Vacation Home Rentals By Owner In Bokeelia, FL

Escape to tranquility on Pine Island!brbrUnplug and unwind at this charming 2-bedroom, 2-bath vacation retreat in the heart of Pine Island, Southwest Florida. Designed for relaxation and adventure, this well-equipped home is perfect for extended stays, offering modern comforts with a touch of Old Florida charm.brbrStep outside to enjoy a private fenced backyard, a spacious deck with outdoor dining, and ample parking for your boat—because the water is calling! With Lavender Landing boat ramp just a half-block away, you’ll be on the water in minutes, exploring the best fishing and kayaking spots in the region.brbrWhy You’ll Love It Here:br✔ Waterfront Adventures – Cast a line, set sail, or paddle through Pine Island’s pristine waters.br✔ Local Art & Culture – Discover unique galleries, craft markets, and charming boutiques.br✔ Laid-Back Island Vibes – Enjoy fresh seafood at waterfront restaurants while soaking in breathtaking sunsets.br✔ Cayo Costa State Park – Take a boat trip to this untouched paradise with white sandy beaches and nature trails.br✔ Community Events & Festivals – Experience the warmth of Pine Island’s friendly, small-town atmosphere.br✔ Pet-Friendly – Don’t leave your furry friend behind! Your pets are welcome here to enjoy the island adventures too.brbrWhether you're here for world-class fishing, a romantic retreat, or a peaceful getaway, this inviting home is your perfect island escape. Book your stay today and experience the best of Pine Island!

Charming Pet-Friendly Bungalow... 2 bed/2 bath Near Jug Creek & Boat Ramp

Bokeelia, Florida, United States

Bed

Bath

4

Sleeps

$152.34

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.

Bocilla Island Club Unit C-13

Bokeelia, Florida, United States

Bed

Bath

5

Sleeps

$519.58

pNestled in Bokeelia, this 4-bedroom, 5-bathroom vacation home brings it all within your reach. Fans of nature and the outdoors will love being 21 minutes by car from Lee Island and 28 minutes from Four Mile Cove Ecological Preserve. You'll easily make the quick 4-minute drive to Museum of the Islands or the 4-minute drive to Koucky Gardens & Gallery. /ppWhile you're here, you can enjoy all the comforts of home and more, including WiFi and air conditioning, as well as a dryer and an ironing board. Other amenities include towels, soap, toilet paper, and a hair dryer. /p

House in Florida - Gulf of Mexico - Pine Island

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$324.87

This inviting 3-bedroom, 2-bathroom stilt home (stairs required to entrance) is an idyllic retreat for your Southwest Florida adventure. Meticulously renovated and adorned with coastal-themed décor, it epitomizes the essence of island living. Upon entering, you'll step into an expansive open-concept space comprising the kitchen, living area, with 75 inch smart TV, and dining area. Your gaze will be irresistibly drawn to the screened back porch, spanning the entire length of the house. Many cherished moments are spent here, where you can lose yourself in a good book, engage in delightful conversations, observe birds, manatees, and fish, and savor the breathtaking views.brbrContinuing inside, a hallway leads you to two guest bedrooms and a well-appointed guest bathroom featuring a combination shower and tub. The first guest room boasts a comfortable full sized bed, while the second guest room offers a queen bed. Both bedrooms are equipped with ample closet space, ensuring you can seamlessly settle into your home away from home. At the end of the hallway, you'll find the spacious Master Bedroom and its adjoining bath. The Master Bedroom features a sumptuous King-sized bed and an en-suite bathroom with a convenient walk-in shower. It also offers a dresser and a spacious closet. French doors in the Master Bedroom lead to the back porch, allowing you to open them up and relish the splendid, sunny, and breezy weather of Southwest Florida.brbrOutside, you'll discover a covered carport and additional parking space for two or three vehicles, along with ample room for your boat trailer. Notably, there's a well-furnished bar area, complete with barstools beneath the house and overlooking the water, where you can observe the graceful manatees gliding by or catch your favorite sports team on the 55-inch television (a favored spot for sports enthusiasts). A cozy fire pit invites you to enjoy the perfectly cool winter evenings. Stroll to the new 30' dock, where you can moor your boat or simply immerse yourself in the captivating underwater world of minnows, crabs, and fish. The dock is thoughtfully equipped with a fish cleaning table, hose, and electrical connections to meet all your fishing and boating needs.brbrPlease note that while renters do not have access to a boat lift, they can enjoy the included 30' dockage at no additional cost. Paddle-boards are not available for renters. The downstairs 1-bedroom, 1-bathroom apartment is unoccupied and not included with the rental.brbrThis tranquil Pine Island sanctuary, lovingly known as Creekside, is the perfect home away from home. Here, you can unwind, fish, shop, dine, swim, hit the beach, and hunt for seashells—everything you've dreamed of in one place.

