Stock Island

Boutique Hotels in Stock Island

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Top Boutique Hotels Stock Island

Discover the best boutique hotels in Stock Island, celebrated for their unique style and personality.
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Oceans Edge Key West
Oceans Edge Key WestOceans Edge Key WestOceans Edge Key WestOceans Edge Key WestOceans Edge Key WestOceans Edge Key West
99+
Hotels in Stock Island
When you stay at Oceans Edge Key West Resort, Hotel & Marina in Key West, you'll be next to a golf course, within a 15-minute drive of Duval Street and Smathers Beach. This golf hotel is 5.9 mi (9.4 km) from Southernmost Point and 4.6 mi (7.5 km) from Florida Keys Beaches. Dip into one of the 6 outdoor swimming pools or enjoy other recreational amenities, which include a 24-hour fitness center. Additional features at this hotel include complimentary wireless internet access, concierge services, and a banquet hall. Enjoy a meal at the restaurant or snacks in the coffee shop/cafe. The hotel also offers room service (during limited hours). Unwind at the end of the day with a drink at the bar/lounge or the poolside bar. Cooked-to-order breakfasts are available daily from 7 AM to 11:30 AM for a fee. Featured amenities include dry cleaning/laundry services, a 24-hour front desk, and multilingual staff. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 175 guestrooms featuring refrigerators and LCD televisions. Your bed comes with down comforters and Egyptian cotton sheets. Rooms have private furnished balconies. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers.

"This is the second time I have stayed in this hotel; it is clean, quiet and has fantastic pools. If you decide to stay in this hotel, you must take the jet ski tour around Key West (this is an incredible experience). Also, don't forget to rent a golf cart to go to Key West downtown, you are going to love it. Other than that, enjoy the city and its fabulous restaurants and museums. Don't forget to reserve a time to watch the sunset while enjoying a delicious ice cream on Mallory square."
Very Good
117 reviews
8.7/10
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Ocean views! <br>I didn’t do it too
Ocean views! <br>I didn’t do it tooOcean views! <br>I didn’t do it tooOcean views! <br>I didn’t do it tooOcean views! <br>I didn’t do it tooOcean views! <br>I didn’t do it tooOcean views! <br>I didn’t do it too
18
Hotels in Stock Island
Your Ocean front vacation house on water awaits you! Experience Key West staying above it's beautiful clear water. There is a little something for everyone from adventure seekers, to people who just want to get away and enjoy island life, wildlife, sunsets and water activities. From under the boat at any given time you might see many types of fish, stingrays, various crabs, starfish, octopus, lobsters, nurse sharks and even manatee from time to time! From above; view gorgeous sunsets, various sea birds catching their meals and even a military jet formation on occasion. Many great areas to kayak/paddleboard all starting from right off the boat. There are several miles of mangrove trails to view wildlife and fish or just simply get lost in nature. Kayak or paddle board up to Cow Key Marina restaurant as well as Hurricane Hole’s restaurant and grab some lunch.This houseboat is a 2 bed, 1.5 bath with full kitchen/bar and relaxing livingroom. Off the front you have a covered patio with a ceiling fan and the spacious roof top deck with great views of the bay.The master bedroom has a king size bed as well as an on suite bathroom. The 2nd bedroom has a queen size bed.The kitchen is of regular size with standard size appliances plus dish washer so you have the usual comforts of home.This unit also includes a washer and dryer.NOTE # The houseboat is NOT to be moved from its slip. It is a stationary floating cottage.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
9 reviews
9.8/10
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3-bedroom ocean view condo in delightful Key West with WiFi, AC
3-bedroom ocean view condo in delightful Key West with WiFi, AC3-bedroom ocean view condo in delightful Key West with WiFi, AC3-bedroom ocean view condo in delightful Key West with WiFi, AC3-bedroom ocean view condo in delightful Key West with WiFi, AC3-bedroom ocean view condo in delightful Key West with WiFi, AC3-bedroom ocean view condo in delightful Key West with WiFi, AC
30
Hotels in Stock Island
Discover this delightful 3-bedroom gem in Key West. This charming condo features 1 king bed, 1 queen bed, and 2 twin beds, perfect for families or friends traveling together. With 2 bathrooms equipped with hair dryers and showers, guests can freshen up after a day of exploring. The cozy living room offers an additional space with a comfy sofa bed for extra guests. Walk down the stairs and you are at Oceanside Marina where you can rent a wet slip or book a sport fish or center console for what Key West is known for. THE FISHING!! Connected to Oceanside Marina is Yellowfin Bar and Grill where you can enjoy a meal and even have your catch prepared for you. Within minutes there are 5 or more restaurants. Cuban, American, Italian, and Mexican restaurants... Something for everyone!! Just a short drive and you are at Duval Street where you can enjoy the Key West night life then return to your peaceful home away from home. If enjoying peace and quiet is more your style, Sit back and enjoy the ocean breeze from your large balcony. This property also comes with an assigned covered parking spot. We are happy to assist you in any way!About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
