Title: Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! - 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) Entire home # Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! Waterfront vacation home with private pool and kitchen ![Pool](https://images.trvl-media.com/lodging/71000000/70040000/70039800/70039765/f6b32105.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70040000/70039800/70039765/9ea729b0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/71000000/70040000/70039800/70039765/68331306.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/71000000/70040000/70039800/70039765/ce3ab18c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/71000000/70040000/70039800/70039765/527b82fe.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. 9.6 Exceptional ### Entire home 3 bedrooms2 bathroomsSleeps 122304 sq ft ## Popular amenities - Dryer - Washer - Pool - Barbecue grill - Kitchen - 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 - Smoking not allowed ### 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 ![Property grounds](https://images.trvl-media.com/lodging/67000000/66310000/66304800/66304795/f1085f26.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Summerland Breeze - Three house retreat, perfect for multiple families Summerland Key - Pool - Hot tub - Kitchen - Washer 10 Exceptional 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-28&endDate=2025-11-29&selected=66304795&PinnedHotelID=66304795&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76730000/76723800/76723703/aa0b6c68.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Private Beach House w/Pool Cudjoe Key - Ocean view - Pool - Kitchen - Washer 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-28&endDate=2025-11-29&selected=76723703&PinnedHotelID=76723703&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/84000000/83920000/83913700/83913682/7a4376aa.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Dockage & Dog-Friendly Summerland Key - Pool - Kitchen - Washer - Dryer 8.0 Very good 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-28&endDate=2025-11-29&selected=83913682&PinnedHotelID=83913682&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/60b95cd9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Old Florida Style, wrap around porch, boat basin for dockage, open water Little Torch Key - Kitchen - Washer - Dryer - Pet-friendly 9.6 Exceptional 85 reviews CA $420 CA $978 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-19&endDate=2025-11-20&selected=73238458&PinnedHotelID=73238458&HadPinnedHotel=true®ionId=-1&adults=2) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/37000000/36320000/36314300/36314286/d96b30e5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gorgeous Beachfront Home with a pool. 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Summerland Key - Pool - Kitchen - Washer - Dryer 8.8 Excellent 64 reviews CA $839 CA $1,946 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=38413504&PinnedHotelID=38413504&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45610000/45605300/45605298/1d3f0732.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Night jasmine oceanfront vacation house Cutthroat Harbor Estates - Pool - Hot tub - Kitchen - Washer 10 Exceptional 25 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-28&endDate=2025-11-29&selected=45605298&PinnedHotelID=45605298&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### Pets Pets 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 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 Onsite 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 there is a smoke detector on the property 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 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 ### Property is also known as House Summerland Key 8917 House Private vacation home House Private vacation home Summerland Key ## About the area ![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 - Florida Keys Beaches - 1 min walk - 0.0 km - Duval Street - 59 min drive - 48.1 km - Southernmost Point - 60 min drive - 47.8 km - Sombrero Beach - 61 min drive - 52.7 km - Mallory Square - 61 min drive - 49.1 km #### Getting around - Key West Intl. Airport (EYW) - 35 min drive #### Restaurants - ‪Boondock's Grille & Drafthouse - ‬6 min drive - ‪Kiki's Sandbar - ‬8 min drive - ‪5 Brothers Two - ‬5 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? > Yes, pets are allowed at this property. ### What time is check-in at Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly!? > Check-in begins at 4:00 PM. ### What time is check-out at Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly!? > Check-out is at 10:00 AM. ### Where is Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly! located? > Situated on the waterfront, this vacation home is within a 10-minute walk of Florida Keys Beaches, Crab Key, and Pye Key. Venture Out Keys and Venture Key are also within 6 mi (10 km). ## 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 9.6 ### 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.ca/lp/b/content-guidelines) ### 9.6 Cleanliness ### 9.6 Location 10 - Excellent 3 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 8/10 Good #### Verified traveller Aug 2, 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. Aug 8, 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 #### Trace M. Feb 29, 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 ### 10/10 Excellent #### VICKIE B. Aug 13, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Quaint and cozy place! Quaint and cozy place. Love our stay! ##### VICKIE B. 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