Fisherman & Kayaker's Delight! 3 BR, 2 BA Waterfront Home with Dock

Bokeelia, Florida, United States

3

Bed

Bath

5

Sleeps

$11154.46

Relax on your private screened balcony and enjoy the scenery just outside this gorgeous condo. Everything you need is here to ensure your vacation is just what you wanted. Escape the dreary winter, or come for the tarpon fishing. Whatever brings you we Captain s Harbor has a 50 boat dock for each unit at no additional cost, a swimming pool, and two tennis courts. Live the Captain s Harbor lifestyle, with quick deep access to Charlotte Harbor and the Gulf of Mexico. You are minutes by boat from the unspoiled beaches of Cayo Costa, the funky Cheeseburger in Paradise vibe of Cabbage Key and the fantastic tarpon fishing of Boca Grande Pass. You can be offshore in minutes for snapper, grouper, tuna, or mahi-mahi -- or fish the back waters for snook, sea trout, and redfish. Field & Stream magazine calls the area around our island one of the 10 best fishing spots in the world! br*Please contact us directly for monthly pricing!*

Captain's Harbor Condo Relax: on your private screened balcony and enjoy the scenery just outside this gorgeous condo.

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$131.23

Pineland is one of the most unique areas on Pine Island. It is beautiful and features the Randell Research Center which is a live Archeological site focusing on the islands extensive past with the Calusa Indian Nation. When staying in this beautiful little home you will enjoy true privacy. The stars truly do shine brighter in Pineland. You are just around the corner from one of the islands best marina's and finest dining establishments. Did we mention the amazing sunsets This 2 bedroom, pet friendly home has everything you need for the perfect vacation.

2/2 Privacy in Pine Island!

