Waterfront holiday rentals near Captiva Island

Guest house in Fort Myers

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.

4.98 out of 5 average rating, 196 reviews

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!

5 out of 5 average rating, 6 reviews

South Seas Full Resort Access Beach Villa 1BR

Wake to the sound of waves and unwind into island time in these inviting beach villas on the south end of Captiva. Each offers a king bedroom, spacious l iving area with sleeper sofa, fully equipped kitchen, and screened balcony overlooking the Gulf, accommodating up to four guests in coastal comfort just steps from the sand. Guests of this villa have access to Club Captiva amenities, allowing your group to experience resort conveniences and activities exclusive to South Seas guests and owners.

A bright, airy living area features large windows showcasing panoramic Gulf views. A spacious seating arrangement is positioned around a central coffee table, inviting relaxation. The coastal-inspired decor complements the natural light that floods the space, enhancing the serene atmosphere of the beachfront retreat.

5 out of 5 average rating, 10 reviews

Beachfront Oasis w/ Golf Cart and Paddle Boards!

💰No nickel & diming : AirBnb & cleaning fees included! 🤝 local concierge support for a stress-free stay! 🏖️ Beachfront paradise, bordered by untouched nature on both sides— serene, and truly private 🚲 2 bikes + 🛶 2 paddleboards included for island adventures on land and sea 🛺 Golf cart provided for carefree island cruising 🛏️ Oversized primary suite: king bed, lounge areas, desk & full ensuite bath 🏡 Detached casita with private king suite—ideal for guests, couples, or quiet retreats!

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, 139 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE WINTER 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

Guest house in Fort Myers

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.

4.93 out of 5 average rating, 137 reviews

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.

5 out of 5 average rating, 5 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.

Flat in Captiva

Amazing Captiva Bayside Villa

Experience the nicest remodeled & decorated coastal 1-bedroom 2-bathroom villa on Captiva! Designed for ultimate relaxation with great bayside water views, all within the South Seas gated community. The villa has a spacious bedroom with a luxurious king bed, living room with a pull-out sleeper sofa, to accommodate guests. Enjoy the scenic bay views and wake-up every morning to amazing sunrises! Walk to the pristine beach and explore fine dining and shops just outside the resort gates

4.99 out of 5 average rating, 168 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.

4.9 out of 5 average rating, 122 reviews

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.

Home

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.

4.94 out of 5 average rating, 108 reviews

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated 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. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

4.91 out of 5 average rating, 107 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

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

4.99 out of 5 average rating, 210 reviews

A serene waterfront scene features two small boats gliding through calm waters, surrounded by lush palm trees. Nearby structures exhibit a mix of colors, with a sailboat anchored in the background, creating a peaceful atmosphere in the canal.

Home in Matlacha

Matlacha Paradise! NEW Waterfront Home-Free Kayak

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 person kayak for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

Two lounge chairs sit under a checkered yellow and white umbrella on a sandy beach. The ocean appears calm in the background, with gentle waves lapping at the shore. A beach towel is draped over one of the chairs, complementing the relaxed atmosphere.

4.91 out of 5 average rating, 54 reviews

Beach front, Beach Villa 2001

✨ Captiva Chic Villas: Gulf Beach Villa 2001 – Modern Style Meets Island Charm ✨ With a splash of Miami flair and a laid-back island spirit, this privately owned 2BR/2BA villa delivers a carefree retreat on Captiva’s sugar-sand shoreline. Steps from the beach and Captiva Village, this villa blends comfort and fun with stylish ease. Watch dolphins splash and sunsets glow from your private screened lanai. Sleeps 6.

Popular amenities for waterfront rentals near Captiva Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.62 out of 5 average rating, 143 reviews

A waterfront view showcases colorful buildings surrounded by palm trees. Small boats are docked at a wooden pier extending into the calm water, reflecting the vibrant scenery. Lush greenery complements the tropical atmosphere, creating a serene and inviting environment.

Flat

Grouper Room in Matlacha * Redfish is open!

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.

Flat 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.

Flat in Matlacha

Pet-Friendly Waterfront Motel Botel

4.83 out of 5 average rating, 42 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.

Flat in Captiva

5136 Bayside Villas, Captiva Island

4.82 out of 5 average rating, 137 reviews

Flat in Fort Myers Beach

Lovers Key Beach Club Suite - Private Beach

4.8 out of 5 average rating, 238 reviews

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.

Flat in North Fort Myers

Garden Villa

5 out of 5 average rating, 20 reviews

A private balcony offers a scenic view of calm waters bordered by lush greenery. The sliding glass door provides access, while a simple chair is visible on the balcony. A boat can be seen gliding along the water, under a sky with soft clouds.

