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Family-friendly vacation rentals in Bokeelia

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Bokeelia

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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An outdoor dining area features a round table surrounded by four wrought iron chairs, shaded by a striped umbrella. A charcoal grill stands nearby on a concrete patio, framed by a simple, white building with black accents and a door.

Guesthouse in Bokeelia

4.89 out of 5 average rating, 44 reviews

Adorable & spacious efficiency w/ full kitchen

Relax on island time in this adorable & spacious efficiency. It is equipped with wifi, full kitchen, full bathroom, and full closet. There is also a queen sized bed and futon to accommodate guests. Indoor and outdoor dining options. Charcoal grill on site. Designated outdoor smoking section in rear of efficiency with a firepit. Located just 2 miles from the BEST fishing pier in Southwest Florida. Tour the island and experience local restaurant yummy bites. Please *no pets, smoking, or parties *.

The exterior of the home features a modern design with light blue siding and large windows. Lush palm trees surround the property, adding a tropical touch. A gravel driveway leads to the entrance, which includes a set of stairs leading to the main level.

Home in Bokeelia

5 out of 5 average rating, 17 reviews

Antigua Cay Retreat

Stylish and classy, with plenty of space to relax and enjoy one of Floridas most unique and special hidden treasures. Bokeelia on Pine Island! Beautifully remodeled home has 3 full bedrooms, as well as a bonus room with double futon downstairs at pool lanai. Lots of outdoor space around the pool, on the new boat dock as well as an upper level outdoor breakfast area that can be fully opened up to both main bedrooms via the oversized sliding glass doors to each bedroom. Also includes an elevator!

Top guest favorite

A modern living area is highlighted by a spacious white sectional sofa, accented with a mustard yellow pillow. A glass coffee table sits atop a striped rug, while a charming yellow front door adds a pop of color. Decorative oars are mounted on the wall.

Cottage in Bokeelia

4.99 out of 5 average rating, 140 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Also available: airbnb.com/h/aframeausable Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. There is a dock available here. Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources! Jug Creek Marina is steps away with food & music!

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.

Home in Bokeelia

4.91 out of 5 average rating, 11 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 spacious pool area is viewed with a clear turquoise pool reflecting sunlight. Five lounge chairs are positioned around the pool, with a wooden dock extending towards the water. Lush greenery and potted plants add a natural touch to the surroundings.

Guest suite in Burnt Store

4.85 out of 5 average rating, 361 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

The exterior of the cottage is surrounded by vibrant greenery and colorful bougainvillea, with a decorative trellis visible. A pathway leads to the entrance, and a screened lanai is located at the front, providing a sheltered outdoor space.

Guesthouse in Bokeelia

4.77 out of 5 average rating, 171 reviews

Susie's Old Florida Cottage

Explore Pine Island & the Florida Gulf Coast from this retro 2-room cottage set in a pretty back yard. 45 min from Ft. Myers Beach/Sanibel. Wi-fi, A/C, kitchen, v small bathroom w/shower, 1 bedroom, cozy private deck, screened lanai. Perfect for 1 or 2. Avoid the motel feel & enjoy your privacy. Discounts for weekly/monthly bookings. No beaches on PIne Island, but enjoy kayaking, birding, biking, tennis, boating, & fishing. May 2023: Pine Island is still recovering from Hurricane Ian.

Top guest favorite

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.

Home in Bokeelia

5 out of 5 average rating, 30 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.

An open-concept living and dining area is showcased, featuring a comfortable gray sofa and vibrant red accent table. A dining table for six is positioned nearby, complemented by stylish decor and ample natural light from large windows.

Home in Bokeelia

5 out of 5 average rating, 20 reviews

Bokeelia Golf Retreat

Welcome to BOKEELIA GOLF, a modern and stylish vacation retreat located in the popular Bokeelia, FL. This renovated house features a contemporary modern style with 6-beds, 4-Baths, an inviting open-concept living, dining area, IN/OUT kitchen, pool & play game room. Quiet neighborhood with free parking and a spacious yard featuring a BBQ for family enjoyment. Bokeelia Golf seamlessly combines a Golf Campus & Marina, creating an ideal setting for both golf and fishing enthusiasts.

Top guest favorite

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.

Home in Bokeelia

4.96 out of 5 average rating, 27 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.

An aerial view captures the waterfront property, highlighting the silver-roofed house surrounded by lush greenery and palm trees. A long wooden pier extends into the calm waters of Charlotte Harbor, inviting activities like fishing and kayaking.