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$744.65

Welcome to the Blue Heron. This beautiful home will win your heart - a place to create amazing memories. Located in Bokeelia, this home offers tranquility and is the perfect spot to boat from, fish, enjoy family time, and simply relax. There are 2 boat docks and a boat ramp close by, we have kayaks and paddle boards to explore the waterways, bikes to explore the island, or stay home and make the most of the heated pool, fish from the dock, or hang at the private tiki bar!brbrWe very much want you to feel at home, be able to relax in comfort, and thoroughly enjoy everything this beautiful vacation villa has to offer, as well as the Pine Island location and the Florida sunshine! brbrImagine waking up in the king size bed in the primary bedroom with the sunshine filtering through the blinds. Take your morning coffee on the dock and see if you can spot the manatees, or jump in the heated pool, for a refreshing wake up! Then choose your favorite spot and contemplate what the new day has to offer. An early morning kayak or paddle boarding trip straight from your private dock A boating and fishing day A leisurely day by the pool An afternoon nap A beach day, perhaps, or exploring the island by bike. How about a cornhole tournament And if your schedule includes work time, set up on the patio, with a canal view - it is definitely going to beat the office! Oh, and did we mention the large private tiki bar We have a feeling you may spend a while hanging out in there and maybe even create a margarita (or two) with our top notch margarita machine!brbrIf fishing is your thing, Bokeelia has some of Florida’s best fishing at your fingertips - snook, redfish, trout and grouper, and tarpon are just some of the fish you may find on the end of your line and Boca Grande Pass, home to some of the world's most active tarpon fishing tournaments. brbrThe house is spacious, light and airy, set over 2 stories, with vaulted ceilings in the main living areas and large glass sliders leading onto the enclosed balcony room, overlooking the canal and the pool deck. It has a serene, relaxed feel - recently updated, completely repainted, and recently furnished The owners have put a lot of work into ensuring the best experience for your vacation. brbrThis house is perfect for a couple of families vacationing together and we have provided everything with this in mind. The access and main living area of the house is on the second floor, including the kitchen, living and dining area, 3 bedrooms and two bathrooms, so guests must have the ability to climb stairs. Downstairs (accessed from a spiral staircase, or directly from the patio), there are 2 further bedrooms, a large bathroom, a kitchenette with refrigerator, and a workspacebrbrThe patio and pool, and dock area is where you’ll spend a lot of time! The pool is heated and there are sun chaises for the sun worshippers and floaties for you to lounge on in the pool. There is plenty of space for all, and for the outdoor chefs, there is a good size grill and seating for all to sample the fresh catch of the day, or perfectly cooked steaks.brbrThe star of the show is the huge Tiki Hut, complete with bar area, TV, retro arcade game and Margaritaville frozen margarita machine!brbrThis is a waterfront property and the patio leads down to a private dock, complete with 2 boat docks, a fish cleaning station, and a fire-pit for the evenings. We have provided kayaks and stand up paddle boards for your use as well as life jackets. There are plenty of protected waterways along Jug Creek and Pine Island Sound that are great for kayaking. brbrThere are also bikes for exploring the island, and for your beach days there is plenty of beach equipment. We also provide beach/pool towels as we know that packing space is tight!brbrAt a glance...br• High speed WiFi throughout the homebr• Smart TVs in all bedrooms, the main living area and in the Tiki Barbr• Hairdryer and individual size toiletries in each bathroombr• All bedrooms have comfortable mattresses and the linen is cotton and dreamy to sleep in! We use comforters with cotton covers that are washed after each stay, so you can rest assured that all bedding is 100% fresh for your stay. br• Enjoy the patio with heated pool, floaties, plenty of outdoor seating.br• Canal view and private dock with 2 boat docks, with space for up to 4 boats (depending on size. There is a boat ramp a few hundred feet down the road.br• Large waterside patio with sun loungers, BBQ/grill station, a firepit and large Tiki Bar with TVbr• Beach equipment - beach chairs, beach umbrella, beach toys, cooler.br• Beach/pool towelsbr• Explore and make the most of Pine Island – there are 4 Kayaks, 4 paddle boards, life jackets, 8 adult/2 teen/4 kids bikes, and fishing polesbr• Household essentials – starter amounts of laundry detergent, dishwasher soap, paper towels, etc.br• Kitchen staples – coffee, tea, sugar, general spices.br• Fully equipped kitchen with plenty of dinnerware, glassware and cookware, plus a wide variety of small kitchen appliances including a regular coffee maker and Keurig machine, blender, and toaster.br• Margaritaville Tahiti frozen drink machinebr• Games – board and card games, cornhole and outdoor Jenga.brbrWe can also provide a weekly cleaning service for an additional charge.brbrGuests will have access to the entire home, garage, pool, private dock, and tiki hut.brbrWe manage this beautiful vacation home for the owners and are available by phone or text anytime during your stay. There will also be a comprehensive house manual at the property. Please feel free to contact us before your trip to ask any essential questions via the Airbnb app and we will be happy to answer them. brOur guest experience is important to us and we want to make sure the property and location are right for you and your expectations are met, to ensure a great vacation.brbrBokeelia is located on the north end of Pine Island and, by boat, you are minutes from Charlotte Harbor, Pine Island Sound, and Matlacha Pass. brIt is a sleepy residential neigborhood and the house sits at the end of a canal with a beautiful view down the length of it. brThe waterways are great to explore by kayak, and we have bikes to explore on land. brThere are some great local fish restaurants nearby, in Bokeelia, on Pine island and in the nearby fishing village of Matlacha. brHead up to the northern tip of the island, to the fishing pier and Capt'n Con's Fish House, or go back in time to the 1920's and have dinner at The Tarpon Lodge.brYou are 15-20 minutes from the bigger stores and amenities of Cape Coral and 40 minutes from Fort Myers.brbrPine Island is a great place to cycle around and we have plenty of bikes at the house to help you explore. And if you prefer exploring via the waterways, we have you covered with kayaks and stand-up paddle boards. Bringing your own boat There is a boat ramp a couple of hundred feet from the house, and we have 2 boat docks available.brPine Island is approximately one hours drive from SW Florida Airport in Fort Myers. Traffic can be heavy at times, so please allow plenty of time if you are traveling back to the airport to catch a flight Rental cars and taxi services are available at the airport.brbrPLEASE NOTE:br• We want you to have the best vacation experience and want to ensure that the house is right for your needs. If you request to book, we will be in touch to ask a little about your vacation plans and we will also require you to complete, sign and return a rental agreement.br• This is a no smoking homebr• Minimum age requirement to rent this home is 30 and renter must be present for entire staybr• Gatherings for special events or parties are not allowed.br• This is a quiet and peaceful residential area, so we kindly ask that you respect our neighbors and the community in general as they live and work here. ‘Quiet time’ between 9pm and 8am, but we request that noise levels are kept at a respectable level at all times. Please be aware that sound carries on the water.br• Your furry family member (dogs only), may be considered upon approval and a non-refundable pet fee. 40lb weight limit and no dangerous breeds. Please inquire BEFORE booking.br• If you plan on bringing your boat, please let us know in advance. brbrPLEASE READ THROUGH THE RULES AND REGULATIONS BEFORE BOOKING AND TO ENSURE A TROUBLE FREE VACATION FOR ALL!brThe minimum age required to rent this vacation home is 30 and we reserve the right to request ID. The primary renter must be present for the duration of the rental period. We will ask for a rental agreement to be completed and signed.brbrThis home is in a private residential community and we kindly ask that you respect the neighbors and community as a whole, keep noise to a reasonable minimum during the day and absolute minimum between 9pm and 8am. brbrNo parties or events allowed at any time.brbrPets. We will consider small dogs (no cats) under 40lbs but ONLY with approval. Please inquire BEFORE booking and tell us a little about your furry family member. There is a non-refundable $100 pet fee.brbrBoats: There are 2 boat docks at the property and can accommodate up to 4 boats, depending on size. We share one of the slips with a neighboring property and there are signs indicating which one. Please respect their right to use at all times.brbrUpon arrival: Our goal is that you have an excellent stay and we strive to provide the house in top condition for you. Please notify the property manager within 2 hours of arrival if anything appears damaged, needs repair, or cleaning. We will assume that everything is in good condition if we do not hear from you.brbrWe know you will be considerate, but understand that accidents do happen. If damage occurs during your stay, please notify the property manager immediately so we may assess and notify you of any replacement/repair charges if applicable. You will be charged a $1000 refundable security deposit.brbrPool: Please note that there is no pool barrier and this is waterfront property, so children

