Vacation rentals with a kayak in North Naples, Collier County

4.95 out of 5 average rating, 20 reviews

A wooden boardwalk leads to a sandy beach, set against a soft evening sky. A thatched-roof seating area features colorful Adirondack chairs. A serene coastal scene showcases gentle waves lapping at the shore, while a vibrant sunset paints the sky with shades of orange and purple.

Condo in Naples

🏖️BeachPoolsTennisPickleball+Bikes ★Rates Lowered ★ Stay in style at our condo in World Tennis Club — just 3mi to the beach! Resort-style living with tennis, pickleball, 2 pools, hot tub, sauna, bikes & beach gear. Super clean, peaceful, and stocked like a second home. 🛏️ 🏖️ Bikes, beach chairs, games & full kitchen 🎾 Courts access + pools, sauna, & hot tub 🌴 Ground-floor unit in quiet gated community 🌇 Minutes to 5th Ave, Naples Pier & shopping ✅ Family-ready | 💻 Fast WiFi | 🧼 5⭐ Host

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.

4.92 out of 5 average rating, 37 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.

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, 108 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.

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, 3 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 .

4.98 out of 5 average rating, 181 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.

4.76 out of 5 average rating, 118 reviews

A luminous pool features a curved design, with calming blue lighting creating a serene ambiance. A decorative turtle is visible at the bottom, and sliding glass doors lead to the surrounding space. Gentle water features add to the tranquil atmosphere.

Home in East Naples

Beautifully private homeHeated Pool/Spa and Cabana

Unique one of a kind property, This house has been beautifully remodeled with Stunning Carrera marble floors, upgraded 4 bedroom 2 bath home with a separate pool house suite with its own kitchen and full bath that sleeps 4 guests. Beautiful landscaped yards with amazing pool. Walking and biking distance to Fifth Ave’s 5 star restaurants, world class shopping and only minutes to the beach. Great location! Private outdoor shower, Fishing Mecca! Midweek discount. Military discount.

4.99 out of 5 average rating, 139 reviews

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.

Home in Naples Park

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.

4.9 out of 5 average rating, 281 reviews

A serene sleeping area features a spacious bed adorned with a coral-patterned quilt and matching pillows. Light wooden furniture complements the soft color palette, while large mirrors enhance the sense of space. Natural light filters through the plantation shutters, creating a calm ambiance.

Cabin in Bonita Springs

Romantic River Cabin for 2; Beautiful Nature View

Beautifully furnished & decorated cabin for 2 located on the Imperial River. High ceilings w/ large windows with Plantation Shutters for fabulous viewing of the serene river. Enjoy the beauty & privacy of the surrounding landscape as your worries drift away. Jump on a kayak & paddle downstream to the Gulf or head upstream & enjoy nature's bounty. Dine outside under the lights or head to Old Bonita for dinner. Calming, quiet and quaint this is a fabulous getaway for 2!

4.93 out of 5 average rating, 104 reviews

The exterior of the home is showcased, featuring a well-maintained lawn and landscaped bushes. A circular driveway leads to a two-car garage. The entrance is marked by decorative lanterns and vibrant tropical plants, with large windows framed by blue awnings allowing natural light to filter in.

Home in Bonita Springs

Two with the Tide - Sun, Space & Serenity

Welcome to your beach base for family & friends. We offer this modern coastal 2300 sq ft home located 1.3 miles from Bonita Beach. It is a spacious retreat with 3 spacious bedrooms complete with their own private bathrooms, an enclosed pool/deck area, and an open concept living area fit with an entertainer's kitchen. Your beach base for family & friends. For even more fun, you can book our sister home across the street with the exact same layout.

A spacious living area showcases a blue leather sectional couch and a marble-topped coffee table. Bright white bar stools are positioned around a light-colored kitchen island, with navy blue cabinets in the background. Natural light enters through nearby windows, enhancing the inviting environment.

