Vacation Rentals By Owner In Bokeelia, FL

Better than Paradise...Bokeelia, FL. This quaint little fishing town located at the northend Pine Island, FL is perfect for your next vacation.brbr Come relax in this beautiful 1 bedroom, 1 bath suite nestled right in between scenic Wigert-Barron Preserve and a peaceful little canal with boat dock. This little waterway has amazing access leading you directly out the mouth of Jug Creek into big water and into your new favorite vacation destination.brbrThis unit can be paired up with a 2 bedroom if you need additional space.

Newly remodeled, relaxing, romantic ground floor 1 bedroom waterfront getaway.

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$285.09

Escape to your own slice of paradise in Bokeelia, where tropical charm meets spacious comfort and laid-back island living.brbrThis beautifully designed retreat features two expansive master suites—one offering two king-size beds and the other two queen-size beds—making it ideal for large families, couples traveling together, or group getaways. Everyone has room to spread out and relax in style.brbrInside, you'll find two separate living areas, each equipped with a sleeper sofa featuring two full-size beds, providing flexible sleeping arrangements for additional guests. Whether you're gathering for movie night or enjoying quiet downtime, the layout offers the perfect balance of togetherness and privacy.brbrStep outside into your private backyard oasis and take a dip in the heated pool, lounge under the Florida sunshine, or unwind after a day of exploring. Two complimentary bicycles are included so you can cruise the neighborhood and soak in the island atmosphere.brbrLocated just minutes from waterfront dining, world-class fishing, local marinas, and breathtaking Gulf Coast sunsets, this home puts you right in the heart of everything that makes Bokeelia so special.brbrPet-friendly with a $150 pet fee (up to two pets), so your four-legged family members can join the adventure too.brbrBook your stay today and experience the ultimate Florida island getaway!

Bokeelia Oasis! Heated Pool, Sleeps 12!

Bokeelia, Florida, United States

Bed

Bath

10

Sleeps

$228.58

Welcome to Bocilla Island Club! Just listed and AVAILABLE JANUARY, FEB AND/OR MARCH 2024. This turnkey waterfront townhome has amazing views and a boat dock/lift behind your unit. The spacious bedrooms are located on the second floor. Master has a screened lanai with waterfront views of Jug Creek. The lower living area also has a nice sized screened lanai with beautiful views of the marina, tennis courts and water. This is an end until with lots of natural light and huge impact sliders. The landscaping in this resort is breathtaking. Covered parking under the building. World class fishing. A short boat ride to the barrier islands & world famous Boca Grand pass. This resort style community offers 2 swimming pools with clubhouses Tennis courts, shuffle board. You also have a lower storage unit for your fishing gear. This beautiful laid-back island is waiting for you.br

Condo

Beautiful waterfront condo with gulf access

Bokeelia, Florida, United States

Bed

Bath

6

Sleeps

$133.8

Your secluded Island palm tree getaway home away from home in Bokeelia with 2 comfortable bedrooms. This house features a king bed and a full bed, perfect for a small group or family and plenty of space on cots and couches for extra guests. If your feeeling like camping civilized style in your own back yard the house comes with a 12 person 3 room Instant Cabin Tent. Guests can refresh in either of the two bathrooms, one with shower and the other bath/shower. The space stays comfortable year-round with heating and air conditioning. Relax in a quiet peaceful setting that invites you to unwind and recharge. Enjoy your time in Bokeelia at our quiet house. The house comes with a golf cart and a cool restored vintage canoe for island hopping adventure if desired.

Secluded 2-bedroom Island charming Palm Tree Bokeelia house w/ Golf Cart, Canoe

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$508.37

Discover your ultimate waterfront getaway at Bokeelia Breeze! This stunning vacation rental sits on a wide, Gulf-access canal in charming Bokeelia, making it every boater's dream destination. Enjoy direct access to Charlotte Harbor, world-class fishing from your private dock, and endless water adventures.brbrRelax by the heated pool, unwind on the expansive wrap-around deck, or take in breathtaking 360-degree views from the third-floor sanctuary. This modern retreat features three thoughtfully designed bedrooms, beautiful landscaped grounds, and all the amenities needed for an unforgettable Pine Island escape.brbrLocated at the end of a peaceful cul-de-sac, you'll have both tranquil seclusion and easy marina access for your bucket list adventures. From sunrise fishing to sunset cocktails, Bokeelia Breeze offers the perfect blend of relaxation and excitement.brbrYour Pine Island paradise awaits – isn't it time you experienced the magic of old Florida at its finest

