Vacation Rentals By Owner In Bokeelia, FL

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

Beautiful Island Sanctuary with Modern Amenities

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(32)

$219.23

Bocillia Island Club located in Bokeelia on the north-end of Pine Island on Florida’s west coast and the last of Old Florida. This hidden gem and tropical paradise is a small piece of Florida’s heaven yet to be commercialized. The luscious landscaping and relaxed atmosphere will put you in vacation mode as soon as you drive in our awesome paved entry.br This spacious 2-story condo-unit has 2 bedroom suites, each with its own bathroom (sleeps 6 comfortable), up-dated 1st floor kitchen, living, laundry, ½ Bathroom and screened porch over- looking our on-site marina.brBoating, fishing, shelling, spectacular sun-sets a true nature lover and angler’s paradise! Just a short boat ride to world famous Boca-Grande, Captiva and RedFish Passes and world-class fishing. Charlotte Harbor and Pine Island Sound and surrounding barrier island offer some of the best fishing in the world for Tarpon, Trout, Redfish, Snook, Snapper, Grouper and a host of other species to many to mention. Just 10 minute boat ride to visit famous Cabbage Key where Jimmy buffet wrote “Cheese Burger in Paradise”! We have an on-site boat slip that is just a short walk from our unit that can accommodate up to a 28’ vessel, fish-cleaning station with water/electric that is just a few steps from one of the 2 on-site pools. There is also a 400ft. pier for relaxing, fishing or just to enjoy an adult beverage and watch some of the most beautiful sun-sets you have ever witnessed! Once on-site you will never want to go back normal lifestyle. Visit our piece of Heaven and you won’t be disappointed!.

Condo

Tropical Island Resort Nestled on the Gulf Coast of Southwest Florida

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(6)

$253.8

1 bed room unit in a beach lodge Located in Bokeelia Pine island , The lodge it self is located right on the water on the north end of Pine island on a very small private beach . Lodge has a total of 5 units . Enjoy what this 1-bedroom studio has to offer. The space features a beautiful king bed and a terrific living room with a comfy sofa bed, perfect for relaxing after a day of exploring. Guests will appreciate the cool air conditioning that keeps the studio comfortable year-round. A clean, functional bathroom rounds out the experience. Whether you’re here for a quick getaway or an extended stay, this awesome spot provides a cozy and inviting retreat. We'll be available to answer any questions while you stay at our place.

Redfish suite a Welcoming 1-bedroom unit in a beach lodge right on the water

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(5)

$312.76

Unwind in Bokeelia at this lovely house. This amazing property features 3 cozy bedrooms - 1 king bed and 2 queen beds, perfect for a good night's sleep. With 2 bathrooms equipped with hair dryers and showers, guests can freshen up with ease. The living room offers additional space with 2 comfy sofa beds for relaxation. Enjoy the inlet fishing pond, the beach cruisers, kayaks and ping pong to make your stay memorable! You're sure to make fantastic memories with a stay at our place.

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(7)

$321.43

Hitch up your boat, gather the family, and embark on an unforgettable Florida adventure to this luxurious vacation rental home. Located in Bokeelia, this 3-bedroom, 2-bathroom property is ideal for fishermen, families, and those simply seeking sunshine. You’ll look forward to spending days exploring the neighboring island and nights spent gathered around the covered fire pit. The property also boasts a private pool, furnished deck, and a beautifully appointed interior that is sure to impress.brbr-- THE PROPERTY --brbrPrivate Pool | Ideal for families | 1,600 Sq Ft | Single-Story Homebr brThe whole family is sure to feel at home as they take advantage of this ranch-style home’s 5-star amenities and top-of-the-line deck!br brBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds br brOUTDOOR LIVING: Fire pit, gas grill, covered sitting area, large yard, cabanabrINDOOR LIVING: 4 flat-screen Smart TVs, DVD players, Florida room, banquet style dining table, breakfast barbrKITCHEN: Fully equipped, stainless steel appliances, drip coffee maker, juicer, dishwasher, toasterbrGENERAL: Free WiFi, central air conditioning, complimentary linens and towels, walk-in shower, granite countertopsbrFAQ: No A/CbrPARKING: Driveway (4 vehicles)brbr-- THE LOCATION --brbrLOCAL FUN: Lavender's Landing Boat Ramp (1.5 blocks), Museum of the Islands (1.1 miles), Tropic Star Cruises (4.2 miles), Old Florida Boat Tour (5.2 miles), Sun Splash Family Waterpark (12.3 miles)brDAY TRIPS (ferry required): Cayo Costa, Pine island, Cabbage Key, Captiva IslandbrBOKEELIA FISHING PIER (6.6 miles): Snapper, Red Fish, Snook, Grouper, and MakarelbrAIRPORT: Southwest Florida International Airport (34.6 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 smokingbr- Pet friendly w/ $100 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- NOTE: Your safety matters. This property features exterior cameras over the front door and patio area. The camera does not look into any interior spacesbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property does not have air conditioning

