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Beautiful waterfront condo with gulf access Bokeelia, Florida

Beautiful waterfront condo with gulf access

Located in Bokeelia, Florida, United States. Beautiful waterfront condo with gulf access Welcome to Bocilla Island Club! Just listed and AVAILABLE JANUARY, FEB AND/OR MARCH 2024. This turnkey waterfront townhome has amazing views and a boat dock/lift behind your unit. The spacious bedrooms are located on the second floor. Master has a screened lanai with waterfront views of Jug Creek. The lower living area also has a nice sized screened lanai with beautiful views of the marina, tennis courts and water. This is an end until with lots of natural light and huge impact sliders. The landscaping in this resort is breathtaking. Covered parking under the building. World class fishing. A short boat ride to the barrier islands & world famous Boca Grand pass. This resort style community offers 2 swimming pools with clubhouses Tennis courts, shuffle board. You also have a lower storage unit for your fishing gear. This beautiful laid-back island is waiting for you.

🛏 2 beds · 👥 6 guests
$100 /night
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Holiday house Bokeelia for 1 - 8 persons with 3 bedrooms - Holiday house Bokeelia, Florida

Holiday house Bokeelia for 1 - 8 persons with 3 bedrooms - Holiday house

Located in Bokeelia, Florida, United States. Holiday house Bokeelia for 1 - 8 persons with 3 bedrooms - Holiday house ED Refnr. 3170641This beautifully Tropical-appointed stilt house is located on Bokeelia with a view of Charlotte Harbor from across the street and a waterway canal with a mooring post.The main living space on the upper level has a great room with a custom kitchen, a fully equipped, dining table with 8 chairs, a sofa area and cathedral ceilings, 2 bedrooms, a TV room, 2.5 baths, and a very relaxing porch that spans the width of the home with views of the Charlotte Harbor.The lower lever is perfect as a "Mother-In-Law '' suite, complete with a one bedroom w/ 2 twin beds, full shower bathroom, kitchen, dining table, living room w/TV, screened patio with outdoor sitting area, and a private entrance.The Outdoors features a swimming pool, and a built-in table and tiki bar, Adirondack, and lounge chairs & BBQ. The pool area is surrounded by a custom unique bamboo fence.Come and enjoy a relaxing vacation in a Tropical lus

🛏 3 beds · 👥 8 guests
$337 /night
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Amazing Condo in Four Winds! Bokeelia, Florida

Amazing Condo in Four Winds!

Located in Bokeelia, Florida, United States. Amazing Condo in Four Winds! This condo offers the finest in island getaway accommodations. Beautiful waterfront 2 bedroom/2 bath unit with abundant amenities to round out a relaxing boating and fishing vacation experience. Unit 502 has a screened-in lanai and a water/marina view. It is beautifully appointed with a complete kitchen, washer/dryer, wi-fi, cable television, and a community heated swimming pool on site. Enjoy the delicious seafood menu of the Lazy Flamingo Restaurant on the property and you can even have them cook your catch of the day. Four Winds full service marina offers the convenience of boat rentals, fishing charters, guided sightseeing tours and the fully stocked Ships Store. All boat dockage needs must be made with the marina directly. You can contact Four Winds Marina at 239-283-0250.

🛏 2 beds · 👥 4 guests
$106 /night
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Island Cottage in Bokeelia - close to fishing and water sports! Bokeelia, Florida

Island Cottage in Bokeelia - close to fishing and water sports!

Located in Bokeelia, Florida, United States. Island Cottage in Bokeelia - close to fishing and water sports! Two bedroom/one bath island cottage close to public boat ramp; fishing dock and marina. Down the street from kayak and paddle board rentals, as well as boat rentals. Take a quick ferry to beautiful Cayo Costa, Sanibel or Captiva. Public pool with playground nearby. Walking trails nearby also.

🛏 2 beds · 👥 4 guests
$100 /night
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Charming 2 Bedroom Vacation Home w/ Pool and Boat Slip Bokeelia, Florida

Charming 2 Bedroom Vacation Home w/ Pool and Boat Slip

Located in Bokeelia, Florida, United States. Charming 2 Bedroom Vacation Home w/ Pool and Boat Slip This charming getaway is nestled perfectly along Jug Creek with pool, tennis courts and boat slip. Large enough for the whole family (sleeps 6+) with High speed WI-FI, completely furnished, fully equipped kitchen and Washer & Dryer available (in Unit)The single story condo has tandem parking below, that can fit a boat trailer underneath (depending on height). Boat Ramp access is available upon request. Located conveniently next to Four Winds Marina and Lazy Flamingo. Feel free to contact us if you have any questions!

🛏 2 beds · 👥 8 guests
$93 /night
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The Crab Shack - Fully-equipped and Updated 2-bedroom Waterfront Vacation Rental Matlacha, Florida

The Crab Shack - Fully-equipped and Updated 2-bedroom Waterfront Vacation Rental

Located in Matlacha, Florida, United States. The Crab Shack - Fully-equipped and Updated 2-bedroom Waterfront Vacation Rental * We survived IAN, we have completely remodeled and are back to being fully functional. ** Get away to the Crab Shack, a waterfront hideaway on beautiful Matlacha Island. Enjoy a fully equipped kitchen, large screened in patio with a Smart TV, gas grill, washer/dryer and private dock with complimentary use of kayaks !The Crab Shack is a 2 bedroom waterfront vacation rental! Newly renovated bathroom and pristine kitchen appliances making staying a pleasure. An outdoor screened in patio has a smart TV and a new gas grill, perfect for grilling burgers - or today's catch! Enjoy the local art scene, eat at famous restaurants, and recharge on the water. Whether you're on Matlacha for the wildlife - or to get away from your wild life - the Crab Shack is the perfect place to hang your hat! Please be aware that we do store our personal boat on a lift behind the house. If you are bringing a boat and would like to re

