Vacation Home Rentals By Owner In Bokeelia, FL

$318.6

Brand New Build, 3/3 Heart of Bokeelia! Boat Ramp Across the Street!

Bokeelia, Florida, United States

Welcome to Cracker Jacks!brDiscover this stunning brand-new build located in the heart of beautiful Bokeelia! Perfectly designed for comfort and style, this property offers:br• Three spacious bedrooms, each featuring luxurious king-sized beds and private ensuite bathrooms for maximum comfort and privacy.br• An open loft overlooking the living room and kitchen, providing a modern and airy feel.br• A balcony with picturesque canal views, perfect for relaxing with your morning coffee or evening cocktails.brFor boating enthusiasts, this property is a dream come true! With plenty of room for boat trailer parking and the public boat ramp conveniently located just across the street, you'll enjoy quick and easy access to the Gulf of America.br*Pet Friendly, $150 pet fee applies. brWhether you're seeking a serene retreat or a place to entertain, Cracker Jacks has everything you need to make your stay unforgettable.

3

Bed

3

Bath

6

Sleeps

$118.99

/ Nightly

Private Vacation Home

The Oasis: A cosy one-bedroom house in tropical Bokeelia with air conditioning

Bokeelia, Florida, United States

Bokeelia is waiting for you at this adorable 1-bedroom duplex. Inside, guests find a cozy king bed perfect for restful nights and a full kitchen. This house is close to a variety of water sports and fishing activities. Boat, kayak and jet ski rentals are available nearby. There is a boat and kayak launch ramp within walking distance. Parking for boat trailers is available upon request at no extra charge. Bike rentals are also available on the island. The island is also home to some very famous fishing spots, such as the Matlacha Bridge!

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Bath

Sleeps

$239.12

/ Nightly

Private Vacation Home

Beautiful, cozy, clean & fresh house on a canal with private ramp, spce to moore

Bokeelia, Florida, United States

This house is located at the North of Pine Island, a tranquil, scenic, peaceful, tropical scenery. The area is renown for superb fishing of numerous subtropical fish species i.e. tarpon, snook, red fish etc. Literally situated next to Jug Creek, 300 yards from open (Gasparilla) sound, for pleasurable bosting, kayaking, fishing and wild life viewing. Marine gas stations at the end of the canal.

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Bath

Sleeps

$358.49

/ Nightly

Private Vacation Home

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

Bokeelia, Florida, United States

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.

Bed

Bath

Sleeps

$285.92

/ Nightly

Private Vacation Home

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

Bokeelia, Florida, United States

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.

Bed

Bath

Sleeps

$148.59

/ Nightly

Private Vacation Home

Peaceful 2-bedroom house close to historic Tarpon Lodge and marina

Bokeelia, Florida, United States

Escape to a peaceful slice of “Old Florida” with this charming two-bedroom home nestled near Bokeelia, located on the northern tip of Pine Island. Surrounded by water on three sides—Charlotte Harbor, Pine Island Sound, and Matlacha Pass—Pine Island offers a rare blend of seclusion, natural beauty, and authentic coastal living.brbrWalk up the stairs and step inside the two bedroom property to find a bright, open layout designed for relaxed island living, with two comfortable bedrooms including a king and queen bed, airy living spaces, and views of lush tropical surroundings. The house offers all the necessary comforts of a home, including high speed internet, smart televisions throughout and a fully equipped kitchen for all your culinary needs. The front porch offers comfortable seating for quiet mornings with coffee or evenings under the stars. brbrOutside, mature palms and native landscaping frame the property, while quiet streets and minimal traffic create a serene atmosphere perfect for full-time living or a tranquil getaway. Bokeelia is known for its laid-back pace—often described as “off the beaten path”—where golf carts and bicycles are as common as cars and neighbors greet each other by name.brbrIsland Lifestyle & Local AttractionsbrLiving in Bokeelia means embracing the natural beauty and close-knit charm of Pine Island, the largest island on Florida’s Gulf Coast, celebrated for its rural character, mangroves, and vibrant wildlife.brbrCast a line at the Bokeelia Fishing Pier or enjoy boating across Charlotte Harbor.brWalk or bike along the island-spanning Pine Island Bike Path, passing tropical fruit groves and nature preserves. Rental bikes are available down by the one stop sign at Pine Island Center. brExplore the many fruit farms open to the public and sample exotic tropical fruits from all over the world. brDiscover local history at the Randell Research Center and its Calusa Heritage Trail.brFish the sound on your kayak by launching it from the nearby kayak launch. brFinish the day with a memorable sunset dinner at the historic Tarpon Lodge. brbrWith no high-rises, few commercial chains, and a strong sense of community, Pine Island offers a slower, more intentional way of life. Days are spent fishing, boating, or watching breathtaking Gulf sunsets, while evenings bring quiet star-filled skies and coastal breezes.brbrThis two-bedroom home in Bokeelia is more than just a property—it’s an invitation to experience true island living, where nature, water, and community come together in one of Southwest Florida’s best-kept secrets.

