Waterfront vacation rentals in Captiva Island

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Captiva Island

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, 136 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.

Sep 5 – 12

R2,180 ZAR per night

Superhost

Vacation home in Bonita Springs

4.78 out of 5 average rating, 108 reviews

Amazing home w canal views, a mile from the beach!

New&Amazing location Walk or bike riding distance from the best escape to the most beautiful beach locations in Southwest Florida . This 1-bedroom, 2-bed and fold up bed spacious home has an open floor to allow the family to enjoy time away from home. The porch has seating to watch the sunsets with canal views. Step outside to relax play board games or just enjoy the fireplace while you chat with the family. This great place with lots of room for fun. Short distance to Fort Myers, Naples.Miami2

Mar 31 – Apr 7

R2,368 ZAR per night

Guest favorite

Home in Cape Coral

4.99 out of 5 average rating, 175 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Nov 16 – 23

R9,303 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

Sep 6 – 13

R3,095 ZAR per night

Guest favorite

Cottage in Bokeelia

4.99 out of 5 average rating, 111 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!

Jan 2 – 9

R4,040 ZAR per night

Guest favorite

Guest suite in Naples

4.97 out of 5 average rating, 304 reviews

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

Apr 3 – 10

R2,260 ZAR per night

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 108 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

Mar 26 – Apr 2

R12,674 ZAR per night

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 101 reviews

Steps To Private Beach Captiva Retreat Golfcart

Step into our delightful Beach Cottage on North Captiva Island, tailor-made for families and beach aficionados. Just moments from the Gulf's untouched shores, our cottage promises contemporary conveniences, a well-stocked pantry, and a complimentary golf cart for island exploration. Embrace pet-friendly stays (fees apply) with seamless beach access. Accessible by ferry, boat, or plane, it's the ultimate destination for a serene yet thrilling summer getaway. Equipped with beach essentials.

Nov 20 – 27

R8,818 ZAR per night

Guest favorite

Home in Captiva

4.91 out of 5 average rating, 102 reviews

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

Mar 9 – 16

R13,933 ZAR per night

Guest favorite

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 317 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!

Jan 2 – 9

R1,705 ZAR per night

Guest favorite

Home in Caloosahatchee

4.98 out of 5 average rating, 197 reviews

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach and boat house tiki bar restaurant . This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock w/lift . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Dec 11 – 18

R11,985 ZAR per night

Guest favorite

Home in Matlacha

5.0 out of 5 average rating, 144 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.

Jul 13 – 20

R9,545 ZAR per night