Blue Heron * fish, boat, wine, dine, relax, repeat

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$455.15

This stunning lake front vacation rental in Southwest Florida features a heated pool, a built-in grill and outdoor kitchen, and a spacious patio area complete with a dining table and fire pit. The property boasts a screened lanai, making it perfect for enjoying the beautiful Florida weather. With 4 bedrooms and 4 baths, this well-appointed home is adorned with coastal decor, creating a welcoming atmosphere for your getaway.brFor those looking to explore the waters, you can easily rent a boat at one of the nearby marinas or enjoy a round of golf at the local golf course. Everything you need is conveniently located on Pine Island, where you’ll find no stoplights, minimal corporate chains, and a plethora of charming mom-and-pop shops and restaurants. This secluded single-family home is situated in the desirable Serenity Cove subdivision of Bokeelia, offering both peace and privacy.brThere is a boat lift available across the street available to rent for your own boat ($50.00 per day) or you can rent the 24' Hurricane for $350.00 per day. Ask for details.brThis pool home also includes a hot tub connected to the heated pool, all enclosed with screening for your comfort. The open floor plan provides numerous options for lounging and entertaining, both indoors and outdoors. The primary bedroom features a king bed, a full bathroom, a large walk-in shower, and a relaxing soaker tub, ensuring a luxurious stay.brWe pride ourselves on providing excellent service, and we are available via text, phone, and email. A local house watcher is also on hand to assist with any miscellaneous needs during your stay. This small residential neighborhood is quiet and friendly, making it a perfect retreat for families.brPlease note that you will need a car to get around, as there is no public transportation on the island. A Win Dixie grocery store is just 5 minutes away, while the beautiful beaches of Ft. Myers are about 45 minutes away. The nearby town of Matlacha features delightful shops and restaurants, making it a great place to enjoy a leisurely stroll through this quaint water community.brFor outdoor enthusiasts, there is a bike path that runs the length of the island, and the property includes three bikes for your use. Electric bikes are also available for rent at a bike shop located about 5 minutes away. Additionally, you can find boats for rent in St. James at the south end of the island. A daily ferry service provides easy access to Cayo Costa State Park, a stunning island known for its beautiful beachcombing opportunities. There is also one golf course on the island for golf lovers to enjoy.brThis family-friendly short-term rental is equipped with complimentary amenities such as a stroller, crib, highchair, board games, and a selection of toys, making it perfect for families with children.brNestled in the serene community of Bokeelia, this charming vacation home in Southwest Florida offers the ideal escape for travelers seeking relaxation and adventure. Immerse yourself in the stunning natural beauty of the area, with attractions like The Calusa Land Trust trails and museum, and don’t miss the nearby Yucca Pens Preserve for wildlife exploration.brWith endless fishing opportunities in both offshore and inland waters, this vacation rental is perfect for fishing enthusiasts. After a day filled with adventure, return to your spacious home and enjoy the serene surroundings.brBook your stay at this exceptional short term vacation rental in Southwest Florida and experience the perfect blend of relaxation and outdoor fun, ensuring your vacation is truly unforgettable!

