Home Vacation Rentals By Owner In Bokeelia, FL

Showing 80 Of 124 Vacation Rentals
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Exceptional(28)

$369.91

/ Nightly
Private Vacation Home

Stunning Nature! Waterfront! Prime Fishing! Bring Boat. Free Bikes, SUP, Kayak.

Bokeelia, Florida, United States

Tropical paradise that can't be beat! Incredible views!brTaking reservations for 2025. No hurricane damage.brFishing enthusiasts, kayakers, bird watchers, nature lovers...brbrWelcome to Docktales & Dreams!!! brTarpon Fishing Capital of the World!! brFabulous dock, Bring your boat! brEnjoy the complementary His & Her Bikes, Standup Paddle Board & Kayak. Life jackets included! (use at your own risk)brEasy run out to Charlotte Harbor, Boca Grande Pass, Cayo Costa State Park, Pine Island Sound, Cabbage Key, Sanibel, Captiva & Gasparilla. Island.brbrSit on the dock, close your eyes, & just listen.... The incredible sounds of nature will surround & captivate you. You will be transported back to a wonderful place in time where slowing down & enjoying the moment is more important than anything else! This is Docktales & Dreams! brFrom the minute you arrive, you will be captivated by the beauty, tranquility & serenity this lovely, very clean 2/2 direct gulf access home has to offer. Enjoy your cup of coffee or happy hour drink on the brand new deck overlooking the wide natural canal & beautiful dock! Take the kayak out & enjoy the sights & sounds of mullet jumping out of the water, see the playful dolphins & manatees swimming by, or spot the numerous ospreys, bald eagles, egrets, blue herons, ibis, spoonbills & woodpeckers flying overhead. Take your boat out the marked channel with no fixed bridges & enjoy the amazing fishing or explore all of what Pine Island & Southwest Florida have to offer. When you return, feel free to tie it off the dock. The dock will accommodate a boat up to 26 ft. Or cast a lazy line off the dock to see what bites. Snook, trout & tarpon have been caught right off the dock! You will feel miles away from it all, but you're only minutes away from everything, including bait & tackle, grocery stores, pharmacies, gas stations & great waterfront restaurants. The famous historic Tarpon Lodge, Matlacha, St. James City, are all just a few minutes away. Several boat ramps are available very close to the property.brbrExtensive upgrades & renovations made including:brBrand new deck, stairs, kitchen, floors & guest bathroom. Newer a/c, new refrigerator/freezer, new dryer, newer master bathroom, new mattresses, new furniture, new ceiling fans, new dock, new outdoor cushions, new landscape lighting, etc.brbrbrWeekly/Monthly discounts available (Excluding Holidays)brHurry, booking fast for 2024/25.brbrAll inquiries will be considered.brbrGarage & boat lift are not for guests' use.brOwner does not assume liability for Bike, SUP & Kayak use. Guests must have experience with Kayaks & SUP.brbrProperty not suitable for children under 5.
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Exceptional(7)

$314.62

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Private Vacation Home

Waterfront Oasis with Boat Lift & Hot Tub in Bokeelia

Bokeelia, Florida, United States

Bask in endless sun at our Jugg Creek canal-front home, a stone's throw from Charlotte Harbor and iconic islands like Captiva and Boca Grande. Dive into 'Old Florida' with unspoiled beaches and cute eateries. Watch dolphins from your doorstep and savor rainbow sunsets. Our beautiful cottage boasts a outdoor hot tub and shower, screened in porch, grill, and kayaks with a kayak launch right on the dock. Docking is on us, with a new dock & 10k pound boat lift available April-December.brbrThe spacebrEscape to your slice of paradise in Bokeelia! Nestled in tranquility by the water, this home offers a brand new dock with a 10k boat lift, making it a haven for boating enthusiasts. With prime access to renowned fishing spots like Pine Island Sound and Charlotte Harbor, this location is a fisherman's dream. Venture just minutes away to Boca Grande Pass, celebrated for its world-class tarpon fishing. And let's not forget the stunning nearby beaches, including those at Cayo Costa State Park and North Captiva Island, easily reachable by boat in minutes. Arrive by boat at nearby island dining experiences at spots like Jug Creek Marina just one minute away, the Pink Elephant on Boca Grande or visit Cabbage Key, where the iconic Jimmy Buffett song Cheeseburger in Paradise found its inspiration. Embrace adventure with our four kayaks and a launchpad, endless kayaking options await, from mangrove forests to Jug Creek. Bike through the picturesque Pine Island bike paths with our 2 provided bikes. Rent our electric golf cart. Explore the nearby Wigert Barron Preserve for serene hikes amidst tortoises, birds, and native wildlife. If you crave a blend of excitement, serenity, and natural beauty, this unforgettable retreat promises an experience that will linger in your memories for years to come.brbrGuest accessbrThe house, yard, 4 kayaks, 2 bikes, and boat dock. A separate agreement needs signed to use the boat lift. Golf cart available for rent.brbrOther things to notebrWe have a 10,000 boat lift and dock. This lift is available for use by request. Boat size must be confirmed. There is a liability waiver for use of the lift.
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Sleep 8