Boater's Dream Nestled On a Wide Gulf Access Canal - Bokeelia Breeze

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$183.98

This Florida style home is for guests who want to relax and unwind. It is located on a quiet street and the refreshing back yard borders a beautiful mango orchard. Freshly remodeled in a classic style with calming decor, cozy back porch and a large back yard. Close to the marina and within walking distance from Jug Creek Marina which has a restaurant, boat tours, fishing charters, and a seafood market. The next street has a reasonably priced kayak rental business and a boat ramp. The next door neighbor, Alex Coomer, is a boat captain and takes 1/2 day sightseeing and fishing trips. He always seems to catch fish! There is a nice Weber Grill right outside the back porch to cook your freshly caught (or bought ) dinner. brbr A highlight of Bokeelia....the one fin dolphin named UNO or Sunshine can many times be seen at a local dock and in a local waterway and is quite chattie and flirtacious. Hang your feet over the dock and see what happens. Time well spend indeed! brbrTwo comfortable bicycles are provided with the rental. brbrFly into Fort Myers or Punta Gorda for closest airports, which are about 1 hour away. Car rental a must unless you want to ride our bikes everywhere! brbrSanibel about 1 hour and 20 minutes by car away, and Captiva is another 20 minutes on top of that. You could also op for a ferry ride to these islands in addition to Gaspirilla,, Boca Grande, Cabbage Key and others. Caya Costa, usually a highlight, is closed for repairs due to Hurricane Ian. The Tropic Star ferry regularly makes trips to outer islands. Tarpon Lodge, a historic inn in Pineland, approx a 15 minute drive, has live music and great food for a special treat! brbrBokeelia is located on Pine Island, which has fresh fruit stands, food trucks, several restaurants, a few grocery stores, a pharmacy, gas station, thrift stores, a barber, library, tennis courts, community pool, and a golf course. If you want to stay out of the rat race then drive here and don' t leave!

Are you looking for old Florida. Lower heart rate No high rises/ traffic

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$371.66

Private, spacious Key West style home located on a canal with quick access to the pine Island sound. 3 bedroom 3 full bath living space with an open kitchen that flows into the living room. The kitchen has everything a home chef could ever need for creating any meal or entertaining family and friends brbrBeautiful hardwood floors throughout and live edge wood island bar top add a coziness to this island gem. Windows throughout the house that allow plenty of Florida sunshine in to brighten any room or day for that matter. brbrBeautiful rod iron railing follows the staircase to the upstairs loft which is complete with a queen bed and a full bath. It also offers wonderful views of the waterway behind the house.brbrWalk out of the back door and there's a screened- in balcony to lounge in...exit that and there is a spiral staircase that takes you down to the patio area complete with an outdoor sectional for entertaining or just spending time with family and friends including the four legged ones. Yes we are dog friendly here. Only ask that the dog(s) are house broken and friendly.brbrNext to that is the heated pool... The perfect place to hang out and catch some sun. brbrBeyond that is the yard that leads you to the dock. It's on a canal that is a quick boat ride out to the big water of the pine Island sound. There are pilings next to the dock so keeping a boat behind the house is not a problem, the canal is very calm. You are minutes away from Matlacha and about a 10 minute ride to The pine Island sound which gives you access to other islands such as North Captiva , Cayo Costa and Boca Grande to name a few. You can fish off the dock or just sit and enjoy the beauty of the water.brbrThere is a gate that separates the front and back yards, and a outdoor shower next to the pool at the rear of the house. There is a private boat launch which guests will have access to less than two blocks away from the house. Also the Pine Island Marina less than 10 minutes away for launching larger boats or keeping them there. There is also the Monroe Canal Marina 14 mins from the house. They offer lots of goods and bait for purchase as well as boat rentals.brbrFeel like visiting other islands but don't feel like renting a boat to do it, you can always use the Island Girl Charters to ferry you over to North Captiva and adjacent islands, or book your own private charter to explore the area. It's located less than 10mins from the house.brbrMinutes away from a newly built Publix for all your grocery needs. Also minutes away from various shops and restaurants on matlacha. Less than 15 minutes to St. James City on the south end of the island. With numerous delicious restaurants and bars along the way.brbrPine Island offers alot of amenities ... Everything from amazing breakfast spots and local art...to goat yoga and beautiful walking trails, and Pine Island is very dog friendly. Dogs are allowed at most places with an outside patio...some restaurants even have a separate menu for your four legged family member. brbrIf fishing is your game .. well look no further. The water around Pine Island is a great place to reel in your next trophy catch. Some of the local restaurants will even cook it for you. There's plenty of great charter outfits to choose from on the island as well.brbrA short drive from the house. There is The Alden Pines Country Club That is an 18-hole golf course and open to the public.brbrThere is fine dining on the north end of the island at The Tarpon Inn. Fantastic breakfast at The Perfect Cup, great food from Phuzzy's Boat Shack , Miceli's and many more, and lots of the restaurants have live music and are perfect spots to sit by the water and hang out.brbrMatlacha is home to some adorable boutique shops and art galleries for some local shopping. brbrThere is a reason why when people move to Pine Island or visit they fall in love with it. The people are friendly, the island is beautiful and it has a relaxing no worries feel to it. It's also surrounded by other islands and the mainland making it very protected from bad weather. brbrThis beautiful home is named after my mother Shirley who was a firm believer that if you do good things in life then good things will come to you and you'll be surely blessed in your life. With how peaceful and beautiful the house is and the memories that will be made here with family and friends.... One could say you'll be Shirley Blessed. brbrFrom Punta Gorda airport it's about a 35 minute drive... And if you're flying in to Fort Myers airport it's roughly a 45-minute drive to the house.

