Waterfront holiday rentals near Captiva Island

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.

5.0 out of 5 average rating, 84 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!

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, 121 reviews

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

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.

4.91 out of 5 average rating, 142 reviews

Blue Laguna - Vacation in paradise!

This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!

5.0 out of 5 average rating, 3 reviews

Dolphin Cottage | Beach front | Sunset Cruise

🌴 **DOLPHIN COTTAGE | Old Florida Island Escape 🐬 Escape to Dolphin Cottage, a charming waterfront retreat on North Captiva’s peaceful sunrise side. Wake up to stunning Pine Island Sound views, spot dolphins and manatees from the property, explore nearby beaches, fish, shell, and unwind on expansive porches surrounded by nature. 🌊☀️ 🏖️ Private beach access • 🌅 Water views • 🐬 Wildlife • 🌴 Old Florida charm Disconnect, reconnect, and experience North Captiva island life at its best.✨

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.

5.0 out of 5 average rating, 19 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!

4.86 out of 5 average rating, 63 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

Welcome to a paradise! Our newly renovated Villa offers a spacious bedroom with a luxurious king bed and a separate living room with a pull-out sleeper sofa, accommodating up to 4 guests. The condo has hot water and is fully equipped. Bring your swimsuit! Enjoy the scenic bay views and watch dolphins and manatees from your window. Walk to the pristine beach and explore fine dining and shops just outside the resort gates. Laundry facilities are conveniently located on the ground level.

5.0 out of 5 average rating, 25 reviews

Flat in Sanibel

Sundial E304: Gulf Front 3BR w/Stunning Ocean View

BRAND NEW - RIGHT ON THE BEACH! Enjoy stunning direct gulf-front views from nearly every room at this relaxing 3BR coastal retreat. This luxury residence was fully renovated to include a custom expanded kitchen, 2 gorgeous bathrooms, and washer & dryer. Top of the line coastal furnishings in every room. The large master bedroom offers spectacular gulf views & a full-size desk in case you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

A collage of views showcases a sunset over the water, the interior of a cozy bedroom with a spacious bed, a pool area with lounge chairs, and a living space featuring large windows that reveal lush palm trees and a serene landscape.

4.95 out of 5 average rating, 99 reviews

Ocean View, Heated Pool, Pickleball +Walk to Beach

❤We have OVER EIGHTY 5★ Reviews...Book with Confidence❤ ★ 2 Story, 2,115 Sq Ft Home w/ 2 Patios ★ Views of the Ocean on 2 sides ★ 5 Min Walk to Nearly Private Beach ★ Sleeps 8 - (2 Kings, 2 Twins, Sofa Bed) - 3 Bathrooms ★Fast Wifi, Keurig, & Smart TVs ★ Access to Heated Pool, Hot Tub & Pickleball ★ Pack N Play + Board Games ★ Experienced Hosts - (easy check-in, clear communication, clean home) You deserve to see some legendary Captiva Sunrises & Sunsets at least once in your life!

4.94 out of 5 average rating, 119 reviews

Captiva Beach Villa On The Gulf Beach !

Captiva 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.

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.

4.94 out of 5 average rating, 156 reviews

Beach Getaway + Golf Cart & Club Access

BOOKING FALL 2026 HOST PAYS AIRBNB FEE 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 proximity/ steps to the beach

5.0 out of 5 average rating, 37 reviews

Home in Matlacha

Boater’s Paradise: No-Bridge Gulf Access & Pool

⚓ Direct Gulf Access (No Bridges): Cruise to open water! 🏊‍♂️ FREE Heated Pool: Waterfront views, zero daily heating fees. 🛏️ Group Oasis: 4BR | 3BA | 7 Beds (Sleeps 13 comfortably). 🎣 Outdoor Living: Fish from your dock, BBQ & spectacular sunsets! 🐾 Pets Welcome & Fast Wi-Fi! 🚙 Massive Parking: Room for boat trailers! 📍 Location: Heart of Matlacha, minutes to Cape Coral. ⚡ Prime season dates book fast. Lock in your direct water access and reserve your dates today.

4.98 out of 5 average rating, 111 reviews

Home in Bonita Beach

Luxury Home, Steps to the Sand! Pet Friendly!

Breathtaking sunsets await from the second story wrap-around deck on this gorgeous coastal style newly built home located steps from Bonita Beach and the famous Doc's Beach House! This home features a premier location and luxury stay all in one. Walk just steps to the beach, rent a boat, paddleboard, jet ski, cabana or beach loungers just across the street at Docs or enjoy an incredible meal at one of the areas great local restaurants just mins from the door!

Popular amenities for waterfront rentals near Captiva Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.77 out of 5 average rating, 114 reviews

Flat in Matlacha

Redfish Room in Matlacha

4.92 out of 5 average rating, 133 reviews

A spacious sleeping area is furnished with a large bed featuring a marine-themed blanket, complemented by two bedside lamps. A ceiling fan circulates air above, and wall artwork enhances the calming atmosphere. Light wood flooring adds to the room's bright and open feel.

Flat in Bonita Beach

Includes FREE Jet Ski Rental & Beach Chairs!

4.8 out of 5 average rating, 124 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

4.99 out of 5 average rating, 156 reviews

Flat in Cape Coral

Vacation in Paradise

4.93 out of 5 average rating, 105 reviews

Two vibrant blue Adirondack chairs are positioned on a covered porch, inviting relaxation. A welcome sign is displayed nearby, and a potted plant adds a touch of greenery. A decorative rug with a palm leaf design creates a cozy atmosphere on the outdoor space.

