Holiday rentals with outdoor seating near Captiva Island

A bird's-eye view captures a modern two-story home with a metal roof surrounded by lush tropical landscaping. A large heated swimming pool is seen in the foreground, with lounge chairs positioned nearby, emphasizing outdoor relaxation in a serene setting.

5 out of 5 average rating, 11 reviews

" Here Comes The Fun" Absolutely Magnificent! Home

HERE COMES THE FUN! Doo-d-Doo-Doo FUN FUN FUN HERE IT COMES! No detailed has been missed. This is truly a luxury home. HERE COMES THE FUN is a single story 3-bedroom, 3.5 bathroom home. Finished in early 2020 it was built on 2.5 lots or on one half acre of sand. Its location is only a 3.5-minute walk on a white sand path-like road past just 4 houses to the largest beach on the island. There is public access and golf cart parking available there and that isn’t always the case on other streets.

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, 38 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!

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, 136 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL 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, 24 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!

4.9 out of 5 average rating, 121 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.

5 out of 5 average rating, 3 reviews

Flat in Sanibel

Sundial E304: Gulf Front w/Stunning Ocean Views

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.

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.

4.93 out of 5 average rating, 106 reviews

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas 2527 is located in the Beach Villas area of the South Seas Resort, the Gulf of Mexico and pool can be viewed from the private lanai. This second floor 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 for your enjoyment. Beach chairs, umbrella and beach towels are provided with this unit since resort amenities are not available when you rent through an owner.

The exterior view showcases a modern coastal retreat, highlighting a private pool and spacious outdoor areas. Lush greenery surrounds the property, with sandy paths leading to the beach in the distance. The inviting design is complemented by a clear blue sky that enhances the serene coastal atmosphere.

5 out of 5 average rating, 13 reviews

Brand New! Gulf View, Heated Pool, Club Amenities!

Escape to Isle Escape, a 2024-built luxury retreat just steps from pristine beaches. 🌊 Enjoy stunning Gulf views 💦 Private pool (heated or cooled) 🛏️ 5 spacious bedrooms w/ en-suite baths 🍽️ Cook in a modern, fully equipped kitchen 🎶 Unwind on screened-in decks with fans, speakers and views 🛜 Stay connected with Starlink Internet 🤩 Island Club amenities & in home games ⚡️ whole-house generator 🏝️explore with 2 golf carts included Your perfect getaway awaits—book now! ☀️

A spacious living area is furnished with a gray couch and two armchairs, complemented by modern side tables and lamps. Floor-to-ceiling sliding doors open to a private lanai, revealing views of palm trees and the beach beyond. Natural light fills the room, enhancing its airy ambiance.

4.83 out of 5 average rating, 6 reviews

Splendid Beach Villa Residence in South Seas

Indulge in luxury at 2325 Beach Villas, a recently renovated beachfront condominium in Captiva, Florida. This stunning property features high-end finishes, coastal decor, and is equipped with modern amenities including a fully renovated kitchen, and spacious bathrooms. Enjoy breathtaking Captiva sunsets from your private lanai, and make use of provided beach gear for a perfect day at the beach. Perfect for families seeking a luxurious and unforgettable vacation experience.

4.97 out of 5 average rating, 65 reviews

An aerial view captures a serene coastal neighborhood surrounded by lush greenery, with the beach visible in the distance. The beach house is nestled among palm trees, indicating its close proximity to the shoreline and other scenic homes in the area.

Cottage in Captiva

The FlipFlopper Beach House - North Captiva Island

FlipFlopper Beach House - well appointed family focused beach home only a 3 minutes walk from the White Sand Beaches on the Gulf of Mexico and 3 min walk to Island Club Amenities on North Captiva Island. Rate includes Luggage Deliver, use of Golf Cart and Members Access to The Island Club. Hard limit on 6 guests - rare exceptions but please ask - infants are not counted in the above 6 person limit! Private Hot Tub on the rear deck amongst the Sable Palms.

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

⚓️Welcome to South Seas Serenity II! This newest and most stylish condo in South Seas! The remodeled modern luxury condo is nestled in heart of Captiva, one of the premier vacation destinations in the Southwest Florida. There are AIRBNB properties and there are South Seas Serenity Properties. We set ourselves apart by creating a 5 Star luxury experience while still having the space and quaintness of a AIRBNB property.⚓️

Popular amenities for rentals with outdoor seating near Captiva Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

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.

4.93 out of 5 average rating, 67 reviews

AquaLux Smart Home

5 out of 5 average rating, 11 reviews

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

Home in North Captiva Island

4.9 out of 5 average rating, 68 reviews

PrivateHeatedPool+Golf Cart|2 King Suites&Bunkroom

5 out of 5 average rating, 9 reviews

Intervillas Florida - Villa Xanadu

4.97 out of 5 average rating, 29 reviews

A spacious two-story home showcases a large outdoor deck and a well-maintained landscape featuring various tropical plants. The exterior features light-colored siding, a brown shingled roof, and ample windows that allow natural light. Pathways lead through the surrounding greenery.