10.0/10
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Stock Island
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Ocean views! <br>No regrets
Ocean views! <br>No regretsOcean views! <br>No regretsOcean views! <br>No regretsOcean views! <br>No regretsOcean views! <br>No regretsOcean views! <br>No regrets
27
Hotels in Stock Island
Your Ocean front vacation house on water awaits you! Experience Key West staying above it's beautiful clear water. There is a little something for everyone from adventure seekers, to people who just want to get away and enjoy island life, wildlife, sunsets and water activities. From under the boat at any given time you might see many types of fish, stingrays, various crabs, starfish, octopus, lobsters, nurse sharks and even manatee from time to time! From above; view gorgeous sunsets, various sea birds catching their meals and even a military jet formation on occasion. Many great areas to kayak/paddleboard all starting from right off the boat. There are several miles of mangrove trails to view wildlife and fish or just simply get lost in nature. Kayak or paddle board up to Cow Key Marina restaurant as well as Hurricane Hole’s restaurant and grab some lunch.This houseboat is a 1 bed, 1 - bath with full kitchen/bar hi in appliances including a induction cooktop. and spacious relaxing livingroom. You can also bring your work here and work in peace in this very spacious home office. Also Off the front you have a covered patio with a ceiling fan and the spacious roof top deck with a complete bar top with great views of the bay.The master bedroom has a king size bed. The kitchen is A full size with standard size appliances you have the usual comforts of home.This unit also includes a washer and dryer.NOTE # The houseboat is NOT to be moved from its slip. It is a stationary floating cottage.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
2 reviews
10.0/10
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Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
7
Hotels in Stock Island
You and your guests will have exclusive use of this 40ft yacht all to yourselves. 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. You and your guests can come and go on the yacht anytime, day or night.Due to local regulations, it is required that you choose at least one of the following options during your reservation: a two-hour sunset sail, a four-hour excursion, an eight-hour excursion, a ten-hour excursion, or a 24-hour excursion.- 2-hour excursion: $700+tax & gratuity (sunset cruise only)- 4-hour excursion: $950+tax & gratuity- 8-hour excursion: $1300+tax & gratuity- 10-hour excursion: $1500+tax & gratuity- 24-hour excursion: $1900+tax & gratuity The prices listed above are per excursion and not per person. 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 gratuity.These excursions are highly recommended by our previous guests and are sure to provide you with a memorable experience. During these outings, you'll have the opportunity to learn how to navigate the yacht, snorkel around the coral reef, fish from the yacht, spot dolphins and sea turtles, and much more. Our 24-hour charter is particularly popular as it combines the activities of a day excursion with the unique experience of spending a night anchored on the ocean with a limit of 6 total guests. If you are staying for more than two nights, you can even enjoy multiple excursions during your reservation period.Just imagine sleeping under the stars with no neighbors next to, above, or below you like in a hotel room. You can spend your days and nights fishing from the boat, relax on the deck while listening to the sounds of tropical fish jumping in the water, and experience the thrill of being away from the marina, anchored on the ocean. If you're seeking an adventurous and extraordinary vacation surrounded by breathtaking ocean views, wildlife, and fish, this is the perfect choice for you. You might never want to return to land again!The weather in this area is ideal throughout the year for activities such as snorkeling, fishing, lobster catching (seasonal), kayaking, paddleboarding, learning to sail, scuba diving, or simply enjoying a relaxing sunset cruise.You have the option to cook your own meals in the fully furnished kitchen, arrange for food catering, or even hire a professional chef for an extra cost. In the charter industry, it is customary to share your food and beverages with the captain and mate. If needed, provisioning service can be arranged upon request for an additional fee.The Perry Hotel is a pristine resort located in the heart of a turquoise paradise with crystal-clear waters. Your stay at the hotel includes access to two waterfront swimming pools, live music performances, a fitness room, three restaurants, retail shops, marina showers, laundry facilities, and more. The Perry Hotel also offers complimentary shuttle service to and from downtown Key West, which is conveniently located nearby. Additionally, the resort is in close proximity to retail shops, grocery stores, restaurants, and various attractions.This yacht is one of a kind with its three-stateroom layout. The entire starboard side is a master suite with a private shower and a small desk area. The two other staterooms are separated by a bathroom with shower. One has a double bed, the other a queen. A bareboat charter to the Dry Tortugas would