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Vacation rentals with a kayak in Sanibel Island

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Top-rated kayak rentals in Sanibel Island

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Home in Captiva

4.92 out of 5 average rating, 26 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.

Home in Captiva

5 out of 5 average rating, 21 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 you

Home in Cape Coral

4.99 out of 5 average rating, 198 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!

Home in Naples

4.98 out of 5 average rating, 163 reviews

Gulf Access Sanctuary, Kayaks, Bikes, ebikes

A renovated mid century modern house with natural peaceful views out of every window and slider. No detail spared, as it was going to be our forever home. Located on an ocean access canal, extremely safe, quaint and friendly neighborhood, just off 41. The backyard has a large shaded sitting area with a gas grill and fire pit. The dock hangs over the water with seating and swim ladder. 2 tandem kayaks, fishing rods & tackle, adult & children’s bicycles, beach chairs, and so much more.

Home in Captiva

4.92 out of 5 average rating, 106 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.

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 331 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!

Home in Captiva

4.95 out of 5 average rating, 111 reviews

Steps To Private Beach Captiva Retreat Golfcart

Relax and Reconnect at Our Charming North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly (with applicable fees), it’s easily accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach start making memories

Guesthouse in Cape Coral

4.94 out of 5 average rating, 117 reviews

Pool Modern Apartment

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests. The apartment is attached to the main house but private entrance totally separate. Functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest. No service dogs or comfort pets allowed.

Home in Naples

4.99 out of 5 average rating, 119 reviews

Pool Bikes & Beach | Paddle Board Included

We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

Home in Matlacha

4.98 out of 5 average rating, 189 reviews

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! 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 person kayak 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.

Rental unit in Cape Coral

5 out of 5 average rating, 11 reviews

Manatee Suite 3 / Funky Fish House at Cape Harbour

"Manatee Suites" Funky Fish House is an exclusive yachting community in Cape Harbour. “Manatee Suites” offers a five-level design, perfect for couples or groups. All 3 private suites offer a king-sized bed, living room, and private laundry room. Suites 1 and 2 have well-equipped kitchenettes, and Suite 3 has a full kitchen. Level one is a common area we call "Sea Level Lounge". This is a new development so there are still a few under construction around us.

Home in Fort Myers

4.94 out of 5 average rating, 118 reviews

Cottage between Sanibel and Edison / Ford Estate

This is the ultimate getaway for our guests. Yes…. you’re going to have an entire house for yourself . Feel free to enjoy 2 bedroom / 2 bathroom house with a Florida room, plus outside patio with gazebo(BBQ) and large back yard. Our newly renovated retreat is in the perfect location that is close to the beach, near all the best restaurants, and has all the amenities you will need for a breezy family vacation. Cleaning fee only $49!

Vacation rentals for every style

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Popular amenities for Sanibel Island kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Cape Coral

5 out of 5 average rating, 11 reviews

Sunset Villa - Htd Salt Pool - Hot Tub -Canal-Golf

Home in Cape Coral

4.96 out of 5 average rating, 131 reviews

Flirty Flamingo Gulf Access Cape Coral Home

Home in Fort Myers

4.98 out of 5 average rating, 50 reviews

Iona Palms Retreat Home by Sanibel FMB

Home in Cape Coral

5 out of 5 average rating, 17 reviews

Canal Home Heated Pool,Bikes, Kayaks & Boat Option

Home in Cape Coral

5 out of 5 average rating, 18 reviews

Luxury boaters Villa Heated Pool

Home in Saint James City

4.91 out of 5 average rating, 64 reviews

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

Home in Cape Coral

4.99 out of 5 average rating, 85 reviews

“Red Sunset”Waterfront.Gulf Access Heated Pool.

Home in Captiva

4.88 out of 5 average rating, 8 reviews

Ocean views, sleeps 10, heated pool, 2 golf carts

Cottage rentals with a kayak

Cottage in Bonita Springs

4.98 out of 5 average rating, 51 reviews

The Enchanted Cottage on the Imperial River

Cottage in North Fort Myers

4.91 out of 5 average rating, 11 reviews

Last Minute-Villa Seafan-modern, pool, kayaks

Cottage in Cape Coral

4.62 out of 5 average rating, 47 reviews

Villa The Island Hideaway 2

Cottage in Naples

4.89 out of 5 average rating, 228 reviews

Cottage Close to Vanderbilt Beach Heated Pool

Cottage in Matlacha

4.88 out of 5 average rating, 41 reviews

The Coqui Palace

Cottage in Bonita Springs

5 out of 5 average rating, 15 reviews

Quiet Riverside Cottage in Downtown Bonita Springs

Cottage in Cape Coral

4.75 out of 5 average rating, 4 reviews

Cape Lake House Lake Front

Cottage in Bokeelia

4.75 out of 5 average rating, 157 reviews

Captains Cottage

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