Flat in St. James City

Island Castaway--Free Kayaks

5.0 out of 5 average rating, 21 reviews

Flat in Sanibel

Sea La Vie

5.0 out of 5 average rating, 28 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

5.0 out of 5 average rating, 32 reviews

A spacious living area features two comfortable sofas in neutral tones, complemented by a wooden coffee table and decorative accents. A large TV is mounted on the wall, and sliding glass doors open to a balcony, allowing natural light to fill the room.

Flat in Sanibel

Relaxing Pool & Ocean View Oasis

Waterfront house rentals

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

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

4.97 out of 5 average rating, 326 reviews

A screened-in lanai features a tranquil heated pool with a spa, surrounded by paver stones. The sunset reflects on the water, providing a picturesque backdrop. Palms sway gently in the breeze, enhancing the serene setting suitable for relaxation and enjoyment.

Home in Cape Coral

Dolphin beach house 2

4.96 out of 5 average rating, 108 reviews

A tranquil waterway is depicted with a wooden dock extending into the calm water. Lush green grass runs along the edge, complemented by blooming hibiscus flowers. Nearby houses can be seen in the background, framed by palm trees under a clear blue sky.

Home in St. James City

2 Bedroom Island Oasis Getaway

4.96 out of 5 average rating, 117 reviews

A modern kitchen features a large central island with four black bar stools. White cabinetry complements the geometric blue backsplash, while large windows allow natural light to illuminate the space. Stylish pendant lights hang above the island, enhancing the bright and airy atmosphere.

Home in Fort Myers Beach

Luxury Canal Oasis | Pool + Spa + Walk to Beach

4.88 out of 5 average rating, 25 reviews

Home in Sanibel

Sanibel Beachfront Condo | Shelling Paradise

5.0 out of 5 average rating, 5 reviews

The Beach House Beachfront 2 Bedroom / 2 Bath Hou

5.0 out of 5 average rating, 9 reviews

Wait N' Sea

Waterfront apartment rentals

Apartment in Fort Myers Beach

A panoramic view showcases a sparkling heated swimming pool surrounded by lounge chairs, with the beach and Gulf of Mexico visible in the background. Soft waves lap at the shore while sunbathers can be seen enjoying the sandy area. Lush palm trees frame the scene.

4.91 out of 5 average rating, 128 reviews

Beachfront fully equipped apartment

4.98 out of 5 average rating, 56 reviews

Luxury Gulf View Condo + Steps to the Beach

5.0 out of 5 average rating, 15 reviews

Beachfront Loggerhead Cay Pool Pickleball & Bikes

A modern living area features a comfortable leather sofa and two armchairs, complemented by a rectangular coffee table. A dining table for four is visible in the background, with contemporary lighting adding warmth to the space. Soft tones and artwork create a relaxed atmosphere.

4.92 out of 5 average rating, 96 reviews

Stunning Modern Beach front condo - w golf cart!

The living area features a comfortable gray sofa with decorative cushions, a white coffee table, and a dining table with blue cushioned chairs. Large sliding glass doors open to a balcony, allowing natural light to fill the space.

4.88 out of 5 average rating, 34 reviews

Captiva Bayside Villas 1 Bedroom 2 Bath - sleep 4

5.0 out of 5 average rating, 47 reviews

Sundial P204- Dreamy Beachfront Condo on Sanibel

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.

5.0 out of 5 average rating, 16 reviews

South Sea Serenity II Coastal Luxury Beach Condo

4.92 out of 5 average rating, 12 reviews

Beachfront Sanibel Escape – Steps to Sand & Sunset

Other waterfront holiday rentals

4.73 out of 5 average rating, 81 reviews

A clear view of a private pool and dock is presented. Two blue lounge chairs are positioned beside the pool, offering a spot to relax. The dock extends into the water, with a boat tied nearby. Lush greenery and an open waterway create a serene backdrop.

Villa in Matlacha

"House by the Sea"

4.86 out of 5 average rating, 7 reviews

A light and airy living space features a comfortable seating area with a gray sofa and a decorative throw pillow. A round dining table with dark chairs is positioned near a large window, allowing natural light to brighten the room. A ceiling fan adds a functional touch.

Island in Captiva

Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3

5.0 out of 5 average rating, 10 reviews

Townhouse in Captiva

Salt Shack -North Captiva Island Waterfront-Dock

5.0 out of 5 average rating, 20 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

Villa in Fort Myers Beach

5.0 out of 5 average rating, 32 reviews

Luxury Waterfront Home • Pool • Dock • Near Beach

4.95 out of 5 average rating, 20 reviews

A serene view of the calm bay is captured, featuring gentle waves and lush green foliage lining the shore. The horizon stretches into the distance, blending the water and sky with soft clouds, providing a peaceful backdrop for outdoor activities.

Holiday home in Captiva

Dolphin Bay House Oceanfront with private dock

4.96 out of 5 average rating, 53 reviews

A spacious living area is highlighted by large windows allowing natural light to fill the room. A comfortable sectional sofa is positioned around a coffee table on a patterned rug, while plants add a touch of greenery. Decorative elements enhance the inviting atmosphere.

Townhouse in Captiva

Sunrise Bay - North Captiva 2 carts!