Osprey Lake House

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$235.74

br**Welcome to the House on Pine Island.**brNestled on a dirt, jungly road, this brand-new 3 bedroom, 2 bath oasis is your gateway to serene, laid-back, non-touristy island life. This quiet hideaway is a happy gathering place for families and friends and an ideal spot with WiFi for remote workers. brbr**Accommodations**brOur home comfortably sleeps up to six guests, featuring:br**1 King Bedroom** Remote, en-suite sanctuary. Open windows to drift to sleep with a tropical breeze and the sound of creaking old bamboo.br**2 Queen Bedrooms** Perfect for family or friends, each room is inviting and relaxing with soft linens. One guest room has a softer bed, the other bedroom has a firmer bed and a TV. br**2 Modern Baths** Equipped with basic soap, shampoo, towels, and a blow dryer for your convenience.brbr**Amenities**brCook up a storm with local mangos and daily caught seafood. Chefs will find our kitchen well-equipped, complete with modern appliances, reverse osmosis water, and ample work space on the kitchen island that is comfortably open to the great room and dining room. Grill your fresh catch on our charcoal grill. brbrRelax in a rocking chair with your morning coffee on the screened lanai. You will hear bamboo trees creak when they sway in a soft breeze. Brilliant stars steal the show at evening gatherings. The dining table on the lanai seats 6. The sliding glass doors fully retract into the wall making the screened lanai part of the living space.brbrWe have a washer and dryer, laundry and dishwasher detergent, an iron, beach towels, and sand toys. brbr**Nature’s Neighbors**brYou might see a wild peacock or Shelly, our resident gopher tortoise, who often calls our backyard home. She has a few nearby homes and loves to wander around.brbr**Accessibility** brWe strive to make our home as welcoming as possible. We are not officially ADA compliant so please look at our pictures to see if the friendly layout can meet your needs. We hope so. We have a shower chair and a 4” slope wheelchair ramp at the garage entrance to the laundry room. We can move the small ramp to the front door entrance at your request.brbr**Plenty to do**brYou will be near shows, museums, and tourist attractions in Ft Myers. brbr35 miles to Ft Myers Beach. There is often live music and sand volleyball. Young children can play barefoot in the shallow water that very gradually gets deeper. The sand is so perfect for sand castles that there is an annual professional sand sculpting competition. The beaches on Sanibel are also about 35 miles from Pine Island. Wear water shoes because the Sanibel beaches have abundant sea shells. Cayo Costa is a state park with no roads or electricity but there are restrooms and a small shop that has ice cream bars. You can only get there by boat. A water taxi boards in Bokeelia, near our house. Cayo Costa beaches are powdery and pristine; you can find your own isolated spot. brbrThere are NO BEACHES on Pine Island because it is surrounded by protected mangrove trees but it is where the fish feed. Some of the best tarpon fishing in the world is off of Pine Island. brbrYou will want to rent a kayak. There are estuaries that are easy to paddle to in the calm, chest-deep water. Bring binoculars and a camera and find a little clearing of sand for a picnic while you listen to and see abundant bird life, dolphins, manatees and boats. You can park your boat in our driveway and launch at the local marina.brbrPine Island is a put-in site on the Great Calusa Blueway. The 190 mile paddling trail meanders through coastal waters via easy-to-identify brown-and-white signs through shallow areas away from powerboat traffic. brbrPine Island is close to eco tours and nature trails. Truly a bird watcher paradise.brbr**Geography**brPine Island is 18 miles long and 2 miles wide in the Gulf in SW Florida. It is surrounded by small islands. brbrPine Island is comprised of 3 villages. Bokeelia, on the in north end where our house is, is lush and includes most of the island's agriculture. Pineland, facing West to Pine Island Sound, has great historical significance of the Calusa Indians. Saint James City on the South end of the island is the most populated. Pine Island is a water and bird lover’s paradise. brbrAfter you experience a carefree day at a beach or a spirited adventure, come on home. You’ll be smilin’ on Pine Island!brbrBook your stay today and create lasting memories on idyllic Pine Island.brbr**Pine Island is 35 miles to:**brFt Myers airport (RSW)brPunta Gorda airport (PGD)brFt Myers attractions, events, and festivalsbrWorld-class Ft. Myers and Sanibel beachesbrbr**On Pine Island**brFishing pole rentals and bait shopsbrBoat launch and boat rentalsbrFishing chartersbrKayak rentalsbrCalm and shallow water to paddle to nearby estuariesbrPublic sandy kayak launchbrBicycle rentals (Pine Island has an 18 mile bike path)brLee County swimming pool with aerobic classesbrGreat food truck by pier with amazing sunsetsbrCasual waterfront restaurantsbrFerry to Cabbage Key for lunch and then to Cayo Costa State Park

