[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # $and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly! Vacation home in Summerland Key with private pool and kitchen ![Pool](https://images.trvl-media.com/lodging/100000000/99930000/99927600/99927567/bd71b7e9.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior](https://images.trvl-media.com/lodging/100000000/99930000/99927600/99927567/83660f11.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Marina](https://images.trvl-media.com/lodging/100000000/99930000/99927600/99927567/c99e0d81.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach](https://images.trvl-media.com/lodging/100000000/99930000/99927600/99927567/6e8f551a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99930000/99927600/99927567/f624253f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location and D0llar$ offers an extraordinary waterfront escape in the heart of the Florida Keys. Step onto the second-floor deck and immerse yourself in breathtaking sunset views, a perfect backdrop for sipping cocktails. The backyard transforms into a tropical oasis with a heated saltwater pool, private dockage, fish cleaning station and bait freezer. 10 Exceptional ### Entire home 4 bedrooms4 bathroomsSleeps 122943 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. ### $and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly! County zoning requires a minimum rental period of 28 nights, no exceptions can be made. Please review additional policies below. Welcome to $and D0llar$, your ultimate waterfront escape in the heart of the Florida Keys! This extraordinary property promises an unforgettable retreat, where every moment is adorned with the beauty of the open water and the charm of tropical living. Step onto the second-floor deck and immerse yourself in the magic of breathtaking sunset views, a perfect backdrop for sipping cocktails and creating timeless memories with loved ones. The backyard of $and D0llar$ transforms into a tropical oasis, complete with a heated saltwater pool where laughter echoes as children splash about, and the dock becomes a haven for fishing enthusiasts. Whether you're an avid angler or just seeking tranquility by the water, this retreat caters to every whim. For those with a passion for boating, the possibilities are endless. Embark on thrilling adventures to the backcountry sandbars or venture out to the Atlantic for world-famous fishing excursions. The waters are your playground, and the experiences are as diverse as the marine life that surrounds you. While $and D0llar$ offers a myriad of activities within arm's reach, the allure of the Florida Keys beckons exploration. Conveniently located just 20 minutes from the vibrant energy of Key West and 45 minutes from the allure of Marathon, you're perfectly positioned to dive into the rich culture, dining, and entertainment the Keys have to offer. $and D0llar$ isn't just a vacation rental; it's a gateway to a world of tropical wonders and endless possibilities. Sleeps Maximum of 12 Guests: Bedroom 1 (2nd Floor): King Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV) Bedroom 2 (2nd Floor): King Bed, Smart TV (no cable/satellite TV) Bedroom 3 (1st Floor): King Bed, Smart TV (no cable/satellite TV) Bedroom 4 (1st Floor): Queen Bed, Smart TV (no cable/satellite TV) Flex Room: Queen Bed, Queen Bunk Beds Living Room: Sofa, Loveseat, Two Chairs, Smart TV (no cable/satellite TV) Kitchen: Nicely equipped (all things necessary to prepare and serve a meal) AMENITIES: \- Saltwater Heated Pool (heated to ~83-87 degrees Nov-Apr) \- 26' of Dockage \- Exterior Elevator \- Fish Cleaning Station W/ Water \- Bait Freezer \- 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. \- 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 prior approval, payment of a $10/night pet fee, and registration with a third-party pet screening service (fee applies for pets, free for service animals). Please review our pet policy before booking—we will provide the registration link after you confirm your reservation. 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, three exterior security cameras monitor the front door entry, driveway, and boat dock/lift. 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 - Dishwasher - Microwave - Refrigerator ### Bedrooms - 4 bedrooms ### Bathroom - 4 bathrooms - Hair dryer - Shower ### Entertainment - TV ### Outdoor areas - Barbecue grill - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### 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 not reported (host has not indicated whether there is a smoke detector on the property) ### General - Unit size: 2,943 square feet ## Similar properties ![Pool](https://images.trvl-media.com/lodging/59000000/58110000/58100700/58100672/1572d490.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks! 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Sugarloaf Shores - Ocean view - Pool - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-18&selected=106825325&PinnedHotelID=106825325&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/ccc6991c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### One of the very few beach houses with a daily, rental license in the Keys. Summerland Key - Pool - Kitchen - Washer - Dryer 8.8 Excellent 64 reviews CA $835 CA $1,915 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=38413504&PinnedHotelID=38413504&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach](https://images.trvl-media.com/lodging/33000000/32600000/32590200/32590143/66a11528.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### For up to date availability call 510-381-5000 Sugarloaf Shores - Pool - Washer - Dryer - Pet-friendly 10 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-18&selected=32590143&PinnedHotelID=32590143&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 not indicated whether there is a smoke detector on the property 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 13795 ## About the area Summerland Key is home to this vacation home. Coupon Bight Aquatic Preserve and Lower Sugarloaf Sound reflect the area's natural beauty and area attractions include Wilhelmina Harvey Park and Blue Hole. