnedHotelID=12200&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/2a78a3da.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Seafarer Key Largo Key Largo - On private beach - Breakfast included - Free WiFi - Air conditioning 9.4 Exceptional 119 reviews CA $180 CA $223 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=111555855&PinnedHotelID=111555855&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b0a43673.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ragged Edge Resort & Marina Islamorada - Pool - Parking included - Free WiFi - Air conditioning 9.4 Exceptional 194 reviews CA $144 CA $162 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-21&endDate=2025-10-22&selected=56952622&PinnedHotelID=56952622&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### La Siesta Resort & Villas Matecumbe - On private beach - Pool - Pet-friendly - Air conditioning 8.6 Excellent 1,005 reviews CA $143 CA $255 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=2477508&PinnedHotelID=2477508&HadPinnedHotel=true®ionId=-1&adults=2) ![Sundeck](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Rock Reef Resort Key Largo - On private beach - Pool - Parking included - Free WiFi 9.2 Wonderful 1,038 reviews CA $124 CA $140 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21&selected=57185414&PinnedHotelID=57185414&HadPinnedHotel=true®ionId=-1&adults=2) ## Property amenities ### Internet - Available in all rooms: Free WiFi - Available in some public areas: Free WiFi ### Parking and transportation - 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 center ### 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 ### More - 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 ### More - 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 available ### 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 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 Cribs (infant beds) are not available ### Property payment types ## 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 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 ### We should mention This property does not have elevators 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–6:30 PM. ### How much does it cost to stay at Drop Anchor? > As of Oct 15, 2025, prices found for a 1-night stay for 2 adults at Drop Anchor on Oct 21, 2025 start from CA $117.47, excluding 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](https://www.expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information?rfrr=HOT.HIS.question.link.click) 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? > Check-out 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 mi (5 km) of Rain Barrel Village and Founders Park. Islamorada County Park and History of Diving Museum are also within 3 mi (5 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Expedia's Latest Trends ### Hotels > [Shorewalk Vacation Villas](https://www.expedia.ca/Sarasota-Hotels-Shorewalk-Vacation-Villas.h13316.Hotel-Information) > > [Four Seasons Resort Palm Beach](https://www.expedia.ca/Palm-Beach-Hotels-Four-Seasons-Resort-Palm-Beach.h20271.Hotel-Information) > > [Margaritaville Beach House Key West](https://www.expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) > > [Palm Beach Marriott Singer Island Beach Resort & Spa](https://www.expedia.ca/Singer-Island-Hotels-Palm-Beach-Marriott-Singer-Island-Beach-Resort-Spa.h449170.Hotel-Information) > > [The Breakers Palm Beach](https://www.expedia.ca/Palm-Beach-Hotels-The-Breakers-Palm-Beach.h8479.Hotel-Information) > > [Beachside Hotel & Suites Cocoa Beach - Port Canaveral](https://www.expedia.ca/Cocoa-Beach-Hotels-Beachside-Hotel-Suites.h4995.Hotel-Information) > > [The Colony Hotel Palm Beach](https://www.expedia.ca/Palm-Beach-Hotels-Colony-Hotel-Palm-Beach.h8074.Hotel-Information) > > [Hilton Garden Inn Cocoa Beach Oceanfront](https://www.expedia.ca/Cocoa-Beach-Hotels-DoubleTree-By-Hilton-Cocoa-Beach-Oceanfront.h4398.Hotel-Information) > > [Solterra Resort](https://www.expedia.ca/Orlando-Hotels-Solterra-Resort.h18526478.Hotel-Information) > > [Country Inn & Suites by Radisson, Port Canaveral, FL](https://www.expedia.ca/Cape-Canaveral-Hotels-Country-Inn-Suites-By-Radisson.h1489240.Hotel-Information) > > [Isla Bella Beach Resort & Spa](https://www.expedia.ca/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) > > [Ocean Walk Resort](https://www.expedia.ca/Daytona-Beach-Hotels-Club-Wyndham-Ocean-Walk.h598390.Hotel-Information) > > [La Quinta Inn & Suites by Wyndham Cocoa Beach Oceanfront](https://www.expedia.ca/Cocoa-Beach-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Cocoa-Beach-Oceanfront.h894002.Hotel-Information) > > [Edgewater Beach and Golf Resort by Southern Vacation Rentals](https://www.expedia.ca/Panama-City-Hotels-Edgewater-Beach-And-Golf-Resort-By-Resort-Collection.h803238.Hotel-Information) > > [Best Western Cocoa Beach - Port Canaveral](https://www.expedia.ca/Cocoa-Beach-Hotels-Best-Western-Cocoa-Beach-Hotel-Suites.h18029.Hotel-Information) > > [PGA National Resort](https://www.expedia.ca/Palm-Beach-Gardens-Hotels-PGA-National-Resort-And-Spa.h10355.Hotel-Information) > > [Tranquility Bay Beachfront Hotel and Resort](https://www.expedia.ca/Marathon-Hotels-Tranquility-Bay-Beachfront-Hotel-And-Resort.h117099.Hotel-Information) > > [Windsor Island Luxury | Home in Windsor Island Resort, Private Pool, Arcade](https://www.expedia.ca/Davenport-Hotels-Windsor-Island-Luxury-NEW-Home-In-Windsor-Island-Resort.h60809096.Hotel-Information) > > [Hyatt Regency Coconut Point Resort & Spa](https://www.expedia.ca/Naples-Hotels-Hyatt-Regency-Coconut-Point-Resort-Spa.h792025.Hotel-Information) > > [Days Inn by Wyndham Cocoa Beach Port Canaveral](https://www.expedia.ca/Cocoa-Beach-Hotels-Days-Inn-By-Wyndham-Cocoa-Beach-Port-Canaveral.h15605.Hotel-Information) > > [Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://www.expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) > > [The Resort at Longboat Key Club](https://www.expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) > > [Radisson Resort at the Port](https://www.expedia.ca/Cape-Canaveral-Hotels-Radisson-Resort-At-The-Port.h4692.Hotel-Information) > > [Fiesta Key RV Resort](https://www.expedia.ca/Long-Key-Hotels-Fiesta-Key-RV-Resort.h4578886.Hotel-Information) > > [Bahama House](https://www.expedia.ca/Daytona-Beach-Hotels-Bahama-House.h893658.Hotel-Information) > > [Vacation Village at Weston, Fort Lauderdale](https://www.expedia.ca/Fort-Lauderdale-Hotels-Vacation-Village-At-Weston.h1062880.Hotel-Information) > > [Hyatt Vacation Club at Beach House, Key West](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) > > [Hilton Grand Vacations Club in Sandestin Golf & Beach Resort](https://www.expedia.ca/Miramar-Beach-Hotels-Embarc-Sandestin.h1054729.Hotel-Information) > > [Pink Shell Beach Resort and Marina](https://www.expedia.ca/Fort-Myers-Hotels-Pink-Shell-Beach-Resort-And-Marina.h15603.Hotel-Information) > > [Hilton Cocoa Beach Oceanfront](https://www.expedia.ca/Cocoa-Beach-Hotels-Hilton-Cocoa-Beach-Oceanfront.h12537.Hotel-Information)