Waterfront vacation rentals near Captiva Island

4.98 out of 5 average rating, 190 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 Fort Myers

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!

A modern coastal house with a blue exterior is surrounded by lush tropical landscaping. The two-story structure features a set of stairs leading to the entrance, with views of the calm waters in the background and a sandy beach just steps away.

5 out of 5 average rating, 79 reviews

Beachfront | Pvt Fishing Dock, Shelling, Sunrises

🏝️Latitude Adjustment on North Captiva 👨‍👩‍👦Family Friendly 🏖️Private Beachfront 🎣Private Fishing Dock w/ Lights for night fishing, best fishing spot! Loaded w/ Snook,Redfish,Trout,Sheepshead &more 🏊‍♂️Island Club Membership (pools,kayaks,basketball) 🏯4-bedroom, 4.5-bath comfortably sleeps 10 ⭐️2,600 sqft under a/c, 1,400 sqft decking overlooking water 📞Owner available from booking-checkout 👩‍✈️Prof Managed- Luggage/Grocery Serv 🛻Golf Cart Included 🛜High Speed Wifi Contact us today!

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.

4.99 out of 5 average rating, 231 reviews

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!

The main living area features a light blue sectional sofa adorned with decorative pillows, accompanied by a natural wood coffee table. A large wall art piece of a flamingo adds a playful touch. A spiral staircase and a fully equipped kitchen are visible in the background.

5 out of 5 average rating, 37 reviews

Hear the Waves & See the Beach - 1 house to shore

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🌊 Amazing beach views & stunning sunsets 🏠 Professionally designed & extremely comfortable 🛥️Shared boat dock - ask about availability 🛌🏽Westin Heavenly Beds for ultimate comfort and sleep ✅ Gourmet chef's kitchen 🏖️New beach chairs, umbrellas, kayaks, bikes, and outdoor games. 🎾Club Membership with pools, tennis and pickleball courts! 🚙 Golf cart included! 🐶 Pet-friendly! 💻 High speed internet 😊24/7 local host support!

4.93 out of 5 average rating, 131 reviews

A bright and airy room features a king-sized bed with plush linens, framed by soothing blue walls. A flat-screen TV is mounted on the wall, and two patterned chairs are positioned to enjoy the view. Large glass doors open to a private patio overlooking the water.

Guesthouse in Fort Myers

Get Away to the Mango Cottage

Nestled on the outskirts of Historic downtown Fort Myers abides the Mango Cottage overlooking the Caloosahatchee River. The sunsets are amazing. You will enjoy the luxurious linens on the King sized bed to the relaxing patio it will delight the senses. You will be able to enjoy the 60" flat screen Smart TV! . The cottage is complete with Keurig coffee maker, toaster, microwave/convection oven and grill outside. We are minutes from restaurants and night life. This is a NON-SMOKING property.

A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.

4.95 out of 5 average rating, 133 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

4.99 out of 5 average rating, 164 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 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.

Home in North (Upper) Captiva

The kitchen features a spacious granite countertop, with a stainless steel refrigerator, and modern appliances, including a microwave and coffee maker. The cabinetry is light-colored, complementing the warm tones of the flooring. Nearby, a doorway leads to a comfortable sleeping area.

5 out of 5 average rating, 23 reviews

Sandy Toes Villa - North Captiva - Water Views

Enjoy a spectacular sunrise from your private lanai, relax on our pristine beach accessed via private access point, watch the sun sink over the Gulf of Mexico while enjoying an evening cocktail from the Club Gazebo, live the island life at Mango's or indulge in a locally sourced meal at OTW. Looking to splurge? We got you covered! Private chef services and in-home massage are available during your stay. Enjoy all of this and more during your stay at Sandy Toes Villa! Bring your boat!

A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.

4.9 out of 5 average rating, 121 reviews

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

The living area features a spacious light-colored sofa accompanied by a rustic coffee table. Large sliding glass doors allow natural light and views of palm trees outside. A flat-screen TV is positioned against a light-coloured cabinet, while a dining table for two is visible on the lanai.

4.93 out of 5 average rating, 106 reviews

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas 2527 is located in the Beach Villas area of the South Seas Resort, the Gulf of Mexico and pool can be viewed from the private lanai. This second floor unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table for your enjoyment. Beach chairs, umbrella and beach towels are provided with this unit since resort amenities are not available when you rent through an owner.

A recently renovated open-concept kitchen and living area feature light wood flooring and modern finishes. A large kitchen island with a blue base provides seating and ample workspace. Natural light enters through the sliding glass doors, highlighting a comfortable seating arrangement adjacent to the kitchen.