Home in Bokeelia

4.94 out of 5 average rating, 18 reviews

The Harbor House

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

Top guest favorite

The small heated pool is surrounded by a screened lanai, featuring mature hedges for privacy. Lounge chairs are positioned nearby on the stone patio, complemented by tropical foliage and vibrant flowers that enhance the serene atmosphere.

Guest suite in Bokeelia

4.98 out of 5 average rating, 106 reviews

Pine Island Pelican Suite: privacy, pool, gardens

Welcome to the Pelican Suite! Secure, private entrance, king bed, living area with kitchen and patio. This suite is separate from the upstairs main house. Adults only. King bed, ensuite private bathroom with shower; AC. WiFi, cable, TV. Exclusive use of screened guest lanai - kitchen, fridge, BBQ, gardens, secluded heated pool. Free parking. The Pelican Suite is ideal for a relaxing no-stress break in the sun!

Top guest favorite

A comfortable living area features a dark leather sofa and colorful accent chairs. A coffee table is positioned centrally, with a television mounted on the wall. Large glass doors provide a view of the outdoor pool area, creating a bright and inviting space.

Home in Bokeelia

4.86 out of 5 average rating, 35 reviews

Paradise Found! - 3/2 Pool Home

Escape to our Tropical Oasis in Bokeelia, Pine Island, Florida! This 3-bed pool home offers comfort and style. Enjoy a private pool, lush surroundings, and amenities galore. Minutes from SWFL's best beaches, Cape Coral, Fort Myers, Matlacha, and Pine Island's restaurants and shops. Book now for a perfect blend of relaxation and adventure!

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Popular amenities for Bokeelia family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Top guest favorite

An outdoor area features a sparkling pool alongside a relaxing jacuzzi, both enclosed within a screened lanai. Comfortable seating is arranged in a lounge area, and a set of wooden chairs is positioned near a small table, surrounded by lush greenery and natural light.

Home in Saint James City

5 out of 5 average rating, 13 reviews

Salt Life Serenity

Top guest favorite

Home in Matlacha

4.98 out of 5 average rating, 54 reviews

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

Top guest favorite

An aerial view reveals a spacious stilt house surrounded by lush greenery and palm trees. A private heated pool is positioned in the back, with loungers and Adirondack chairs arranged nearby on a sun-drenched patio, creating an inviting outdoor retreat.

Home in Saint James City

5 out of 5 average rating, 17 reviews

Tropical Island Paradise Awaits You

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.

Home in Saint James City

4.89 out of 5 average rating, 84 reviews

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

An outdoor dining area features a wooden table surrounded by several chairs, set against a backdrop of a vibrant sunset. The pool and landscaped yard are visible through expansive glass panels, while ceiling fans provide a cooling breeze.

Villa in Cape Coral

4.97 out of 5 average rating, 117 reviews

Dream Villa with Private Pool/Spa

Top guest favorite

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

5 out of 5 average rating, 17 reviews

Seabreeze Hideaway

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

4.95 out of 5 average rating, 129 reviews

Steps To Private Beach Captiva Includes Golfcart

Top guest favorite

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.

Home in Pelican

4.97 out of 5 average rating, 34 reviews

Villa Sunset Serenade II

Family- and pet-friendly home rentals

An outdoor seating area is highlighted, featuring a table surrounded by four wicker chairs. A grill is positioned nearby, and the view opens to a serene waterway, complemented by lush trees and a bright sky scattered with clouds.

Condo in Caloosahatchee

4.87 out of 5 average rating, 189 reviews

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.

Top guest favorite

An inviting heated saltwater pool is framed by swaying palm trees and lush greenery, offering serene views of a freshwater canal. Two lounge chairs are positioned in the shallows of the pool, creating a perfect spot for relaxation under the clear blue sky.

Home in Pelican

4.97 out of 5 average rating, 58 reviews

New Gorgeous Smart Home with Heated Pool on the Ca

A modern living area features a sleek sofa and stylish armchairs, arranged around a contemporary coffee table. A large screen displays a celebratory message, while a well-equipped kitchen with bar seating is visible in the background. Natural light brightens the space through sliding glass doors.

Home in Cape Coral

4.83 out of 5 average rating, 52 reviews

Central Cape Casita

Top guest favorite

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.