Beautiful waterfront Key West style home with a pool

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$246.43

Welcome to our upscale, spacious 3 br/2 ba home, located in a quiet neighborhood Bokeelia. Here, you and your family can enjoy the serenity that nature provides in the comfort of a home equipped with all the modern conveniences.brThe space: 3 bedrooms, 2 baths, formal dining room, living room, covered lanai, covered front porch/lanai, fully fenced yard, a garage. Large community pool, tennis court and a nice playground with slides, is located a short drive away. For security reasons, there are two exterior cameras (audio/video)-one in each of the lanais (front and back porch) but there are no cameras inside the home.

Beautiful Island Sanctuary with Modern Amenities

Bokeelia, Florida, United States

3

Bed

Bath

6

Sleeps

$233.79

Relaxing Bokeelia Pool Home Near Marinas | Boat-Friendly Parking | Pet FriendlybrbrWelcome to your perfect Pine Island getaway! This beautiful pet-friendly 2-bedroom, 2-bath home in Bokeelia offers the ideal blend of comfort, privacy, and convenience for both boaters and dog lovers.brbrUnwind in your own private heated pool, while your pup enjoys the dedicated dog run—perfect for safe, off-leash play. While the home is not directly on the water, it's just minutes from local marinas and boat ramps, making it a fantastic home base for fishing, boating, and island exploring.brbrInside, you'll find a bright and comfortable living space, a fully equipped kitchen, and two inviting bedrooms designed for rest and relaxation. The living area also features a queen-size sleeper sofa, providing comfortable additional sleeping space for extra guests.brbrThe split-bedroom layout offers great privacy for families or couples traveling together.brbrOutside, there's plenty of room for a boat trailer and additional vehicles, making parking easy and stress-free. After a day on the water, rinse off and enjoy a quiet evening by the pool or grill out under the stars while your furry companion relaxes nearby.brbrHighlights:brbr2 bedrooms | 2 bathroomsbrbrQueen-size sleeper sofa for additional guestsbrbrPrivate heated poolbrbrPet friendly with private dog runbrbrBoat & trailer friendly parking + extra vehicle spacebrbrClose to marinas, boat ramps, fishing, and island diningbrbrQuiet Bokeelia location on Pine IslandbrbrPerfect for boaters, fishermen, families, and pet loversbrbrWhether you're here to fish, boat, or simply unwind, this home offers the perfect island escape—with room for everyone, including your four-legged family members. 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.