4.88 out of 5 average rating, 25 reviews

Waterfront - Bayside Villas Captiva

LOCATION, LOCATION, LOCATION! The 180 degree views from our screened in lanai are amazing! You get full views of the Bayside Marina, Pine Island Sound and the pool deck! This condo was recently renovated in June of 2025. Our place is privately owned so you still get access to the resort's beautiful public beach which is within walking distance across the road thru the Beach Villas path, the Bayside Villas pool and hot tub! We also provide beach chairs, an umbrella and a beach wagon!

A marina view is presented through a screened lanai, with several boats docked along the tranquil waters. Lush greenery and palm trees frame the scene, complemented by a pastel sky reflecting the warm hues of sunset.

4.91 out of 5 average rating, 56 reviews

Captiva Sweet Retreat at Bayside Villas

Captiva Paradise. Privately owned premier corner location one-bedroom, two bath Bayside Villa with beautiful lanai view of the marina and pool. Step outside for a Short walk to the fabulous beach and village of Captiva. Enjoy mesmerizing sunsets, beach walks and large pool. Open floor plan with spacious living, dining area, large waterfront lanai, kitchen with breakfast island and roomy bedroom with ensuite bathroom. See other things to note for resort access info.

Popular amenities for waterfront rentals near Captiva Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

5 out of 5 average rating, 4 reviews

A modern living space features a comfortable gray sofa adorned with decorative pillows. Large windows offer views of the outdoors, while a dining area, with a table and chairs, is positioned nearby. A sleek kitchen countertop displays tasteful decor, including a vase with white flowers.

Apartment in Captiva

Amazing Captiva Bayside Villa

5 out of 5 average rating, 6 reviews

A scenic view of tropical vegetation leading to a wide beach area, with soft sand and gentle waves. The sky showcases a mix of clouds and bright blue, creating a peaceful atmosphere. The shoreline is visible in the distance, inviting relaxation and exploration.

Apartment in Captiva

New Luxe Beachfrnt, Specatular Ocean Views + Club!

4.79 out of 5 average rating, 119 reviews

A serene waterway lined with palm trees accompanies buildings on either side. A glimpse of the local community's charm is visible, featuring docked boats and lush greenery. The clear blue sky enhances the relaxed atmosphere of this coastal setting.

Apartment in Matlacha

Pet-Friendly Waterfront Motel Botel

4.83 out of 5 average rating, 40 reviews

A comfortable living area is furnished with a beige sofa adorned with decorative pillows. A light blue armchair complements the space. Large sliding glass doors reveal a view of the bay, while natural light brightens the room. An abstract painting hangs on the wall.

Apartment in Captiva

5136 Bayside Villas, Captiva

Apartment in Fort Myers Beach

4.83 out of 5 average rating, 138 reviews

Lovers Key Beach Club Suite - Private Beach

Apartment in North Fort Myers

A welcoming entrance features a red door framed by green foliage and colorful flowering plants. A 'WELCOME' sign is positioned beside the steps leading to the door, inviting guests into the space.

4.81 out of 5 average rating, 229 reviews

Garden Villa

4.93 out of 5 average rating, 162 reviews

A bright and airy room features a spacious bed adorned with decorative pillows. A large window allows ample natural light and offers a view of the waterfront. Light-colored walls and furnishings create an inviting ambiance, enhancing the serene atmosphere of the space.

Apartment in Cape Coral

Suite with lake view.

5 out of 5 average rating, 3 reviews

Apartment in Sanibel

Sundial E304: Gulf Front Sanibel Island Paradise

Waterfront house rentals

A spacious heated pool invites relaxation, bordered by lounge chairs and a vibrant red umbrella offering shade. The clear water reflects the surrounding greenery, while expansive water views showcase the peaceful canal, enhancing the tranquil outdoor setting.

4.99 out of 5 average rating, 136 reviews

Luxury Waterfront Villa• Heated Pool• Dock• Kayaks

5 out of 5 average rating, 41 reviews

A serene pool area is framed by palm trees, with crystal-clear water reflecting the blue sky. A safety railing surrounds the pool, while grassy areas extend beyond. The horizon showcases the Gulf waters in the background, providing a tranquil setting for relaxation.

Home in Fort Myers Beach

Luxury Beachside House W/ Heated Pool & Elevator

5 out of 5 average rating, 4 reviews

Newly Remodeled Home with Pool Steps to the Beach!

5 out of 5 average rating, 7 reviews

A spacious living area features a vibrant area rug beneath two upholstered chairs with floral patterns. Natural light filters through large windows, illuminating the room. An arched entrance leads to a dining area set with a wooden table and chairs, further enhancing the open layout.

