Stock Island Homestays

Welcome aboard Sentient, your own private 63’ boat in Key West! We're thrilled to have you & hope you enjoy every moment of your stay. Whether you're relaxing on deck, enjoying the sway of the water, or soaking in the sunset, we want you to experience the tropical island vibes with all the comforts of home mixed in. Aboard you will find 2 full beds & baths, a full pull out, a full kitchen & coffee bar, snorkel gear, comfortable seating & more! Step aboard & enjoy your own tropical paradise!Sleep & Comfort 🌌Captains suite with queen bed, 2 nightstands, storage & closet, window, & full private bathroomCrew quarters with twin bunks, nightstand, storage & closet, window, & direct access to full bathroom Two full bathrooms with showers, storage, soaps, conditioner, lotion, towels and extra toilet paper A cozy full sized pull out in the living room for extra guests - a memory foam topper is provided along with sheets, blankets, & pillowsAir conditioning throughout for your comfort Full Kitchen & Living Space 🌺Fully equipped kitchen with stove, microwave, refrigerator, and cookwareOpen-concept living area with all around windows & bluetooth, perfect for relaxing or entertainingFully equipped coffee bar with barstools & suppliesOutdoor Bliss 🌊Spacious sundeck with panoramic marina views—ideal for morning coffee or sunset cocktailsRelax on the partially shaded, large back deck, with comfortable seating & serene marina views (Seating can be rearranged to your liking) Stretch out on the sun-drenched bow—your private tanning havenTake in sweeping views from the elevated flybridge—complete with cushioned seating, ocean breezes, and the best vantage point on the yachtAmenities ☀️Free parking on-siteFree shuttle that will take you around Key WestTwo sparkling poolsSnorkel gear, beach chairs, beach towels & moreOn-site waterfront bars & restaurants with the best fresh seafood aroundOn-site fitness centerLounge area with fire placeOn-site play area for your littles Laundromat available at the marina for your use ($2.50 per cycle)Location Perks 🌴Steps from Key West’s vibrant attractions, nightlife, and water adventuresPlenty of nearby restaurant to choose from with fresh seafood and live music Golf cart, bike, and moped rentals nearbySecure dockage with easy access and ship store, as well as plenty of nearby conveniencesFishing, snorkel, & sandbar charters at a discounted rate Boat rentals & sunset trips available at the marinaTucked away in one of the most sought-after marinas near Key West, and just minutes from all the action, you not only get to experience private waterfront views, but you have direct access to world-class fishing and diving just steps from your dock. Spend your day paddling through the crystal clear waters, snorkeling the reefs, or hooking fish, then head down to Duval Street to enjoy the nightlife, fresh seafood, bars and unforgettable sunsets at Mallory Square. Then relax back at your quiet floating oasis, sip a sparkling cucumber water as you end your day swaying under the stars.Please note: Staying on a boat has some added risks that a house does not. Decks get slippery and you must step from the dock to the boat, it is not a huge step but some guests may find it challenging. With that in mind we do require a signed waiver to stay. This will be sent to you after you book and you will need sign it and send it back to us to confirm your booking. Thank you for understanding. Disclaimer:To ensure the best fit for your stay: this is an authentic boat experience so it will not be the same feeling as staying in a house or hotel, (which is kinda the point 🙂). Water pressure may be lighter, there will be slight rocking, and although there is air conditioning, temperatures may not be as low as you would like (low to mid 70s are normal). If you’re expecting a hotel-like environment, this may feel different. This is not a hotel, you will have the full experience of staying on a boat, living the local Key West life.Please keep these things in mind when you book. If you have any questions or concerns please reach out to us before you book so we can make your vacation as enjoyable as possible!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:There are two cameras on the exterior of the boat. Please don't tamper with them, these are for security purposes..No feminine products, papers towels or large wads of toilet paper flushed. If the toilet clogs for one of these reasons you will be responsible.,Do not open windows or hatches. Please do not take anything from the boat. If we have found something is gone after you stay you will be responsible..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Reconnect with nature at this unforgettable escape. Experience and enjoy what life is like living on a large world cruising sailboat on the sailing vessel Serenity. Staying on Serenity is what Key west is known for and living a carefree lifestyle. Experience and enjoy the Artistic and Tropical landscaped private marina with spectacular views of the harbor. Lounge in the hammock and watch the sunset or sit on the dock and grill out watching the shrimp boats come and go.This is a all inclusive price. No cleaning fee and includes 2- paddle boards and 4- KayaksSerenity is docked at Safe Harbour Marina which is a beautiful tropical landscape marina in Stock Island which is a 15-minute ride to downtown Key West. There is the Famous locals Restaurant and Bar the Hogfish located at the Marina. Serenity is on the point of the marina and has nice views with a large dock with outside seating. Safe Harbour is a very secure marina and has a small friendly community of liveaboards that look out for everybody. Our cohost Glen lives in the cottage in front of Serenity and are available to address any issues that occur and share his local knowledge of the Island and values your privacy and will not disturb you.There is plenty of seating in front of Serenity on the dock that is exclusively for Serenity guests only with a nice sitting area with a grill to enjoy the beautiful sunset Key West is famous for. There are two refrigerators and an ice maker. There are all cooking utensils on board you might need. One private parking spot provided in a locked gated driveway.Serenity is a 1983 60 ft Catalina /Morgan Schooner. It has the classic beautiful teak interior that the older sailing vessels are known for. A large, covered cockpit to sit and enjoy sunsets. There is one large stateroom with a Queen-size bed and its own private bathroom. There are two separate smaller staterooms with a twin bed that can be pulled out to a full in each. There is an additional single bunk in the captains' quarters off the galley. The galley has a propane stove and oven, large kitchen sink, large drawer refrigerator, a large icemaker and plenty of storage. The saloon