Pet-Friendly Oasis w/ Deck & Fire Pit in Bokeelia!

Bokeelia, Florida, United States

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Bath

Sleeps

$587.74

Spacious waterfront retreat in Bokeelia with private dock and scenic views. Features a private king in-law/honeymoon suite with kitchenette. Newly renovated with modern interiors, stylish furnishings, and comfortable bedding. Peaceful, clean, and quiet—ideal for relaxing, fishing, boating, and nearby dining. Includes two bedrooms with king suite, queen room, and Twin XL nook. Kitchen seats five. Perfect for a comfortable, private waterfront stay.

The Lazy Manatee Grand-2 Bdr + Separate in-law

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$390.48

Beautiful 2 bdrm, 2 bath waterfront home with additional sleeping area in Bokeelia. Boat dock, water views. Renovated with stylish furnishings, and luxury bedding. Peaceful, roomy, clean, safe, and quiet. Perfect for relaxing, world class fishing, great restaurants. King suite with en-suite bath, 2nd bdrm w/queen, and Twin XL nook (ideal for a child or 1 adult). Great kitchen with island seating for 5. Optional separate/in law 1-bd studio w kitchennett suite available. Gorgeous large porch.

The LazyManatee 2BR WTF w add`l Sleeping area

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$191.78

Welcome to this newly remodeled first-floor in-law suite, thoughtfully designed for comfort, simplicity, and a relaxing stay. Bright and airy with modern finishes throughout, the space offers a clean, stylish atmosphere that feels both cozy and inviting from the moment you arrive.brbrThe suite features a convenient kitchenette perfect for preparing light meals, morning coffee, or snacks during your stay. With its comfortable layout and peaceful setting, it’s an ideal place to unwind after a day of exploring, working, or simply relaxing.brbrCarefully updated with contemporary touches and a fresh, modern feel, this private suite is exceptionally clean and designed to provide a stress-free experience for every guest. Located on the first floor for easy access, it offers both convenience and comfort in a quiet setting.brbrPerfect for solo travelers, couples, weekend getaways, or extended stays, this charming suite provides everything needed for a comfortable and enjoyable visit.

