Vacation Rentals By Owner In Bokeelia, FL

Welcome to this lovely apartment in Bokeelia. The apartment is a completely separate unit with private entrance and pool deck with outside seating. This cozy space features 1 bedroom with a comfortable queen bed, a well-equipped bathroom with a relaxing bathtub, and essential amenities like WiFi, TV, and AC. Whether you're looking to unwind after a day of exploring or simply enjoy a pleasant stay, this amazing apartment is the perfect retreat for guests. We look forward to hosting you at our place.brLocation is mid island on a 4 acre tropical fruit farm and features a private enclosed pool with heated spa, extensive gardens and full kitchen with all plates and utensils ready to cook. The apartment entrance is private off the pool deck, there is parking space available for a boat trailer.

Apartment

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(3)

$227.65

Welcome to our charming retreat in Bokeelia, FL. Nestled on Pine Island, this cozy getaway offers a serene escape with breathtaking sunsets and tranquil surroundings. Perfect for nature lovers, fishing enthusiasts, and those seeking relaxation. Enjoy comfortable accommodations, a fully equipped kitchen, Wi-Fi, and easy access to local attractions, including beaches, parks, and dining spots. Whether you're here for a weekend or an extended stay, you'll have a memorable vacation.brbr Features:brbr• ️ Serene Bedrooms: Each bedroom offers a smart TV and a cozy atmosphere for restful nights.brbr• Spa-Like Bathrooms: Freshen up in our clean, modern bathrooms with all the essentials provided.brbr• Fully Stocked Kitchen: Prepare meals effortlessly in the well-equipped kitchen, perfect for any culinary adventure.brbr• ️ Cozy Living Area: Unwind in the inviting living room, perfect for relaxing on the sofa or enjoying the enclosed patio with tranquil views of the golf course and pond.brbr• In-Unit Laundry: Enjoy the convenience of a washer and dryer during your stay.brbr• Free On-Site Parking: Easily park your vehicle right at the property.brbr• Whether you’re an avid angler or just love the water, you’ll enjoy time spent at the Bokeelia fishing pier, where you can fish or simply relax as you take in breathtaking views of the mangroves and Charlotte Harbor.brbr• If you’re into outdoor activities, explore the scenic Pine Island Trail by bike, or hike the Calusa Heritage Trail to learn about the rich Native American history of the area.brbr• For those seeking relaxation, Bokeelia’s wellness centers offer yoga, meditation, and holistic treatments, perfect for unwinding after a day of adventure. Or, take a leisurely boat tour to spot dolphins, manatees, and local birdlife.brbr• At the end of the day, enjoy fresh local seafood at the Lazy Flamingo, a local favorite, or simply unwind on our cozy patio, surrounded by the beauty of Bokeelia’s serene landscapes. Your perfect getaway awaits—whether it’s for fishing, nature walks, or pure relaxation, our home is the ideal base for your Bokeelia adventure!

Charming 2-bedroom house in beautiful Bokeelia

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(15)

$259.24

Incredible waterfront views in this fully stocked Bocilla Island Club condominium. This is an end unit which gives a panoramic view of the harbor. The development includes two heated pools, tennis courts, a small marina, a private pier on Charlotte Harbor, and lots of privacy. The condo is of stilt construction with the first floor being under building parking, the second floor being the kitchen and living area, and the third floor being the two bedrooms and two full baths along with the laundry room. If you love the water and a lazy island atmosphere, 'Lazy Harbor' is the place for you. The condo also comes with two kayaks to explore Jug Creek and Charlotte Harbor. We have made lots of upgrades including new flooring throughout, new mattresses, new shiplap wall, new paint throughout, and a 65 smart TV + TV's in each bedroom. Lots of upgrades in this unit including fresh paint, newer flooring, new master shower, and many other upgrades. As a bonus, there is a pet dolphin that makes daily visits in the harbor and in the canal! A boat lift may be available for a maximum 23' boat(please confirm availability with a message through VRBO) NOTE: THERE IS NO TRAILER PARKING ALLOWED IN THE DEVELOPMENT. RENTER IS RESPONSIBLE FOR FINDING A PLACE TO STORE YOUR TRAILER. REACH OUT TO BOKEELIA PIER AND BOAT RAMP FOR POTENTIAL OPTIONS. ALSO, PARKING IS LIMITED FOR OVERSIZED VEHICLES THAT DON'T FIT UNDER THE BUILDING - NEW RULES BY ASSOCIATION AS OF 6/2023.

