Vacation rentals with a kayak in Collier County

Island Castaway--Free Kayaks

This is the perfect place to sit back, relax and enjoy the view. You have the privacy of a one-bedroom apartment with small kitchen and bath. We are close to great restaurants and some of the best music on the island. Open water and excellent fishing are minutes away. Two kayaks are set up for fishing and are available for guests to use so bring your fishing rod. Pine Island has no beachs, but Ft Myers Beach is about an hour away or take a ferry ride from Bokeelia to Cayo Costa for the day.

Boaters Bayshore Bungalow w/HOT TUB view of water.

BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

Tropical Cottage by the Sea- your own private home

Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

Bonita Beach Beauty

Relax with the whole family at this peaceful pool home in Bonita Shores. Enjoy the newly added pool surrounded by beautifully landscaped tropical grounds that bring true Key West vibes. Just 1.1 miles from Bonita Beach, this charming home is located near N. Naples, Gulf beaches, shopping, restaurants, and mini-golf. Guests can enjoy complimentary use of kayaks, bicycles, beach chairs, and a beach umbrella. Book this 2-bed, 1-bath home for your next SWFL getaway! (Small pets may be considered)

90F saltwater pool w/boat trailer storage&10K#lift

Everything you could need is provided in this comfortable home with desirable SW exposure and direct access to the gulf. New addition of free boat storage on property. We have a gravel side yard with a gate to block the sight of the trailer from the road per Marco regulations. A boat lift and floating jet dock are available for easy use of kayaks and paddleboards. Pool is set to 88 F 🏝️ Upgraded beds, now have 2 queen Casper mattresses and 1 king Casper mattress. House is tiled throughout.

Romance! Awesome Beach & Views! 5 Stars

Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

Gulf Access Canal, Kayaks, Bikes, Dock, Wildlife

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.

Perfect "Tiny" Tree -Lake House

Private, peaceful, unique 2 story Stilt lake house, with screened balcony. 1 bed (queen bed) & 1 bath Tree house with private screened balcony overlooking tilapia pond. Fridge, convection microwave, Kreug coffee maker, DirecTV full package, Peaceful under house seating area with swing love seat , grill, fire pit & Private outdoor heated shower. Bicycles available if needed, Jacuzzi & large fire pit. Short distance to the most beautiful beaches in the world. Come Escape !

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.

1Rm Studio-Pool, HotTub, Bikes, Kayaks, Near Beach

This is a separate, private studio with private entrance attached to the main house, but on the second floor above the garage. Your studio is completely separate upstairs floor behind a locked door. Laundry room is a connecting, shared space. I live in the main house. We will not cross paths unless you want to meet. Reminder: Airbnb is now charging hosts a 15% fee, so the price you see is not the price we gets. If you want to spend less, check out my Additional Photos.

Coastal Paradise! Kayaks+Bikes+Fishing+Boat Dock

Direct back bay access+ boat dock & lift+ kayaks + bikes. 1 mile to Everglades National Park! Minutes to shops & dining! Adorable spacious home- perfect for a seaside retreat!. Designed for dockside enjoyment: hammocks, swing chairs, outdoor dining - 5 minute boat ride to beach -12 minute car ride to beach -Walk to waterfront dining & live music -Kayak in the Everglades -Fish off the dock -Cool, rustic Old Florida vibe -Bring your boat or rent one

GreenLinks Retreat - Pool, Hot Tub, Tennis, Golf

Welcome to your paradise at Lely Resort! This spacious 2-bedroom, 2-bath condo offers a perfect blend of comfort and luxury. Enjoy access to a huge pool, two golf courses, and well-maintained tennis and pickleball courts. Indulge in delicious meals at nearby restaurants or explore the area with convenient bike rentals. Our second floor location offers you the perfect spot to take in the beautiful views on a private balcony.