Waterfront holiday rentals in Captiva

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, 111 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.

4.99 out of 5 average rating, 248 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 Cape Coral

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!

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, 22 reviews

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

Our renovated home on North Captiva is named "Windows on the Water" because of the spectacular wall of windows facing a pristine, white sandy beach and Captiva Pass. Relax inside or outside on your very own beach, and enjoy views of Cayo Costa Island, sailboats and wildlife including pelicans, manatees and more! We are on the beach and adjacent to 4 acres of private, undeveloped land which makes our home feel peaceful and secluded. 10/10 and 5 star reviews (64+) on the other booking site!

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, 129 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 out of 5 average rating, 7 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.

5 out of 5 average rating, 7 reviews

NEW! Beachfront!3BR Suites Sustainable Home+Dock

NEW LISTING!! 💰No nickel & diming—AirBnb & cleaning fees included! 🚤 Boat-access-only retreat with private dock 🏖️ Steps to pristine beach 🌊 Panoramic water views from every room 🛏️ 3 private queen ensuites 🍽️ Premium kitchen + grill ☀️ Tesla solar + 🚀 Starlink WiFi 🛁 Breathtaking sunset views 🛶 Kayak, SUP & e-bikes included 🌿 Surrounded by protected preserve; only one nearby home 🐬 Incredible wildlife viewing ✨ Perfect for nature lovers, anglers & tranquility seekers

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, 151 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

BOOKING SUMMER 2026 HOST PAYS AIRBNB FEE ! SPECIAL 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

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, 97 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, 116 reviews

Condo in Captiva

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.

4.98 out of 5 average rating, 64 reviews

A heated saltwater pool is enclosed by a spacious screened area, allowing for relaxation and sun exposure. Lounge chairs and vibrant orange seating are positioned beside the water, with views of a tennis court visible through the mesh walls and lush landscaping beyond.

Home in Sanibel

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

4.97 out of 5 average rating, 306 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

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.

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.

4.9 out of 5 average rating, 29 reviews

Beach Paradise: Oceanfront, Sleeps 10, Pool, Games

Discover the allure of Beach Paradise, a brand-new listing boasting unparalleled luxury. This recently furnished 4-bedroom rental property rests directly on the pristine Gulf of Mexico shores, nestled amidst lush tropical surroundings adorned with swaying coconut palms and pristine white sands adorned with exquisite seashells.

Popular amenities for Captiva waterfront rentals

Kitchen

Wifi

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, 13 reviews

Beachfront Bliss!

Apartment in Fort Myers Beach

A beachfront balcony offers calming views of the ocean and palm trees. The spacious area features two light-colored chairs positioned for relaxation. Below, the pool area is visible, along with a well-maintained lawn leading to the beach.

4.86 out of 5 average rating, 49 reviews

Beachfront-Pool Open-Fort Myers Beach (3rd Floor)

4.8 out of 5 average rating, 122 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

Apartment in Fort Myers Beach

4.82 out of 5 average rating, 137 reviews

Lovers Key Beach Club 1003 - Private Beach

4.99 out of 5 average rating, 149 reviews

Apartment in Cape Coral

Vacation in Paradise

4.91 out of 5 average rating, 23 reviews

Apartment in Fort Myers

17th Floor Riverfront • Downtown • Pool & Gym

Apartment in Saint James City

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.

4.93 out of 5 average rating, 103 reviews

Island Castaway--Free Kayaks

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

Waterfront house rentals

4.92 out of 5 average rating, 26 reviews

The sunset casts a warm glow over a tranquil saltwater pool, with palm trees reflected in the water. A spacious screened lanai surrounds the pool area, featuring lounge chairs and lush greenery. The calm canal adds to the serene atmosphere.

Home in Cape Coral

Sea you at the Cape

4.99 out of 5 average rating, 179 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

4.97 out of 5 average rating, 63 reviews

A wooden dock extends over the calm water, lined with sturdy posts topped with black caps and ropes. The backdrop features a serene house with green grounds, surrounded by lush palm trees. A vibrant sunset casts warm colors across the sky.

Home in Saint James City

Island Fun In The Sun! Water on 2 Sides

5 out of 5 average rating, 5 reviews

Home in Saint James City

Charming 2-BR Home w/ AC, Dock & Peaceful.

5 out of 5 average rating, 4 reviews

Home in Fort Myers Beach

Water Front | Modern Open Concept | Beach Vibes

4.98 out of 5 average rating, 105 reviews

Home in Bonita Beach

Luxury Home, Steps to the Sand! Pet Friendly!

5 out of 5 average rating, 45 reviews

A scenic view of the canal-side property showcasing a wooden dock with a boat lift, surrounded by lush tropical vegetation. Sun loungers are placed on a manicured lawn, and the house's screened-in porch is visible, highlighting the tranquil waterfront setting.

Home in Bokeelia

Waterfront Oasis with Boat Lift & Hot Tub

4.92 out of 5 average rating, 123 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 accommodation

5 out of 5 average rating, 4 reviews

Condo in Captiva

Captiva Beachfront Condo | Direct Gulf Front

A spacious living area features a vaulted ceiling and large windows that showcase views of the Gulf. Comfortable seating is arranged around a round coffee table, with a light-colored area rug adding warmth. A flat-screen TV is positioned to the right, providing entertainment options.

4.67 out of 5 average rating, 3 reviews

Pine Cove 403C: 2BR GulfFront Escape Quiet Complex

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.

4.9 out of 5 average rating, 118 reviews

Beachfront fully equipped apartment

An aerial view captures the beachfront setting of Pine Cove #102, revealing direct access to the sandy shore and turquoise waters. Adjacent properties are visible, surrounded by lush greenery, with sunlight casting a warm glow over the landscape. The inviting beach stretches along the coastline.

5 out of 5 average rating, 3 reviews

Pine Cove #102 is a 3/2 beachfront Sanibel vacatio

5 out of 5 average rating, 12 reviews

#472 Beachfront + 2 Bikes + Beach Equipment

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.

4.98 out of 5 average rating, 47 reviews

Amazing Gulf Views! Beachfront Condo + Pickleball

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, 32 reviews

Serene Ocean View Escape at Sundial Resort