Tarpon Tide studio -Beautiful waterfront 1st floor

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$157.96

Escape to the peaceful waterfront charm of Bokeelia, Florida, in this beautiful honeymoon-style suite designed for relaxation, comfort, and unforgettable coastal memories. Perfect for couples or anyone looking for a quiet getaway on the water, this private retreat offers stunning waterfront views, private dock access, and a serene atmosphere that instantly puts you in vacation mode.brbrRecently renovated with a brand-new interior, the suite combines modern coastal design with warmth and comfort. Thoughtfully decorated with stylish furnishings, soft lighting, and luxurious bedding, the space was created to feel both elegant and inviting. Whether you’re celebrating a honeymoon, anniversary, romantic weekend, or simply looking to recharge, this waterfront escape offers the perfect setting.brbrWake up to peaceful water views and enjoy your morning coffee. Guests have access to a private dock and boat docking, making it an excellent choice for boating enthusiasts, fishing trips, or simply enjoying the laid-back waterfront lifestyle that Bokeelia is known for.brbrInside the suite, you’ll find a cozy and functional kitchenette equipped for convenience during your stay. Perfect for preparing breakfast, snacks, or light meals, the space allows you to enjoy quiet mornings and relaxing evenings without needing to leave the property. The suite is exceptionally clean, spacious, and carefully maintained to ensure a comfortable and stress-free experience for every guest.brbrLocated in a safe and quiet neighborhood, the property offers a peaceful atmosphere while still being close to some of the area’s best waterfront restaurants, local seafood spots, marinas, and outdoor activities. Spend your days fishing, boating, exploring nearby islands, or simply relaxing by the water and taking in the beautiful Florida sunsets.brbrBokeelia is loved for its Old Florida charm, slower pace, and natural beauty, making it the perfect destination for guests wanting to escape crowded tourist areas and enjoy a more authentic waterfront experience.brbrWhether you’re planning a romantic getaway, fishing adventure, or relaxing retreat by the water, this beautiful suite offers everything needed for a memorable stay. Comfortable, modern, peaceful, and perfectly located on the water, it’s the ideal place to unwind and enjoy the very best of Southwest Florida living.

The Lazy Manatee Charming waterfront studio

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$505.05

Beautiful waterfront home in Bokeelia, Florida with a private dock and stunning water views. Recently renovated with modern interiors, stylish furnishings, and luxury bedding. Peaceful, clean, and quiet—perfect for relaxing, fishing, and nearby dining. Features two bedrooms: a king and a queen with a twin bunk above, plus a full kitchen. Also includes a private in-law/honeymoon suite with kitchenette, bathroom, and separate entrance. Great for families.

Tarpon Tide Grand Remodeled 3 bdrm Waterfront

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(3)

$203.99

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

$303.3

Escape to paradise at this beautiful waterfront home in Bokeelia, Florida, where peaceful surroundings, stunning water views, and modern comfort come together for the perfect coastal getaway. Recently renovated from top to bottom, this charming retreat offers a fresh, stylish interior designed to help you relax and unwind from the moment you arrive.brbrLocated directly on the water, the home features a private dock, making it ideal for boating, fishing, kayaking, or simply enjoying the incredible Florida sunsets. Whether you’re bringing your own boat or just looking to enjoy the calm waterfront atmosphere, this property offers the perfect setting for a quiet and memorable stay.brbrInside, you’ll find thoughtfully updated interiors with modern finishes, comfortable furnishings, and luxury bedding throughout. The bright and airy living spaces are designed with both comfort and style in mind, creating a welcoming environment for couples, families, or friends traveling together. Large windows allow natural light to pour in while showcasing the beautiful water views that make this home so special.brbrThe home features two comfortable bedrooms designed for restful nights after a day on the water or exploring the area. The fully equipped kitchen offers everything needed to prepare meals at home, while the cozy living and dining spaces make it easy to gather, relax, and enjoy time together. Whether you’re sipping coffee in the morning overlooking the water or winding down in the evening after dinner nearby, every part of this home is designed to feel peaceful and inviting.brbrBokeelia is known for its laid-back island atmosphere, world-class fishing, and natural beauty. You’ll be just minutes from local restaurants, fresh seafood, marinas, and some of the area’s best outdoor activities. Spend your days fishing from the dock, exploring nearby islands by boat, enjoying waterfront dining, or simply relaxing in the quiet surroundings.brbrClean, comfortable, and beautifully updated, this waterfront home offers the perfect balance of luxury and relaxation. Whether you’re planning a weekend escape, fishing trip, or extended stay in Southwest Florida, this property provides everything you need for a truly unforgettable experience on the water.