Waterfront condo located in the waterfront paradise of Bokeelia

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$631.06

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 28 minutes by car from Four Mile Cove Ecological Preserve and 42 minutes from Cape Coral Yacht Club Beach. You'll easily make the quick 4-minute drive to Koucky Gardens & Gallery or the 4-minute drive to Museum of the Islands. /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

$836.25

Discover the beauty of Bokeelia from this 4-bedroom house. Inside, guests find three king beds and one queen bed, offering plenty of space for restful nights. The house features three bathrooms, each equipped with a bathtub and shower for added comfort. Enjoy a serene atmosphere where you can relax and unwind after a day of exploring. With superb climate control, the home stays comfortable no matter the season. This gorgeous retreat invites guests to experience a peaceful getaway. You're sure to make fantastic memories with a stay at our place.

Waterfront home on Pine Island w/ pool

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(25)

$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

Bed

Bath

Sleeps

Exceptional(11)

$176.86

Stay at Bocilla Island Club and enjoy this beautiful 2 bedroom, 2 1/2 bath condo featuring a king size bed and a queen size bed, fully equipped kitchen, comfy living room, and a perfect lanai for relaxing after a fun filled day. Each bedroom has it's own bath with plenty of sheets and towels including beach towels. Enjoy the lush tropical setting of the condo complex boasting a 400 foot fishing pier, marina store, boat ramp, 2 heated pools, shuffle board and tennis courts. Keep your boat at our dock on Jug creek, which is just minutes from Charlotte Harbor. Boat and kayak rentals, and charters are available for fishing and sightseeing. If you are in the mood to enjoy the water without leaving the premises, sit in the gazebo on the bay and watch the boats go by. We only do monthly rentals, 28 day minimum.

Pine Island Condo in Beautiful Bokeelia, Florida 2 bed, 2 1/2 bath, w/boat dock

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$392.11

Stay comfortably right on the water in Bokeelia at this amazing 3 bedroom 2 bath fully renovated custom home. This lovely and stylish property offers 18 ft open beam ceilings, hardwood floors, granite and butcher block counter tops. With 2 king beds and 1 queen bed, plus a double futon downstairs in the pool room. The house features a fully enclosed screened pool, 65’ boat dock with 13k boat lift, plenty of boat trailer parking, and a full sized BBQ with bar type serving area out on the dock. Additionally, there is a huge lanai around the heated pool with full dining and living room style seating as well as cozy inside pool room with big screen TV and the futon mentioned above. There is also an elevator from parking to upper floor. Immerse yourself in the enchanting atmosphere of this beautiful home. Come to relax, enjoy the island, go fishing in one of the world’s premier fishing locations or just do nothing at all! We are 5 star hosts and we look forward to welcoming you to our lovely place! Note pool room downstairs is accessed via pool lanai and does not have a bathroom.

Antigua Cay Retreat is a stylish home with pool on deep water canal in Bokeelia

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$284.69

2-bedroom ground floor unit just steps from the warm waters of the gulf with a small private beach in beautiful Bokeelia pine island . The unit sleeps 6 people with 1 queen bed and 2 bunk beds with 2 full bathrooms. Whether you’re relaxing indoors or planning your next adventure, this excellent unit offers a welcoming vibe. We hope you'll enjoy your stay at our beach lodge un the Grouper unit.

2-bedroom ground floor unit just steps from the gulf with a small private beach

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$219.5

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... n2 bed/2 bath Near Jug Creek & Boat Ramp

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(3)