Bed

Bath

Sleeps

$281.26

/ Nightly

Private Vacation Home

2 Mi to Boat Ramp: Home in Bokeelia

Bokeelia, Florida, United States

Pet Friendly w/ Fee | Private Outdoor Shower | 2 Mi to Jug Creek MarinabrbrSurrounded by scenic sites and waterfront attractions, this 3-bed, 2-bath home invites you to experience the best of Bokeelia. Take the water taxi to Cayo Costa, treat yourself to a 4-star dining experience at the historic Tarpon Lodge, or shop for souvenirs in downtown Cape Coral. Looking to unwind This vacation rental offers the perfect tropical oasis, boasting a screened lanai, a private pool, and a fenced yard.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 king bedbr- Bedroom 3: 1 twin daybed w/ 1 twin trundlebrbrOUTDOOR LIVINGbr- Screened-in lanai, lounge areabr- Private pool (depth 3’-6’)br- Pavilion w/ seating, gas grillbr- Outdoor showerbr- Picnic table, large fenced-in yardbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Drip coffee maker, kettlebr- Blender, toaster, microwave, cooking basicsbr- Dishware/flatware, paper towels/trash bagsbrbrINDOOR LIVINGbr- 3 flat-screen TVs w/ cablebr- Dining table, booksbr- Sliding glass doorsbr- Open floor plan, coastal decorbrbrGENERALbr- Free WiFibr- Central air conditioning & heatingbr- Washer & dryer, linens & towelsbr- Hair dryer, hangersbr- Keyless entrybrbrFAQbr- Pet fee (paid pre-trip)brbrACCESSIBILITYbr- Step-free access, single-story homebrbrPARKINGbr- Driveway (4 vehicles)br- Boat trailer parking availablebrbr-- THE LOCATION --brbr- 2 miles to Jug Creek Marina & Fish House, Four Winds Marina, Safe Harbor Pinelandbr- 2 miles to Tarpon Lodgebr- 3 miles to Bokeelia Water Taxi: sails to Cayo Costabr- 12 miles to Joe Stonis Parkbr- 22 miles to downtown Cape Coral: shops, restaurants, farmers market, barsbr- 39 miles to Southwest Florida International 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- Pet friendly w/ $50 fee (+ fees & taxes)br- 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- This single-story property offers step-free access