Relaxing Bokeelia Pool Home Near Marinas | Boat-Friendly Parking | Pet Friendly

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$300.73

Escape to your perfect Pine Island getaway at this beautifully elevated 3-bedroom, 3-bath retreat, designed for relaxation and adventure. Enjoy a private heated pool and poolside cabana—ideal for sun-soaked afternoons or evening gatherings. The property features a private dock and boat ramp, offering direct access to Charlotte Harbor and the Gulf, making it a dream spot for boating enthusiasts and anglers alike. Fish right from your backyard, launch a kayak for a sunrise paddle, or simply unwind on the expansive deck as you take in tranquil water views.brbrInside, the home is fully furnished with new appliances and tastefully renovated bathrooms, ensuring a comfortable and modern stay. High-speed Wi-Fi and ethernet ports in every room make it easy to stay connected, whether you’re working remotely or streaming your favorite shows. brbrThis retreat is perfect for snowbirds seeking a warm winter escape, fishing fans eager to cast a line in some of Florida’s best waters, or anyone longing for true island-style relaxation. Pine Island is celebrated for its laid-back, Old Florida charm, scenic natural surroundings, and small-town feel—far from the crowds and high-rises of other Gulf Coast destinations. Enjoy local seafood at nearby waterfront restaurants, explore tropical fruit groves, or spend your days birdwatching and exploring the island’s unique nature trails.brbrWhether you’re planning a quiet family holiday, a fishing adventure, or a seasonal retreat, this property offers everything you need for an unforgettable stay. Come stay, cast a line, and let the tides set your pace on Pine Island.

Beautiful 3/3 Island Retreat with Heated Pool, Dock & Private Boat Ramp.

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$334.5

Private Pool Retreat in Bokeelia | Pine Island’s Hidden Gembrbr-3BR/2BA beautifully remodeled home with private heated pool + screened lanaibrbr-Located in Bokeelia, Pine Island – 45 min from RSW (Fort Myers)brbr-Kayaking | World-class Fishing | Island Hopping | Stunning SunsetsbrbrbrbrWhy Guests Love This Home:brbrPrivate Heated Pool & New Screen Enclosure – swim year-round, bug-free, in your own tropical oasis.brbrSpacious Open Layout – modern kitchen + airy living space perfect for families or groups.brbrPeaceful Location – tucked away on Pine Island, a quiet Gulf Coast escape with no high-rises or traffic lights.brbrClose to Adventure – kayak mangroves, hop on a water taxi to Cabbage Key, or fish some of Florida’s best waters.brbrLocal Charm – enjoy Tarpon Lodge sunsets, Miceli’s live music, and The Blue Dog’s famous seafood.brbrbrbrThe Space:brbrYour one-level getaway features:brbr-3 Bedrooms / 2 Bathrooms – comfortably sleeps 6br-Fully Stocked Kitchen– modern appliances + dining areabr-Bright & Airy Living Room – open floor plan, stylish coastal décorbr-Private Heated Pool – with brand-new pool cage and walk-out accessbr-Outdoor Dining & Lounging – perfect for morning coffee or sunset cocktailsbrbrExplore Pine Island:brbrPine Island is a laid-back island paradise known for its small-town feel, natural beauty, and adventure:brbrFishing Charters– tarpon, snook, redfish & morebrbrKayaking & Paddleboarding – explore serene mangrove tunnelsbrbrIsland Hopping – day trips to Sanibel, Captiva, Cayo Costa & Boca GrandebrbrLocal Culture– visit art galleries, the Calusa Heritage Trail, and outdoor island marketsbrbrNature & Sunsets – quiet piers, birdwatching, and breathtaking evening skiesbrbrbrbrDining Nearby:brbrOn Pine Island: Tarpon Lodge (fine dining + sunsets), Miceli’s (Italian + live music), The Blue Dog Bar & Grill (local seafood + craft beer)brbrIn Cape Coral (15–20 min): Rumrunners (upscale waterfront), Lobster Lady (lobster specialties), Ford’s Garage (American classic), The Boathouse Tiki Bar & Grill (casual waterfront).brbrbrbrGetting Here:brbr* Fly into RSW Airport (Fort Myers, FL)brbr* Scenic 45-minute drive to Pine Island – no bridges or tolls beyond Matlacha’s colorful art villagebrbrbrPerfect For:brbr-Families looking for a pool home near beaches & activitiesbr-Couples seeking a peaceful, romantic Gulf Coast retreatbr-Snowbirds wanting a long-term Florida escapebr-Fishing & boating enthusiastsbrbrbrWe’d love to host you. Book now and start your Pine Island Getaway adventure!