The House on Pine Island. New home, olde Florida island. Hot tub!

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$307.72

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.

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

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$167.73

Enjoy island life in this spacious and serene space. Gulf access and restaurants are in walking distance as well as boat excursions to beaches. Home’s backyard boasts a scenic palm tree farm you can enjoy while sitting by the gas fire pit. Also, 4 bicycles along with 2 kayaks are on premises. Home renovated to include new flooring along with a new kitchen with granite countertops and new appliances. Public golf courses and pool and tennis nearbybrbrThe spacebrThis home is in a 55 and over community. At least one person has to be 55 or older to rentbrbrOther things to notebrPlease note our home has a separate private area with its own entrance off the back of the house. This will not be utilized during your stay.brbrThe outside of the home has a security feature (ring doorbell)

Island Getaway - 3 Queen Beds

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$427.69

This stunning canal front home in Southwest Florida features a heated pool, a private dock that can accommodate a 25-foot boat, a barbecue grill, ample patio space, and a screened lanai, making it a perfect vacation rental for families or groups. This spacious 4-bedroom, 2-bath property offers a well-appointed interior designed for comfort and relaxation.br Guests can easily visit the beautiful Cayo Costa beaches via the daily ferry service. For those interested in boating, you can rent a boat at one of the nearby marinas, or enjoy a round of golf at the local golf course.brEverything you need is conveniently located on Pine Island, where you’ll find no stoplights, minimal corporate-owned stores, and a charming array of mom-and-pop shops and restaurants. This secluded single-family home is situated in the peaceful Serenity Cove subdivision of Bokeelia. The pool home comes with a hot tub connected to the pool, completely enclosed with screening for your comfort and privacy. The open floor plan provides numerous options for lounging and entertaining, both indoors and outdoors.brThe master bedroom features a full bathroom with a large walk-in shower, ensuring a relaxing retreat. The entire home is equipped to meet your needs, and we are available via text, phone, and email. A local house watcher is also on hand to assist with any miscellaneous needs during your stay. This small residential neighborhood boasts a park-like setting across the street and offers lake access for added enjoyment.brPlease note that a car is necessary to get around the island, as there is no public transportation available. A Win Dixie grocery store is just 5 minutes away, and the beautiful beaches of Ft. Myers are approximately 45 minutes away. The nearby town of Matlacha features small shops and delightful restaurants, making it a great place to stroll through this quaint water community.brFor those who enjoy cycling, there is a bike path that runs the length of the island, and the property includes three bikes for your convenience. You can also rent an electric bike at the bike shop located about 5 minutes away. The neighborhood is quiet and friendly, perfect for a relaxing getaway. Boats are available for rent in St. James at the south end of the island, and a ferry provides daily trips to Cayo Costa State Park, an island accessible only by boat, offering stunning beachcombing opportunities. For golf enthusiasts, there is one golf course on the island as well.brBook your stay in this beautiful short term vacation rental in Southwest Florida and enjoy everything this charming area has to offer!

Calling Waters-Gulf access w/dock, pool and HT.

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$175.21

Location: Bokeelia, Pine Island, Florida South West Florida, USA (25 miles to Fort Myers International Airport)brbrA fishermen's paradise, boat lift, boat dock, boat rentals; 5 minutes from entrance to Charlotte Harbor and 5 miles from Boca Grande pass, home of World Renowned Tarpon fishing. Minutes from Captiva, Sanibel and Boca Grande with beautiful white sand beaches. As a bonus incredible kayaking; minutes to the mangroves from your back yard.brbrA perfect get away for writers and artists. Take a bike ride, watch the ospreys soar, relax and take time out for the creative you. You won't believe that places like this still exist in Florida. Waterfront restaurants and art galleries just minutes away.brNewly renovated 2025brbrKeywords: House

