Vacation rentals with a kayak in North Captiva Island

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Top-rated kayak rentals in North Captiva Island

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Guest favorite

Home in Captiva

5.0 out of 5 average rating, 12 reviews

Hear the Waves & See the Beach - 1 house to shore

🌊 Amazing beach views 🌅Stunning sunsets from crow’s nest. 🏠 Distinguished island home - professionally designed & extremely comfortable 🛥️Shared boat dock - ask about availability 🛌🏽Westin Heavenly Beds for ultimate comfort and sleep ✅ Gourmet chef's kitchen 🏖️New beach chairs, umbrellas, kayaks, bikes, and outdoor games. 🚙 Golf cart included! 🐶 Pet-friendly! 🧻Supplies, amenities and luxury toiletries provided 💻 High speed internet 😊24/7 local host support - we’re here to make your trip perfect!

Dec 22 – 29

G$210,238 GYD per night

Guest favorite

Home in Captiva

4.89 out of 5 average rating, 18 reviews

Beachfront Paradise | Privacy, HotTub, Sunset View

Stella Maris (Star of the Sea) on North Captiva Island. Indulge in coastal paradise at our remarkable beachfront retreat. This exceptional 3-bedroom, 4-bathroom home is perfectly positioned to offer unobstructed, awe-inspiring sea views and unparalleled privacy. With private access to the Gulf just steps away, it's an unrivaled location for your island getaway. As you ascend the levels of this home, the views become even more astonishing, and the interior is appointed to the highest standards.

Oct 25 – Nov 1

G$162,021 GYD 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

G$102,275 GYD 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.

Oct 22 – 29

G$77,942 GYD 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

G$153,146 GYD 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

G$18,750 GYD per night

Guest favorite

Townhouse in Captiva

4.97 out of 5 average rating, 37 reviews

Sunrise Bay - North Captiva

Welcome to paradise! Two golf carts! Enjoy this just fully-updated modern paradise. Located on the charming island of North Captiva (not to be confused with Captiva), accessible by ferry, private boat or plane, you will feel like you are in a another country. Rental includes 2 golf carts (no cars on island) and 2 large kayaks and 2 bikes. Play on the wild beach with your kids, write your novel or get a drink at the local tiki bar, it is all magical! Boat slip is available upon request.

Oct 4 – 11

G$95,615 GYD per night

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 30 reviews

Turquoise Tortoise North Captiva

Welcome to The Turquoise Tortoise, a 3 bed/3 bath Old Florida style cottage filled with hand painted art located in North Captiva Island, Florida. Accessible only by ferry or boat, North Cap is the perfect, island getaway just 3 miles from mainland FL. If you’re looking for a place to spend a few days or weeks with nothing to do but go shelling or fishing, swim in the club pool, enjoy amazing sunrises and sunsets, go bike riding, visit with gopher tortoises, North Captiva is for you!

Aug 10 – 17

G$84,384 GYD per night

Guest favorite

Townhouse in Captiva

5.0 out of 5 average rating, 16 reviews

Ebb Tide on North Captiva Island

Magical beaches. Incredible fishing. Stellar shelling. And so much sunshine! Located on the enchanting island of North Captiva, Florida, in Safety Harbor Club, Ebb Tide is a beautiful home where you can reconnect with nature and disconnect from the hustle and bustle of everyday life. Pristine, natural beaches, ample sunshine and no cars. Travel to the island is by the Island Girl Ferry, boat taxi, or your own boat. This is one of the reasons it is such a pristine paradise.

Nov 3 – 10

G$73,887 GYD 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

G$104,986 GYD 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.

Jun 7 – 14

G$35,837 GYD per night

Guest favorite

Cottage in Captiva

4.94 out of 5 average rating, 35 reviews

FlipFlopper Beach House - 3 Min walk to Beach

FlipFlopper Beach House - well appointed family focused beach home only a 3 minutes walk from the White Sand Beaches on the Gulf of Mexico and 3 min walk to Island Club Amenities. Rate includes Luggage Delivery and use of Golf Cart. Hard limit on 6 guests - rare exceptions but please ask. Private Hot Tub on rear deck and access to Island Club’s Members Pool / Bar and Amenities included.

Sep 6 – 13

G$90,505 GYD per night