Vacation Home Rentals By Owner In Bokeelia, FL

Showing 87 Of 87 Vacation Rentals

$267.62

Prettiest Sunset View Pine Island Waterfront Home on Water Paradise w/ Golf Cart

Bokeelia, Florida, United States

Welcomebr brThis is the fishermans delight. In addition to staying in the house with the prettiest sunset views on Pine Island, you are right across the street from the best spot on Pine Island to launch either kayaks or simply wade out for fishing. You are also walking distance from the Pineland marina. The home comes with 2 simple Bicyles for touring. The home is also on the old Calusa Indian's canal right behind the Calusa Indian mounds, there is a state park established in the last 15 years that has a fun walking trail, there are several plackards that explain the history of the people that lived here 500 years ago. The nature walk wanders for about a half mile 50 yards behind the home. When you walk around the grounds you will feel that you went back in time. Again you are also in the house that sits front row to prettiest sunsets on Pine Island. The double kayak and old windsurfing rig and golf cart come with the rental of the house,

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Exceptional(9)

$167.25

/ Nightly

Private Vacation Home

Tiki Hut Paradise 4-bedroom Bokeelia House in the Sky w/ Golfcart on Island Time

Bokeelia, Florida, United States

Located in Bokeelia, walking distance from the Pineland marina, this 4-bedroom house offers a peaceful elevated retreat for guests. With 2 king beds and 2 full beds and two separate entries and with two separate kitchens, unwind in the screened in porch in the sky or the ground level covered Tiki area winding through a tropical paradise every sunset. This is a golf cart community from sun-up to sun down and the house comes with golf cart. The upstairs granite counter kitchen and bathroom have been recently remodeled. When ripe and in season enjoy mangos from the tree in your front yard, Pine Island is considered to be the mango capital of the world and hosts the annual Mangomania festival. Fishermen will find there is plenty of room to park trailered boats with plenty of extra room for parking, conviently located a few hundred yards from the Pineland marina. Make your holiday one for the books with a stay in the Bokeelia Tiki garden paradise.

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Exceptional(11)

$262.61

/ Nightly

Private Vacation Home

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

Bokeelia, Florida, United States

Mermaid Haven at BocillabrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrBeautiful sunrises and sunsets over Jug Creek await you at this charming townhouse. You'll be able to enjoy them from one of two private, screened-in balconies that allow for boat watching and occasional dolphin sighting! Comfort comes easy at this townhouse, with each upstairs bedroom featuring an en suite bathroom to guarantee privacy. If someone needs to complete remote work or research fishing spots, one bedroom features a desk workspace with a creek view. The full kitchen features everything you need to cook up your catch of the day, or you can head down to the shared charcoal grill for an extra char. Feel free to toss your creek clothes into the private washer/dryer right when you get in. In addition to being just a short distance to open water, guests will also have access to a shared outdoor pool, tennis court, and shuffleboard during their stay. Central air conditioning will keep everyone cool inside, and you can close the room-darkening shades for a restful nap whenever you need one. Watch sunsets from the private association pier and throw a line in the water too!brbrTHINGS TO KNOWbr•The living room sofabed provides an extra sleeping spacebr•This condo does not have a boat slip, but there is a pay for use boat launch and trailer parking just down the road. br•World-class tarpon fishing is available in the area, as well as flats fishing for Redfish and Snook. Local fishing guides can be hired if you don’t have your own boat.br•There is a community dock where guests can fish and watch sunsets.br•Step aboard the nearby water taxi for a trip to the famous Cabbage Key and North Captiva.br•Rent a kayak to paddle round the bay and local islands.br•Visit the locally renowned Jug Creek Marina for live music.br•Snowbird-friendly. Contact us for details.brbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 1.brbrDock details: This condo does not have a boat slip. There is a community dock where guests can fish. · Boat launch, boat and trailer parking and wet storage is available within 0.5 miles (Bokeelia Fishing Pier and Boat Ramp (next to Capt’n Cons). Boat launch and parking is also available at Pineland (4 miles). brBoat rental is available at Four Winds Marina (1.0 miles). Boat charters located on site, and within a few miles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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Exceptional(18)

$317.56

/ Nightly

Private Vacation Home

Bokeelia Retreat - Fishing Docks & Canals Nearby!