Fishermen, Kayakers & Birdwatchers Paradise -Fish in 5 Minutes

Bokeelia, Florida, United States

3

Bed

Bath

3

Sleeps

$292.29

Welcome To Island Time! (The Mantra of Pine Island) a destination for numerous adventure seekers and lazy do nothing all day by the Pool seekers & home to what is a fact: Some of the Best Boating in the World! Not to mention the Tarpon Fishing Capital of the World! This is a 2 Bedroom Condo located in the desired living area of Bokeelia, Florida. 2 Full Baths and 1 half bath and laundry room, w/ Elegant Living Room and Dining Room and remodeled Kitchen areas with stone plank flooring throughout, and a back porch overlooking Port Charlotte Harbor. Also enjoy the private fishing pier on Charlotte Harbor that the HOA owns. A main gateway to the Gulf of Mexico where you can enjoy views of boaters as they make their daily adventurous treks across the waterway. Beautiful Sunsets and Sunrises and Sea Breezes w/ abundant wildlife to enjoy the sounds of paradise by. Central Air Unit provides an exceptionally controlled climate for very comfortable living. All the creature comforts you require are here. Everything works as it should and is highly maintained. The home is wireless Cable Ready so that all your entertainment needs are met. Many local restaurants are just down the street or a couple miles away like the Tarpon Lodge, Jugg Creek Tiki Bar & Restaurant, Lazy Flamingo, Blue Dog Grill, Kickstands, Phuzzy's Boat Shack, Froggy's Restaurant and Saloon, Micelli's, and numerous more most having local entertainment every night! Local Publix and Winn Dixie Grocery stores are just 5 miles from the home. Boat launch areas are right near the property. Most Boats can fit right in the Carport areas for Safe Storage along with your vehicle and golf cart! The condo common areas provide two state of the art heated swimming pools that are maintained weekly with access to clubhouse bathrooms, so you can kick back w/ family or friends and have some drinks soaking up the Florida Sunshine. Beautiful landscaping, biking and walking trails adorns the whole property and is maintained weekly by professional landscapers. When you think Florida and what Paradise should look like Bocilla Island Club is the ideal location on Pine Island for you!

Welcome To Island Time! The Mantra of Pine Island!

Bokeelia, Florida, United States

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$116.36

Cozy 2 bedroom /1 bath retreat - located on a quiet residential street.brbrWithin walking distance to boat ramp, kayak rentals, fresh seafood, & live music !!brbrFor all Fishing enthusiasts- Lavender's Landing county boat ramp is 1/2 block away. Launch your boat, kayak or canoe for free!brbrAmenities include:br* Well equipped kitchen with granite countertops & new appliancesbr* Dining area off the kitchen or under the cafe-lighted Tikibr* Sliding doors lead out to a private fenced patio equipped with gas grill & Tiki Hut to relax with friends & family.br* 42 flat-screen TV & WiFi with very fast Quantum Fiber optic internet.br* Bedrooms (1queen & 1 full) provide sizable bureaus & closets to stash your stuffbrbrThis is a great destination for boating, fishing, or just to relaxing!brYou'll be minutes from:br* Four Winds Marina (full service). Rentals include power-boats, kayaks, paddle-boards br* Jug Creek Marina (a working fish house) where you can purchase off-the-boat fresh fish and shrimp. (They will even clean and filet your fish while you watch). br* NEW!! Jammin' on Jug Creek live music venues also a great outside destination for delicious casual dining br* Lavender's Landing county boat ramp (mentioned above)br* Lazy Flamingo restaurant at Four Winds Marina (they'll even cook your catch!)br* Captain Con's restaurant on Charlotte Harbor (a great fishing pier to view the sunset)br * Tarpon Lodge- upscale venue- is a few more minutes by carbr (another good destination for live music, great food, & great sunsets too!)br* Or stay home & take a starlit walk in the neighborhood - beautiful !br brWe hope you'll enjoy our efforts to give our cottage a cozy-comfortable feel with modern conveniences & some fun, beachy, tropical decor. brAfter-all .... bryou've come here to relax & enjoy warm, beautiful days & lots of fabulous sunsets.....br

Cozy Tropical Cottage

Bokeelia, Florida, United States

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Sleeps

$268.91

Welcome to the Florida retreat. Nestled in a prime island location, our stylish well appointed home is ready for you to breath deeply and relax in Florida sunshine. Use the bikes to enjoy the tropical Island, or take a short walk to the Pine Island Marina and go explore. This is the perfect get away for anyone who loves to boat, fish or head to Cabbage Key. Enjoy a delightful stay with ample amenities including a fire pit and hot tub in the lanai and explore nearby attractions.