Home in Saint James City

5 out of 5 average rating, 25 reviews

Tranquility, pool, ocean access, boat lift

Top guest favorite

The heated pool is enclosed by a white screened lanai, offering protection and visibility. Sunlight reflects off the water, creating a serene ambiance. The area features tile flooring and is surrounded by grass, providing space for relaxation and play.

Home in Burnt Store

4.95 out of 5 average rating, 41 reviews

Pet-Friendly Tropical Oasis

The exterior of the beach house is showcased, featuring a covered porch with wooden railings and an American flag. Tropical palm trees surround the property, and stairs lead to the elevated entrance, highlighting the inviting design and island charm.

Home in Captiva

4.92 out of 5 average rating, 24 reviews

2/2 SandDollars, CLUB, Boat Slip

Top guest favorite

A modern living area features a stone accent wall and a television mounted above a sleek fireplace. Comfortable seating, including a reclining chair, surrounds a glass coffee table on a patterned rug. A dining space can be seen in the background, providing additional seating.

Home in Fort Myers

4.94 out of 5 average rating, 349 reviews

Whole cozy house

Top guest favorite

A spacious kitchen area features a large island with seating for six. The room showcases modern appliances, a stylish backsplash with circular patterns, and an open ceiling enhanced by natural wood beams. Light colors create a bright and inviting environment.

Home in Captiva

4.97 out of 5 average rating, 38 reviews

Turtle Escape: Pool, Beach & Fun!

Family-friendly home rentals with a pool

Top guest favorite

An outdoor space features a screened-in pool area with a rectangular swimming pool and a hot tub. Poolside lounge chairs with blue cushions are arranged around a small table. Lush greenery is visible in the background, enhancing the private ambiance.

Villa in Burnt Store

4.97 out of 5 average rating, 105 reviews

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa

Top guest favorite

The inviting outdoor area features a heated saltwater pool with an integrated whirlpool. Sun loungers are positioned nearby, and the screened enclosure creates a bright, airy atmosphere with views of the surrounding greenery and water.

Home in Cape Coral

5 out of 5 average rating, 16 reviews

Brandnew Villa - pool & spa at canal south facing

Top guest favorite

A private pool area features a clear blue pool surrounded by a spacious stone patio. Two wooden lounge chairs are positioned near the pool, providing a comfortable spot to relax. Lush greenery and palm trees frame the space, enhancing the tranquil setting.

Home in Burnt Store

5 out of 5 average rating, 8 reviews

Florida, Cape Coral, SunShine

Top guest favorite

A spacious pool area is showcased with a heated pool, surrounded by a screened lanai. Lush tropical landscaping is visible beyond the pool, providing a tranquil backdrop for outdoor living. The expansive area invites relaxation and enjoyment of the surrounding nature.

Home in Caloosahatchee

5 out of 5 average rating, 32 reviews

Backyard Dream-Oasis! - Heated Pool

Top guest favorite

A spacious living area features a vibrant area rug beneath two upholstered chairs with floral patterns. Natural light filters through large windows, illuminating the room. An arched entrance leads to a dining area set with a wooden table and chairs, further enhancing the open layout.

Home in Sanibel

5 out of 5 average rating, 6 reviews

Gulf House with pool and generator.

Top guest favorite

The stilt home is surrounded by lush greenery and features a spacious deck with railings. Large windows reflect the blue sky, while palm trees frame the structure. A well-kept lawn adds to the natural beauty, enhancing the home's tropical atmosphere.

Home in Captiva

5 out of 5 average rating, 62 reviews

My Sea Shack~ 1 minute to beach, SH Club, G-Cart

Top guest favorite

The image captures a sunset over the water, visible through a screened patio. Sunlight reflects off the water, with silhouetted palm trees lining the shore. Lounge chairs are positioned around a pool, inviting relaxation and enjoyment of the scenic view.

Home in Burnt Store

5 out of 5 average rating, 39 reviews

Manatee Haven / with Game Room/Waterfront Retreat!

A tranquil outdoor space features a heated saltwater pool surrounded by lush greenery. Outdoor seating is provided with bright orange cushions and a glass tabletop. Large umbrellas offer shade, while lounge chairs and a shaded seating area invite relaxation in the sun-drenched environment.

Home in Saint James City

4.9 out of 5 average rating, 10 reviews

The Sweet Escape

Quick stats about vacation rentals that are family-friendly in Bokeelia

Total rentals
70 properties
Nightly prices starting at
G$14,638 GYD before taxes and fees
Total number of reviews
1.3K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore