Waterfront holiday rentals in Captiva

4.95 out of 5 average rating, 121 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.

Condo in Sanibel

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, 266 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

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!

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, 143 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.✨

5.0 out of 5 average rating, 30 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

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 come with a huge pool, hot tub, 5 minute walk to the beach, free parking, free high speed internet, free bikes, free parking. No add-on or resort fee here! The villa has a spacious bedroom with a luxurious king bed, living room with a pull-out sleeper sofa, to accommodate guests.

5.0 out of 5 average rating, 13 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

4.88 out of 5 average rating, 26 reviews

Home in Sanibel

Sanibel Beachfront Condo | Shelling Paradise

Beachfront 2BR/2BA condo on beautiful Sanibel Island, famous for world-class shelling and sunsets. Enjoy Gulf views from the living room and master bedroom. Includes a fully equipped kitchen, open living area with sleeper sofa. Full size washer and dryer are in the unit. The Pool, pickle ball court and tennis courts are completed. Free parking and direct beach access. Perfect for families, couples, or friends looking to relax, explore, and experience the natural beauty of Sanibel Island.

4.94 out of 5 average rating, 120 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

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

4.9 out of 5 average rating, 72 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.

The living area features a light-colored sofa and two dark armchairs, accented by a colorful artwork on the wall. A ceiling fan provides airflow, while large windows offer views of the marina and invite natural light into the space.

4.78 out of 5 average rating, 41 reviews

Bayside Villa 4118 Harbourview Residence Sleeps 6

This beautiful residence is a newly renovated Bayside Villa located on sunny Captiva Island! Apart from the high-end furniture and flawless renovation, it is one of just a few rental units in this community featuring an enclosed lanai overlooking the marina and a Murphy bed in the living room, granting guests additional square feet of living space and sleeping capacity of up to 6 guests.

4.85 out of 5 average rating, 33 reviews

Captiva Hide-A-Way 1A

Amazing 2 bedroom upper condo (sleeps 4) overlooking Pine Island Sound. Take the spiral staircase to the pool and boat dock area. Just a short walk away from the beaches, and some of Captiva Island's best restaurants and bars where you can hear live music almost any night. This getaway destination that will soothe away the stresses of everyday hustle & bustle.

Popular amenities for Captiva waterfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

Apartment in Bonita Beach

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.

Includes FREE Jet Ski Rental & Beach Chairs!

4.92 out of 5 average rating, 133 reviews

Apartment in St. 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.

Island Castaway--Free Kayaks

4.93 out of 5 average rating, 105 reviews

4.87 out of 5 average rating, 170 reviews

A tranquil waterway is depicted, surrounded by lush green trees and residential homes. The clear blue sky reflects over the shimmering water, creating a calm and peaceful scene. Two docks are visible, providing access for boats along the serene canal.

Apartment in Cape Coral

The Cape (1) /Gulf access.

4.99 out of 5 average rating, 157 reviews

Apartment in Cape Coral

Vacation in Paradise

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.

Apartment in Matlacha

Pet-Friendly Waterfront Motel Botel

4.86 out of 5 average rating, 64 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

5.0 out of 5 average rating, 26 reviews

Apartment in Sanibel

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

4.96 out of 5 average rating, 23 reviews

Apartment in Sanibel

Sea La Vie

Waterfront house rentals

4.98 out of 5 average rating, 112 reviews

Home in Bonita Beach

Luxury Home, Steps to the Sand! Pet Friendly!

4.99 out of 5 average rating, 118 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

4.96 out of 5 average rating, 121 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

4.99 out of 5 average rating, 186 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 North Naples

Waterfront ocean access canal, Kayaks, Bikes Beach

4.97 out of 5 average rating, 329 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

4.93 out of 5 average rating, 27 reviews

Aerial view of a serene coastal landscape features lush greenery along the shoreline. Gentle waves lap against the sandy beach, with a pier extending into the clear blue water. Bright blue skies complement the tranquil setting, inviting exploration and relaxation.

Home in Cayo Costa

Cayo Costa Paradise Found

4.98 out of 5 average rating, 64 reviews

An open living area features a spacious arrangement of light-colored furniture, including a large leather sectional and armchairs. A modern fireplace and flat-screen TV are positioned on a textured feature wall. Natural light floods the space through expansive glass doors that overlook the pool area.

Home in Pelican

Villa Sunset Serenade II

4.92 out of 5 average rating, 48 reviews

A spacious outdoor area is presented, featuring a sparkling pool surrounded by lounge chairs. Lush greenery is visible, along with a shaded seating area nearby. The sunlit sky creates a vibrant atmosphere, emphasizing the serene environment of the poolside space.

Home in St. James City

Waterfront Retreat, Sleeps 8, Resort Style Pool

Waterfront condo accommodation

Condo in Fort Myers Beach

The eight-story building stands prominently along the vibrant green waters of Lovers Key State Park. Lush landscaping surrounds the property, with residential docks and a restaurant visible along the water's edge, enhancing the serene coastal environment.

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View

4.94 out of 5 average rating, 192 reviews

4.97 out of 5 average rating, 145 reviews

A living area features a black leather sofa, accent chairs, and a flat-screen TV on a light-colored media console. Two framed botanical prints are displayed on a yellow wall, while large sliding glass doors provide sweeping views of the bay and natural light.

Condo in Punta Rassa

2nd Floor Beachfront Condo Sanibel Harbour

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.

Beachfront fully equipped apartment

4.9 out of 5 average rating, 131 reviews

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

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, 98 reviews

Stunning Modern Beach front condo - w golf cart!

4.98 out of 5 average rating, 58 reviews

Condo in Sanibel

Gulf-front Penthouse, Lighthouse Sunrises

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