Title: Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&selected=70039765&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! Waterfront holiday home with private pool, steps from Florida Keys Beaches ## Photo gallery for Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! ![Pool - Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! (Summerland Key)](https://images.trvl-media.com/lodging/71000000/70040000/70039800/70039765/f6b32105.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior - Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! (Summerland Key)](https://images.trvl-media.com/lodging/71000000/70040000/70039800/70039765/527b82fe.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Marina - Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! (Summerland Key)](https://images.trvl-media.com/lodging/71000000/70040000/70039800/70039765/a9215ea4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! (Summerland Key)](https://images.trvl-media.com/lodging/71000000/70040000/70039800/70039765/130710d7.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool - Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! (Summerland Key)](https://images.trvl-media.com/lodging/71000000/70040000/70039800/70039765/9b018230.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Located in Summerland Key, Anchors Aweigh offers an oceanfront retreat with a private saltwater pool and 60' of waterfront. Unwind at the Tiki hut, take a refreshing dip in the pool or venture into Niles Channel's crystal-clear waters. With outdoor seating and a propane BBQ grill, this haven caters to every desire – from basking in the sun to cooling off with a swim. ## Reviews 9.6 Exceptional ### Entire home 3 bedrooms2 bathroomsSleeps 122304 sq ft ## Popular amenities - Ocean view - Pool - Kitchen - Washing machine - Dryer - Pet-friendly ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional policies below. Welcome to Anchors Aweigh – Your Oceanfront Escape on Summerland Key! Discover the perfect blend of relaxation and adventure at Anchors Aweigh, a stunning open-water retreat designed for families and friends. With two distinct living areas, this spacious home is ideal for multiple families or extended stays. Unwind as you watch the sunset over the water, sip a refreshing drink under the Tiki hut, or take a dip in the inviting pool. Whether you're basking in the sun, exploring the crystal-clear waters of Niles Channel, or simply enjoying the ocean breeze, every moment here is pure bliss. For those seeking adventure, you're just 30 minutes from Key West and Marathon, where endless dining, shopping, and outdoor activities await. Make Anchors Aweigh your home away from home—where breathtaking views, coastal comfort, and unforgettable memories come together. Book your stay today! SLEEPS MAXIMUM OF 10 GUESTS (there are no interior stairs between levels, only access is via exterior stairs): Bedroom 1 (Upstairs): King Bed, Smart TV (no cable/satellite TV) Bedroom 2 (Upstairs): Queen Bed, Smart TV (no cable/satellite TV) Bedroom 3 (Downstairs): Two Queen Beds Living Room (Upstairs): Sofa, Loveseat, Chair, Smart TV (no cable/satellite TV) Living Room (Downstairs): Sofa with Pull Out Queen Bed, Smart TV (no cable/satellite TV) Kitchen (Upstairs): Nicely equipped (all things necessary to prepare and serve a meal) Kitchenette (Downstairs): Lightly equipped (no stove/oven) AMENITIES: \- Saltwater Heated Pool (20'x12', \~4' depth, heated to \~85 degrees Nov-Apr) \- 60' of Waterfront, 180' pier with \~32' of dockage and 3-4' depth at end of pier (boat lift not available for guest use) \- Tiki \- Outdoor Seating \- Propane BBQ Grill \- Parking for a maximum of 4 vehicles (including boat trailers) on the property. RVs may not be parked on the property. \- Outdoor Shower (cold water only) \- Linen's and towels provided IMPORTANT POLICIES FOR YOUR STAY: Age & Occupancy: The booking tenant must be 25 years or older and must occupy the property for the entire duration of the stay. This property is exclusively available as a vacation rental and not for worker housing. Peak Season Monthly Bookings: All bookings from December through March must be for the entire month, starting at the beginning and ending at the end of the month. Consecutive months may be booked if they follow this requirement. Bookings that do not adhere to this policy are subject to cancellation. If you are interested in alternative dates, please contact us for approval before booking. Pet Policy: Up to two friendly and well-behaved dogs will be considered with a $10/night pet fee. To help maintain a safe and welcoming environment for all, we require every guest to submit pet or assistance animal information through BetterPet Passport. Guests will simply submit "household pet" information, request an accommodation for an assistance animal, or confirm they are not bringing a pet/animal. It's free, and only requires creating an account if you're bringing a pet or animal. After booking, you'll receive a link to complete the process. Smoking Policy: Smoking is strictly prohibited to maintain a smoke-free environment. Mid-Stay Cleaning: For stays of 28 nights or more, we reserve the right to require a mid-stay cleaning to maintain the quality of the property. For longer stays, a mid-stay cleaning will be required every 28 nights thereafter. The cost will be collected separately, and the number of cleanings depends on the length of your stay. Boating & Dockage Advisory: Due to bridges and varying water depths, it is your responsibility to ensure that your boat can safely navigate local waters, access the canal, and fit the listed dockage before booking. While we are happy to provide general information based on our knowledge of the area, guests must exercise extreme caution when boating and ensure all activities comply with local regulations. Local Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure. Construction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction. Photo Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time. Security Cameras: For the safety and security of our guests and property, two exterior security cameras monitor the front driveway, and pier. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces. ## Property amenities ### Pool/Spa - Private pool ### Internet - Available in the house: Internet access ### Kitchen - Coffee/tea maker - Dishwasher - Freezer - Microwave - Oven - Refrigerator - Toaster oven ### Bedrooms - 3 bedrooms - Sofa bed ### Bathroom - 2 bathrooms - Bathtub or shower - Hair dryer ### Entertainment - Streaming services - TV with satellite channels ### Outdoor areas - Balcony - Barbecue grill - Dock ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoke-free property ### Location highlights - Near the sea - On the waterfront ### Things to do - Fish cleaning table ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector (host has indicated there is a smoke detector on the property) ### General - Unit size: 2,304 square feet ## Similar properties ![Interior](https://images.trvl-media.com/lodging/88000000/87350000/87343800/87343775/ec505341.