Vacation rentals with a kayak in Collier County

A spacious deck extends over the canal, surrounded by lush palm trees. Comfortable seating is arranged around a fire pit, with a paddleboard propped nearby. A BBQ grill is visible, inviting outdoor dining in a serene waterfront setting.

4.95 out of 5 average rating, 123 reviews

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

An enclosed screened patio showcases a heated pool surrounded by tropical greenery. Outdoor furniture is positioned for relaxation, and a gas grill is visible along one side. The open concept allows views into the house, enhancing the inviting, airy atmosphere.

4.93 out of 5 average rating, 44 reviews

Lush Paradise: Heated Pool, Near Beach, Sleeps 10

Welcome to your slice of paradise!Nestled amidst tropical foliage, this house offers the ultimate getaway experience. Focal point of this haven is the heated pool, beckoning you to unwind and soak up the tropical sunshine. Whether you're enjoying a refreshing morning swim or a moonlit dip under the stars, the pool provides a serene oasis to escape the stresses of everyday life. Indulge your senses in the expansive outdoor living space, where greenery surrounds you, creating a private sanctuary.

A spacious covered porch offers a view of a tranquil lagoon surrounded by tropical foliage. Comfortable outdoor seating is complemented by a small table, while vibrant flowers are arranged in a vase. Sunlight reflects off the water, enhancing the outdoor ambiance.

4.96 out of 5 average rating, 174 reviews

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!

Condo in Fort Myers Beach

A living area is seen featuring large glass doors that offer a view of the waterfront. Rattan furniture, including a sofa and coffee table, complements the room. Decorative sea-themed artwork adorns the walls, creating a bright and airy atmosphere.

4.95 out of 5 average rating, 118 reviews

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.

4.84 out of 5 average rating, 120 reviews

Waterfront Delights

Enjoy Naples in our bright and beachy, newly remodeled small home. Conveniently located with Gulf access on the Gordon River near the Downtown 5th Avenue and The Naples Pier. Our home is only 1.5 miles (2.4 km) from the beach and is walking distance to spectacular Baker Park, Tin City, and Bayfront restaurants and bars. Located in a safe, vibrant, and transitioning community full of life and the true flavor of old Naples. **City requires 30 day reservations; please contact for more details**

A spacious outdoor seating area is featured, showcasing a glass-top table surrounded by six chairs. The patio is complemented by a gas grill on one side. Large sliding doors provide a view of the interior dining area and kitchen, blending indoor and outdoor settings.

4.98 out of 5 average rating, 191 reviews

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.

4.98 out of 5 average rating, 87 reviews

A serene pond is framed by lush greenery and tropical palm trees. Gentle fountains create ripples in the water, while a landscaped border of gravel and plants enhances the natural setting. The nearby two-story house is partially visible, providing a tranquil backdrop.

Treehouse in Naples

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 !

An open living area features a cozy seating arrangement with a brown armchair and a textured ottoman. Wall art depicting botanical themes complements the neutral walls. A modern kitchen bar with three stools is visible, lending to the inviting and functional design of the space.

4.99 out of 5 average rating, 154 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.

Guest suite in Bonita Springs

A spacious sleeping area features a king-size bed with a white, textured comforter and two dark blue pillows. A wall-mounted HD TV is positioned for viewing. A white dresser and wardrobe complement the decor, with light streaming in from a window adorned with soft curtains.

4.98 out of 5 average rating, 320 reviews

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.

4.97 out of 5 average rating, 122 reviews

Cottage in Marco Island

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

5 out of 5 average rating, 16 reviews

A gold-colored mermaid statue is positioned on a pedestal against a backdrop of vertical blinds. The walls are painted in soft blue, and warm wooden trim outlines the space, contributing to a nautical-inspired ambiance.

Condo in Naples

Up in the Aerie

Live like an artist in Naples’ Arts District! A second-story walk-up to an airy loft in the trees on the water. Walking distance to some of the area’s hippest new eating establishments, galleries, parks, botanical gardens, and activities. Direct boat access to Naples bay through mysterious mangrove lagoons and waterways. Five minutes to downtown Naples by car or fifteen minutes by bike. Our community is vibrant, innovative and culturally diverse.