Waterfront holiday rentals near Captiva Island

4.98 out of 5 average rating, 196 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 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, 98 reviews

Right on the Beach with the Best Views and Rates!

Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Amazing views of the Gulf with 5 star ratings! 3-day min. Sustained min. damage from Hurricane Ian. New hurricane windows, freshly painted with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1: King bed, en suite, smart TV. BR 2: 2 twin beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow small dog.

A scenic view showcases a private deck featuring a spa and circular seating area, positioned near lush greenery. The serene beach is visible in the background, leading to calm waters under a softly lit sky at sunset, creating a tranquil coastal atmosphere.

4.95 out of 5 average rating, 44 reviews

North Captiva Beachfront | 360° Views | Hot Tub

Stella Maris is a beachfront family retreat on North Captiva Island with rare dual club access—Safety Harbor Club included (pool, tennis), plus optional Island Club for pools and kayaks. Enjoy private beach access, panoramic Gulf views, and a 360° rooftop deck for sunrises, sunsets, and stargazing. Cathedral ceilings, gourmet kitchen, and formal dining with sunset views. All three bedrooms feature private en-suite baths. Relax in the hot tub and explore the island with your included golf cart.

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, 40 reviews

1 house to shore-Golf Cart Pickleball, Dock Access

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🌊 Amazing beach views & stunning sunsets 🛥️Shared boat dock - ask about availability 🏖️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 🛌🏽Westin Heavenly Beds for ultimate comfort and sleep ✅ Gourmet chef's kitchen 🏠 Professionally designed & extremely comfortable 😊24/7 local host support!

5 out of 5 average rating, 5 reviews

Newly Remodeled Home with Pool Steps to the Beach!

🏡 Laika House – Newly Remodeled Private Pool Home Steps from the Beach! 🏖️ 🌟 EXCITING NEW REMODEL! 🌟 Welcome to Laika House, a charming private pool home just steps from Captiva’s white sandy beaches! Located on quiet Laika Lane with no public parking and minimal traffic, this home offers the perfect blend of privacy and convenience. Walk to Captiva Village’s unique shops, top-rated restaurants, and vibrant attractions while enjoying a peaceful retreat surrounded by tropical landscaping.

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, 138 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

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, 25 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.

4.94 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.

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, 26 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, 57 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.

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.

4.96 out of 5 average rating, 284 reviews

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Popular amenities for waterfront rentals near Captiva Island

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

Apartment in Fort Myers Beach

A bright living area features a light-colored sectional sofa and an accent chair, complemented by a decorative area rug. Large glass doors allow natural light to enter, with views of the balcony visible. A framed artwork adds a touch of personality to the space.

5 out of 5 average rating, 9 reviews

Beachfront Bliss!

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.

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, 41 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 Island

Apartment in Fort Myers Beach

4.82 out of 5 average rating, 137 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.

4.8 out of 5 average rating, 238 reviews

Garden Villa

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.

Apartment in Cape Coral

Suite with lake view.

Waterfront house rentals

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

4.99 out of 5 average rating, 166 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

4.95 out of 5 average rating, 131 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, 14 reviews

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

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.

5 out of 5 average rating, 10 reviews

Intervillas Florida - Villa Xanadu

5 out of 5 average rating, 8 reviews

Home in Bokeelia

Just Listed! Coastal Oasis with Private Pool

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, 127 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

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.

4.98 out of 5 average rating, 121 reviews

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

Waterfront condo accommodation

A wide expanse of sandy beach stretches under a clear blue sky, with gentle waves lapping at the shoreline. Seagulls are seen in flight and on the sand, while distant beachgoers enjoy the sun. The scene reflects a calm and inviting coastal atmosphere.

4.82 out of 5 average rating, 17 reviews

Beachfront Condo, 2bd/2bath Pet-Friendly

4.83 out of 5 average rating, 115 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.

Condo in Fort Myers

Cozy Coastal Escape. Close to FMB and Sanibel

Condo 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.

4.88 out of 5 average rating, 104 reviews

Beachfront fully equipped apartment

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.

4.97 out of 5 average rating, 38 reviews

Pickleball, beachfront, Amazing GULF VIEWS!

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.

4.97 out of 5 average rating, 30 reviews

Serene Ocean View Escape at Sundial Resort

5 out of 5 average rating, 12 reviews

Steps to beach + Bikes & Beach Gear Weekly Stays

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

4.99 out of 5 average rating, 146 reviews

An open kitchen and dining area features a round glass table surrounded by rattan chairs adorned with tropical patterns. Stainless steel appliances are positioned next to light cabinetry. Expansive windows invite natural light, providing a view of the outdoor scenery.

Condo in Bonita Springs

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Other waterfront holiday rentals

5 out of 5 average rating, 8 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, 42 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

4.93 out of 5 average rating, 30 reviews

An aerial view captures the waterfront property, highlighting the silver-roofed house surrounded by lush greenery and palm trees. A long wooden pier extends into the calm waters of Charlotte Harbor, inviting activities like fishing and kayaking.

Home in Bokeelia

The Harbor House

A spacious open-concept living area is showcased, featuring a modern kitchen with an island and sleek cabinetry. Large glass doors provide abundant natural light and views of the outdoors. Rustic wooden beams contrast with the contemporary décor, highlighting both elegance and comfort.

4.91 out of 5 average rating, 68 reviews

AquaLux Smart Home

5 out of 5 average rating, 13 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

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, 18 reviews

Sundial P204- Dreamy Beachfront Condo on Sanibel

Cottage in Saint James City

5 out of 5 average rating, 65 reviews

Waterside Cottage

The outdoor space features a spacious patio with seating areas, a tiki hut, and a fire pit. Soft landscaping surrounds the area, enhancing the inviting ambiance. The two-story home is illuminated against a dusk sky, showcasing large windows that provide views of the expansive water nearby.