🛏 2 beds · 👥 5 guests
$101 /night
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2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo! Matlacha, Florida

2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

Located in Matlacha, Florida, United States. 2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo! Welcome to our newly renovated studio condo, situated on the beautiful Gulf coast! With the ability to sleep two guests, it's the perfect retreat for couples or business. Take a dip in the pool, grill out with a view, or dock your boat for easy water access. Our modern amenities and stunning location offer the ultimate in luxury and relaxation. Book now and experience the best of Matlacha in our newly updated condo!

🛏 1 bed · 👥 2 guests
$80 /night
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Well Equipped Pet/Smoke Free Family Home - bring your boat! Bokeelia, Florida

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

Located in Bokeelia, Florida, United States. Well Equipped Pet/Smoke Free Family Home - bring your boat! WE DON'T LIVE IN A SQUARE WORLD, WHY VACATION IN A SQUARE HOUSE?Come 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.This Bokeelia home, located on 1.3 acres, is within walking distan

🛏 2 beds · 👥 6 guests
$136 /night
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Come spend some island time at Reel Paradise Matlacha, Florida

Come spend some island time at Reel Paradise

Located in Matlacha, Florida, United States. Come spend some island time at Reel Paradise Reel Paradise is a two bedroom two bathroom house on a fenced in large lot located in Matlacha, Florida. The inside is freshly painted, new lighting and flooring plus all new furniture throughout. The house has a screened in front porch and screened in patio. The backyard offers a heated outside shower, jacuzzi, fire pitt, boat lift and boat dock, bbq grill, plus plenty of seating and shade. Wide salt water canal, seconds from the gulf by boat, kayak or canoe.

🛏 2 beds · 👥 6 guests
$172 /night
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Reopened in November 2023 !!! Matlacha, Florida

Reopened in November 2023 !!!

Located in Matlacha, Florida, United States. Reopened in November 2023 !!! You will enjoy great holiday days right here in one of the best places on earth!We guarantee the most beautiful sunset of Florida in shiny colors and with the best view, you will ever have.Our "Fishermen´s Paradise" is located just a few minutes away from the Gulf of Mexico. The house has direct access to the water with its own landing stage. The spectacular view to the west won´t let you spend your evenings somewhere else. The building complex is characteristic of Matlacha - a colorful and creatively decorated accommodation with a fresh touch and lovingly attached details.The "Fisherman´s Paradise" consists of 5 small and adorable studios. Each studio offers a queen-size bed, an eat-in kitchen, and an own shower bath. A community washing machine and dryer are also available as well as many different seating groups in the spacious outside area.Look forward to spending nice evenings at the terrace: the sensational sunset will ensure a relaxed atmosphere.It

🛏 1 bed · 👥 2 guests
$56 /night
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Reopened in November 2023 Matlacha, Florida

Reopened in November 2023

Located in Matlacha, Florida, United States. Reopened in November 2023 You will enjoy great days right here in one of the best places on earth!We guarantee the most beautiful sunset of Florida in shiny colors and with the best view, you will ever have.Our "Fishermen´s Paradise" is located just a few minutes away from the Gulf of Mexico. The house has direct access to the water with its own landing stage. The spectacular view to the west won´t let you spend your evenings somewhere else. The building complex is characteristic of Matlacha - a colorful and creatively decorated accommodation with a fresh touch and lovingly attached details.The "Fisherman´s Paradise" consists of 5 small and adorable studios. Each studio offers a queen-size bed, an eat-in kitchen, and an own shower bath. A community washing machine and dryer are also available as well as many different seating groups in the spacious outside area.Look forward to spending nice evenings on the terrace: the sensational sunset will ensure a relaxed atmosphere.It makes no dif

🛏 1 bed · 👥 3 guests
$66 /night
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Cozy Tropical Retreat Bokeelia, Florida

Cozy Tropical Retreat

Located in Bokeelia, Florida, United States. Cozy Tropical Retreat Cozy 2 bedroom /1 bath home on a quiet residential street.For all Fishing enthusiasts- Lavender's Landing county boat ramp is 1/2 block away. Launch your boat, kayak or canoe for free!Our retreat boasts 2 cozy bedrooms (1-queen & 1-full )- each includes a sizable bureau & closet to stash your stuff. Amenities include:* 42" flat-screen TV & WiFi with very fast Quantum Fiber optic internet.* Well equipped kitchen with granite countertops & new appliances* Dining area off the kitchen or under the cafe-lighted Tiki* Sliding doors lead out to a private fenced patio equipped with gas grill & Tiki Hut to get out of the sun. This is a great destination for boating, fishing, or just to relax out on the water.You'll be minutes from:* Four Winds Marina (full service). May rent power-boats, kayaks, paddle-boards ++ * Jug Creek Marina (a working fish house) where you can purchase off-the-boat fresh fish and shrimp. They will even clean and filet your fish

🛏 2 beds · 👥 4 guests
$87 /night
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Antigua Cay Retreat is a stylish home with pool on deep water canal in Bokeelia Bokeelia, Florida

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

Located in Bokeelia, Florida, United States. Antigua Cay Retreat is a stylish home with pool on deep water canal in Bokeelia 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 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

🛏 3 beds · 👥 6 guests
$287 /night
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Canal Life On Matlacha! Matlacha, Florida

Canal Life On Matlacha!