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Exceptional(52)

$245.3

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Cottage

The Quarterdeck Cottage~Boat dockage available directly across the street

Bokeelia, Florida, United States

With dockage (across the street at my privately owned property) and golf carts available for your stay (additional fee)Bring your favorite vinyl records, new record player and vinyls on site to enjoy! Come and visit my home! Once owned by a famous musician, this stunning Pine Island fishing cabin that has been recently remodeled with beautiful details! You will assess in moments Charlotte Harbor, Shell Pass, Pine Island Sound, Boca Grande Pass, Calusa Blueway Paddling Trail. The Calusa Blueway was voted as one of the top ten places to paddle board and/or kayak. brbrWorld class tarpon fishing, superb flats fishing for reds, & Snook in the mangroves, Trout in the grass, giant Sharks in the pass, Mackerel in the harbor, Grouper on the wrecks. This cottage has quick access to Shell Pass, Pine Island sound, Charlotte Harbor. There are beautiful sunrises and sunsets, and great kayaking in the area.brbrBrand New HIGH end quiet split unit air conditioner/heat. With WIFI and full cable, large flat screen wall mounted TV we have all the conveniences of home. A gorgeous gardenesque yard, charming night lighting, across the street from the water with dockage(I must know ahead of time as it is shared dockage with limited space)and trailer parking available, a large property and a beautiful, relaxing atmosphere. There is a king bed in the master bedroom with two door walls and there is also a pull-out sofa. Washer and dryer to keep your items clean. Come and enjoy tropical island life, relax, get some fishing in and just enjoy yourself in the beautiful sunshine. Voted one of the top fishing areas in the country. Tarpon, Redfish, Grouper, Shark, Snapper, Mackerel, Goliath Grouper, Trout, Tilapia and many many more! Several marinas just blocks away to launch your boat or for boat rentals. Charter Captains sprinkle the island and I know the best ones! Bike ride the sidewalk that extends the whole and shopping in beautiful Matlacha. Take ferries or your own boat to Cayo Costa, Sanibel, Boca Grande, Captiva, North Captiva, Useppa, or the legendary Cabbage Key to have lunch or dinner all just minutes away! Don't forget to boat past the Pine Island Sound historic cottages out on the water! Have a romantic dinner at Tarpon Lodge and sip a drink while you watch the best sun set view on the island and within walking distance! br Depending on the time of year, you may be able to enjoy some of the fresh, tropical fruit we have on the property!! Golf carts rental available at local vendors if you’d like to check into that!! So many more things to do and I can help you plan them all!brbrBoat/golf cart/bike/kayaks available to rent from local resources!brbr I have several properties all located next to one another for family or friends to vacation together yet have their own space.brbrAll properties have WIFI, locals channels and ROKU.brbrOTHER PROPERTY ~brbrThe Waterside Cottage Property ID# 7205346 Bokeelia brbrPlease check all four properties! All unique and beautifully decorated!
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Sleep 4

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$109.27

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Condo

Lovely 1-Bedroom Vacation Home with Pool & Dock

Bokeelia, Florida, United States

Relax with the whole family at this peaceful place to stay. High speed WI-FI, completely furnished, fully equipped kitchen.brWasher & Dryer available. The complex has a pool & tennis court.brbrbrBoat ramp for first come - first serve. There is also tandem parking, that can fit a boat trailer underneath (depending on height). There is also a marine nearby in the event your boat cannot be accommodated. If you plan on bringing a boat, please reach out to me prior to booking to confirm specifics.brbrbrbrCaptain's Cove has easy boat access to the gulf (no bridges) & some of the best boating & fishing in SWFL: Explore Charlotte Harbor, Cayo Costa, Cabbage Key, Boca Grande. Walk to restaurants. See the abundant tropical bird life outside your door. Enjoy lovely tropical breezes from the screened front door through to the lanai. A southern exposure affords you canal views from your screened lanai with exterior slider panels. Year-round you can sit on the lanai rockers in comfort and take in the island views. Interior decor is calming neutral tones. Stainless appliances sharpen the kitchen. The shower has a pretty tile update. A newer bead-board ceiling adds zip to the open floor plan. For a 1 bed/1 bath (and queen pull-out couch), it's all you need since you'll be outside boating, fishing, or kayaking. To make that easier, there's a community boat ramp, boat slips with water & electric, & the kayak launch is just steps away. Alternatively, take a dip in the pool or play tennis. You'll feel like you're away from the cares of the world here! Come take a look!brbrbrImportant: Fortunately, Hurricane Ian did not damage Captain's Cove like the nearby area. We did not receive any water damage. The electricity, washer/dryer, pool and A/C are working, and the nearby restaurants are open. Please note there may be noise due to some repairs in the nearby area. Thank you! We hope to host you!
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Exceptional(4)

$285.84

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Private Vacation Home

Bokeelia Bliss! 3/3 Heated Pool, Boat Ramp Included!