Bed

Bath

Sleeps

$188.58

/ Nightly

Private Vacation Home

Bokeelia Cottage w/ Private Pool

Bokeelia, Florida, United States

Find a tropical paradise in your own backyard at this 2-bedroom, 2-bathroom Bokeelia vacation rental cottage! With all of the amenities of home, this mini-oasis provides guests with luxury in the form of a private swimming pool, lanai patio, and a convenient location close to beach activities such as snorkeling and kayaking along Matlacha Pass and Pine Island Sound! Set on the beautiful Pine Island, this home allows you to enjoy Old Florida charm during your rejuvenating stay.brbr-- THE PROPERTY --brbr 3 Mi to Beach | Washer & Dryer | Pet Friendly w/ FeebrbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Living Room: Sleeper SofabrbrKITCHEN: Refrigerator, stove/oven, microwave, dishwasher, drip coffee maker, dishware & flatware, spices, cooking basicsbrINDOOR LIVING: Smart TV, dining table, ceiling fans, board games, booksbrOUTDOOR LIVING: Private pool, screened-in lanai, gas grillbrGENERAL: Free WiFi, laundry detergent, towels, linens, central air conditioning/heat, keyless entry, beach towels, beach chairs, hair dryer, ironing board/ironbrCOMMUNITY: Community pool, playground, tennis courtsbrFAQ: Pet fee (paid pre-trip), optional nightly pool heat fee (paid pre-trip, applied to entire stay), stairs requiredbrPARKING: Driveway (3 vehicles)brbr-- THE LOCATION --brbrON THE WATER: The Boathouse Bokeelia (2 miles), Knight’s Landing (2 miles), Jug Creek Marina (2 miles), Hideaway Harbor (2 miles), Bokeelia Fishing Pier (3 miles), Pine Island Sound Aquatic Preserve (5 miles), Matlacha Pass Bridge (8 miles), Matlacha Pass Aquatic Preserve (12 miles)brIN NATURE: Calusa Heritage Trail (0.7 miles), Bat House Park (8 miles), Pine Island Flatwoods Preserve (9 miles), Charlotte Harbor Preserve State Park (9 miles), Galt Preserve (12 miles), Four Mile Cove Ecological Reserve (20 miles)brTOUR THE AREA: Tropic Star of Pine Island (0.6 miles), Pine Island Boat Tours (2 miles), Captain Jack Boat Tours (2 miles)brTHINGS TO DO: Coral Oaks Golf Course (15 miles), Sun Splash Family Waterpark (15 miles), Edison & Ford Winter Estates (22 miles), IMAG History & Science Center (22 miles), The Shell Factory & Nature Park (24 miles)brAIRPORTS: Southwest Florida International Airport (38 miles)brbr-- 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 smoking br- Pet friendly w/ $100 fee (+ taxes & fees)br- 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-inbr- NOTE: The property requires stairs for accessbr- NOTE: There is an optional pool heat fee of $20/night (+ fees & taxes, paid pre-trip, applied to entire stay)

Bed

Bath

Sleeps

$374.46

/ Nightly

Private Vacation Home

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

Bokeelia, Florida, United States

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

2

Bed

2

Bath

6

Sleeps

$285.75

/ Nightly

Private Vacation Home

Relax & Reel In Paradise Tarpon Hunter 3BR Retreat with Dock & Gulf Access

Bokeelia, Florida, United States

Tarpon Hunter” – Waterfront Getaway in BokeeliabrbrWelcome to Tarpon Hunter, your private waterfront escape in beautiful Bokeelia on Pine Island. This bright and inviting 3-bedroom, 2-bath canal-front retreat is the perfect blend of comfort, convenience, and coastal charm.brbrIdeally suited for boaters and anglers, the property features a private dock with a 10,000 lb lift—providing direct Gulf access for quick trips to the barrier islands, fishing hotspots, and nearby waterfront restaurants. Bring your boat, kayak, or paddleboard and explore the scenic waterways right from your backyard. Tarpon and a plethora of other species are ready to be caught in the local waters. brbrInside, you’ll find a spacious open-concept layout filled with natural light and peaceful water views. The fully equipped kitchen has everything you need to prepare meals at home, while the cozy living area is the perfect place to unwind after a day on the water. Each bedroom is comfortably furnished with coastal décor and plush bedding, ensuring a restful night’s sleep.brbrEnjoy your morning coffee or evening cocktail on the lanai overlooking the canal, where you can watch dolphins and manatees pass by or take in the island’s famous sunsets. With its ideal location, you’re just minutes from local marinas, seafood restaurants, and the laid-back island charm that makes Pine Island so special.brbrWhether you’re here to fish, boat, or relax, Tarpon Hunter offers everything you need for an unforgettable stay in paradise.