Located in Matlacha, Florida, United States. Canal Life On Matlacha! Canal life says it all as you relax in this unique spacious home on the quaint little island of Matlacha. Sleeps 8 easily, perfect for a large family or a few couples. This home will allow everyone to have their own space, kids and adults alike. Two dining areas and breakfast bar and also outside dining dockside. Screened in lanai with hot tub. Boatlift and cover for that prized possession. Immediate access to the gulf of Mexico where you will find the best fishing and white beach remote islands to visit! 3 kayaks and 5 bikes available along with life jackets and bike helmets. One king , one queen, two full size, and two twin beds.This home is situated on one of the largest lots on the island with a fenced in area north side lot keeping the little ones safe, and large open yard west side for fun and games!! We are sorry for this is not a dog friendly property.A covered boat lift is available upon owner approval. ~ book your getaway today! ~

🛏 4 beds · 👥 8 guests
$208 /night
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NEW!!  The “WATERSIDE” COTTAGE~With dockage Bokeelia, Florida

NEW!! The “WATERSIDE” COTTAGE~With dockage

Located in Bokeelia, Florida, United States. NEW!! The “WATERSIDE” COTTAGE~With dockage World class tarpon fishing, superb flats fishing for reds, & Snook in the mangroves, Trout in the grass, giant Sharks in the pass, Mackerel in the harbor, Grouper on the wrecks. You can catch Sheephead and Mangrove snapper right off the sea wall out behind this cottage. This cottage has quick access to Shell Pass, Pine Island sound, Charlotte Harbor. There are beautiful sunrises and sunsets, and great kayaking in the area. The golf carts/kayaks/boats/bikes are available to rent through a local resources! Golf cart approved areas make it a fun addition to the trip! Bike ride the entire island and stop for lunch or views! Kayaking this area is voted as one of the top spots and boating and fishing, what can I say.. both amazing off this island! Wait till you see this freshly done cottage! Ready for your stay, bring your boat or rent one near by to dock here. Or, simply enjoy sitting by the water with a cup of coffee. New mini split a/c just i

🛏 1 bed · 👥 2 guests
$135 /night
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pool house on 2 acres Bokeelia, Florida

pool house on 2 acres

Located in Bokeelia, Florida, United States. pool house on 2 acres Island stilt house,close to lavenderlanding boat ramp,jug creek and 4 winds marina,bokeelia pier, lazy flaming and capt cons,great biking and kyaking,heated pool and spa, screened lower level space with tv, grill,griddle, refrigerator and ice maker.lots of yard with fruit trees.

🛏 3 beds · 👥 6 guests
$266 /night
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Cozy home in Matlacha on the water Matlacha, Florida

Cozy home in Matlacha on the water

Located in Matlacha, Florida, United States. Cozy home in Matlacha on the water comfy 2 bedroom 2 bathroom house in matlacha. House has beautiful kitchen and bathrooms. This home also is on the water with an amazing view over matlacha pass. 4 minute walk to bars and restaurants. Also amazing fishing in the area with local charter boats nearby. High speed internet is also included.

🛏 2 beds · 👥 4 guests
$136 /night
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Reopened in November 2023 Matlacha, Florida

Reopened in November 2023

Located in Matlacha, Florida, United States. Reopened in November 2023 You will enjoy great days right here in one of the best places on earth!We guarantee the most beautiful sunset of Florida in shiny colors and with the best view, you will ever have.Our "Fishermen´s Paradise" is located just a few minutes away from the Gulf of Mexico. The house has direct access to the water with its own landing stage. The spectacular view to the west won´t let you spend your evenings somewhere else. The building complex is characteristic of Matlacha - a colorful and creatively decorated accommodation with a fresh touch and lovingly attached details.The "Fisherman´s Paradise" consists of 5 small and adorable studios. Each studio offers a queen-size bed, an eat-in kitchen, and an own shower bath. In the kitchen, you will find a mini oven with fryer and 2 induction hotplates.A community washing machine and dryer are also available as well as many different seating groups in the spacious outside area.Look forward to spending nice evenings on the t

🛏 1 bed · 👥 2 guests
$71 /night
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Bokellia Tarpon Retreat Bokeelia, Florida

Bokellia Tarpon Retreat

Located in Bokeelia, Florida, United States. Bokellia Tarpon Retreat Island life Begins here. Waterfront canal. Take Your boat to Cabbage Key Boca grande Caya costa. Tarpon Capital of the World within 15 minutes! Room for boat trailer. Two blocks from ramp. Bring boat! Has 10,000Lb Boat Lift!!!!

🛏 3 beds · 👥 6 guests
$217 /night
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2 Person Studio with Patio - Island Paradise - Welcome to our stunning, newly renovated studio condo! Matlacha, Florida

2 Person Studio with Patio - Island Paradise - Welcome to our stunning, newly renovated studio condo!

Located in Matlacha, Florida, United States. 2 Person Studio with Patio - Island Paradise - Welcome to our stunning, newly renovated studio condo! Welcome to our newly renovated studio condo, situated on the beautiful Gulf coast! With the ability to sleep two guests, it's the perfect retreat for couples or business. Take a dip in the pool, grill out with a view, or dock your boat for easy water access. Our modern amenities and stunning location offer the ultimate in luxury and relaxation. Book now and experience the best of Matlacha in our newly updated condo!