Home in Sanibel

Gulf House with pool and generator.

4.95 out of 5 average rating, 129 reviews

The screened-in pool area features a sparkling swimming pool surrounded by a spacious deck. Natural light filters through the mesh enclosure, reflecting off the water. Outdoor seating is provided by a small table and chairs, with trees framing the serene backdrop.

Home in Fort Myers

Waterfront Home w/ Pool. Minutes to Sanibel

5 out of 5 average rating, 9 reviews

Intervillas Florida - Villa Xanadu

A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.

4.97 out of 5 average rating, 125 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

4.91 out of 5 average rating, 102 reviews

A resort-style pool area is showcased with a stone patio, featuring several lounge chairs and two shaded umbrellas. Palm trees stand nearby, and a rock formation is visible within the pool's edge, complementing the serene outdoor setting.

Home in Fort Myers

Experience of a lifetime

Waterfront condo rentals

4.83 out of 5 average rating, 115 reviews

A modern kitchen features light grey cabinetry and stainless steel appliances, including a coffee maker and microwave. Natural light illuminates the space through a window above the sink, which is complemented by a sleek blue faucet. The countertop provides ample workspace.

Condo in Fort Myers

Cozy Coastal Escape. Close to FMB and Sanibel

Condo in Fort Myers Beach

4.82 out of 5 average rating, 113 reviews

Gulf Views & Sunsets | Estero Beach Tennis 206C

4.97 out of 5 average rating, 35 reviews

Pickleball, beachfront, Amazing GULF VIEWS!

A spacious lanai offers outdoor seating with a dining table and lounge chairs. Large screen doors provide unobstructed views of the landscaped grounds, featuring palm trees and a serene pond. The beachfront is visible in the distance, enhancing the welcoming atmosphere.

5 out of 5 average rating, 16 reviews

Sundial P204- Dreamy Beachfront Condo on Sanibel

A private lanai is visible, featuring a small table with two chairs positioned for ocean views. The scene includes lush greenery, multiple palm trees, and the Gulf of America beyond. The nearby resort buildings add to the tranquil ambiance of the outdoor space.

4.96 out of 5 average rating, 28 reviews

Serene Ocean View Escape at Sundial Resort

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.

4.94 out of 5 average rating, 52 reviews

Lover's Key Resort Unit #807

A bright living area showcases a large flat-screen TV mounted above a white cabinet. Two striped armchairs and a dark sofa provide comfortable seating. Expansive sliding glass doors lead to a balcony with views of palm trees and the ocean, enhancing the airy ambiance.

5 out of 5 average rating, 13 reviews

South Sea Serenity II Coastal Luxury Beach Condo

A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

4.95 out of 5 average rating, 93 reviews

Right on the Beach with the Best Views and Rates!

Other waterfront vacation rentals

5 out of 5 average rating, 6 reviews

Aerial view of a spacious waterfront home surrounded by lush greenery. The property features a heated pool with a spa and a tiki hut, offering an outdoor kitchen area. The home's modern architecture and large windows provide ample natural light, while the nearby dock ensures easy access to the water.

Home in Saint James City

Casa Baybreeze - Luxury on Water

5 out of 5 average rating, 21 reviews

A serene view of a sparkling pool and spa area, framed by palm trees, with a calm bay visible beyond. The mosaic-tiled spa blends into the pool, while a lush green lawn leads to a dock. The sky is bright blue, dotted with fluffy clouds.

Home in Bonita Springs

Beachside Haven: Pool, Privacy & Walk to Beach

5 out of 5 average rating, 7 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

5 out of 5 average rating, 29 reviews

A serene waterfront view features private docks with blue canopies, providing shade for two green lounge chairs. A small white boat is visible, securely positioned at the dock. Lush palm trees and a clear blue sky enhance the relaxing outdoor atmosphere.

Home in Saint James City

Tranquility, pool, ocean access, boat lift

5 out of 5 average rating, 11 reviews

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

5 out of 5 average rating, 13 reviews

An aerial view of a coastal neighborhood reveals well-appointed homes bordering a serene harbor. Lush greenery surrounds the area, while boats are docked at a nearby marina. The tranquil water reflects the clear blue sky, contributing to a calming seascape.

Townhouse in Captiva

Casita Salida del Sol-Waterfront

5 out of 5 average rating, 9 reviews

The outdoor pool area is enclosed by a screened lanai, showcasing a tranquil setting with palm trees and water views. Comfortable lounge chairs line the poolside, while the surface reflects the colors of the sunset, providing a serene atmosphere.

Home in Bonita Springs

Luxurious 4-Bed Pool Home with Dock & Gulf Views,