Bed

Bath

Sleeps

$683.47

/ Nightly

Private Vacation Home

Oceanfront Multi-Family Retreat . 4 Bed, 4.5 Bath . 2 Fully Equipped Kitchens

Bokeelia, Florida, United States

Welcome to your private waterfront getaway in Bokeelia, Florida. Great for multi-families w/ 2 separate kitchens & living areas. Enjoy amazing views of Charlotte Harbor, fish from the 300-ft private pier, kayak , or relax by the pool. Watch dolphins, manatees, ospreys, pelicans, and bald eagles right from the property. Spend your days boating, fishing, exploring the island, or biking along the trails, then unwind as you take in a stunning sunset over the water. Whether you seek adventure or relaxation, this spot has something for everyone.

Bed

Bath

Sleeps

$243.04

/ Nightly

Private Vacation Home

3 Minutes to Open Water! Great Fishing Retreat on Gulf-Access Canal! Over $125 Free Daily Activities

Bokeelia, Florida, United States

Welcome to Tarpon Camp in beautiful Bokeelia, FL - your own private retreat in the heart of the Tarpon Capital of the World! brbr brbrNestled in the small fishing village of Bokeelia, on the north end of Pine Island, this cottage has quick access to Shell Pass, Pine Island Sound, Charlotte Harbor, Cayo Costa and the Gulf of Mexico. There are beautiful sunrises and sunsets, and great kayaking in the area. You can enjoy some of the area's best bird watching located right in Bokeelia for those that don't want to fish, and a quiet canal for those that just need a spot to relax, rewind, and refresh. brbr brbrThe area beaches are open for your enjoyment! brbr brbrCome and enjoy this 2 bedroom, one bath canal front cottage in one of the best fishing areas in the state! brbrIt's all here - world class Tarpon fishing, superb flats fishing for Reds, Snook in the mangroves, Trout in the grass, Sharks in the pass, Mackerel in the harbor, Grouper on the wrecks, Largemouth Bass in the river, Peacock Bass in the freshwater canals, it's almost endless! You can catch Sheepshead and Mangrove Snapper right off the sea wall out behind the cottage. This isn't just a great retreat in a pretty good location - it's a great retreat in the GREATEST location. 3 minutes from the dock directly behind the cottage and you'll be casting your line will be in the open water. No putt-putting, idle speed, or painful anticipation. You really have discovered a fisherman's dream! brbr brbrAt Tarpon Camp, you will enjoy: brbr brbr*Fresh, modern, cheerful, and bright, newly decorated cottage, sleeps 5 brbr*Spacious living area with new furnishings including a relaxing leather recliner brbr*4K Ultra 55 wall mounted flat screen Roku TV, with Dish Network 120 channel package to include The Outdoor Sports Package, sound bar, Blu-Ray player, and Bose Wave radio brbr*Master bedroom with queen size Select Comfort adjustable bed, 40 wall mounted flat screen Roku TV, dresser, closet, and beautiful view of the canal brbr*Second bedroom with twin over full bunk beds with plush, pillow top mattresses, and a storage armoire brbr*Newly remodeled spa-like bathroom with gorgeous fully tiled walk in shower with glass tile accents, custom Tarpon mural, and glass door brbr*Beautifully remodeled kitchen furnished with stove, refrigerator, microwave, Keurig coffee maker, pots, pans, small appliances, dishes, glassware, and silverware brbr*Dining for 4 in the living area, adjacent to the kitchen brbr*Free unlimited High Speed Internet & WiFi (165mbbs), brbr*Washer and dryer located in the attached garage, accessible from the kitchen brbr*Ironing board, iron, and hair blow-dryer included brbr*Patio with 5 weather proof Adirondack-style chairs, perfect for relaxing in the evening, overlooking the canal brbr*Weber kettle charcoal grill and grill tools (self-service-Charcoal replacment is self service) brbr*2 kayaks with paddles and life jackets for guest use brbr*Large rolling cooler, beach chairs, and pool noodles provided brbr*Attached single car garage and additional parking space for boat trailer at the side of the cottage brbr*Cottage has coded access which means no waiting for keys to check in or out, or to keep track of during your stay brbr*A boat lift is open ended and can hold 12,000 lbs. brbr*Can dock and hold a boat up to 30'. brbr*Fish cleaning table located on the sea wall for your convenience brbr*90 seconds to the fuel dock, Jug Creek Marina, at the end of the canal. There is also a ship store for ice, snacks, drinks and bait. brbr*90 seconds from the marina to the open water. brbr brbrDogs only are permitted at this property with prior approval. Maximum of 2 dogs permitted. brbr$15 per dog/per night non-refundable pet fee. brbrThese charges will be added to your Balance Due after booking is made. brbrDogs brought to the property without prior approval will be charged security deposit and nightly fees without any refunds permitted. brbr brbrAccessible only by boat are the exquisite beaches of Cayo Costa State Park, a short 30 minute boat ride from the cottage. If you don't wish to take your own boat, you can catch the Cayo Costa ferry at the Marina, just a few minutes walk to the end of the street. brbr brbrIf you choose to venture out beyond Pine Island during your stay, you will find a world of recreational, cultural, dining and shopping opportunities to enjoy! The quirky and artsy village of Matlacha will delight you, Cape Coral is an ideal location for Southwest Florida vacationers, and you'll be just a short drive from the stunning Gulf beaches of Sanibel, Captiva, or Fort Myers Beach. A slightly further drive south will have you in Bonita Springs or Naples, where world-class dining, shopping, and lifestyles await you. Seasonally you can enjoy the Spring Training facilities of the Red Sox or the Twins, and of course year round golf, nature, and cultural activities as well. The owner and property manager have provided an informative Guest Directory that you will find in the cottage as great resource for things to do and see during your stay. brbr brbrThe property is 33 miles from the Punta Gorda Airport; 40 miles to RSW International Airport; 36 miles to Fort Myers Beach brbr brbrThe only pet permitted on property or in the unit is 1 dog not to exceed 20 lbs and must be approved by management. No other pets are permitted. Payment of a $500 refundable pet deposit and a pet addendum are required to be paid and completed prior to arrival. brbr brbrNo smoking, including e-cigarettes, cigars, or pipes permitted anywhere on the property; this includes the home and garage. brbr brbrMinimum age to rent is 25. brbr brbrPlease note: The tides change and neither the management company nor the owner of the home have any control over the water levels in the canals and are unable to guarantee specific water conditions and accessibility.brbrIncluded with your booking you will receive an exclusive Free Fun Activity Package!**brbrWe help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! brbrOne guest in your party will receive one complimentary admission per activity, per day. You can go to every activity, every day, and one person will be free. Additional guests will pay full price. Admissions are noncumulative and nontransferable. Unused admissions expire daily. These activities are yours to use if you chose to do so at no additional cost or obligation. brbr**Does not apply to monthly reservations; some activities may be seasonalbrbra href=https://widgets.prioticket.com/dw3KLgG3/sidebar-widget-preview/itrip-fort-myers-activities-summary mode=preview rel=nofollow target=_blankimg src=https://st1.itrip.net/upload/230/itripbutton_coastal.1481230233.jpg alt=itripbutton3.1477602581.jpg //abr /