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. [Visit our Summerland Key travel guide](https://www.expedia.ca/Summerland-Key.dx6177802) [View more Vacation homes in Summerland Key](https://www.expedia.ca/Summerland-Key-Private-Vacation-Homes.d6177802-aaPrivateVacationHomes.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%7C24.62457%2C-81.54319&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=3HVNIYdSXRYPxwmqnuqOAklXpHs=) Sugarloaf Key, FL ### What's nearby - Florida Keys Beaches - 5 min drive - 3.0 km - Sugarloaf Beach - 6 min drive - 3.7 km - Upper Sugarloaf Key - 8 min drive - 7.2 km - Boca Chica Nude Beach - 32 min drive - 23.4 km - Duval Street - 36 min drive - 36.9 km ### Getting around - Key West Intl. Airport (EYW) - 25 min drive ### Restaurants - ‪Baby's Coffee - ‬7 min drive - ‪Morning Joint - ‬13 min drive - ‪Broil - ‬11 min drive - ‪The Bent Prop - ‬12 min drive - ‪Square Grouper Bar and Grill - ‬13 min drive ## Frequently asked questions ### Is $and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly! pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at $and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly!? > Check-in begins at 4:00 PM. ### What time is check-out at $and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly!? > Check-out is at 10:00 AM. ### Where is $and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly! located? > Situated in Summerland Key, this vacation home is within a 15-minute walk of Lower Sugarloaf Sound and Upper Sugarloaf Sound. Key Lois and Sugarloaf Beach 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 ## $and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly! Reviews 10 ### 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) 10 - Excellent 2 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ### 10/10 Excellent #### Rindi C. Jul 16, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome home Beautiful property ##### Rindi C. Stayed 28 nights in May 2024 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### John H. Mar 13, 2025 #### Fabulous stay in Key West We really enjoyed our stay at the Sand dollar. The house has everything you need and is so comfortable. The views are outstanding and the backyard is paradise. We appreciated the close proximity to key west and the neighborhood provided a great place to walk, also a wonderful bike path just down the road - wonderful family home for our vacation! ##### John H. ## Expedia's Latest Trends ### Hotels > [Hawks Cay Resort](https://www.expedia.ca/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information) > > [Hotels in Bairro Alto](https://www.expedia.ca/Bairro-Alto-Lisbon-District-Hotels.0-n179464-0.Travel-Guide-Filter-Hotels) > > [Holiday Inn Montréal Centre-Ville Downtown by IHG](https://www.expedia.ca/Montreal-Hotels-Holiday-Inn-Montreal-Centre-Ville-Downtown.h6668.Hotel-Information) > > [Champions Gate Resort](https://www.expedia.ca/Orlando-Hotels-Champions-Gate-Resort.h14593168.Hotel-Information) > > [Hotels in Amherst](https://www.expedia.ca/Amherst-Hotels.d9323.Travel-Guide-Hotels) > > [Cottages Wasaga Beach](https://www.expedia.ca/Wasaga-Beach-Cottages.d181914-aaCottages.Travel-Guide-Accommodation) > > [Adults Only Resorts & Hotels in Brazil](https://www.expedia.ca/Destinations-In-Brazil-Adults-Only-Resorts.0-0-d23-tAdultsOnlyResorts.Hotel-Filter-Destinations) > > [The Perry Hotel & Marina Key West](https://www.expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) > > [Best Western Plus Morden](https://www.expedia.ca/Pembina-Valley-Hotels-Best-Western-Plus-Morden.h38357893.Hotel-Information) > > [Cheap Hotels in Las Vegas](https://www.expedia.ca/Las-Vegas-Hotels-Cheap-Hotels.0-0-d178276-tCheapHotels.Travel-Guide-Filter-Hotels) > > [Hotels with Free Airport Shuttle in Manila](https://www.expedia.ca/Manila-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d178282-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) > > [Cheap Hotels in Banff](https://www.expedia.ca/Banff-Hotels-Cheap-Hotels.0-0-d10550-tCheapHotels.Travel-Guide-Filter-Hotels) > > [Sandcastle Resort At Lido Beach](https://www.expedia.ca/Sarasota-Hotels-Sandcastle-Resort-At-Lido-Beach.h20959.Hotel-Information) > > [Hotels in Calgary](https://www.expedia.ca/Calgary-Hotels.d178245.Travel-Guide-Hotels) > > [Oceans Edge Key West Resort, Hotel & Marina](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) > > [Manasota Key Resort](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-WannaB-Inn.h5800169.Hotel-Information) > > [Lido Beach Resort](https://www.expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) > > [ANDAZ OTTAWA BYWARD MARKET, BY HYATT](https://www.expedia.ca/Ottawa-Hotels-Andaz-Ottawa-Byward-Market-A-Concept-By-Hyatt.h15259047.Hotel-Information) > > [Sunny Beach Motel](https://www.expedia.ca/Penticton-Hotels-Sunny-Beach-Motel.h10986860.Hotel-Information) > > [Omni Orlando Resort at ChampionsGate](https://www.expedia.ca/Orlando-Hotels-Omni-Orlando-Resort-At-ChampionsGate.h1029950.Hotel-Information) ### Flights > [flights from john g diefenbaker intl airport](https://www.expedia.ca/lp/airports/yxe/flights-from-john-g-diefenbaker-intl-airport) > > [Flights from Vancouver (YVR) to Geneva (GVA)](https://www.expedia.ca/lp/flights/yvr/gva/vancouver-to-geneva) > > [flights from jasper airport](https://www.expedia.ca/lp/airports/yja/flights-from-jasper-airport) > > [Flights from St. John's (YYT) to Dallas (DFW)](https://www.expedia.ca/lp/flights/yyt/dfw/st-johns-to-dallas) > > [Air Algerie](https://www.expedia.ca/Air-Algerie-Flights.cAH.Travel-Guide-Airlines) > > [Flights from Toronto (YYZ) to Calgary (YYC)](https://www.expedia.ca/lp/flights/yyz/yyc/toronto-to-calgary) > > [Flights from YTO-All Airports to Dubai Intl.](https://www.expedia.ca/lp/flights/yto/dxb/toronto-to-dubai) > > [Flights from Calgary (YYC) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yyc/mco/calgary-to-orlando) ### Packages > [Las Vegas Vacations](https://www.expedia.ca/Las-Vegas.d178276.Destination-Travel-Guides) ### General > [Visit Baton Rouge](https://www.expedia.ca/Baton-Rouge.dx603004)