Private Heated Pool Home - Pine Island Getaway - One-Level, 3-bedroom, 2-bath

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$262.61

Mermaid Haven at BocillabrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrBeautiful sunrises and sunsets over Jug Creek await you at this charming townhouse. You'll be able to enjoy them from one of two private, screened-in balconies that allow for boat watching and occasional dolphin sighting! Comfort comes easy at this townhouse, with each upstairs bedroom featuring an en suite bathroom to guarantee privacy. If someone needs to complete remote work or research fishing spots, one bedroom features a desk workspace with a creek view. The full kitchen features everything you need to cook up your catch of the day, or you can head down to the shared charcoal grill for an extra char. Feel free to toss your creek clothes into the private washer/dryer right when you get in. In addition to being just a short distance to open water, guests will also have access to a shared outdoor pool, tennis court, and shuffleboard during their stay. Central air conditioning will keep everyone cool inside, and you can close the room-darkening shades for a restful nap whenever you need one. Watch sunsets from the private association pier and throw a line in the water too!brbrTHINGS TO KNOWbr•The living room sofabed provides an extra sleeping spacebr•This condo does not have a boat slip, but there is a pay for use boat launch and trailer parking just down the road. br•World-class tarpon fishing is available in the area, as well as flats fishing for Redfish and Snook. Local fishing guides can be hired if you don’t have your own boat.br•There is a community dock where guests can fish and watch sunsets.br•Step aboard the nearby water taxi for a trip to the famous Cabbage Key and North Captiva.br•Rent a kayak to paddle round the bay and local islands.br•Visit the locally renowned Jug Creek Marina for live music.br•Snowbird-friendly. Contact us for details.brbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 1.brbrDock details: This condo does not have a boat slip. There is a community dock where guests can fish. · Boat launch, boat and trailer parking and wet storage is available within 0.5 miles (Bokeelia Fishing Pier and Boat Ramp (next to Capt’n Cons). Boat launch and parking is also available at Pineland (4 miles). brBoat rental is available at Four Winds Marina (1.0 miles). Boat charters located on site, and within a few miles.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.

First-floor, snowbird-friendly townhouse w/ shared pool, WiFi, central AC, & W/D

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$325.78

Welcome to Sonny Palms. This Direct Gulf Access Home has been completely remodeled in fall of 2021. This home offers: 3 bedrooms, 2 bathrooms, custom kitchen, den, spacious family room and a screen patio area that you will never want to leave. Home features a dock so bring your boat. Outside shower is perfect when coming off the water after a long day of boating, swimming and fishing. Bring your RV too, because this home has an RV Pad with 50 AMP service. Home is GORGEOUS inside and boasts an extra large outdoor paved area. Located in Charlotte Shores Community - Bokeelia, on Pine Island with access to Open water and 45 minutes to Cayo Costa, Cabbage Key- Boaters Paradise! Pool added winter of 2024. New Dock with fishing brstation 2025. ***** PLEASE NOTE DOGS ARE EXTRA AND MUST BE APPROVED BY THE OWNER .......... WE ARE VERY DOG FRIENDLY BUT YOU MUST LET US KNOW!!!!

Welcome to our piece of Paradise! Great location for everything Pine Island

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$155.91

Stay at Bocilla Island Club and enjoy this beautiful 2 bedroom, 2 1/2 bath, newly refurbished, clean condo. You will appreciate the sun shining through every morning as you overlook 1 of the 2 pools on the property. Each bedroom has its own bath with plenty of sheets and towels. Enjoy the lush tropical setting of the condo complex boasting a four-hundred-foot fishing pier, marina store, boat ramp, shuffleboard and tennis courts. You won't want to leave after seeing these sunsets each night. This property does not include a boat slip.

Condo

Bocilla Island Club - Newly Renovated Condo

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$332.14

Paradise awaits you at our recently renovated island get away home.brbrLocated on the water in Bokeelia on Pine Island we are a world away from the everyday with Fort Myers and Cape Coral within easy reach when you need them.brbrKnown as a fisherman's paradise Bokeelia offers some of the best fishing waters around.brbrOur two bedroom home offers two king size beds and a sofa, sleeping a maximum of 6 people.brbrOur home is designed with your comfort in mind while the spacious floor plan and screened in porch area allow you to enjoy the breathtaking views of the water.brbrDock your boat at the house with plenty of parking area for storing your trailer, a community boat ramp is right around the corner.brbrIsland style living, plantation shutters, ceiling fans, casual comfort, we invite you to come and recharge at our home away from home.brbrWe will be happy to assist you with the planning of your vacation. Whether it be a fishing charter, shelling or sightseeing tour, sunset cruise, dinner reservations, chef to cater for you and your friends or just where to buy the best book for doing nothing at allbr

