Waterfront vacation rentals in Bokeelia

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Bokeelia

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Matlacha

4.88 out of 5 average rating, 134 reviews

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.

Nov 23 – 30

R2,265 ZAR per night

Guest favorite

Home in Bokeelia

5.0 out of 5 average rating, 19 reviews

Island Paradise - Hot tub, Bikes & Ocean fishing

Welcome to this Florida retreat - The Clubhouse. Nestled on a prime island 🏝️ location, the well appointed home is ready for you to breath deeply and relax in the Florida sunshine. Use the bikes to explore the tropical Island, or take a short walk to the Pineland Marina and launch your boat. This is the perfect getaway for anyone who loves to boat, fish or relax. Enjoy a delightful stay with your family and friends in the outdoor kitchen, fire pit and hot tub in the lanai. You will love it!!

Aug 20 – 27

R4,556 ZAR per night

Guest favorite

Home in Cape Coral

4.96 out of 5 average rating, 108 reviews

Cozy in the Cape, Water views & private salt pool.

"Unbelievable Views" describe this homes Gulf-access setting. Bring or Rent a boat and dock it right in our backyard. Beautiful Long intersecting canal and majestic palm trees galore! Cozy in the Cape Villa is a TOTALLY REMODELED home with 2 spacious bedrooms and 2 baths. Beautiful Italian Terrazzo flooring throughout, all new appliances & furniture. Epoxy garage floor w/ping pong table. Screened lanai with NEW heated salt POOL(no child protection screen) No Parties ALLOWED. 6 people max allow

Oct 2 – 9

R3,036 ZAR per night

Guest favorite

Cottage in Bokeelia

4.99 out of 5 average rating, 110 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. The dock is shared, but there is plenty of room! Lots of history on this beautiful island, with fishing you’ll be amazed with! 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!

Dec 24 – 31

R3,910 ZAR per night

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 107 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Oct 31 – Nov 7

R12,438 ZAR per night

Guest favorite

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 316 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!

Aug 17 – 24

R1,642 ZAR per night

Superhost

Cottage in Bokeelia

4.82 out of 5 average rating, 73 reviews

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!

Jul 17 – 24

R2,763 ZAR per night

Guest favorite

Home in Bokeelia

5.0 out of 5 average rating, 7 reviews

Sunset Serenity: Waterfront Oasis

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 newly revamped cottage boasts plush linens, a fully equipped kitchen, 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.

Sep 14 – 21

R5,847 ZAR per night

Guest favorite

Home in Matlacha

5.0 out of 5 average rating, 142 reviews

The Secret Island Retreat HeatedPool/4b/open water

Free Heated Pool with open Panoramic Bay Views with Amazing Sunsets from this open layout with 4 bedrooms , a den, 3 bath, 2 car garage. 3200 sq ft. 2nd floor has an oversize owners suite with picture windows over the bay and provides an abundance of space for sitting area or quiet space. Three guests rooms + den. Don't forget to relax & enjoy the breeze on the 2nd story balcony...the perfect retreat. Kayaks, 2 boat lifts, fishing poles, bicycles, games, Grill and much more.

May 30 – Jun 6

R8,157 ZAR per night

Guest favorite

Home in Matlacha

4.98 out of 5 average rating, 184 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayaks

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 & 2 person kayaks 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.

May 21 – 28

R3,274 ZAR per night

Guest favorite

Home in Cape Coral

4.98 out of 5 average rating, 117 reviews

Vacation in Paradise

This home is a beautiful relaxing piece of paradise on a fresh water canal full of wild life. We have a refreshing saltwater pool that is heated in the winter, the pool overlooks the canal and the dock. The dock give’s a beautiful views of the sunrise and sunsets just sit back in the relaxing chairs and enjoy. The theme to the inside of this vacation in paradise is very beachy. You will feel like you are on vacation as soon as you walk in the doors.

Sep 8 – 15

R2,389 ZAR per night

Superhost

Apartment in Matlacha

4.81 out of 5 average rating, 43 reviews

Studio#3 The Heart of Matlacha-kayaking access

It's rare to find a place that's both historic and one-of-a-kind. It’s even rarer to find a place that is historic, unique, romantic, and on a wildlife marine reserve. This newly redone apartment studio unit is part of The Matlacha Cottages. This unit will have a mini kitchenette w/ a refrigerator, microwave, washer and dryer. If you would like to book the entire cottage please also book the back green unit 4. https://www.airbnb.com/h/watercolorsuite

Aug 5 – 12

R2,008 ZAR per night