Holiday rentals with a kayak in Bonita Springs

4.98 out of 5 average rating, 243 reviews

The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.

Guesthouse in Iona

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal, one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

LocationOutdoor spacesBarbecue

4.94 out of 5 average rating, 159 reviews

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.

Home in East Naples

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

Outdoor spacesValueParks

5.0 out of 5 average rating, 71 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 North Naples

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 palms. 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 steel appliances. Large LED TVs inside (w/ JBL soundbar) & out. Workstation. All new furnishings. No details spared.

LocationOutdoor spacesPets

4.96 out of 5 average rating, 93 reviews

A refreshing pool is showcased alongside a spa, surrounded by a secure mesh fence. Vibrant green trees frame the area, offering a natural backdrop. Two lounge chairs with pink stripes provide a relaxing seating option near the poolside.

Villa in Bonita Springs

New”Waterfront” Gulf Access 3/3 Villa pool heater

"BRAND NEW" PET FRIENDLY ! ON THE “RIVER"! READ OUR REVIEWS !!! Our past guests say it best ! EACH SUITE HAS ITS OWN BATHROOM ! Fish Poles, Kayaks, Bikes, Fire Pit, Grill, Hammock. Sparkling Designer Pool / Jacuzzi Naples-Spectacular "Vanderbilt Beach" -only 10minutes away! IN HEART OF BEAUTIFUL AND ALLURING BONITA SPRINGS- ART GALLERY, "LIVE" OUTDOOR THEATRE, UNIQUE & SCRUMPTIOUS LOCAL RESTAURANTS… ONLY 10 MINUTES FROM THE FAMED "MERCADO" IN NAPLES- SAKS, GUCCI, PRADA, AND MORE!

Outdoor spacesLocationBackyard

Guest suite in North Naples

A private patio area features a smooth surface bordered by lush tropical plants and colorful flowers. A three-tiered blue water fountain adds a calming element, accompanied by comfortable seating arrangements. The space is set against a backdrop of vibrant greenery, presenting a serene outdoor escape.

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

LocationOutdoor spacesComfort

4.97 out of 5 average rating, 467 reviews

4.99 out of 5 average rating, 264 reviews

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

Home in Pelican

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!

LocationValueSleep quality

4.92 out of 5 average rating, 109 reviews

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)

LocationValueShared spaces

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.

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

This is a separate, private studio with private entrance attached to the main house, but on 2nd floor above garage. You are on a completely separate floor behind a locked door. Laundry rm. is a connecting, shared space. I live in the main house. We don’t cross paths unless you want to meet. Save $ with our FREE bikes & kayaks - launch in backyard! Reminder: Airbnb is now charging hosts a 15% fee. The price you see is not the price I get. If you want to spend less, check out Additional Photos.

LocationValueIndoor spaces

4.98 out of 5 average rating, 333 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.

4.96 out of 5 average rating, 119 reviews

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.

Outdoor spacesValueCleanliness

4.99 out of 5 average rating, 186 reviews

A spacious stilt home features large windows that provide ample natural light. An outdoor deck with seating overlooks the canal, surrounded by palm trees. A boat dock is visible alongside smooth stone pathways leading to the house, creating a tranquil waterside setting.

Home in North Naples

Waterfront ocean access canal, Kayaks, Bikes Beach

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

ValueLocationLayout

4.99 out of 5 average rating, 116 reviews

A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.

Home in Fort Myers Beach

Paradise on canal minutes to Ft Myers Beach/Gulf

Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

ValueOutdoor spacesHot tub

4.99 out of 5 average rating, 183 reviews

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.

ValueLocationCleanliness

Popular amenities for Bonita Springs kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.9 out of 5 average rating, 129 reviews

Home in Cape Coral

Cape Serenity- Luxury Waterfront Residence

LocationValueDecor

4.98 out of 5 average rating, 141 reviews

The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.

Home in Pelican

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Outdoor spacesValueCleanliness

5.0 out of 5 average rating, 12 reviews

Home in North Naples

Bonita Tides | Heated Pool/Spa + 1 Mi to Beach

ValueLocationBeach

4.91 out of 5 average rating, 11 reviews

Belle Rio Paradise - Pool Home near beach on canal

LocationOutdoor spacesPool

A comfortable living area features a large sectional sofa adorned with multiple cushions and a cozy throw blanket. A light-colored rug covers the floor, complementing the soft, neutral tones of the walls. Large glass doors allow natural light and offer views of the outdoor space.

5.0 out of 5 average rating, 12 reviews

Close to beaches, dock, kayaks, close to town.