Villa

The Bokeelia Boathouse, waterfront, Boat Dock, Pine Island, Florida

Bokeelia, Florida, United States

Bed

Bath

6

Sleeps

$179.86

Our island getaway home is situated at the northwest end of Pine Island (off of FT Myers/ Cape Coral) in the community of Bokeelia FL. We are located on a canal which offers the perfect place to embark on your kayak adventures as well as a quick access to Charlotte Harbor, Cayo Costa State Park and Boca Grande Pass. This spacious 2 bedroom, two full bathroom house features a king size bed with an ensuite in the master bedroom, and 2 single beds in the guest room.brThe lush backyard is fully landscaped, offering a serene space to sit and watch the resident manatees float by. If you are looking for an activity, there are bikes and two kayaks available. A few minutes paddle on the kayaks down the canal opens to a maze of mangroves to explore. Shallow waters in this area keep large boats from entering, making it a perfect place for fishing, exploring or just relaxing. Keep your boat on the covered boat lift while storing your trailer at the house as well. The community boat ramp is conveniently located a few blocks away.brThe wraparound deck, located off both the living room and sunroom, includes an outdoor sitting area and propane grill. A fish cleaning station with running water located at the dock makes preparing your fresh days catch even easier.

Peaceful fishing Island paradise with boat lift

Bokeelia, Florida, United States

Bed

Bath

4

Sleeps

$422.43

Enjoy sun-filled days and serene sunsets at this peaceful Bokeelia retreat on the canal. Relax by the saltwater pool with mangrove views for privacy and tranquility, located on a quiet cul-de-sac. The three spacious bedrooms, all with smart TVs, include two open to the patio. The open-concept home seamlessly connects to the patio, and the fully stocked kitchen is perfect for a wonderful family or romantic dinner. Plus, take a quick ride out to the open water to wherever you decide.brbrThe Master bedroom has a 65-inch Smart TV, and the two guest bedrooms have a 55-inch Smart TV with free Prime and local channels. brEach bed has comfy pillows and bedding for an excellent night`s sleep.brbrThe entire home but the garage.brbrPlease call or text your host, GinabrbrWelcome to Charlie`s of Bokeelia on Pine Island – Your Perfect Home Island EscapebrbrThis marvelous Bokeelia home offers everything you need for a relaxing vacation. It`s ideal for family fun or a romantic getaway with three spacious bedrooms, two bathrooms, and an open-concept living space. The master bedroom features an ensuite bathroom with a large walk-in shower, while two additional bedrooms open directly to the patio, giving the home a true resort-style feel.brThe home is fully stocked with kitchen essentials, including spices, oils, coffee, storage baggies, foil, shampoo, conditioner, and body wash—providing all the comforts of home.brStep outside to the southern-facing patio with a saltwater pool, perfect for soaking up the Florida sunshine and enjoying serene sunrises and sunsets. Nestled on a quiet cul-de-sac, the home sits on a peaceful canal with minimal neighbors and no homes behind it, offering ultimate privacy.brbrFor added fun, Charlie`s of Bokeelia provides two kayaks with life jackets, a cornhole set, playing cards, and a 4-person pickleball set for a fun day at Phillips Community Park. The kids will love the nearby park and pool, ensuring endless entertainment for the whole family.brbrExplore Pine Island & Surrounding Areas: brPine Island is the perfect blend of peaceful relaxation and outdoor adventure. Whether you enjoy shopping, dining, or exploring nature, there`s something for everyone. Head to local markets, charming boutiques, and seafood restaurants to taste island life. The laid-back bars are perfect for sipping a cold drink while soaking in the island atmosphere.brbrIf you love boating, Bokeelia offers quick access to open water. Explore nearby Cayo Costa, enjoy the pristine beaches, or head out for a fishing excursion in the Gulf of Mexico. The island also features peaceful golf courses for a relaxing round. The kids will have a blast kayaking, visiting parks, or spending time at the beach.brbrNearby Destinations & What They Offer:brbrCape Coral (25 minutes away): Known for its extensive canals, Cape Coral offers a variety of water activities, shopping, dining, and entertainment. The vibrant downtown area boasts an array of restaurants, bars, and shops and is home to the popular Yacht Club Community Park with a beach, pool, and playground.brbrMatlacha (15 minutes away): This quirky, colorful fishing village is famous for its art galleries, local shops, and fresh seafood restaurants. Stroll through charming streets with beautiful views of the waterways. It`s an excellent spot for fishing, kayaking, and capturing stunning sunset views.brbrFort Myers (30 minutes away): The historic downtown area offers many attractions, including the Edison & Ford Winter Estates, beautiful beaches, and lively arts and culture. It is perfect for shopping, dining, and nightlife. Don`t miss Fort Myers Beach and Lovers Key State Park for the best in sun and sand.brbrNaples (1 hour and 15 minutes away): A sophisticated coastal city, Naples is home to high-end shopping on 5th Avenue South, gourmet dining, and beautiful beaches. Visit the Naples Pier, the Conservancy of Southwest Florida, or explore the Everglades for an unforgettable Florida adventure. Naples also boasts world-class golf courses.brbrBokeelia perfectly combines natural beauty with various activities, ensuring a memorable experience for everyone. Whether seeking peace and privacy or adventure, Pine Island has something for everyone!brUse of the boat hoist incurs an additional cost of $450.00, and you must provide your boat`s weight, width, and length with your request for approval of the hoist by the manager.brbrThe private boat ramp for our community is available but requires a $250.00 key deposit, which is fully refundable upon return of the key after checkout.brbrYour pet must be pre-approved by the host, and if you have a service dog, we still need to know the dog`s information. You will be charged an additional $100.00 for cleaning required for your service dog or pet, as it requires more time and extended cleaning. You must also curb after each time. Please keep them off all furniture. If they swim, just clean the filter daily.