4.95 out of 5 average rating, 129 reviews

Three Palms Oasis - 2 Miles to Beach and 5th Ave

We invite you to stay at this stylish, yet affordable luxury home with a gourmet kitchen right in the heart of central Naples. Three Palms Oasis is located in a quiet coastal neighborhood under two miles from the best that downtown Naples has to offer including the sugar white sand beaches, Naples Design District, dining and shopping on 5th Ave, Naples Zoo, Olde Naples, and so much more! You won’t find a better value in the prestigious 34102.

Vacation rentals for every style

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Popular amenities for North Naples, Collier County kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.79 out of 5 average rating, 39 reviews

A modern bungalow exterior is showcased with a combination of light wood and dark stone elements. Lush green grass surrounds the home, and palm trees provide a tropical ambiance. A sleek garage door is visible, alongside large windows that enhance natural light flow.

Home in Fort Myers Beach

The Beach Bungalow- Heated Pool

HailieRating, 5 stars3 weeks ago

Jake’s place was amazing! So close to the beaches and we loved being right on the canal. The amenities were great - we enjoyed the heated pool, fire pit, mini golf, and kayaks. Jake’s home was spacious, very comfortable, and had everything we needed for our stay. We had a perfect time and would 100% consider coming again!

4.89 out of 5 average rating, 9 reviews

A covered terrace features a white table and seating area, surrounded by lush greenery and bay views. A ceiling fan is mounted above to provide comfort. A potted plant with vibrant flowers is placed on the table, enhancing the tranquil outdoor space.

Home in Fort Myers Beach

Beautiful Bay Views&Sunsets 2/2Walk to beach/ Pets

CarolineRating, 5 stars4 months ago

We loved our stay. The location is great. Close enough if you want to get to the bustle of the main”beach” area but further south if you want to easily walk to a quiet gorgeous beach. The beach is walkable. .4 miles as listed. There is a beautiful lagoon behind with many dolphins playing in it during our stay. We also took out kayaks and they swam right by our boat! Publix is 1.2 miles away so very convenient. A few good restaurants very close by. Comfortable beds. Kitchen could be a bit more stocked. Overall excellent stay.

4.85 out of 5 average rating, 119 reviews

The modern kitchen features white cabinetry with a contrasting gray island and countertop. Stainless steel appliances are included, with a stylish backsplash of blue and gray tiles. A small plant on the counter adds a touch of nature, while natural light brightens the space through the window.

Home in Old Naples

Waterfront Delights

EmilyRating, 5 stars2 months ago

We really enjoyed our stay at Gabriel's house. The house was very clean and there were several things for us to use at the beach, which was great! The neighborhood was a little loud at night but nothing too crazy. There is another small property in the back that has a tenant just FYI! but they have a separate bathroom so only the driveway is shared. Gabriel was also very responsive if we were missing anything in the house. Overall we really enjoyed our stay!

5 out of 5 average rating, 7 reviews

The exterior view features a modern three-story waterfront home illuminated at night, showcasing expansive glass walls and outdoor spaces. A private pool and patio can be seen in the foreground, surrounded by landscaped greenery and access to the second-floor balcony via a spiral staircase.

Home in Bonita Bay

4BR/5.5BA Luxury $5.5M Waterfront Home with View

CyrilRating, 5 stars36 months ago

We had a wonderful stay at this property. The description was very accurate, the property was clean and well maintained, the water view was great and the host was very accommodating.

A bright blue kayak is positioned in the foreground, reflecting on the calm water. Lush palm trees flank the sides, and a wooden gazebo with a lattice design is visible in the background. The scene captures a serene setting surrounded by greenery.

4.78 out of 5 average rating, 36 reviews

Private Dock,Kayaks&Lake Views Close Best Beaches

AlveilaRating, 5 stars1 month ago

My stay was excellent. The house is very conveniently located and the price seemed totally reasonable to me. What really made the difference was the host's service: very friendly, attentive and always willing to help. I felt comfortable and well received from the moment I arrived. I would definitely recommend this place to anyone looking for a quiet experience and to be well cared for.