Bokeelia, Florida, United States

Captain's Cove TreasurebrbrDiscover the perfect getaway in this 3-bedroom, 3-bathroom home with a heated pool and a stunning balcony overlooking the pool. Nestled in the sought-after Captain's Cove community, this home provides exclusive access to a boat ramp, ideal for exploring the Gulf waters.brbrDesigned to host up to 6 guests comfortably, this property features:brbr• A spacious living room with sliding glass doors that flow seamlessly into the outdoor area.brbr• A large screened-in lanai, perfect for relaxing and entertaining.brbr• A convenient cargo lift/elevator for easy accessibility.brbr• A wrap-around porch, offering panoramic views and a charming coastal vibe.brbrWhether you're boating, lounging by the pool, or enjoying the community's amenities, this home offers the ideal blend of comfort and location. Don't miss out on this treasure in Captain's Cove! brbrPool Heating Notice:brThe pool is equipped with a residential heater; however, please note that residential pool heaters are only designed to effectively heat and maintain water temperature when outdoor temperatures are consistently above 65°F. During colder weather, especially below this threshold, the heater may run but will not be able to maintain the desired temperature. Pool temperature is also dependent on overall weather conditions, including cold fronts and wind.
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Bath 3

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Sleep 6

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$434.94

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Private Vacation Home

Charming home near the ocean with gas grill, AC & Wifi

Bokeelia, Florida, United States

Salty SalutationsbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your serene getaway in Bokeelia, FL! This charming single-level home offers the perfect blend of comfort and convenience for both families and adventure seekers. Featuring a spacious layout with a king bed and a queen bed, it comfortably accommodates your group. Modern amenities include central AC, high-speed internet, and a fully equipped kitchen with a fridge, stove, oven, and dishwasher—making meal prep a breeze.brbrStep outside to take in the bay view, fire up the gas grill for an outdoor cookout, or lounge in the provided beach chairs. The property’s peaceful setting is just moments from the ocean, offering easy access to kayaking, fishing, and beachcombing. At the end of the street, guests can enjoy a private dock with boat access to all the barrier islands and nearby marinas such as Four Winds and Jug Creek. While exploring the area, be sure to enjoy local arts and crafts in Matlacha and browse the fresh, vibrant fruit markets on Pine Island.brbrFamilies will appreciate thoughtful extras like a high chair, Pack-N-Play, and a collection of books and games for indoor fun. After a day of adventure, gather in the cozy living room to watch Netflix or share stories around the dining table. Additional amenities include adult bikes, beach towels, and plenty of kitchen essentials to make your stay comfortable.brbrWhether your goal is to unwind or explore, this Bokeelia retreat is the perfect home base for your Florida vacation. Book your stay today and experience the very best of island living!brbrParking notes: There is free parking available for 2 vehicles.brbrSecurity camera details: Ring Door bell camera and camer overlooking driveway brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Sleep 6

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$104.06

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Condo

Waterfront Condo w/Boat Dock, Kayak, Bikes, Pool & Pickleball-Best Fishing!!

Bokeelia, Florida, United States

brWaterfront Vacation Condo with Boat Dock – Cozy Studio with Full Kitchen, Comfy Couch, Luxury Bedding, Kayaks, Bicycles & More!brbrEscape to this beautiful waterfront condo, where you can enjoy a relaxing retreat with stunning views and an array of fantastic amenities. Located right on the water, the condo features a private boat dock, perfect for those looking to explore by boat or simply enjoy the serene surroundings.brbrInside, you’ll find a cozy studio with a full kitchen, allowing you to prepare your favorite meals and snacks. After a day of adventure, unwind on the comfy couch or retreat to the luxurious bedding for a peaceful night’s rest.brbrTo make your stay even more enjoyable, this condo comes with kayaks for exploring the water, as well as two bicycles for leisurely rides around the area. For those who enjoy outdoor activities, there are tennis and pickleball courts available for some fun and friendly competition. And when you’re ready to relax, take a dip in the heated swimming pool for the ultimate in comfort and relaxation.brbrHighlights:br • Waterfront location with private boat dockbr • Fully-equipped kitchenbr • Cozy studio setup with comfy couchbr • Luxurious bedding for restful nightsbr • Kayaks available for water explorationbr • 2 bicycles for scenic ridesbr • Tennis and pickleball courts for active funbr • Heated swimming pool for ultimate relaxationbr • Perfect for a memorable, all-inclusive getaway.
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Sleep 3