Tarpon Tide-Beautiful 2 Bdrm waterfront home

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$233.51

The PIRATES COVE Inn & Marina (formerly Malu Lani) is quintessential Old Florida at its best!brbrAnglers Apartment #1 is one of four fully furnished, 900 sq ft, 1-bedroom, 1-bathroom apartments with a full kitchen with all the amenities of home. This apartment is ground level with a patio and has beautiful waterfront views of a Pirates Cove. Units are exceptionally clean and well-maintained spaces. Each unit includes a boat slip, use of the on-site boat ramp and trailer parking. brbrWe pay attention to details, this is NOT a fish camp but, we do host a lot of anglers and their boats. A large portion of our business consists of returning guests because are our Inn is truly second to none here on Pine Island...location, location, location! Being on the northern tip of Pine island allows for quick and easy access to all the boating and fishing hot spots! brbrWhen you’re not out on the water, it’s easy to relax on our beautiful grounds. We also have deeded access to the sandy shoreline of Charlotte Harbor (across the street) which is a wonderful spot to get your feet in the sand and enjoy Florida's second largest bay and estuary.brbrOther things to note:brbrWhen full or near capacity our available parking can be limited.brbrBoat ramp opening is 9’ 4 wide.

PIRATES COVE Inn & Marina - Apartment 1 - formerly Malu Lani Inn

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(7)

$368.3

Spacious Waterfront Retreat in Bokeelia – Perfect for Families & Groups!brbrDiscover your ideal island getaway at this beautifully updated, spacious waterfront home in Bokeelia! With two separate living spaces—upstairs and downstairs—this unique property comfortably accommodates up to 11 guests, making it perfect for large families or groups traveling together.brbrThe Space:brDownstairs Apartment: Features a full kitchen, 2 bedrooms, and 2 full bathrooms.brUpstairs Home: Offers 3 bedrooms, 3 full bathrooms, a full kitchen, and a bright, open living area.brbrHighlights:br-Waterfront access with ample space to tie up your boat (boat lift available upon request; $20 per day fee. Damaged or tangled wires will result in charges to rewind)br-Enough space to park 1 boat trailer and 3 vehicles. *There is a preserve across the street, no parking allowed*br-Gulf access just minutes away – a boater's dream!br-Fully fenced backyard – great for kids and petsbr-Pet-friendly property ($150 pet fee applies, 2 max)br-Screened-in porch perfect for morning coffee or evening cocktailsbr-Outdoor shower for rinsing off after beach or boat daysbr-Ping pong table for family funbr-Modern design with coastal flair throughoutbr-Twin size murphy bed in living room for additional sleepingbr-Ice machinebr-1 Tandem kayak & 3 single kayaksbr- 2 Paddle boardsbrbrWhether you're fishing, boating, relaxing on the porch, or exploring the charming Pine Island area, this home has everything you need for an unforgettable stay.

The Boat House! Home with 2 Living Spaces in Bokeelia, Sleeps 11!

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$233.51

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

PIRATES COVE Inn & Marina - Apartment 4 - formerly Malu Lani Inn

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$233.51

The PIRATES COVE Inn & Marina (formerly Malu Lani) is quintessential Old Florida at its best!brbrApartment #3 is one of four fully furnished, 900 sq ft, 1-bedroom, 1-bathroom apartments with a full kitchen with all the amenities of home. This apartment is on the 2nd level with a balcony and has beautiful waterfront views of a Pirates Cove. Units are exceptionally clean and well-maintained spaces. Each unit includes a boat slip, use of the on-site boat ramp and trailer parking. brbrWe pay attention to details, this is NOT a fish camp but, we do host a lot of anglers and their boats. A large portion of our business consists of returning guests because are our Inn is truly second to none here on Pine Island...location, location, location! Being on the northern tip of Pine island allows for quick and easy access to all the boating and fishing hot spots! brbrWhen you’re not out on the water, it’s easy to relax on our beautiful grounds. We also have deeded access to the sandy shoreline of Charlotte Harbor (across the street) which is a wonderful spot to get your feet in the sand and enjoy Florida's second largest bay and estuary.brbrOther things to note:brWhen full or near capacity our available parking can be limited.brAt times we can only accommodate 1 vehicle and boat trailer per apartment. brBoat ramp opening is 9’ 4 wide.

PIRATES COVE Inn & Marina - Apartment 3 - formerly Malu Lani Inn

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$233.51

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

PIRATES COVE Inn & Marina - Apartment 2 - formerly Malu Lani Inn

Bokeelia, Florida, United States

Bed

Bath

Sleeps

Exceptional(6)

$318.6

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.

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

Bokeelia, Florida, United States

Bed

Bath

Sleeps

$118.99