🛏 1 bed · 👥 2 guests
$103 /night
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4 Person 1 Bedroom Condo with Waterview Balcony Fisherman Cabin - Welcome to our stunning, newly renovated one-bedroom condo room with a balcony! Matlacha, Florida

4 Person 1 Bedroom Condo with Waterview Balcony Fisherman Cabin - Welcome to our stunning, newly renovated one-bedroom condo room with a balcony!

Located in Matlacha, Florida, United States. 4 Person 1 Bedroom Condo with Waterview Balcony Fisherman Cabin - Welcome to our stunning, newly renovated one-bedroom condo room with a balcony! Welcome to our newly renovated one-bedroom condo, situated on the beautiful Gulf coast! With the ability to sleep four guests, it's the perfect retreat for families or groups. Take a dip in the pool, grill out with a view, or dock your boat for easy water access. Our modern amenities and stunning location offer the ultimate in luxury and relaxation. Book now and experience the best of Matlacha in our newly updated condo!

🛏 1 bed · 👥 4 guests
$105 /night
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Island Getaway - Monthly Rental - 3 Queen Beds Bokeelia, Florida

Island Getaway - Monthly Rental - 3 Queen Beds

Located in Bokeelia, Florida, United States. Island Getaway - Monthly Rental - 3 Queen Beds Enjoy island life in this spacious and serene space. Gulf access and restaurants are in walking distance as well as boat excursions to beaches. Home’s backyard boasts a scenic palm tree farm you can enjoy while sitting by the gas fire pit. Also, 4 bicycles along with 2 kayaks are on premises. Home renovated to include new flooring along with a new kitchen with granite countertops and new appliances. Public golf courses and pool and tennis nearbyThe spaceThis home is in a 55 and over community. At least one person has to be 55 or older to rentOther things to notePlease note our home has a separate private area with its own entrance off the back of the house. This will not be utilized during your stay.The outside of the home has a security feature (ring doorbell)

🛏 2 beds · 👥 6 guests
$60 /night
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Studio Condo, just minutes from Charlotte Harbor and great island shopping! Bokeelia, Florida

Studio Condo, just minutes from Charlotte Harbor and great island shopping!

Located in Bokeelia, Florida, United States. Studio Condo, just minutes from Charlotte Harbor and great island shopping! Captains Cove waterfront end unit-Studio condo, 1 Bath, second floor, with parking under unit. Queen size Murphy bed and Queen sleeper sofa. Screened patio. Kitchen has everything you need to prepare meals-4 burner stove with oven, microwave, toaster and coffee pot (12 cup). Bathroom has tiled stall shower. Fully equipped kitchen and bath with all linens. Central heat/air. Washer/Dryer under unit. Unit is 401 sq. feet.Includes the use of the community swimming pool (heated), boat docks, tennis court, and ice machine. Bring your boat and launch at the Captain's Cove HOA Boat ramp, community slips available and parking for trailer underneath unit. Just minutes to Charlotte Harbor via Jug Creek. Easy access to Sanibel, Captiva, Cayo Costa and Boca Grande by boat or Ferry. Four Winds Marina next door where you can rent a boat to explore in or fish from, buy bait, gas, and supplies. Quiet neighborhood, great

🛏 1 bed · 👥 2 guests
$76 /night
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Blue Crab Key Condo! Two Bedroom Two Bathroom! Bokeelia, Florida

Blue Crab Key Condo! Two Bedroom Two Bathroom!

Located in Bokeelia, Florida, United States. Blue Crab Key Condo! Two Bedroom Two Bathroom! This beautiful 2 bedroom, 2.5 bath condo has everything you need to enjoy the island to the fullest!Blue Crab Key is a beautiful resort style condo complex located in serene Bokeelia. It is in one of Pine Island's finest condo communities with two heated swimming pools and Jacuzzis, two tennis courts and a nice Clubhouse. It also features free boat dockage that is available on a first come first serve basis in this community, which offers direct access to Matlacha! There is plenty of space below the condo for you to store your trailer while you are out enjoying our beautiful water ways. There is a boat ramp on site to make your boating experience even easier. Pine Island and its surrounding waterways are known for the world class fishing that you will be hard pressed to find anywhere else. If you need a place to escape the hustle and bustle of everyday life, this is it. Once you cross the bridge you enter "Island Time" and after you get a

🛏 2 beds · 👥 4 guests
$123 /night
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Beautiful waterfront condo with gulf access

Bokeelia, Florida

Beautiful waterfront condo with gulf access

🛏 2 bed · 👥 6 guests

Located in Bokeelia, Florida, United States. Beautiful waterfront condo with gulf access Welcome to Bocilla Island Club! Just listed and AVAILABLE JANUARY, FEB AND/OR MARCH 2024. This turnkey waterfront townhome has amazing views and a boat dock/lift behind your unit. The spacious bedrooms are located on the second floor. Master has a screened lanai with waterfront views of Jug Creek. The lower living area also has a nice sized screened lanai with beautiful views of the marina, tennis courts and water. This is an end until with lots of natural light and huge impact sliders. The landscaping in this resort is breathtaking. Covered parking under the building. World class fishing. A short boat ride to the barrier islands & world famous Boca Grand pass. This resort style community offers 2 swimming pools with clubhouses Tennis courts, shuffle board. You also have a lower storage unit for your fishing gear. This beautiful laid-back island is waiting for you.