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$166.67

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Private Vacation Home

Bocilla Island Club Unit C-13

Bokeelia, Florida, United States

Escape to the charming Bocilla Island Club and discover the ultimate island getaway. This beautifully decorated vacation townhouse offers covered parking and ground-level storage for your convenience, ensuring a stress-free vacation experience. Be enchanted by stunning water views along the water, where playful dolphins often make delightful appearances.brbrEnjoy a wide range of amenities and activities at your fingertips. Boating enthusiasts will love direct access to the Gulf of Mexico, perfect for exploring crystal-clear waters. Challenge a friend to a game of tennis, take a refreshing dip in one of two sparkling pools, or lose yourself in the peaceful beauty of a nature walk through the surrounding landscape.brbrRelax and unwind on the lanai, just off the living room, the perfect spot to enjoy the fresh island breeze. The townhouse features two spacious bedrooms. Your stay will be comfortable and convenient, with two full bathrooms, a first-floor powder room, and a laundry room with a full-sized washer and dryer.brbrStroll along the picturesque harbor front to the 400-foot fishing pier, where breathtaking sunsets fill the sky with vibrant colors. For fishing enthusiasts, the renowned Boca Grande Pass offers world-class opportunities, while the nearby barrier islands provide a touch of adventure and exploration. Or relax under the sun and stars, soaking in the peaceful ambiance.brbrBook your stay at this exceptional Bocilla Island Club townhouse and indulge in a vacation that truly captures the spirit of island living. With its stunning water views, extensive amenities, and peaceful surroundings, this is the perfect destination for creating lasting memories of relaxation, adventure, and joy.
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Sleep 5

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$233.51

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Apartment

MALU LANI Inn & Marina - Apartment 3

Bokeelia, Florida, United States

The Malu Lani Inn & Marina is quintessential Old Florida at its best!brbrPirates Haven is one of four fully furnished, 900 sq ft, 1-bedroom, 1-bathroom apartments with a full kitchen with all the amenities of home. This apartment is on the 2nd level with a balcony and has beautiful waterfront views of a Pirates Cove. Units are exceptionally clean and well-maintained spaces. Each unit includes a boat slip, use of the on-site boat ramp and trailer parking. brbrWe pay attention to details, this is NOT a fish camp but, we do host a lot of anglers and their boats. A large portion of our business consists of returning guests because are our Inn is truly second to none here on Pine Island...location, location, location! Being on the northern tip of Pine island allows for quick and easy access to all the boating and fishing hot spots! brbrWhen you’re not out on the water, it’s easy to relax on our beautiful grounds. We also have deeded access to the sandy shoreline of Charlotte Harbor (across the street) which is a wonderful spot to get your feet in the sand and enjoy Florida's second largest bay and estuary.brbrOther things to note:brWhen full or near capacity our available parking can be limited.brAt times we can only accommodate 1 vehicle and boat trailer per apartment. We are limited by trailer length as well, so please double check with us so we can assist you in making further parking arrangements if needed at Four Winds Marina (2 blocks away).brBoat ramp opening is 9’ 4 wide.
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Exceptional(1)

$233.51

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Apartment

MALU LANI Inn & Marina - Apartment 4

Bokeelia, Florida, United States

The Malu Lani Inn & Marina is quintessential Old Florida at its best!brbrPelican Porch (Unit 4) is one of four fully furnished, 900 sq ft, 1-bedroom, 1-bathroom apartments with a full kitchen with all the amenities of home. This apartment is on the 2nd level (left side) with a balcony and has beautiful waterfront views of a Pirates Cove. All units are exceptionally clean and well-maintained spaces. Each unit includes a boat slip, use of the on-site boat ramp and trailer parking. brbrWe pay attention to details, this is NOT a fish camp but, we do host a lot of anglers and their boats. A large portion of our business consists of returning guests because are our Inn is truly second to none here on Pine Island...location, location, location! Being on the northern tip of Pine island allows for quick and easy access to all the boating and fishing hot spots! brbrWhen you’re not out on the water, it’s easy to relax on our beautiful grounds. We also have deeded access to the sandy shoreline of Charlotte Harbor (across the street) which is a wonderful spot to get your feet in the sand and enjoy Florida's second largest bay and estuary.brbrOther things to note:brWhen full or near capacity our available parking can be limited.brAt times we can only accommodate 1 vehicle and boat trailer per apartment. We are limited by trailer length as well, so please double check with us so we can assist you in making further parking arrangements if needed at Four Winds Marina (2 blocks away).brBoat ramp opening is 9’ 4wide.
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