Bed

Bath

Sleeps

$165.66

/ Nightly

Private Vacation Home

Paradise at Serenity Cove

Bokeelia, Florida, United States

Nestled away in a quiet community on Pine Island’s NE side, this home is an angler’s or kayaker’s paradise! The home is centrally located on the island, so you will be close to everything Pine Island has to offer - from Bokeelia, to St James City, to Matlache. Located on a private waterway, you will have endless kayaking and fishing spots at your disposal. If boating isn’t your thing, you can catch fish right off the dock, where huge snook have been known to hang out.

Bed

Bath

Sleeps

$225.58

/ Nightly

Private Vacation Home

Casa Florida waterfront home with boat ramp

Bokeelia, Florida, United States

☞ Wifibr☞ Free boat rampbr☞ Walk Score 70 (Walk to cafes, dining, shopping etc.)br☞ 50” Smart TV br☞ Private patio w/ seatingbr☞ Parking → (1 car + trailer or 2 cars)br☞ Fully equipped + stocked kitchenbr☞ Central AC + Heating br☞ Onsite washer + dryerbrbr4 mins → Bokeelia Art Gallery br5 mins → Bokeelia Fishing Pier br1hr → SouthWest Florida Airport ✈️

2

Bed

2

Bath

6

Sleeps

$399.44

/ Nightly

Private Vacation Home

Charlie`s of Bokeelia

Bokeelia, Florida, United States

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.