Home in Bonita Springs

Elegant Beachside Luxury Home Awaits!

The exterior of the beach house is showcased, featuring a covered porch with wooden railings and an American flag. Tropical palm trees surround the property, and stairs lead to the elevated entrance, highlighting the inviting design and island charm.

4.88 out of 5 average rating, 33 reviews

2/2 SandDollars, CLUB, Boat Slip

4.9 out of 5 average rating, 161 reviews

Home in Fort Myers

Dive into Luxury: Stunning Tropical Home & Pool

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, 21 reviews

Beach Paradise: Oceanfront, Sleeps 10, Pool, Games

Apartment rentals with outdoor seating

5 out of 5 average rating, 4 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

4.97 out of 5 average rating, 112 reviews

A quaint outdoor seating area features white Adirondack chairs arranged around a circular table. Lush greenery surrounds the space, while a serene waterfront is visible in the background, showcasing a calm waterway lined with palm trees and distant homes.

Flat in Bonita Springs

Beach/Sunset Bay/Sunrise Relax/Island Living

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.

Flat in Captiva

5136 Bayside Villas, Captiva Island

4.93 out of 5 average rating, 163 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.

4.84 out of 5 average rating, 715 reviews

Flat in Fort Myers

Charming 1920's Carriage house

4.91 out of 5 average rating, 197 reviews

A screened-in pool area is visible, featuring a clear blue pool with a shallow entry. Sunlight reflects off the water, and a few chairs are arranged around the pool. A shaded outdoor kitchenette is in the background, with a fenced yard beyond.

Flat in Cape Coral

Private Apartment with sunny pool

4.93 out of 5 average rating, 190 reviews

A bright living area includes a cozy sectional sofa and a round dining table adorned with a simple green centerpiece. A wall-mounted television displays scenic imagery. Natural light fills the space through multiple windows with shades, creating a welcoming environment.

Flat in Boca Grande

2 Bedroom Flat: Downtown Boca Grande:#1

4.85 out of 5 average rating, 158 reviews

A sunlit sunroom features a patterned armchair paired with a small table. A sliding glass door opens to a lush outdoor area with tropical plants and an umbrella-covered seating space. Natural light filters in, creating an inviting atmosphere for relaxation.

Flat in Naples

#Blocks2Beach Lower 1BR1BA LARGE Palm Villa #RITZ

Apartment rentals with outdoor seating

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.

Apartment in Fort Myers

Cozy Coastal Escape. Close to FMB and Sanibel

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.

4.88 out of 5 average rating, 101 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, 37 reviews

Pickleball, beachfront, Amazing GULF VIEWS!

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

An inviting outdoor patio features a sectional sofa with soft cushions and decorative pillows. A coffee table sits in the center, complemented by a lantern. Large windows provide a view of the pool area and landscaped grounds, allowing natural light to fill the space.

5 out of 5 average rating, 86 reviews

View of Gulf, Steps to Beach@The Turquoise Turtle

A screened-in balcony offers a view of the Gulf of Mexico, featuring palm trees and lush greenery. Two wooden chairs are positioned to face the scenic coastline, allowing for peaceful relaxation. The expansive glass doors provide access to the living area, enhancing the indoor-outdoor experience.

4.96 out of 5 average rating, 26 reviews

Amazing beach views - Sanibel - Sandalfoot 5C2

Apartment in Bonita Springs

A bright living area features a comfortable seating arrangement with a neutral sofa and a reclining chair. A coffee table is positioned centrally, with a scenic view of the ocean visible through expansive sliding glass doors, leading to a balcony with outdoor seating.

4.97 out of 5 average rating, 147 reviews

Bonita Beach and Tennis 3907 - Ocean Views

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, 95 reviews

Right on the Beach with the Best Views and Rates!

Other holiday rentals with outdoor seating

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, 41 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

5 out of 5 average rating, 8 reviews

A welcoming living area features a white sectional sofa adorned with neutral pillows. A glass-top coffee table sits at the center, showcasing a decorative centerpiece. Large windows provide a view of the lush garden and private pool area through bright, natural light.

Home in Naples

Paradise in the Park - Heated Pool

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!

5 out of 5 average rating, 21 reviews

A two-story beach cottage, featuring a light blue exterior with large windows reflecting hues of the sky at sunset. Surrounding vegetation includes palm trees and coastal grasses, while a natural wooden barrier enhances the outdoor space.

Home in North Captiva

Saltwater&Sunsets Await You | Beach & Club Pools

5 out of 5 average rating, 13 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, 4 reviews

Home in Bokeelia

Just Listed! Coastal Oasis with Private Pool

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.