Holiday rentals with a kayak in Collier County

5 out of 5 average rating, 57 reviews

A spacious screened pool area is shown, featuring a heated saltwater pool with built-in bench seating. Lounge chairs are positioned along the edge, and a hammock is visible nearby. The outdoor dining area and sectional seating are included, with a 55" Smart TV situated to provide entertainment.

Home in Bonita Springs

Private Palm Oasis - Close to Beach

Private palm house with heated pool & spa that is close to Barefoot Beach and Bonita Beach in Bonita Springs / North Naples / Collier County / Florida. Private backyard surrounded by plams. Open floor plan with flowing indoor/outdoor living, screened pool area and fenced yard. Numerous seating areas for entertaining & relaxing. Large kitchen island, granite counter tops, stainless steal appliances. Large LED TVs inside (w/ JBL soundbar) & out. Workstation. All new furnishings. No details spared.

4.95 out of 5 average rating, 164 reviews

Cottage in Marco Island

Goodland Water view Cottage

Experience the breathtaking beauty of a sunrise from our charming coastal cottage in Goodland FL. With a stunning direct view of the water right from the living room, you can immerse yourself in the tranquility of island life. Our cottage is thoughtfully equipped to meet all your basic needs, ensuring a comfortable stay for up to three guests. Enjoy the convenience of boat dockage and trailer parking, making it easy to explore the surrounding waters and embrace the natural beauty that awaits you

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, 134 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

4.99 out of 5 average rating, 101 reviews

The heated saltwater pool, framed by a screened enclosure, reflects the evening sky's soft hues. Surrounding palm trees and ambient lights add a serene ambiance to the outdoor space. Paver stones lead to the pool area, enhancing accessibility and comfort.

Home in Marco Island

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.

4.95 out of 5 average rating, 185 reviews

Naples Cottage for two- your own private home

Welcome to your own, private waterfront home close to restaurants, coffee shops, parks and Naples beaches! This perfect tropical cottage for two comes with a stunning view of a natural lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting. Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens, Pickle Ball courts or shops near by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do near you!

Superhost

Home in Bonita Springs

5 out of 5 average rating, 3 reviews

Belle Rio Paradise - Pool Home near beach on canal

'Belle Rio Paradise' is a beautifully decorated 3BR pool home on a canal. Modern coastal interior with high end furnishings, private heated swimming pool, screened-in lanai, fenced in yard/recreation area, outdoor kitchen/dining, firepit, fireplace, canal front deck, minutes from several nearby beaches, restaurants, attractions, golf and shopping. We supply kayaks, paddleboards, bikes, lifejackets, beach chairs, umbrella, cooler, towels, board games, cards, yard games. Beautiful quiet area

4.97 out of 5 average rating, 101 reviews

A sandy backyard features a fire pit surrounded by several black chairs, with a canal lining the edge. Lush greenery and palm trees provide a tropical setting, while a spacious home stands in the background, framed by clear blue skies.

Home in Bonita Springs

Canal Home- Gulf Access- PET friendly-Fenced yard

Waterfront home with Gulf access. Recently renovated 3 BR, 3 BA home on a canal off the Imperial river. Two en-suite bedrooms. The home can comfortably sleep 8 guests. Kayaks, bikes, fishing poles, yard games, backyard beach, and fire pit available for your use. Fenced in yard. Centrally located about 20 minutes from the airport, Naples, Fort Myers and only 3 miles from the beach! Close to several breweries, wine loft, local coffee shop, cocktail lounge, parks, churches, and many restaurants.

A single-story home is set amidst lush greenery and landscaped gardens. A circular driveway leads to a covered entrance, with palm trees framing the front yard. The exterior features a neutral-colored facade, complemented by a gray garage door and a welcoming front porch.

5 out of 5 average rating, 13 reviews

"Holiday Heaven" 4 b 3b Pool BBQ

In the Heart of Napes " Holiday Heaven" enjoy in 4 bedrooms 3 bath Heated pool house. Waterfront property in Palm River community. 10 min from the Beach. 10 people sleeping.Kitchen offers stainless appliances, granite counter tops, walk-in pantry. Breakfast bar is ideal for morning coffee while planning your perfect day in Napes! Master bathroom has stunning soaking tub, large walk-in shower with walk-in closets. The home has open layout with direct entrance to the backyard patio and pool .

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, 198 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.

4.89 out of 5 average rating, 105 reviews

A modern outdoor pool area is featured, including a white umbrella providing shade over a circular base. Two sun loungers are positioned partially submerged in the water, offering a relaxing space. Lush greenery surrounds the pool, enhancing the serene outdoor environment.

Apartment in Naples

13 Downtown Near Beach Free Heated Pool and Spa

WELCOME PICKBALLERS! We are close to Naples Community Park and downtown Naples and beaches, perfect location! Come to Naples for your vacation this year! Prices slashed 50% off for off season! Military discounts, first responder discounts. Great location! Just minutes to shopping and restaurants of Naples famed Fifth Avenue. We have screened in lanai, very secluded and private. Huge living room and master en-suite. Multiple units available upon request to suit large groups.