House vacation rentals in Bokeelia

An outdoor patio is presented with a colorful array of furniture, including a blue table and yellow benches. A shaded area features a seating arrangement with cushions, while vibrant greenery can be seen in the background. Natural light enhances the welcoming space.

4.98 out of 5 average rating, 60 reviews

Island Paradise - Hot tub, Bikes & Ocean fishing

Welcome to The Clubhouse – Your Private Island Escape Experience laid-back luxury on the serene Florida island 🏝️ just two blocks from the marina. This beautifully appointed retreat features an outdoor kitchen, fire pit, hot tub, and elegant indoor-outdoor living. Cruise the island on provided bikes, kids get to stay the new designer bunk space. Perfect for boating, fishing, or simply soaking in the sun. Refined comfort meets coastal charm — reserve your stay today, your island retreat awaits!

An outdoor pool area features a thatched-roof structure providing shade. A spacious swimming pool reflects sunlight, while a person enjoys a swim. Surrounding seating areas include lounge furniture and a dining area, all set against a backdrop of palm trees and greenery.

4.94 out of 5 average rating, 31 reviews

Boater’s Paradise in Bokeelia!

Forget your worries in this spacious and serene space. Beautiful Newly Remodeled Home located right On the Water in Florida’s Best Kept Secret, Pine Island. Come and enjoy a Relaxing and Comfy Home. Boaters, we are located 1 minute from the Public Boat Dock, Minutes to Captiva & Sanibel Islands, Cayó Costa State Park, and Boca Grande which is known for its historic downtown, and sugar sand Beaches. Best of all, some of the best fishing in SW Florida aka “Tarpon Fishing Capital of the World!”

A screened lanai features comfortable seating with wicker chairs and a small table. A dining set is visible in the background, surrounded by light, creating a bright and airy space that overlooks the canal.

4.97 out of 5 average rating, 99 reviews

The Snook & Rod Club (Waterfront)

Welcome to the Snook & Rod Club. If you want a place to relax, bring your family, or friends this is the place to be! We are on a canal with a 50' captains walk you can tie your vessel to while you stay. Our island getaway property is located on the northern end of Pine Island (off of FT Myers/ Cape Coral) in the quiet community of Bokeelia FL. We are perfectly located in a neighborhood of canals right down from Jug Creek Marina and are set up for retired couples, families, or fishing buddies

4.95 out of 5 average rating, 140 reviews

A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.

Home in Captiva

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE WINTER SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

A dining area features a white table surrounded by six chairs, topped with blue placemats. A decorative vase filled with flowers sits in the center. The walls are lightly colored and display a wall sign that reads 'RELAX.' Pendant lights provide warm illumination.

4.93 out of 5 average rating, 15 reviews

The Little Yellow Retreat with boat parking

Welcome to The Little Yellow Retreat! Your cozy escape on Bokeelia Island awaits. This charming home features a bright living room, fully equipped kitchen, and cheerful bedrooms, perfect for families, couples, or solo travelers. Relax in the lush backyard with fruit trees and a covered patio, or walk to nearby restaurants and a pool. Two scooters are available for $20/day for both, perfect for exploring the island. Beaches and marinas are close by. Your island getaway is waiting—book now!

A scenic view of the canal-side property showcasing a wooden dock with a boat lift, surrounded by lush tropical vegetation. Sun loungers are placed on a manicured lawn, and the house's screened-in porch is visible, highlighting the tranquil waterfront setting.

5 out of 5 average rating, 42 reviews

Waterfront Oasis with Boat Lift & Hot Tub

Bask in endless sun at our Jugg Creek canal-front home, a stone's throw from Charlotte Harbor and iconic islands like Captiva and Boca Grande. Dive into 'Old Florida' with unspoiled beaches and cute eateries. Watch dolphins from your doorstep and savor rainbow sunsets. Our beautiful cottage boasts a outdoor hot tub and shower, screened in porch, grill, and kayaks with a kayak launch right on the dock. Docking is on us, with a new dock & 10k pound boat lift available April-December.

The exterior of the home is illuminated at dusk, highlighting a welcoming entrance with decorative stone pathways. Lush greenery surrounds the property, and two palm trees add a tropical element. A soft glow from the porch light enhances the inviting atmosphere.

4.97 out of 5 average rating, 32 reviews

Fishing and Nature Paradise

Savor Nature, Sip Cocktails and Embrace Sunsets. Beautifully designed 2 Bedroom home located right on the water. Take a kayak or Paddleboard down the canal and you are instantly in the most pristine waters of the Gulf of Mexico. Located one block away from the Jug Creek Marina where you will find Live entertainment, fresh seafood and any boating needs. Sit on the extensive screened in porch and watch the Manatees. We have everything you need to enjoy a wonderful getaway.