The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub

Bokeelia, Florida, United States

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Sleeps

$299.6

Beautiful and quiet waterfront home with amazing view, great fishing, and a hot tub to relax in after a nice day out on the water. The master bath was a focus point on this house, the 16 rainfall shower head and soaking tub make for a relaxing vacation. The 4 bedrooms offer plenty of space with a tv in most bedrooms. A desk and chair is available with high speed WiFi if needed during your stay. The living room has plenty of seating with the reclining leather couches. The kitchen was reconfigured to create a more open design for more ease of use. The dock is new with a 10k boatlift(24 foot x 9.5 foot) for your use as well as a 25 feet wet slip. 2 kayaks and fishing gear are also available for your use. Come stay with us! We are 15 minutes away from Cayo Costa and Cabbage Key by boat with great fishing spots either right off the dock or minutes from your home away from home. ****Currently Lavender’s Landing Boat Ramp is closed. You can put your boat in at Pineland or Back Bay Boat Ramp by the Bokeelia Fishing Pier.

Peaceful home on canal with boat lift, hot tub, and 5 mins to Charlotte Harbor!

Bokeelia, Florida, United States

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Sleeps

$224.59

WE DON'T LIVE IN A SQUARE WORLD, WHY VACATION IN A SQUARE HOUSE brCome and experience the unique feel of a round house designed and built by world renowned Deltec Home, Inc., of Asheville, NC. This 2 story home, built on pilings, comfortably sleeps 6 with 2 bedrooms and 3 full baths, washer/dryer and a queen sleeper sofa all located on the first floor. The second floor contains a fully equipped kitchen, dining room and a full bathroom. Smart TV in the Living Room, streaming available also in the bedrooms (no cable). From the 2nd story deck you will enjoy beautiful sunsets and see for miles with views of Charlotte Harbour in the distance. A large secured storage area is provided below the home for your convenience. From the hardwood floors, flat screen TV's, granite countertops to the ceiling fans, you will find this home to have a classy yet very comfortable feel.brThis Bokeelia home, located on 1.3 acres, is within walking distance to Four Winds Marina, where you can rent or store your boat while you're here. There is NO DOCKAGE available at our home.brYou can also grab lunch or dinner at The Lazy Flamingo, Capt N Cons, or the Tarpon Lodge. A public boat ramp and fishing pier are less than a mile from the property. Bokeelia is a quiet, relaxed and tranquil spot which will remind you of what island life in Florida once was. The waters surrounding Bokeelia offer some of the best fishing in the country. You can stay in the back bays and fish for snook, redfish or snapper or head to the flats for trout and mackerel or try your hand at tarpon fishing in the famous Boca Grande Pass. Visit up close with the dolphins from the canoe. For land lovers, the island offers fine and casual dining, golf, swimming, tennis, biking, and shopping. it is just a short 30 minute ride off the island to enjoy historical landmarks (The Edison Home), a family water park (SunSplash), catch a show at the Broadway Palm Dinner Theater or shop at one of several malls in Fort Myers.brWe have bikes, tennis racquets, volleyball, golf clubs, a canoe, and much more to help make your stay enjoyable. Please note...NO pets are allowed!

Well Equipped Pet/Smoke Free Family Home - bring your boat!

Bokeelia, Florida, United States

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Sleeps

$258.57

If you are looking for an awesome get-a-way, we have the place for you! If you love to fish, swim or just enjoy the Florida weather, this place is perfect! The kitchen is fully stocked with any/all cooking needs. Spacious living, dining, kitchen areas. We offer 2 bedrooms & 2 bathrooms: The master bedroom has a king bed, the 2nd bedroom has a queen bed, and we have a queen murphy bed cabinet in the living room (looks like a piece of furniture when not being used as a bed) . Both bathrooms have been completely updated. brWe offer two 7,000 pound lighted boat lifts, both covered, fish cleaning table, several hose locations for water to accommodate both boat lifts. When standing on the dock, you can see into Charlotte Harbor. Minutes to some of the best fishing in the state.brUse the pass thru window in the kitchen for easy access to the lanai while you enjoy grilling and having meals on the outdoor dining that includes seating for 6.brThe pool is heated for winter and is screen enclosed and we also offer an outdoor shower.

A Little Piece of Paradise just waiting for you!

Bokeelia, Florida, United States

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