require a minimum of five nights and you would have to purchase three-24 hour excursions in addition to what you pay VRBO, giving you one night at the Dry Tortugas. You would stay at the Marquesas islands halfway on your way there and on your way back. This is truly a bucket list charter that will provide memories that will last a lifetime. The Dry Tortugas is too far to go and come back in one day.The excursions/charters offered are discounted from the regular price and must be paid directly to our company outside of VRBO at the time of booking.We also offer bareboat day charters where you do not have to stay overnight on the boat. This type of charter must be booked directly through our company as VRBO is only set up for overnight accommodation bookings.If you want to operate the boat or tender yourself you must book directly with our company to go through an approval process. Taking the vessel yourself (and not hiring a captain) is subject to prior experience on similar vessels. We do not provide snorkel gear, & it is recommended you rent a full set at a nearby dive shop to assure your gear will fit you properly. You can rent fishing gear here as well as this is not provided. Paddleboard and kayak rentals are also available nearby and some companies will even deliver them to the marina. The advertised price on this listing covers the cost of insurance that covers you and the crew during your reservation period as well as the cost to survey the boat after you leave. You will be required to undergo a bareboat contract and will take full responsibility of the operation and safety of the yacht, crew, and all passengers.Additional House Rules:1. There is a $50 charge per night per person over four. There is a $100 fee to make any changes to your charter after your paperwork has been drafted and emailed to you up to 3 days prior to check in. There is a $200 fee to make any changes to your charter after your paperwork has been drafted and emailed to you 3 days or less prior to check in.2. There is a $150 fee to add additional guests on an excursion, not staying overnight after your paperwork has been processed, up to 3 days prior to check in, and $200 per guest not staying overnight, 3 days or less prior to check in on a day charter. 3. As posted in this listing, you must pay our company directly for at least one excursion at the time of booking. In the event you refuse to book an excursion, your reservation will be canceled with no refund. There is no refund for a paid excursion in the event the excursion is canceled and there is available time left in your reservation to reschedule it to.4. There are no refunds for a change in number of guests. There is $100 extra guest fee per person that is joining you on a day charter that is not staying overnight. Guests must be able to walk up & down stairs inside the boat and be able to make a longer than usual step at times to get on and off the boat.We have other yachts available if this yacht does not meet your specifications.About pets:Pets allowed: less than 50 lbs per pet (limit 2 pets total).A fee of $175/night per pet applies.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:There is a $50 fee/hour that you arrive after 5:00 PM and $50 for every half hour you arrive after an agreed check-in time due in cash at check-in..$100/night to add guests after paperwork drafted up to 3 days to checkin. $150/night to add guests after paperwork drafted 3 days or less to checkin.,You must pay our company for one excursion at booking. In the event you refuse to pay for excursion at booking, you will be canceled with no refund..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: 6.
Outstanding
5 reviews
10.0/10
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3-bedroom townhome in Key West with fitness room, WiFi
3-bedroom townhome in Key West with fitness room, WiFi3-bedroom townhome in Key West with fitness room, WiFi3-bedroom townhome in Key West with fitness room, WiFi3-bedroom townhome in Key West with fitness room, WiFi3-bedroom townhome in Key West with fitness room, WiFi3-bedroom townhome in Key West with fitness room, WiFi
31
Hotels in Stock Island
Your cozy getaway awaits in Key West at this lovely townhome. With 3 bedrooms including 2 king beds and 2 queen beds, this gorgeous property offers plenty of space for guests to relax. Enjoy the convenience of amenities like AC, WiFi, a fitness room, and more. The 3 bathrooms feature a bathtub, shower, and hair dryer for added comfort. Unwind in the additional living room space with an extra queen bed. We hope you enjoy what our place and Key West has to offer.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
5 reviews
10.0/10
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Clean and Relaxing!!   3 King Suites!!  Home with everything you need
Clean and Relaxing!!   3 King Suites!!  Home with everything you needClean and Relaxing!!   3 King Suites!!  Home with everything you needClean and Relaxing!!   3 King Suites!!  Home with everything you needClean and Relaxing!!   3 King Suites!!  Home with everything you needClean and Relaxing!!   3 King Suites!!  Home with everything you needClean and Relaxing!!   3 King Suites!!  Home with everything you need
36
Hotels in Stock Island