$177.02

Nestled in the heart of serenity, the fantastic Island Condo of H43 at Boccilla Island Club beckons you with its unparalleled charm and inviting ambiance. This residence offers the perfect blend of comfort and luxury, featuring two spacious bedrooms and two meticulously designed baths that ensure relaxation and convenience.brbrImmerse yourself in a leisurely lifestyle with the amenities at your disposal. The shimmering pools provide a refreshing retreat, inviting you to bask in the sun's warm embrace or indulge in invigorating laps. For those passionate about tennis, the well-maintained courts offer the ideal setting for friendly matches and spirited rallies, creating a sense of community among residents.brbrThe allure of H43 at Bocilla Island Club extends beyond its interiors, as it generously caters to boating enthusiasts. Dockage is readily available, allowing you to bring your boat and embark on aquatic adventures. Explore the vast expanse of crystal-clear waters, or chart a course to discover hidden coves and picturesque islands of neighboring Sanibel, Captiva, North Captiva, Cayo Costa, and Useppa. The freedom to navigate the waterways adds an extra layer of excitement to your coastal lifestyle.brbrAs the sun dips below the horizon, world-class fishing opportunities await. Whether you're a seasoned angler or a novice looking to hone your skills, the surrounding waters promise marine treasures. Cast your line and reel in the day's catch, creating lasting memories against breathtaking sunsets.

Bocilla Island Club H-43

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(33)

$203.89

Come enjoy a beautiful gulf access condo in Bocilla Island Club, at the northern tip of Pine Island. Enjoy your morning coffee, watching the sunrise with a view of the dolphins swimming in the canal and Jug Creek, from both the master bedroom and living room lanais. The main floor has a fully equipped kitchen, half bath, large living/dining area. The master suite has a king-sized bed with your own attached bathroom with double sinks and a walk-in shower. The second bedroom has a queen-sized bed, a twin sized cot, and a tub/shower combo. Every room has a HDTV with cable television and internet access available. There is also a washer and dryer. br If fishing is what you're looking for Some of the best fishing in SWFL can be found on the private 400-foot pier on Charlotte Harbor. You might even see some the manatees swim by the pier. Community amenities include two swimming pools, two tennis courts, two clubhouses, an on-site marina with boat launch. Lush, tropical foliage compliments this resort. There are two amazing restaurants that are minutes away from the condo. Staying on Pine Island will provide you with warm tropical weather, endless water views, an abundance of varieties of birds, dolphin playing, mullet jumping, and gorgeous sunsets ~ not to mention some of the best fishing in the world.

Paradise awaits you at the Bocilla Island Club on Pine Island Florida.

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(23)

$192.74

A perfect place to be as close to people or as far away as you like. Pine Island is 20 minutes to busier areas of Fort Myers, Sanibel, Cape Coral but if you are interested in staying out of the crowds, there is plenty to do on the island and Matlacha. Pine Island Breeze is a duplex, both sides may be available. Great restaurants. Great fishing! Boat parking. Walking distance of heated community pool, library, museum. Grocery store nearby. Cleaning policies in place. Reserves right side.

Apartment

Pine Island Breeze/Bokeelia 1 Bdrm 1 bath

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$103.82

This is my personal dream getaway I’m newly sharing with avid travelers looking to escape their hectic lives and live in what feels like home away from home. Relax on the front porch or watch the sunset off the back porch or grab a drink and walk over to the dock where everyone gathers to chat and watch the most amazing sunsets. Kayak in the bay or rent a boat and head to the neighboring islands or catch your fresh fish for dinner.

Private Hideaway in Pine Island community Pool and Marina a few steps away.

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$193.8

Relax @ the North end of Pine Island in Bokeelia at this 2 bed 2.5 bath at Bocilla Island Club. Also know as BIC. This condo can sleep 6. 2 upper bedrooms with their own full baths. BIC is a premier condo complex that is very tropical. Each unit overlooks gardens and palms. The property is bordered on the North my Charlotte Harbor and on the South with Jug Creek. 2 large pools, boat launch, all new fishing pier to watch the sunsets, fish or watch dolphins & under unit parking. 3 bikes, 2 kayaks with wheels, cooler and full Kitchen w blender, Keurig coffee pot & more.