is large with plenty of seating and a large table that can folds in half to give more space. There is a tv for your entertainment and free starlink wifi. A Fusion stereo system with Bluetooth to enjoy your favorite playlists. Serenity just had a major refit with all new systems In it, Interior and exterior wood all newly refinished and exterior newly painted, all new appliances, new cushions throughout the boat and is maintained on a regular basis. Per USCG we are required to have a bareboat agreement on board and will send a copy to your email address provided to us by Vrbo and will need it to be signed 24 hours before your check in time. As this is a boat we our required to go over safety equipment and make sure you're comfortable with handling any emergency situations so we cannot offer self-check ins and have to meet you on the boat on your check in. Because of this we cannot do late check ins without prior written ok which is subject to our availability. Our last check in is 6:00 pm. We offer the following excursions and encourage you to book one which will be one of the best moments of your stay. This is above Vbro costs and will need to be booked separately within 24 hrs of your booking through Vbro.These excursions will provide you with a memorable experience. Serenity sails beautifully and you can learn the art and thrill of sailing. You will be allowed to steer the boat help put out the sails if you wish or just sit back and relax while the crew does all the work.2-hour sunset sail. $600.00 plus tax and a gratuity to your captain.6 -hour sail to the Reef for snorkeling with lunch provided. $1,200.00 plus tax and a gratuity to your captain.24 - hour overnight at anchor with a license captain on board $2,000.00 plus taxCharters and Rentals subject to availability and weather.Hurricane Season. Please note Serenity is a large sailboat and per insurance regulations and the safety of the boat and guests, the boat will be hauled out of the water if there is a threat of a named storm developing with key west in its path. This will make the boat unavailable for a period of 10 days or more. Per Vrbo rules we as hosts our not allowed to cancel a reservation without severe penalty's unless it falls within their guidelines which a threat of a named storm is not considered until it becomes a named storm. We will inform you the boat will be hauled out due to a threat of a named storm and you will need to cancel the reservations which we will give back a full refund which you will need to request with your cancellation if you wish not to cancel your reservation and we our forced to honor the reservation the boat will be made available to stay on in the boat yard. Please note there will be no Air Conditioning and you will have to climb a 16 ft ladder to board Serenity. The boat will be highly uncomfortable.Serenity has beautiful wood floors and large suitcases with wheels tend to scratch the floors. In order to keep Serenity looking good we only allow soft sided luggage such as backpacks, garment bags and duffle bags. If you are not traveling by car, we can store your large luggage in the owner's cottage next to Serenity. We have complimentary tote bags to transfer your belongings onboard. Serenity is docked stern to, boarding the boat involves walking across a boarding ramp that we call the gangway and descending stairs into the cabin that we call the companionway. It is always safest to maintain three points of contact with the ship while boarding and moving about the deck and the cabin.About pets:No pets allowed, service animals permitted.About checkOut:Check out before 11:00 AM.About children:Adults only.About customRules:Bareboat Charter agreement to be signed 24 hrs before check in through Adobe E Sign. Can not let you board Serenity without a digitally signed copy..No late check ins (After 6:00pm) without written approval.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Introducing Andiamo our 51' power catamaran.You and your guests will have exclusive use of this amazing boat to yourselves and can come and go on the yacht anytime, day or night. We are pet friendly, our pet fee is $25.00 per pet per night up to 2 dogs. There is also a fully refundable cleaning and damage deposit required. Service animals at no charge per night.The yacht stays docked, the entire reservation, at the Perry Hotel, which invites you to complimentary use of two stunning waterfront swimming pools, live music, three restaurants, complimentary shuttle service, & more. Able to sleep 9 adults and carry up to 12 passengers on a day charter Andiamo features :Four beautifully appointed staterooms, each with a private en-suite bathOne stateroom includes a bonus single top bunk, ideal for a childExclusive use of the entire yacht—experience complete privacy and elevated comfortSophisticated interior with designer finishes and upscale amenitiesExpansive deck space for sunbathing, al fresco dining, or sunset cocktailsThe galley has windows that provide a 360% view with plenty of sunlight.Large sliding glass doors opens the galley to a large cockpit where there iss ample seating to entertain all your guests.The flybridge deck and helm station with an outdoor kitchen equipt with a sink, fridge and BBQ grill is perfect for those sunset cocktails while you watch the sun dip below the horizon,Located at The Perry Marina, offering resort-style services and luxury marina access you truly have everything you need.Enhance your stay with a bespoke charter experience—from sunset sails to full-day excursions, our luxury sea charters are tailored to your desires. Due to local regulations, it is required that you choose at least one of the following options during your reservation: a four-hour excursion, an eight-hour excursion, a ten-hour excursion, or a 24-hour excursion.- 4-hour excursion: $1700+tax & gratuity- 6-hour excursion: $2000+tax & gratuity- 8-hour excursion: $2450+tax & gratuity- 24-hour excursion: $3200+tax & gratuityPlease note that the cost of the excursions must be paid directly to our company at the time of booking. The prices listed above include the captain's fee and fuel, however, does not include tax or gratuity. Contact us directly to start planning your unforgettable day on the water.ANDIAMO isn’t just a yacht—it’s your private escape to paradise.Reserve your stay today and experience Key West in unparalleled style.About pets:Pets allowed: dogs and cats (limit 2 total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Due to local regulations, it is required that you choose at least one excursion during your reservation, invoiced directly from our company..There is a $50 per night per person charge for guests over 4 people and $100 per person fee for guests not staying on the boat joining the excursion.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 12.