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool Old Town Key West - Pool - Kitchen - Washing machine - Dryer 9.0 Wonderful 4 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27&selected=87343775&PinnedHotelID=87343775&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/24000000/23620000/23612100/23612039/d0bf5c89.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex Old Town Key West - Pool - Kitchen - Washing machine - Dryer 10 Exceptional 176 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27&selected=23612039&PinnedHotelID=23612039&HadPinnedHotel=true®ionId=-1&adults=2) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/88000000/87350000/87343800/87343779/9e9e9cb1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Breezy Bungalow by Avantstay Close 2 Zachary Taylor State Park w/ Shared Pool Month-long Stays Old Town Key West - Pool - Kitchen - Washing machine - Dryer 7.0 Good 2 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27&selected=87343779&PinnedHotelID=87343779&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/84000000/83110000/83102800/83102706/c1ff32f9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Deluxe Queen at Curry Mansion Inn Key West Historic District - Pool - Washing machine - Dryer - Pet-friendly 8.0 Very good 1 review £462 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-08&endDate=2026-03-09&selected=83102706&PinnedHotelID=83102706&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530033/199ed2a2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### KEITT \~ Adult Only, 2nd Floor 1 Bedroom w/ Shared Pool, Scarlet Mango Inn! 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Pool, 70 feet of Seawall, deep water canal! Summerland Key - Pool - Kitchen - Washing machine - Dryer [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27&selected=113454951&PinnedHotelID=113454951&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27&selected=70039765&PinnedHotelID=70039765&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=70039765,87343775,23612039,87343779,83102706) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age - 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets are allowed Service animals are welcome, and are exempt from fees ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### 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 On-site parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has indicated that there is a smoke detector on the property 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 This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### Property is also known as House Summerland Key 8917 House Private vacation home House Private vacation home Summerland Key ## About the area Located in Summerland Key, this holiday home is on the waterfront. The area's natural beauty can be seen at Florida Keys Beaches and Bahia Honda State Park. Blue Hole and Big Munson Island are also worth visiting. [Visit our Summerland Key travel guide](https://www.expedia.co.uk/Summerland-Key.dx6177802) [View more Holiday homes in Summerland Key](https://www.expedia.co.uk/Summerland-Key-Private-Holiday-Homes.d6177802-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![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%7C24.64667%2C-81.44088&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=31F_-TpWSpkewSjFFEcQ_c-tEQ8=) Summerland Key, FL ### What's nearby - ![Beach and Pier at Sunset, Florida, USA](https://images.trvl-media.com/place/553248635976496782/1bfe637a-381c-425d-ba50-7340e2c8b6bb.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Florida Keys Beaches 1 min walk \- 0.0 miles - ![Brocken Bridge!](https://images.trvl-media.com/place/630134272121270272/c2d2a355-b5a3-4562-a72d-dd87c84229ca.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Bahia Honda State Park 31 min drive \- 17.5 miles - ![Smathers Beach featuring a luxury hotel or resort, a beach and tropical scenes](https://images.trvl-media.com/place/6069255/906a25d3-aea9-4560-a01c-5f793021725b.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Smathers Beach 54 min drive \- 28.8 miles - ![Duval Street featuring signage](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Duval Street 59 min drive \- 29.9 miles - ![Sombrero Beach featuring a sandy beach and general coastal views](https://images.trvl-media.com/place/6069239/5ccae969-638f-4ecd-a8cd-1f9c106277ba.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Sombrero Beach 61 min drive \- 32.8 miles ### Getting around - Key West, FL (EYW-Key West Intl.) 35 min drive ### Restaurants - Boondock's Grille & Drafthouse 6 min drive - Forks & Stix 11 min drive - Kiki's Sandbar 8 min drive - Morning Joint 5 min drive - Broil 7 min drive ## Frequently asked questions ### Is Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! pet-friendly? ### What time is check-in at Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly!? ### What time is check-out at Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly!? ### Where is Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.co.uk/lp/b/content-guidelines) 10 - Excellent 3 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.6 Cleanliness ### 9.6 Location ## Reviews ### 8/10 Good #### Verified traveller 2 Aug 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Anchors Aweigh We enjoyed our stay. Would definitely recommend this property. Could use a little updating but a very comfortable stay for a family. Looking forward to booking the property in the future. ##### Verified traveller Stayed 28 nights in Jul 2023 ### 10/10 Excellent #### John C. 8 Aug 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location We go to the Keys every summer with our family, and this was a great family friendly, great location house. Management company was quick to respond to question and concerns. Would recommend! ##### John C. Stayed 28 nights in Jul 2024 ### 10/10 Excellent #### VICKIE B. 13 Aug 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Quaint and cozy place! Quaint and cozy place. Love our stay! ##### VICKIE B. Stayed 28 nights in Jul 2022 ### 10/10 Excellent #### Trace M. 29 Feb 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### We loved this place! It was just wonderful! Would rent this again in a heartbeat! ##### Trace M. Stayed 28 nights in Feb 2024 ---