Bed

Bath

Sleeps

$181.59

/ Nightly

Private Vacation Home

Fishermen's, Golfer's, Boater's, Kayaker's, Birder's & Snowbird's Dream!

Bokeelia, Florida, United States

Beautiful, spacious, newly renovated home located right on Pine Island's only golf course and just minutes away from some of the best fishing in the world, this is the place to enjoy your warm weather hobbies or to simply RELAX!brNewly renovated large kitchen with all new stainless steel appliances is perfect for a great home cooked meal or entertaining guests. Large lanai with gas grill and dining table overlooking the 12th and 18th holes of Alden Pines Country Club as well as the nesting Ospreys.

Bed

Bath

Sleeps

$248.4

/ Nightly

Private Vacation Home

Bokeelia Oasis! Heated Pool, Sleeps 12!

Bokeelia, Florida, United States

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!

2

Bed

2

Bath

10

Sleeps

$174.9

/ Nightly

Private Vacation Home

Beautiful sunrise 3-bedroom pool home

Bokeelia, Florida, United States

Amazing privacy, very quiet backyard pool area with gas grill. Excellent fishing and close to art studios and fine dining as well as pub fare and live music.brQuick boat ride to Boca Grand, Fort Myers Beach and Sanibel. E bikes , paddle board and 2 kayaks available for guest use. 3 queen beds, perfect for a group getaway. With amenities like AC, iron, and heating, guests can relax comfortably. Excellent high speed for remote workers and beautifulbrMorning sunrise to work in peace and quiet. Come see and hear the wildlife of Bokeelia. You’ll see many bird species, tons of quiet walking trails. Also Uno our resident dolphin loves to come to the marina, just 5 minutes drive away.

3

Bed

2

Bath

6

Sleeps

$709.29

/ Nightly

Private Vacation Home

Bokeelia Daydreamin' Incredible 4 bedroom with Pool!

Bokeelia, Florida, United States

Welcome to your private waterfront retreat in beautiful Bokeelia—where coastal luxury meets effortless island living. Perfectly situated with direct Gulf access, this stunning home is your gateway to some of Southwest Florida's most sought-after destinations, including Cayo Costa, Boca Grande, Sanibel, and Captiva.brbrDesigned with both relaxation and adventure in mind, this spacious property offers everything you need for an unforgettable stay. Bring your boat and tie up right at the dock (please note: no boat lift available), with plenty of room for your trailer and access to a neighborhood boat ramp for easy launching. Enjoy days on the water, then return home to clean your fresh catch at the on-site fish cleaning station. For those who prefer to explore at a slower pace, two kayaks are available, along with convenient dock space to launch them.brbrThe outdoor living space is truly exceptional. Take a dip in the heated pool and spa, unwind around the fire pit, or gather with friends and family in the outdoor living room. The fully equipped outdoor kitchen, complete with an outdoor bar and seating for four, makes alfresco dining and entertaining a breeze—all while soaking in serene waterfront views.brbrInside, the home showcases a beautifully updated coastal-modern design with thoughtful touches throughout. The main level features three bedrooms, including a luxurious primary suite with a king-size bed, spa-like bathroom complete with a soaking tub and rainfall shower, and a peaceful retreat to recharge. Two additional guest bedrooms each offer queen-size beds and share a well-appointed bathroom. A full laundry room adds convenience for longer stays.brbrUpstairs, start your mornings at the dedicated coffee and espresso bar before heading out for the day's adventures.brbrDownstairs, a private suite provides additional space and flexibility—ideal for extended family or guests. This level includes a king-size bed, full bathroom, comfortable living area, kitchenette, and its own laundry room. For a fun touch, you'll also find a frozen margarita machine and a full-size ice maker—perfect for cooling off after a day in the sun.brbrWhether you're boating to nearby islands, lounging poolside, or enjoying sunset cocktails by the water, this Bokeelia escape offers the perfect blend of luxury, comfort, and coastal charm.

Bed

Bath

Sleeps

$120.79

/ Nightly

Private Vacation Home

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

Bokeelia, Florida, United States

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.

3

Bed

2

Bath

6

Sleeps

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