$100

/ night

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Holiday house Bokeelia for 1 - 8 persons with 3 bedrooms - Holiday house

Bokeelia, Florida

Holiday house Bokeelia for 1 - 8 persons with 3 bedrooms - Holiday house

🛏 3 bed · 👥 8 guests

Located in Bokeelia, Florida, United States. Holiday house Bokeelia for 1 - 8 persons with 3 bedrooms - Holiday house ED Refnr. 3170641This beautifully Tropical-appointed stilt house is located on Bokeelia with a view of Charlotte Harbor from across the street and a waterway canal with a mooring post.The main living space on the upper level has a great room with a custom kitchen, a fully equipped, dining table with 8 chairs, a sofa area and cathedral ceilings, 2 bedrooms, a TV room, 2.5 baths, and a very relaxing porch that spans the width of the home with views of the Charlotte Harbor.The lower lever is perfect as a "Mother-In-Law '' suite, complete with a one bedroom w/ 2 twin beds, full shower bathroom, kitchen, dining table, living room w/TV, screened patio with outdoor sitting area, and a private entrance.The Outdoors features a swimming pool, and a built-in table and tiki bar, Adirondack, and lounge chairs & BBQ. The pool area is surrounded by a custom unique bamboo fence.Come and enjoy a relaxing vacation in a Tropical lus

$337

/ night

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Amazing Condo in Four Winds!

Bokeelia, Florida

Amazing Condo in Four Winds!

🛏 2 bed · 👥 4 guests

Located in Bokeelia, Florida, United States. Amazing Condo in Four Winds! This condo offers the finest in island getaway accommodations. Beautiful waterfront 2 bedroom/2 bath unit with abundant amenities to round out a relaxing boating and fishing vacation experience. Unit 502 has a screened-in lanai and a water/marina view. It is beautifully appointed with a complete kitchen, washer/dryer, wi-fi, cable television, and a community heated swimming pool on site. Enjoy the delicious seafood menu of the Lazy Flamingo Restaurant on the property and you can even have them cook your catch of the day. Four Winds full service marina offers the convenience of boat rentals, fishing charters, guided sightseeing tours and the fully stocked Ships Store. All boat dockage needs must be made with the marina directly. You can contact Four Winds Marina at 239-283-0250.

$106

/ night

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Island Cottage in Bokeelia - close to fishing and water sports!

Bokeelia, Florida

Island Cottage in Bokeelia - close to fishing and water sports!

🛏 2 bed · 👥 4 guests

Located in Bokeelia, Florida, United States. Island Cottage in Bokeelia - close to fishing and water sports! Two bedroom/one bath island cottage close to public boat ramp; fishing dock and marina. Down the street from kayak and paddle board rentals, as well as boat rentals. Take a quick ferry to beautiful Cayo Costa, Sanibel or Captiva. Public pool with playground nearby. Walking trails nearby also.

$100

/ night

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Charming 2 Bedroom Vacation Home w/ Pool and Boat Slip

Bokeelia, Florida

Charming 2 Bedroom Vacation Home w/ Pool and Boat Slip

🛏 2 bed · 👥 8 guests

Located in Bokeelia, Florida, United States. Charming 2 Bedroom Vacation Home w/ Pool and Boat Slip This charming getaway is nestled perfectly along Jug Creek with pool, tennis courts and boat slip. Large enough for the whole family (sleeps 6+) with High speed WI-FI, completely furnished, fully equipped kitchen and Washer & Dryer available (in Unit)The single story condo has tandem parking below, that can fit a boat trailer underneath (depending on height). Boat Ramp access is available upon request. Located conveniently next to Four Winds Marina and Lazy Flamingo. Feel free to contact us if you have any questions!

$93

/ night

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The Crab Shack - Fully-equipped and Updated 2-bedroom Waterfront Vacation Rental

Matlacha, Florida

The Crab Shack - Fully-equipped and Updated 2-bedroom Waterfront Vacation Rental

🛏 2 bed · 👥 5 guests

Located in Matlacha, Florida, United States. The Crab Shack - Fully-equipped and Updated 2-bedroom Waterfront Vacation Rental * We survived IAN, we have completely remodeled and are back to being fully functional. ** Get away to the Crab Shack, a waterfront hideaway on beautiful Matlacha Island. Enjoy a fully equipped kitchen, large screened in patio with a Smart TV, gas grill, washer/dryer and private dock with complimentary use of kayaks !The Crab Shack is a 2 bedroom waterfront vacation rental! Newly renovated bathroom and pristine kitchen appliances making staying a pleasure. An outdoor screened in patio has a smart TV and a new gas grill, perfect for grilling burgers - or today's catch! Enjoy the local art scene, eat at famous restaurants, and recharge on the water. Whether you're on Matlacha for the wildlife - or to get away from your wild life - the Crab Shack is the perfect place to hang your hat! Please be aware that we do store our personal boat on a lift behind the house. If you are bringing a boat and would like to re

$101

/ night

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2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

Matlacha, Florida

2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

🛏 1 bed · 👥 2 guests

Located in Matlacha, Florida, United States. 2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo! Welcome to our newly renovated studio condo, situated on the beautiful Gulf coast! With the ability to sleep two guests, it's the perfect retreat for couples or business. Take a dip in the pool, grill out with a view, or dock your boat for easy water access. Our modern amenities and stunning location offer the ultimate in luxury and relaxation. Book now and experience the best of Matlacha in our newly updated condo!

$80

/ night

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

Bokeelia, Florida

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

🛏 2 bed · 👥 6 guests

Located in Bokeelia, Florida, United States. Well Equipped Pet/Smoke Free Family Home - bring your boat! WE DON'T LIVE IN A SQUARE WORLD, WHY VACATION IN A SQUARE HOUSE?Come 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.This Bokeelia home, located on 1.3 acres, is within walking distan

$136

/ night

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Come spend some island time at Reel Paradise

Matlacha, Florida

Come spend some island time at Reel Paradise

🛏 2 bed · 👥 6 guests

Located in Matlacha, Florida, United States. Come spend some island time at Reel Paradise Reel Paradise is a two bedroom two bathroom house on a fenced in large lot located in Matlacha, Florida. The inside is freshly painted, new lighting and flooring plus all new furniture throughout. The house has a screened in front porch and screened in patio. The backyard offers a heated outside shower, jacuzzi, fire pitt, boat lift and boat dock, bbq grill, plus plenty of seating and shade. Wide salt water canal, seconds from the gulf by boat, kayak or canoe.

$172

/ night

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Reopened in November 2023 !!!

Matlacha, Florida

Reopened in November 2023 !!!

🛏 1 bed · 👥 2 guests

Located in Matlacha, Florida, United States. Reopened in November 2023 !!! You will enjoy great holiday days right here in one of the best places on earth!We guarantee the most beautiful sunset of Florida in shiny colors and with the best view, you will ever have.Our "Fishermen´s Paradise" is located just a few minutes away from the Gulf of Mexico. The house has direct access to the water with its own landing stage. The spectacular view to the west won´t let you spend your evenings somewhere else. The building complex is characteristic of Matlacha - a colorful and creatively decorated accommodation with a fresh touch and lovingly attached details.The "Fisherman´s Paradise" consists of 5 small and adorable studios. Each studio offers a queen-size bed, an eat-in kitchen, and an own shower bath. A community washing machine and dryer are also available as well as many different seating groups in the spacious outside area.Look forward to spending nice evenings at the terrace: the sensational sunset will ensure a relaxed atmosphere.It

$56

/ night

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Reopened in November 2023

Matlacha, Florida

Reopened in November 2023

🛏 1 bed · 👥 3 guests

Located in Matlacha, Florida, United States. Reopened in November 2023 You will enjoy great days right here in one of the best places on earth!We guarantee the most beautiful sunset of Florida in shiny colors and with the best view, you will ever have.Our "Fishermen´s Paradise" is located just a few minutes away from the Gulf of Mexico. The house has direct access to the water with its own landing stage. The spectacular view to the west won´t let you spend your evenings somewhere else. The building complex is characteristic of Matlacha - a colorful and creatively decorated accommodation with a fresh touch and lovingly attached details.The "Fisherman´s Paradise" consists of 5 small and adorable studios. Each studio offers a queen-size bed, an eat-in kitchen, and an own shower bath. A community washing machine and dryer are also available as well as many different seating groups in the spacious outside area.Look forward to spending nice evenings on the terrace: the sensational sunset will ensure a relaxed atmosphere.It makes no dif

$66

/ night

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Cozy Tropical Retreat

Bokeelia, Florida

Cozy Tropical Retreat

🛏 2 bed · 👥 4 guests

Located in Bokeelia, Florida, United States. Cozy Tropical Retreat Cozy 2 bedroom /1 bath home on a quiet residential street.For all Fishing enthusiasts- Lavender's Landing county boat ramp is 1/2 block away. Launch your boat, kayak or canoe for free!Our retreat boasts 2 cozy bedrooms (1-queen & 1-full )- each includes a sizable bureau & closet to stash your stuff. Amenities include:* 42" flat-screen TV & WiFi with very fast Quantum Fiber optic internet.* Well equipped kitchen with granite countertops & new appliances* Dining area off the kitchen or under the cafe-lighted Tiki* Sliding doors lead out to a private fenced patio equipped with gas grill & Tiki Hut to get out of the sun. This is a great destination for boating, fishing, or just to relax out on the water.You'll be minutes from:* Four Winds Marina (full service). May rent power-boats, kayaks, paddle-boards ++ * Jug Creek Marina (a working fish house) where you can purchase off-the-boat fresh fish and shrimp. They will even clean and filet your fish

$87

/ night

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

Bokeelia, Florida

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

🛏 3 bed · 👥 6 guests

Located in Bokeelia, Florida, United States. Antigua Cay Retreat is a stylish home with pool on deep water canal in Bokeelia 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 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

$287

/ night

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Canal Life On Matlacha!

Matlacha, Florida

Canal Life On Matlacha!

🛏 4 bed · 👥 8 guests

Located in Matlacha, Florida, United States. Canal Life On Matlacha! Canal life says it all as you relax in this unique spacious home on the quaint little island of Matlacha. Sleeps 8 easily, perfect for a large family or a few couples. This home will allow everyone to have their own space, kids and adults alike. Two dining areas and breakfast bar and also outside dining dockside. Screened in lanai with hot tub. Boatlift and cover for that prized possession. Immediate access to the gulf of Mexico where you will find the best fishing and white beach remote islands to visit! 3 kayaks and 5 bikes available along with life jackets and bike helmets. One king , one queen, two full size, and two twin beds.This home is situated on one of the largest lots on the island with a fenced in area north side lot keeping the little ones safe, and large open yard west side for fun and games!! We are sorry for this is not a dog friendly property.A covered boat lift is available upon owner approval. ~ book your getaway today! ~

$208

/ night

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NEW!!  The “WATERSIDE” COTTAGE~With dockage

Bokeelia, Florida

NEW!! The “WATERSIDE” COTTAGE~With dockage

🛏 1 bed · 👥 2 guests

Located in Bokeelia, Florida, United States. NEW!! The “WATERSIDE” COTTAGE~With dockage World class tarpon fishing, superb flats fishing for reds, & Snook in the mangroves, Trout in the grass, giant Sharks in the pass, Mackerel in the harbor, Grouper on the wrecks. You can catch Sheephead and Mangrove snapper right off the sea wall out behind this cottage. This cottage has quick access to Shell Pass, Pine Island sound, Charlotte Harbor. There are beautiful sunrises and sunsets, and great kayaking in the area. The golf carts/kayaks/boats/bikes are available to rent through a local resources! Golf cart approved areas make it a fun addition to the trip! Bike ride the entire island and stop for lunch or views! Kayaking this area is voted as one of the top spots and boating and fishing, what can I say.. both amazing off this island! Wait till you see this freshly done cottage! Ready for your stay, bring your boat or rent one near by to dock here. Or, simply enjoy sitting by the water with a cup of coffee. New mini split a/c just i

$135

/ night

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pool house on 2 acres

Bokeelia, Florida

pool house on 2 acres

🛏 3 bed · 👥 6 guests

Located in Bokeelia, Florida, United States. pool house on 2 acres Island stilt house,close to lavenderlanding boat ramp,jug creek and 4 winds marina,bokeelia pier, lazy flaming and capt cons,great biking and kyaking,heated pool and spa, screened lower level space with tv, grill,griddle, refrigerator and ice maker.lots of yard with fruit trees.

$266

/ night

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Cozy home in Matlacha on the water

Matlacha, Florida

Cozy home in Matlacha on the water

🛏 2 bed · 👥 4 guests

Located in Matlacha, Florida, United States. Cozy home in Matlacha on the water comfy 2 bedroom 2 bathroom house in matlacha. House has beautiful kitchen and bathrooms. This home also is on the water with an amazing view over matlacha pass. 4 minute walk to bars and restaurants. Also amazing fishing in the area with local charter boats nearby. High speed internet is also included.

$136

/ night

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Reopened in November 2023

Matlacha, Florida

Reopened in November 2023

🛏 1 bed · 👥 2 guests

Located in Matlacha, Florida, United States. Reopened in November 2023 You will enjoy great days right here in one of the best places on earth!We guarantee the most beautiful sunset of Florida in shiny colors and with the best view, you will ever have.Our "Fishermen´s Paradise" is located just a few minutes away from the Gulf of Mexico. The house has direct access to the water with its own landing stage. The spectacular view to the west won´t let you spend your evenings somewhere else. The building complex is characteristic of Matlacha - a colorful and creatively decorated accommodation with a fresh touch and lovingly attached details.The "Fisherman´s Paradise" consists of 5 small and adorable studios. Each studio offers a queen-size bed, an eat-in kitchen, and an own shower bath. In the kitchen, you will find a mini oven with fryer and 2 induction hotplates.A community washing machine and dryer are also available as well as many different seating groups in the spacious outside area.Look forward to spending nice evenings on the t

$71

/ night

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Bokellia Tarpon Retreat

Bokeelia, Florida

Bokellia Tarpon Retreat

🛏 3 bed · 👥 6 guests

Located in Bokeelia, Florida, United States. Bokellia Tarpon Retreat Island life Begins here. Waterfront canal. Take Your boat to Cabbage Key Boca grande Caya costa. Tarpon Capital of the World within 15 minutes! Room for boat trailer. Two blocks from ramp. Bring boat! Has 10,000Lb Boat Lift!!!!

$217

/ night

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2 Person Studio with Patio - Island Paradise - Welcome to our stunning, newly renovated studio condo!

Matlacha, Florida

2 Person Studio with Patio - Island Paradise - Welcome to our stunning, newly renovated studio condo!

🛏 1 bed · 👥 2 guests

Located in Matlacha, Florida, United States. 2 Person Studio with Patio - Island Paradise - Welcome to our stunning, newly renovated studio condo! Welcome to our newly renovated studio condo, situated on the beautiful Gulf coast! With the ability to sleep two guests, it's the perfect retreat for couples or business. Take a dip in the pool, grill out with a view, or dock your boat for easy water access. Our modern amenities and stunning location offer the ultimate in luxury and relaxation. Book now and experience the best of Matlacha in our newly updated condo!

$103

/ night

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4 Person 1 Bedroom Condo with Waterview Balcony Fisherman Cabin - Welcome to our stunning, newly renovated one-bedroom condo room with a balcony!

Matlacha, Florida

4 Person 1 Bedroom Condo with Waterview Balcony Fisherman Cabin - Welcome to our stunning, newly renovated one-bedroom condo room with a balcony!

🛏 1 bed · 👥 4 guests

Located in Matlacha, Florida, United States. 4 Person 1 Bedroom Condo with Waterview Balcony Fisherman Cabin - Welcome to our stunning, newly renovated one-bedroom condo room with a balcony! Welcome to our newly renovated one-bedroom condo, situated on the beautiful Gulf coast! With the ability to sleep four guests, it's the perfect retreat for families or groups. Take a dip in the pool, grill out with a view, or dock your boat for easy water access. Our modern amenities and stunning location offer the ultimate in luxury and relaxation. Book now and experience the best of Matlacha in our newly updated condo!

$105

/ night

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Island Getaway - Monthly Rental - 3 Queen Beds

Bokeelia, Florida

Island Getaway - Monthly Rental - 3 Queen Beds

🛏 2 bed · 👥 6 guests

Located in Bokeelia, Florida, United States. Island Getaway - Monthly Rental - 3 Queen Beds Enjoy island life in this spacious and serene space. Gulf access and restaurants are in walking distance as well as boat excursions to beaches. Home’s backyard boasts a scenic palm tree farm you can enjoy while sitting by the gas fire pit. Also, 4 bicycles along with 2 kayaks are on premises. Home renovated to include new flooring along with a new kitchen with granite countertops and new appliances. Public golf courses and pool and tennis nearbyThe spaceThis home is in a 55 and over community. At least one person has to be 55 or older to rentOther things to notePlease note our home has a separate private area with its own entrance off the back of the house. This will not be utilized during your stay.The outside of the home has a security feature (ring doorbell)

$60

/ night

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Studio Condo, just minutes from Charlotte Harbor and great island shopping!

Bokeelia, Florida

Studio Condo, just minutes from Charlotte Harbor and great island shopping!

🛏 1 bed · 👥 2 guests

Located in Bokeelia, Florida, United States. Studio Condo, just minutes from Charlotte Harbor and great island shopping! Captains Cove waterfront end unit-Studio condo, 1 Bath, second floor, with parking under unit. Queen size Murphy bed and Queen sleeper sofa. Screened patio. Kitchen has everything you need to prepare meals-4 burner stove with oven, microwave, toaster and coffee pot (12 cup). Bathroom has tiled stall shower. Fully equipped kitchen and bath with all linens. Central heat/air. Washer/Dryer under unit. Unit is 401 sq. feet.Includes the use of the community swimming pool (heated), boat docks, tennis court, and ice machine. Bring your boat and launch at the Captain's Cove HOA Boat ramp, community slips available and parking for trailer underneath unit. Just minutes to Charlotte Harbor via Jug Creek. Easy access to Sanibel, Captiva, Cayo Costa and Boca Grande by boat or Ferry. Four Winds Marina next door where you can rent a boat to explore in or fish from, buy bait, gas, and supplies. Quiet neighborhood, great

$76

/ night

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Blue Crab Key Condo! Two Bedroom Two Bathroom!

Bokeelia, Florida

Blue Crab Key Condo! Two Bedroom Two Bathroom!

🛏 2 bed · 👥 4 guests

Located in Bokeelia, Florida, United States. Blue Crab Key Condo! Two Bedroom Two Bathroom! This beautiful 2 bedroom, 2.5 bath condo has everything you need to enjoy the island to the fullest!Blue Crab Key is a beautiful resort style condo complex located in serene Bokeelia. It is in one of Pine Island's finest condo communities with two heated swimming pools and Jacuzzis, two tennis courts and a nice Clubhouse. It also features free boat dockage that is available on a first come first serve basis in this community, which offers direct access to Matlacha! There is plenty of space below the condo for you to store your trailer while you are out enjoying our beautiful water ways. There is a boat ramp on site to make your boating experience even easier. Pine Island and its surrounding waterways are known for the world class fishing that you will be hard pressed to find anywhere else. If you need a place to escape the hustle and bustle of everyday life, this is it. Once you cross the bridge you enter "Island Time" and after you get a

$123

/ night

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Beautiful waterfront condo with gulf access

Bokeelia, Florida

$100/night

Holiday house Bokeelia for 1 - 8 persons with 3 bedrooms - Holiday house

Bokeelia, Florida

$337/night

Amazing Condo in Four Winds!

Bokeelia, Florida

$106/night

Island Cottage in Bokeelia - close to fishing and water sports!

Bokeelia, Florida

$100/night

Charming 2 Bedroom Vacation Home w/ Pool and Boat Slip

Bokeelia, Florida

$93/night

The Crab Shack - Fully-equipped and Updated 2-bedroom Waterfront Vacation Rental

Matlacha, Florida

$101/night

2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

Matlacha, Florida

$80/night

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

Bokeelia, Florida

$136/night

Come spend some island time at Reel Paradise

Matlacha, Florida

$172/night

Reopened in November 2023 !!!

Matlacha, Florida

$56/night

Reopened in November 2023

Matlacha, Florida

$66/night

Cozy Tropical Retreat

Bokeelia, Florida

$87/night

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

Bokeelia, Florida

$287/night

Canal Life On Matlacha!

Matlacha, Florida

$208/night

NEW!! The “WATERSIDE” COTTAGE~With dockage

Bokeelia, Florida

$135/night

pool house on 2 acres

Bokeelia, Florida

$266/night

Cozy home in Matlacha on the water

Matlacha, Florida

$136/night

Reopened in November 2023

Matlacha, Florida

$71/night

Bokellia Tarpon Retreat

Bokeelia, Florida

$217/night

2 Person Studio with Patio - Island Paradise - Welcome to our stunning, newly renovated studio condo!

Matlacha, Florida

$103/night

4 Person 1 Bedroom Condo with Waterview Balcony Fisherman Cabin - Welcome to our stunning, newly renovated one-bedroom condo room with a balcony!

Matlacha, Florida

$105/night

Island Getaway - Monthly Rental - 3 Queen Beds

Bokeelia, Florida

$60/night

Studio Condo, just minutes from Charlotte Harbor and great island shopping!

Bokeelia, Florida

$76/night

Blue Crab Key Condo! Two Bedroom Two Bathroom!

Bokeelia, Florida

$123/night