This beautiful home in Key West has been fully updated with new furnishings. It is located in the upscale Coral Hammock community, shares a beautiful community pool and a clubhouse with an exercise room that is available to our guests to use. The pool is 40 feet down a lush path. No smoking or glass is allowed in the pool area or club house. A maximum of 6 guests two person per room, children allowed, No PETS. This is a quiet community, so no large gatherings are permitted in this home. There is no smoking inside or pets. Our motto is to have a clean and relaxing house. We take pride in caring for the house after each stay there is a 3 day window with no bookings to clean and disinfect thoroughly. No detail has been overlooked. This is a 2 story house 2-3 vehicle limit covered parking. The house has large porches on each floor with seating. There is a fully equipped kitchen, with service for 8. House will also provide 6 beach towels (please do not leave at pool)! All bathrooms have a shower Hose faucet handle. With 4 bath towels, 4 washcloths and 4 hand towels. Shampoo/Conditioner, Bodywash, and a small Blow-dryer. On the upper level there are two bedrooms completely furnished, king size beds, all beds are memory foam mattresses. 43" smart TVs & HD cable free Wifi, each room has a bathroom. Master bedroom has a bathroom with a separate stand up shower and an oversized tub off to the side. Second upstairs bedroom has a stand up shower and a closet in the bathroom. Both upstairs rooms have french doors to a large shared porch. Please no smoking inside!! The main level has a dinning table for 6 people, 50" TV, HD cable and free wifi. The bedroom off to the side of the living room has a TV with HD cable and two twin size beds that can be made into a King size. Please tell us in advance if you would like twins or king only in the down stairs bedroom. About pets:No pets allowed.NO Pets of any kind.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Yes.About customRules:After you have booked. You'll have to fill out the RENTAL AGREEMENT and email it back.NO SMOKING inside house ONLY ON PORCHES Keep house doors closed If smoke are pets detected in house you will lose security deposit ABSOLUTELY NO PETS,Deposit terms: Any pets, damage, excessive cleaning, missing linens art or décor etc. Charges will be deducted or forfeiture of Security Deposits..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.NO Smoking.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.No party’s No red wine upstairs.
Outstanding
10.0/10
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KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
35
Hotels in Stock Island
Nicest Yacht rental in the keys . Stay on this beautiful, 66 foot, four bedroom, four bathroom yacht and experience luxury and comfort with your stay. This yacht in a private marina old town, Key West situated right behind famous Hogfish, Grill, and bar on stock island couple miles from Duval street. The boat is incredibly spacious and comfortable with the entire salon living space brand new with leather couch , breakfast nook area and kitchen with everything needed to cook meals. The 55” flat screen is retractable in the granite counter space with Wi-Fi cable TV. The four stateroom layout will make your group very comfortable for your stay. The master has King bed with plenty of storage , closet space and flatscreen TV. The master bathroom is very nice with large shower 🚿 and sitting area. The guest suite has Queen bed Also with flat screen TV and full bathroom with shower. There are two other bedrooms with twin bunk beds which is unique because most smaller boats have very small bunk beds an adult coil not fit these are twin size and very comfortable. Also with bath and shower each. To really enhance your trip schedule a Sunset 🌅 cruise on the yacht with my captain , bring your booze and sit and relax on the beautiful key West waters. Pricing is as follows. 3 hour Island Sunset cruise $12506 hour Sunset / Snorkel Trip $1450 If would like to go Fishing 🎣 in the pristine waters in the keys we can accommodate that as well. 4 Hour Fishing trip $1650 8 hour Fishing trip $2250 Going out of the dock on the Yacht is always the highlight of my guests trip for sure. About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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Living Life Dockside
Living Life DocksideLiving Life DocksideLiving Life DocksideLiving Life DocksideLiving Life DocksideLiving Life Dockside
13
Hotels in Stock Island
Take it easy at this unique and tranquil getaway located right on the water in a beautifully artistic and tropical landscape marina. Enjoy sitting on the dock watching the shrimp boats come and go or enjoy grilling watching key west famous sunsets.This unique cottage (A.K.A the Shed) is located at Safe Harbour Marina which is a beautiful Artistic and 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. The Shed 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. This is a all-inclusive stay with two kayaks and two paddle boards provided, four set of snorkel gear and a floating mat. Propane barbeque available. There is plenty of seating on the dock that is exclusively for the Shed quests only with a nice sitting area with a grill to enjoy the beautiful sunset Key West is famous for. There is a full-size kitchen and a ice maker. There are all cooking utensils on board you might need. One private parking spot provided in a locked gated driveway.We offer private excursions on a 60 ft schooner and have a 30 ft pontoon boat with a slide available for rent to qualified boaters and available for captain charters.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.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.
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