
Family-friendly holiday 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.

Mojito Island Cottage
Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

Garden Cottage - Tiny House
PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

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!

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!

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.

The Bokeelia Cottage
This tiny home is perfect for those seeking a peaceful retreat from every day life! Located in the quiet little fishing town of Bokeelia. Minutes from several boat ramps, restaurants, and the Bokeelia fishing pier. Take the local ferry out to the outside islands like Cayo Costa, Captiva, or Cabage Key or enjoy your time on the beautiful front porch overlooking your own private pond. Catch and release is always welcomed and don't be surprised if you see wild peacocks passing through!

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.

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! There could be occasional Post Hurricane construction noise on surrounding properties during February and March. Should there be any issues we will work with you in resolving them. Enjoy the water in Matlacha & the Barrier Islands. Fish, Sun and Kayak from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers.

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.

Pine Island Pelican Suite: privacy, pool, gardens
Welcome to the Pelican Suite! Secure, private entrance, king bed, outdoor 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 ground floor screened guest lanai: kitchen, fridge, BBQ. Beautiful gardens, small/secluded heated pool. Free parking. The Pelican Suite is ideal for a relaxing no-stress break in the sun!

Bokeelia Oasis! Heated Pool, Sleeps 12!
Escape to your own slice of paradise in Bokeelia, where tropical charm meets spacious comfort and laid-back island living. This beautifully designed retreat features two expansive master suites—one offering two king-size beds and the other two queen-size beds—making it ideal for large families, couples traveling together, or group getaways. Everyone has room to spread out and relax in style.

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!
Popular amenities for Bokeelia family-friendly rentals
Family-friendly home rentals with a hot tub

Burnt Store Marina- Harbor Towers, 2bdrm, GulfView

Pine Island Beach House! *Gulf Access, Heated Poo

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

Private Hot Tub | King Bed Loft | Hammock Swings

Steps to Beach Captiva Includes CLUB & Golfcart

Lands End 1619 - Captiva

Luxury Villa: Pool, Hot Tub And Amazing Lake View

Relaxing Cape Coral Pool Home + Hot Tub!
Family- and pet-friendly home rentals

Pine Island paradise, priced right.

Inn Season Cottage-Cozy Florida Living

Tranquility, pool, ocean access, boat lift

Waterfront Pool Home. Minutes to Sanibel & Beaches

Gulf getaway! Boat dock, heated saltwater pool

Seabreeze Hideaway

Key West Style Home w/ Hot Tub & Boat Lift

Whole cozy house
Family-friendly home rentals with a pool

Modern Oasis pool paradise

South Seas Resort Beach Villa 🌴 On The Beach !

Luxury BeachFront~Fishing Dock~Swim Spa~Shelling~

Family Friendly Home with Backyard Oasis Pool Area

Island Castaway--Free Kayaks

Cosy pool side Cabana

Burnt Store Marina- 2BR w/ pool, marina, gulf view

Villa510~3 En-Suites~Gulf Access, Heated spa~pool
When is the best time to visit Bokeelia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $188 SGD | $213 SGD | $193 SGD | $189 SGD | $216 SGD | $226 SGD | $223 SGD | $203 SGD | $211 SGD | $192 SGD | $197 SGD | $216 SGD |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
Quick stats about holiday rentals that are family-friendly in Bokeelia

Total holiday rentals
Explore 80 holiday rentals in Bokeelia

Nightly prices starting at
Bokeelia holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 1,420 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Bokeelia holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bokeelia rentals

4.9 Average rating
Bokeelia stays are highly rated by guests – averaging 4.9 out of 5!
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