A serene waterfront scene features two small boats gliding through calm waters, surrounded by lush palm trees. Nearby structures exhibit a mix of colors, with a sailboat anchored in the background, creating a peaceful atmosphere in the canal.

4.99 out of 5 average rating, 212 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayak

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 person kayak for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

A two-story house with a light-colored exterior and a metal roof is showcased under a bright blue sky. Lush tropical landscaping surrounds the property, including palm trees. A paved driveway leads to the two garage doors at the front of the home.

5 out of 5 average rating, 33 reviews

Peaceful Lakeview Retreat / Screened Porch & Bikes

Escape to a peaceful lakeview retreat on Pine Island. Relax on the breezy screened porch, unwind in the cozy living room, and enjoy two serene bedrooms with smart TVs and comfortable bedding. The home features modern bathrooms, a fully stocked kitchen, fast Wi-Fi, and in-unit laundry for convenience. Pet-friendly and close to trails, marinas, and seafood spots — perfect for birdwatching, biking, fishing, or simply soaking up the island’s quiet charm and natural beauty.

4.94 out of 5 average rating, 370 reviews

Home in Fort Myers

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

A screened-in pool area showcases a clear blue pool surrounded by lush greenery. Comfortable lounge chairs are positioned along the edge, inviting relaxation under the palm trees. Soft sunlight filters through the screened structure, enhancing the tranquil atmosphere.

4.89 out of 5 average rating, 9 reviews

Bokeelia Oasis! Heated Pool, Sleeps 12!

Escape to this stunning tropical retreat in Bokeelia, where relaxation meets luxury! This beautiful home features two master suites, one with two king-size beds and the other with two queen-size beds, ensuring plenty of space for family and friends. Enjoy the comfort of two separate living areas, each with a sleeper sofa featuring two full beds, perfect for additional guests. Step outside to your private heated pool, soak up the Florida sun!

The exterior of a charming home is showcased, featuring tropical palm trees and vibrant bougainvillea bushes. A large sliding door is present, allowing natural light to brighten the interior. The textured white walls contrast with the greenery, creating a relaxed atmosphere.

4.93 out of 5 average rating, 41 reviews

Sunny Island Cottage w/ Large Patio

This charming one bed/one bath home is very spacious, tiled throughout, and includes a large privately fenced in back patio to enjoy the Florida weather. This home is outfitted with mini split AC, newly renovated bathroom, and a washer and dryer inside for your convenience. This home is located near two public marinas and boat, so you are welcome to park your boat trailer on our spacious property

Popular amenities for Bokeelia house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A sparkling pool is surrounded by a spacious deck featuring lounge chairs and a shaded seating area with an umbrella. The clear blue sky complements the tranquil setting, while a fence provides privacy for guests enjoying the outdoor space.

4.89 out of 5 average rating, 275 reviews

Modern Oasis pool paradise

5 out of 5 average rating, 20 reviews

Island Paradise Awaits You

A tranquil outdoor space features a heated saltwater pool surrounded by a screened-in lanai. Comfortable seating areas and a dining table are positioned within, enriched by lush greenery visible through the screens.

5 out of 5 average rating, 19 reviews

Pine Island Beach House! *Gulf Access, Heated Poo

A serene waterfront view features private docks with blue canopies, providing shade for two green lounge chairs. A small white boat is visible, securely positioned at the dock. Lush palm trees and a clear blue sky enhance the relaxing outdoor atmosphere.

5 out of 5 average rating, 34 reviews

Tranquility, pool, ocean access, boat lift

Superhost

The view features a serene canal surrounded by lush greenery and palm trees. A small boat is visible in the distance, illuminated by a gentle glow from the moonlight reflecting off the water. Soft clouds drift across the twilight sky, adding to the peaceful ambiance.

4.9 out of 5 average rating, 91 reviews

🌴ISLAND TIME! DOCK⚓️POOL🏊🏻‍♀️KAYAKS🛶Boat to Beach🏖 Pets

A spacious bedroom features a wooden bed with a light-colored blanket and accent pillows. Natural light streams through two windows and French doors, highlighting the wood flooring and area rug beneath the bed. A decorative lamp and a nightstand add to the room's charm.

4.94 out of 5 average rating, 189 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.

4.98 out of 5 average rating, 123 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

A glass dining table with colorful chairs is positioned on a balcony, overlooking a calm canal. The sky is filled with hues of orange and pink, reflecting on the water's surface. Palm trees and waterfront homes are visible in the background, creating a tranquil setting.