Bokeelia, Florida, United States

Prepare for rest and relaxation when you book a stay at this 3-bedroom, 2-bathroom vacation rental home in Bokeelia! Located near fishing docks, canals, and a boat ramp, this home boasts a fully equipped kitchen, a bonus room perfect for game nights, and a spacious backyard. Bring your kayaks or boat along and enjoy days of exploration on the canals or head into Cape Coral for a beach day. Return to your home-away-from-home for a freshly cooked meal and to watch the sunset with your loved ones!brbr-- THE PROPERTY --brbr1,375 Sq Ft | Large & Spacious Yard | Bonus Room w/ Foosball Table | Boat Ramp NearbybrbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Full BedbrbrHOME FEATURES: 2 flat-screen TVs, washer & dryer, dining table, breakfast bar w/ seating, board games, beach towels & chairsbrKITCHEN: Dishwasher, cooking basics & spices, drip coffee maker, coffee grinder, Crockpot, toaster, knife set, dishware & flatwarebrGENERAL: Free WiFi, central A/C, complimentary toiletries, linens & towels, trash bags & paper towels, hair dryer, hangers, self check-inbrFAQ: Step-free accessbrPARKING: Garage (2 vehicles), driveway (2 vehicles), boat parkingbrbr-- THE LOCATION --brbrON THE WATER: Lavenders Landing Boat Ramp (0.2 miles), Bokeelia Fishing Pier (1.5 miles), Matlacha Pass Bridge (9.9 miles), Pine Island Sound Aquatic Preserve (10.0 miles), Matlacha Pass Aquatic Preserve (10.5 miles), Yacht Club Public Beach (23.3 miles)brIN NATURE: Pine Island Flatwoods Preserve (10.9 miles), Galt Preserve (13.9 miles), Four Mile Cove Ecological Reserve (21.8 miles), Charlotte Harbor Preserve State Park (28.2 miles)brTOUR THE AREA: Pine Island Boat Tours (0.6 miles), Tropic Star of Pine Island (2.5 miles), Tarpoons Tours (6.1 miles)brAIRPORT: Southwest Florida International Airport (38.1 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- 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-inbr- NOTE: The clothesline is not available for guest use

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Exceptional(9)

$393.78

/ Nightly

Private Vacation Home

Spacious, dog friendly home with pool, on waterway within minutes to the Gulf

Bokeelia, Florida, United States

Bowline OasisbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to paradise at this stunning new waterfront pool home located in one of the most desirable locations in Bokeelia. Situated on a deep canal with quick access to Charlotte Harbor and a boat launch across the street, this home is a haven for fishing enthusiasts, boaters, and beach lovers alike. Step inside to discover a beautifully appointed interior featuring 18' tile flooring, a gourmet kitchen with stainless steel appliances, granite countertops, and solid wood cabinetry.brbrRelax and unwind in the screened lanai with a salt-water chlorinated pool and paver deck. With hurricane impact windows, 10' ceilings, and 8' doors throughout, this home offers both luxury and peace of mind. The home also offers a boat ramp located across the street.brbrEnjoy a range of amenities including a hot tub, dog-friendly accommodations, central AC, internet access, and a gas grill for outdoor cooking. The spacious deck and patio furniture provide the perfect setting for al fresco dining and lounging under the Florida sun.brbrExplore the charming town of Bokeelia, with its waterfront restaurants and scenic marinas, or venture out to nearby attractions such as the Pine Island Zoo, botanical gardens, and pristine beaches. Whether you're seeking adventure or relaxation, this waterfront retreat offers the perfect blend of luxury and comfort for your next vacation. Book your stay today and experience the best of island living in Bokeelia!brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 2 vehicles.brbrSecurity camera details: RING DOORBELLbrbrDock details: The guest may stand, sit ad fish from the dock only. The dock is off limits to tying up a boat to the dock or using the boat lit at the home due to liability. There is a public boat ramp directly across the street from this home, the guest can park the boat and trailer in the driveway. brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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$404.07