Charlie`s of Bokeelia

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$243.07

World 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. You can catch Sheephead and Mangrove snapper right off the sea wall out behind this cottage. 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. brbrThe golf carts/kayaks/boats/bikes are available to rent through a local resources! Golf cart approved areas make it a fun addition to the trip! Bike ride the entire island and stop for lunch or views! Kayaking this area is voted as one of the top spots and boating and fishing, what can I say.. both amazing off this island! brbrWait till you see this freshly done cottage! Ready for your stay, bring your boat or rent one near by to dock here. Or, simply enjoy sitting by the water with a cup of coffee. New mini split a/c just installed to keep you comfortable on even the hottest of days! Lots of history on this beautiful island with fishing you'll be amazed with! Tarpon capital of the world and Charlotte Harbor moments away from the dock! Boca Grande, Cayo Costa, Useppa, North Captive, Sanibel and Cabbage Key, etc. a short boat ride away! The dock is a shared dock. Occasionally, I have guests from other cottages that may need dockage. These guests are asked to load and unload only. brbrI 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 properties:brbrThe Quarterdeck Cottage Property ID# 4539791 Bokeelia brbrPlease check both properties! All unique and beautifully decorated!

NEW!! The “WATERSIDE” COTTAGE~With dockage

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$201.17

Escape to the picturesque shores of Charlotte Harbor and experience a vacation like no other. This stunning 2-bedroom, 2.5-bath condo offers breathtaking views that will leave you in awe. Prepare to indulge in a serene and luxurious retreat that combines natural beauty with modern comforts.brbrStep inside this well-appointed condo and be greeted by an abundance of natural light and open living spaces. The tastefully decorated rooms provide a perfect blend of style and relaxation, creating a welcoming atmosphere for your stay. The fully equipped kitchen invites you to unleash your culinary skills, while the spacious living area offers a comfortable space to unwind and take in the panoramic views that surround you.brbrDive into the refreshing waters of the two pools, stroll along the 400-ft pier, or embark on the scenic walking and nature trails, immersing yourself in the tranquil beauty of the surroundings. Tennis enthusiasts will find delight in the onsite courts, offering an opportunity for friendly competition and active recreation.brbrFind solace in the peace and quiet that envelops this idyllic retreat. Whether you choose to relax on your private balcony, basking in the warm Florida sun, or simply unwind in the comfortable living spaces, this condo is a haven of serenity and relaxation.brbrThe amenities and activities available in the area ensure that your stay is filled with endless possibilities. At the end of the day, return to your tranquil oasis and savor the enchanting views that Charlotte Harbor has to offer.brbrDon't miss the chance to experience the beauty and tranquility of this condo on Charlotte Harbor. With its stunning views, pools, pier, walking and nature trails, and tennis courts, it promises an unforgettable vacation. Book your stay today and immerse yourself in the serenity and natural splendor of this remarkable waterfront retreat.

Condo

2/2.5 condo with docking available for your boat and pools for soaking

Bokeelia, Florida, United States

Bed