Flat in Cape Coral

Manatee Suite 2 / Funky Fish House at Cape Harbour

4.93 out of 5 average rating, 165 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.

Flat in Cape Coral

Suite with lake view.

Waterfront house rentals

5 out of 5 average rating, 9 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, 5 reviews

Newly Remodeled Home with Pool Steps to the Beach!

4.99 out of 5 average rating, 101 reviews

The exterior of a single-story home is shown, featuring a light-colored façade and a dark shingle roof. Palm trees surround the property, and a driveway leads to a two-car garage. Lush green grass complements a sunny sky with a few white clouds.

Home in Naples

2br/2ba spacious House near the Ocean

4.95 out of 5 average rating, 132 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

An open-concept living area is highlighted by a large dining table and a breakfast bar with stylish seating. Sunlight fills the space through a wall of windows, revealing captivating views of the ocean. A comfortable seating area with ocean tones invites relaxation.

5 out of 5 average rating, 21 reviews

Windows on the Water "W.O.W."

4.82 out of 5 average rating, 191 reviews

Home in Fort Myers

Blue Beach Bungalow

A multi-level beachfront property is showcased, positioned near the Gulf of Mexico. The home is surrounded by lush greenery, with palm trees adding to the tropical ambiance. The blue and white exterior features large windows and a spacious balcony, offering views of the ocean and sandy shores.

4.87 out of 5 average rating, 23 reviews

Beach Paradise: Oceanfront, Sleeps 10, Pool, Games

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, 80 reviews

Beachfront | Pvt Fishing Dock, Shelling, Sunrises

Waterfront apartment rentals

4.83 out of 5 average rating, 117 reviews

The modern kitchen features stainless steel appliances, including a stove and microwave. Adjacent, a stacked washer and dryer are positioned beside a minimalist dining area. Natural light floods the space through a nearby window, highlighting the clean lines and neutral color palette.

Apartment in Fort Myers

Cozy Coastal Escape. Close to FMB and Sanibel

Apartment in Fort Myers Beach

4.83 out of 5 average rating, 118 reviews

Gulf Water Views + 2 bikes, beach gear weekly stay

4.97 out of 5 average rating, 38 reviews

A glass-topped table is paired with two black metal chairs on a screened lanai, featuring a clear view of the Gulf of Mexico. The blue sky and soft clouds add to the serene atmosphere of this beachfront retreat.

Apartment in Sanibel

Pickleball, beachfront, Amazing GULF VIEWS!

4.97 out of 5 average rating, 30 reviews

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.

Apartment in Sanibel

Serene Ocean View Escape at Sundial Resort

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, 57 reviews

Captiva Sweet Retreat at Bayside Villas

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.

4.89 out of 5 average rating, 27 reviews

Waterfront - Bayside Villas Captiva

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

4.95 out of 5 average rating, 98 reviews

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.

Apartment in Sanibel

Right on the Beach with the Best Views and Rates!

Other waterfront holiday rentals

Villa in Fort Myers Beach

5 out of 5 average rating, 3 reviews

Luxury Waterfront Home • Pool • Dock • Near Beach

5 out of 5 average rating, 14 reviews

Home in Cape Coral

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

5 out of 5 average rating, 14 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

Sunrise-Waterfront Cottage

5 out of 5 average rating, 10 reviews

An expansive outdoor area features a massive infinity pool reflecting the colors of the sunset. Lounge chairs are positioned around the pool, while the villa’s modern architecture and wide glass doors provide a seamless connection to the inviting interior space.

Home in Cape Coral

Intervillas Florida - Villa Xanadu

Cottage in Saint James City

5 out of 5 average rating, 67 reviews

Waterside Cottage

4.98 out of 5 average rating, 59 reviews

An outdoor patio is presented with a colorful array of furniture, including a blue table and yellow benches. A shaded area features a seating arrangement with cushions, while vibrant greenery can be seen in the background. Natural light enhances the welcoming space.

Home in Bokeelia

Island Paradise - Hot tub, Bikes & Ocean fishing

5 out of 5 average rating, 19 reviews

A heated pool is visible, surrounded by a spacious deck that accommodates lounge chairs and includes views of the river and palm trees. The water's surface reflects the clear blue sky, creating a serene outdoor atmosphere.

Home in Cape Coral

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool

A spacious living area features two comfortable sofas and a wooden coffee table, surrounded by large windows allowing natural light. Light colored walls enhance the open feeling, while ceiling fans gently circulate air. A staircase in the background leads to the upper level.