/ Nightly

Private Vacation Home

Luxury Waterfront Retreat – 3BR/3BA | Sleeps 8 | Private Dock & Gulf Access

Bokeelia, Florida, United States

At Shell Pass Coastal Estate, escape to a world-class coastal sanctuary where luxury meets leisure in this exquisite 3-bedroom, 3-bath waterfront estate, perfectly designed for travelers seeking tranquility, sophistication, and seamless access to Florida’s most coveted destinations.brLocated on a deep-water canal with direct Gulf access, this property offers effortless boating to Boca Grande, Useppa Island, Cabbage Key, and the stunning barrier islands, making it an unparalleled choice for those craving adventure and exclusivity.brStep inside to an open-concept great room with designer finishes and panoramic water views. The open kitchen is a culinary dream, featuring professional-grade appliances, custom cabinetry, and a spacious island ideal for both cooking and entertaining.brAccommodating up to eight guests in complete comfort, this retreat features a sumptuous primary suite with a king-size bed, a spa-style en-suite bath, and private pool access. Two additional guest rooms(one with an en-suite bath), elegantly appointed, ensure every guest enjoys a sanctuary of their own.brOutdoors, a large lanai and waterfront living area create a serene backdrop for al fresco dining, sunset cocktails, or morning coffee while boats glide by. Your private dock with boat lift makes this property a boater’s paradise, providing easy access to world-class fishing, pristine beaches, and legendary island locations. br✨ Property Highlights of Shell Pass Coastal Estate:br• 3 Bedrooms | 3 Bathrooms | Sleeps 8 in refined comfortbr• Private dock & boat lift for your yacht or rental boatbr• Direct Gulf access—reach Boca Grande, Useppa, and barrier islands in minutesbr• Gourmet kitchen with high-end appliances & designer finishesbr• Open lanai with waterfront dining and lounge areasbr• Elegant interiors, open-concept design & abundant natural lightbr• Located in a tranquil canal community near shopping, dining, and marinasbrWhether arriving by boat or car, this exclusive waterfront escape offers the ultimate Florida experience—luxury living, unrivaled privacy, and the gateway to some of the Gulf Coast’s most celebrated destinations.

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$434.94

/ Nightly

Private Vacation Home

Charming home near the ocean with gas grill, AC & Wifi

Bokeelia, Florida, United States

Salty SalutationsbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your serene getaway in Bokeelia, FL! This charming single-level home offers the perfect blend of comfort and convenience for both families and adventure seekers. Featuring a spacious layout with a king bed and a queen bed, it comfortably accommodates your group. Modern amenities include central AC, high-speed internet, and a fully equipped kitchen with a fridge, stove, oven, and dishwasher—making meal prep a breeze.brbrStep outside to take in the bay view, fire up the gas grill for an outdoor cookout, or lounge in the provided beach chairs. The property’s peaceful setting is just moments from the ocean, offering easy access to kayaking, fishing, and beachcombing. At the end of the street, guests can enjoy a private dock with boat access to all the barrier islands and nearby marinas such as Four Winds and Jug Creek. While exploring the area, be sure to enjoy local arts and crafts in Matlacha and browse the fresh, vibrant fruit markets on Pine Island.brbrFamilies will appreciate thoughtful extras like a high chair, Pack-N-Play, and a collection of books and games for indoor fun. After a day of adventure, gather in the cozy living room to watch Netflix or share stories around the dining table. Additional amenities include adult bikes, beach towels, and plenty of kitchen essentials to make your stay comfortable.brbrWhether your goal is to unwind or explore, this Bokeelia retreat is the perfect home base for your Florida vacation. Book your stay today and experience the very best of island living!brbrParking notes: There is free parking available for 2 vehicles.brbrSecurity camera details: Ring Door bell camera and camer overlooking driveway brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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View 75 Private vacation home

Most popular vacation rentals in Bokeelia

$366.36

/ Nightly

Private vacation home

Beautiful waterfront Key West style home with a pool

Bokeelia, Florida, United States

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$843.74

/ Nightly

Private vacation home

Large home on private penninsula with waterfront and views on three sides.

Bokeelia, Florida, United States

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$683.47

/ Nightly

Private vacation home

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

Bokeelia, Florida, United States

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$639.36

/ Nightly

Private vacation home

Luxe Pine Island Living: Historic Old Florida Gem!

Bokeelia, Florida, United States

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$549.54

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Private vacation home

The Barrancas Barnacle! A Private Canal-Front Island Oasis w/ Dock, Sleeps 10

Bokeelia, Florida, United States

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$508.37

/ Nightly

Private vacation home

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

Bokeelia, Florida, United States

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$460.34

/ Nightly

Private vacation home

Angler's Luxury Waterfront in Bokeelia - Infinity Pool, Bar & Dock for Fishing

Bokeelia, Florida, United States

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$455.15

/ Nightly

Private vacation home

Osprey Lake House

Bokeelia, Florida, United States

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$374.46

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Private vacation home

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

Bokeelia, Florida, United States

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$368.30

/ Nightly

Private vacation home

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

Bokeelia, Florida, United States

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Sleeps

Vacation Home Rentals By Owner In Bokeelia, FL

$267.62

$167.25

$262.61

$317.56

$393.78

$404.07

$434.94

Rent a place that suits your needs

Most popular vacation rentals in Bokeelia

$366.36

$843.74

$683.47

$639.36

$549.54

$508.37

$460.34

$455.15

$374.46

$368.30

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