5 out of 5 average rating, 47 reviews

The White Egret On Matlacha

Weekly house rentals

4.98 out of 5 average rating, 62 reviews

Spacious 3/2 50’ Dock-HotTub-Walk 2 restaurants

A peaceful waterfront view is captured, featuring a wooden dock extending into deep water. The serene water reflects the blue sky and clouds above. Palm trees and nearby structures enhance the coastal scenery, creating a pleasant atmosphere for outdoor activities.

4.85 out of 5 average rating, 13 reviews

Priceless Waterfront Escape in Matlacha

4.97 out of 5 average rating, 58 reviews

A light and airy living area features a plush sofa with neutral-toned cushions, accompanied by a cozy armchair. A checkered rug defines the space, while a small plant adds a touch of greenery. Sunlight filters through the window, illuminating the inviting atmosphere.

Home in Fort Myers

Best Beach Cottage #2

The exterior of the Sea-Batical displays a single-story building with a light blue façade, complemented by palm trees and a lush green lawn. A gravel pathway leads to the front entrance, bordered by a rock formation. Surrounding views show a peaceful landscape under a blue sky.

5 out of 5 average rating, 8 reviews

2/2 The Sea-Batical ~ Waterfront Dream Escape

A welcoming outdoor living space is presented, featuring two red armchairs with patterned cushions and a small teal table. Brightly colored walls enhance the lively atmosphere, while a patterned rug is laid on the floor. Decorative elements include potted plants and string lights overhead.

5 out of 5 average rating, 18 reviews

The Funky Flamingo

Two comfortable chairs are positioned across from a large window, offering a view of a serene waterway. A small round table sits between them, enhancing the cozy setting. The gentle sunlight reflects off the water, creating a relaxing atmosphere.

5 out of 5 average rating, 15 reviews

Bring Boat- speakeasy- 3/3 w/dock-Walk2town

An outdoor seating area features a wooden deck with two wicker chairs and a small table. Lush green bushes line the backdrop under a clear blue sky, providing a sense of privacy and tranquility.

5 out of 5 average rating, 24 reviews

Angler's Retreat!

5 out of 5 average rating, 23 reviews

Island Retreat

Private house rentals

A covered outdoor area features a thatched roof and a concrete floor leading to a waterfront. Noticeable are the boat lifts to the side, with calm waters reflecting the blue sky and clouds. Potted plants are positioned near the entrance, adding a touch of greenery.

4.88 out of 5 average rating, 34 reviews

Fisherman's island paradise - Southwest Florida

4.96 out of 5 average rating, 25 reviews

A spacious room is furnished with two queen beds, each set against a light-colored wall. A wooden bench is placed at the foot of each bed. A ceiling fan is mounted above, while the area transitions into a modern kitchen visible in the background.

Home in Fort Myers Beach

1min walk to beach, BBQ, Free Parking, Beachgear

Superhost

An open-concept kitchen and living space are featured, with a spacious island that includes seating for four. Natural light fills the room through large windows. Light-colored cabinetry and tiled floors enhance the contemporary ambiance, while a welcoming decorative sign and fresh flowers add touches of warmth.

5 out of 5 average rating, 4 reviews

Charlie's of Bokeelia

5 out of 5 average rating, 16 reviews

A panoramic view from the screened lanai showcases the marina and surrounding waters. Multiple boats are docked along the white piers, with palm trees lining the marina. The vibrant blue sky complements the serene water, emphasizing the coastal charm of Captiva Island.

Home in Captiva

Marina Villa 704 - Gulf & Marina Views

A serene waterfront view features a calm canal with a covered boat lift in the foreground. Lush palm trees line the banks, and boats can be seen in the distance. The clear blue sky is adorned with soft white clouds, reflecting on the tranquil water surface.

4.98 out of 5 average rating, 65 reviews

Island Cottage in Matlacha, Amazing!

5 out of 5 average rating, 38 reviews

Home in Fort Myers

Modern 2BR Near Sanibel & FM Beach • Sleeps 6

5 out of 5 average rating, 25 reviews

A spacious living area is presented with soft neutral tones and a textured carpet. Large windows furnished with sheer curtains allow natural light to enter. A comfortable sectional sofa occupies one corner, while an entertainment unit holds a flat-screen television, creating a cozy space for relaxation.

Home in Fort Myers Beach

Seabreeze Hideaway

An open living area features a spacious arrangement of light-colored furniture, including a large leather sectional and armchairs. A modern fireplace and flat-screen TV are positioned on a textured feature wall. Natural light floods the space through expansive glass doors that overlook the pool area.