Relax at Pine Island, 2 bed 2.5 bath. 3 Bikes, 2 Kayaks, 2 heated pools new pier

Bokeelia, Florida, United States

Bed

Bath

Exceptional(2)

$639.36

Restored 1914 Home | Scenic Gulf Sunsets | Boat Slip AccessbrbrExperience Old Florida elegance in this stunning Bokeelia vacation rental! From antique-filled rooms and high-end finishes to a chef’s dream kitchen, every detail has been carefully curated to create a one-of-a-kind retreat at this 4-bed, 4.5-bath home. Spend mornings lounging on the deck with panoramic water views, set off on an afternoon adventure from the marina, and enjoy evenings watching the sky fade over Charlotte Harbor.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 queen bedbr- Bedroom 4: 1 king bedbrbrSEAGULL BAY AMENITIESbr- Beach accessbr- Oceanfront dining setbr- Marina (private boat slip available)brbrOUTDOOR OASISbr- Covered deck w/ dining setbr- Unobstructed harbor viewbr- Beautifully landscaped yardbr- Garden & fountainbrbrLUXURY INTERIORbr- 2 electric fireplacesbr- Large dining tablebr- Dedicated workspacebr- Smart TVs, board gamesbr- Spa-inspired bathroom w/ soaking tubbr- Elegant antique decorbrbrGOURMET KITCHENbr- Big Chill appliances (refrigerator & stove/oven)br- Dishwasher, coffee makerbr- Toaster, microwavebr- Cooking basics, dishware & flatwarebrbrGENERALbr- Free WiFibr- Central A/C & heatingbr- Washer, dryer, laundry detergent, iron & boardbr- Linens & towelsbrbrFAQbr- 2 external security cameras (facing out)brbrACCESSIBILITYbr- 2-story home, step-free entrybr- Bedroom & bathroom on 1st floorbrbrPARKINGbr- Driveway (2 vehicles)br- Street parking (1 vehicle)brbr-- THE LOCATION --brbr- Less than a half-mile to marina w/ boat ramp: charter rentals to Cayo Costa State Park, Boca Grande & Pine Islandbr- 10 miles to Matlacha Island: iconic art galleries & street muralsbr- 11 miles to The Fishingest Bridgebr- 12 miles to Pine Island Flatwoodsbr- 40 miles to Southwest Florida Int’l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- Your safety matters. This property features 2 external security cameras facing the front and back doors. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motionbr- This 2-story home offers step-free entry. There is a bedroom and a bathroom on the 1st floor

Luxe Pine Island Living: Historic Old Florida Gem!

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$179.66

Welcome to The Island Home, a fully equipped private retreat nestled on Pine Island. Wake up to the serene ambiance of our beautiful courtyard-style morning coffee spot to the east, or indulge in total relaxation by our private, fenced, heated pool to the west.brbrPine Island embodies the essence of old Florida charm, offering a tranquil escape from the hustle and bustle of city life. Explore the abundance of water activities with convenient docks, boat ramps, and rentals, including kayaks, available on the island. Additionally, there are two Freedom Boat Club locations for those seeking maritime adventures.brbrFor beach enthusiasts, ferryboats are readily available to whisk you away to the stunning shores of Captiva, North Captiva, Cabbage Key, and Cayo Costa. While Pine Island itself lacks sandy beaches, it compensates with unparalleled fishing opportunities and easy boat access to explore the surrounding waters. Although Alden Pines Golf Course is currently undergoing restoration following Hurricane Ian, golf enthusiasts can still enjoy a round at the nearby Coral Oaks Golf Course, just a 20-minute drive away.brbrVenture beyond Pine Island to discover charming locales such as St. James, renowned for its Tikihut Bars, the historic village of Matlacha (which is on the mend after the impact of Ian), and the pristine beaches of Sanibel and Ft. Myers. For those craving a taste of luxury, Naples is just a short drive away.brbrAfter a day of adventure, fire up the barbecue grill, unwind in the comfort of your private pool, and prepare for a restful night's sleep, serenaded by the gentle sounds of paradise. Experience the ultimate getaway at The Island Home on Pine Island.

The Island House on Pine Islandnwith heat-pump heated most privacy pool

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$201.49

beautiful 3 bedroom 2 bath home in a 55 plus community. Situated on 1/3 of an acre and backing onto a palm tree farm, you can enjoy peace and quiet to watch the sun set in the evenings or gaze at the stars. There is a gas firepit located in the screened in porch for you to enjoy the cooler nights outdoors sitting around the fire. Perfectly located for boating and fishing and close to the community swimming pool, tennis courts, library, 2 grocery stores and a variety of restaurants and bars. Take a short trip to the marina to visit the local resident dolphin named Uno. A Tiki cruise or cruise to additional surrounding islands are also available. If you are a fisherman, charter fishing boats are also readily available on the island.

The Palm Tree House

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(2)

$201.85