4.72 out of 5 average rating, 58 reviews

An inflatable swan float occupies the pool, surrounded by clear blue water. In the background, colorful lounge chairs are positioned on the grass, with vegetation framing the serene view of the outdoor area.

Home in East Naples

Downtown Naples Waterfront Pool Home

KevinRating, 5 stars1 month ago

Lynn's place was great. it fit all our needs. clean and well kept

5 out of 5 average rating, 12 reviews

The front exterior of the villa features a paved driveway leading to a two-car garage. A lush garden with colorful plants surrounds the property, while a tall palm tree adds to the tropical ambiance. Large windows and a charming peaked roof create an inviting entrance.

Home in Bonita Springs

Key-Wester- Pool & Jacuzzi gated Community

RuthannRating, 5 stars52 months ago

Serene location on the Imperial River but close to beaches and restaurants. For families- nice, safe community within bike ride or very short drive to nice playground/ball field of Bonita Springs. Kitchen is well stocked and fun to use the kayak on the river! Have everything you need for the beach as well. Wonderful place and efficient and responsive management! It’d be amazing to be able to come back!

An outdoor space features a heated pool enclosed by a screened structure, surrounded by scenic views of a lake. Two reclining lounge chairs are positioned beside the pool, complemented by a paved deck that reflects natural light.

4.86 out of 5 average rating, 44 reviews

Cheerful 3 bedroom home with heated pool!

ginaRating, 5 stars1 month ago

We felt right at home in this rental. The kids loved the pool, the outdoor space was comfortable and quiet. Easy drive to anything you need and John was super responsive.

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Cottage rentals with a kayak

4.9 out of 5 average rating, 249 reviews

A private heated saltwater pool is surrounded by vibrant palm trees, creating a lush outdoor oasis. White lounge chairs are positioned along the poolside, inviting relaxation under a clear blue sky. A well-maintained grassy area adds to the serene atmosphere.

Cottage in Naples Park

Cottage Close to Vanderbilt Beach Heated Pool

LuisRating, 5 stars3 days ago

The home was amazing with a heated pool, 5 minute drive and 20 minute walk to vanderbilt beach. The kitchen has everything you need and the bedrooms were great.

Cottage in Bonita Springs

A serene view of the Enchanted Cottage is showcased amidst lush tropical landscaping. Pathways with stone pavers lead towards the quaint entrance, bordered by various palms and flowering plants that enhance the peaceful garden setting.

4.98 out of 5 average rating, 60 reviews

The Enchanted Cottage on the Imperial River

BeaRating, 5 stars1 week ago

We had an amazing week at Mona’s Enchanted Cottage! Enchanted we were! Mona is so friendly and communicative, offering tons of great local recommendations. The cottage is cozy, clean, private, and had everything we needed. We loved kayaking—fed turtles, saw manatees swim by, birds, and even an owl! A few small gators kept their distance but not curious enough to bother. Fishing from the dock was fantastic—I caught 25+ fish across 5 different species. There’s definitely more than you can count though. The bait shop with the funny name further down the road had the best bait and tips. The hot tub spa is the super nice kind. We grilled dinner most nights and had no issues with the internet to stream shows when it rained. The town is small and cute. You can definitely find a place to listen to live music every night. Our dog adored the doggy beach, and Barefoot Beach was super close with easy parking at 10 AM. We didn’t want to leave, 10/10—already planning to come back!

Cottage in Bonita Springs

An outdoor seating area features a round black table surrounded by six metal chairs, set against a backdrop of white siding. A potted plant sits in the center of the table. Sunlight filters through the nearby window, enhancing the inviting atmosphere.

5 out of 5 average rating, 17 reviews

Quiet Riverside Cottage in Downtown Bonita Springs

SinaRating, 5 stars5 months ago

Cute cottage! It was clean, comfortable, and a great location! Bradley was an amazing host! He had everything you could possibly need, and went above and beyond to make our stay perfect. Highly recommended !!