LocationOutdoor spacesBiking

4.9 out of 5 average rating, 10 reviews

* New Built 2025 * 3 BR * Canalfront *Hot Tub*

LocationOutdoor spacesDecor

5.0 out of 5 average rating, 5 reviews

Mi aMora - Waterfront Home - pool, hot tub, kayaks

LocationFamilyKitchen

4.71 out of 5 average rating, 78 reviews

Home in Bonita Beach

Gulf Coast Getaway: 2/2, Steps from Bonita Beach!

Outdoor spacesLocationAir conditioning

Cottages with a kayak

4.91 out of 5 average rating, 288 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

ValueOutdoor spacesBackyard

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.

The Enchanted Cottage on the Imperial River

Outdoor spacesLocationAmenities

4.99 out of 5 average rating, 76 reviews

4.93 out of 5 average rating, 57 reviews

An outdoor patio area is furnished with four black metal chairs, an orange-adirondack chair, and a small table. A barbecue grill is positioned nearby on a paved surface. The backdrop features calm water and a colorful sky at sunset.

Cottage in Matlacha

Waterfront Matlacha Cottage - Sunsets & Fishing!

Outdoor spacesLocationLaundry

Superhost

The exterior of the villa features a light-colored façade with a sloped roof and a well-maintained lawn adorned with tropical plants. A driveway leads up to a garage on one side, while a double entrance door provides access to the home.

Cottage in Cape Coral

Villa The Island Hideaway 2

LocationOutdoor spacesCleanliness

4.67 out of 5 average rating, 55 reviews

5.0 out of 5 average rating, 36 reviews

A heated saltwater pool reflects the evening sky, showcasing vibrant hues of orange and purple. Lounge chairs are positioned around the pool area, and a tranquil lakeside view is visible, accentuating a peaceful outdoor space.

Cottage in Cape Coral

Sunset Cottage: Lake Front

Outdoor spacesLocationView

Cottage in St. James City

A screened-in deck features a circular dining table surrounded by two swivel chairs. Textured bamboo walls and wooden flooring enhance the space, while ceiling fans provide airflow. Large windows allow natural light and views of the surrounding area.

Waterfront/Kayaks/True Salt Life Bliss!

LocationOutdoor spacesBiking

4.91 out of 5 average rating, 111 reviews

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.

Quiet Riverside Cottage in Downtown Bonita Springs

Outdoor spacesLocationSleep quality

5.0 out of 5 average rating, 19 reviews

A tranquil waterway is visible, reflecting the surrounding structures and sky. A private boat dock extends into the canal, offering access to boats moored nearby. The scene features well-maintained properties lining the banks, framed by palm trees and grassy areas.

Cottage in St. James City

Flamingo Bay Cottage

ValueOutdoor spacesParks

5.0 out of 5 average rating, 8 reviews

Other holiday rentals with a kayak

5.0 out of 5 average rating, 59 reviews

A spacious outdoor area features a large, heated pool surrounded by concrete decking. Two lounge chairs are positioned beside the pool, and a shaded gazebo is visible in the background. Lush grass borders the pool area, providing an inviting space for relaxation.

Chalet in Bonita Springs

MARBEYA

LocationOutdoor spacesHospitality

Condo in Fort Myers Beach

A tall, modern building is seen from above, surrounded by water and lush greenery. The calm waters reflect the clouds in the clear blue sky. A small parking area and palm trees are visible in the foreground, highlighting the property's serene waterfront location.

Lover's Key Resort Unit #807

ValueLocationBathroom

4.91 out of 5 average rating, 80 reviews

4.95 out of 5 average rating, 86 reviews

Villa in South Naples

Sprawling Naples Estate w/ Pool | Spa | PickleBall

Outdoor spacesValueCleanliness

5.0 out of 5 average rating, 26 reviews

Bonita Bliss - Heated Pool w/ Beach Proximity

Outdoor spacesLocationAccuracy

4.94 out of 5 average rating, 16 reviews

Home in Fort Myers

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!

Outdoor spacesValueBeach

4.94 out of 5 average rating, 51 reviews

A wooden dock extends over calm waters, featuring two blue Adirondack chairs positioned for relaxation. Lush greenery and palm trees are visible in the surrounding area, while several homes line the opposite bank, contributing to the serene setting.

Home in Fort Myers

Excellent Location! Gulf Access, Heated Pool Chic!

Outdoor spacesLocationComfort

4.98 out of 5 average rating, 42 reviews

A waterfront beach house is showcased, featuring a wide driveway and lush green lawn. Palm trees and colorful landscaping surround the entrance, where a welcoming façade is visible under a clear blue sky, creating a relaxing atmosphere for guests.

Home in Fort Myers Beach

The Great Escape Beach House/ Pool/ Dock

Outdoor spacesLocationCondition