
Holiday houses in Pine Island Sound
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Pine Island Sound
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Blue Laguna - Vacation in paradise!
This bright, fully equipped welcoming threeāstory home features a private heated pool and a rooftop observation deck with stunning 360ādegree 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 fourāseater 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!

Villa510~3 En-Suites~Gulf Access, Heated spa~pool
Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spaāperfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beachesāperfect for snowbirds seeking comfort and ease.

Island Paradise Awaits You
Discover Emerald Palms, a one-of-a-kind tropical retreat on historic Pine Island. Surrounded by lush gardens, seashell walking paths, and a sparkling private pool, this hidden gem feels like your very own island within the island. This custom cedar stilt home is thoughtfully decorated to evoke the timeless spirit of Ernest Hemingwayās island hideaways, offering a cozy, nostalgic ambiance with all the conveniences you need for a relaxing stay. More than a vacation home ā itās an experience.

NEW! Beachfront!3BR Suites Sustainable Home+Dock
NEW LISTING!! š°No nickel & dimingāAirBnb & cleaning fees included! š¤ Boat-access-only retreat with private dock šļø Steps to pristine beach š Panoramic water views from every room šļø 3 private queen ensuites š½ļø Premium kitchen + grill āļø Tesla solar + š Starlink WiFi š Breathtaking sunset views š¶ Kayak, SUP & e-bikes included šæ Surrounded by protected preserve; only one nearby home š¬ Incredible wildlife viewing ⨠Perfect for nature lovers, anglers & tranquility seekers

Steps to Beach Captiva Includes CLUB & Golfcart
BOOKING SUMMER 2026 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 proximity to the beach

Close to Cape Harbour western pool and dock, golf
Talk about location! This house is located in southwest Cape Coral close to everything great that Cape Coral has to offer including marina, restaurants, shopping, bike trails, kayaks included etc. Right across the street from Cape Coral's most exclusive neighborhood Cape Harbour. This house has a heated pool facing west for sun all day long and fantastic sunsets, new hot tub, boat dock, and completely remodeled check out the primary bath and all brand-new furnishings including kids stuff.

Paradise on the Water!
Welcome to your perfect island getaway in beautiful St. James City, located on the southern tip of Pine Island, Florida. This inviting 2-bdrm , 2- bath offers everything for a relaxing and memorable vacation-including a private pool, direct access to the Gulf of Mexico and a fully equipped kitchen. The home is located close to charming waterfront restaurants, tiki bars, local shops, grocery stores, and outdoor activities. Saint James is close to Matlacha, Sanibel and Captiva Islands.

Villa Sunset Serenade II
Komplett renoviert und neu eingerichtet! Erleben Sie die schƶnsten Wochen in der brandneu durch ein professionelles Designerteam komplett renovierten Villa Sunset Serenade II. Das mit einem tollen Lichtkonzept ausgestattete offene Wohnzimmer mit der nagelneuen groĆen modernen Küche der Ess- und Kochinsel sowie mit Kamin und GroĆfernseher. Die groĆe italienische Ledercouch mit den groĆen elektrischen Sessel erlaubt einen tollen Blick auf den breiten Kanal und laden zum genieĆen ein.

Charming 2-BR Home w/ AC, Dock & Peaceful.
Discover this charming 2-bedroom waterfront home in peaceful Saint James City. Each bedroom features a comfortable queen bed, plus a cozy living room with a sofa bed for extra guests. With 2 full bathrooms, everyone enjoys space and privacy. The home offers air conditioning and heating for year-round comfort. Relax indoors, unwind by the water, or plan your next island adventure from this inviting home away from home. Weāre always happy to share local recommendations.

"Savona Twilight"
Newly furnished heated pool home in sought-after, established neighborhood minutes to shopping, dining, and Gulf-access boat ramps. Relax and unwind, and enjoy Cape Coral vacationing at its finest! Your family will be close to everything when you stay at this centrally-located place. The cozy patio area invites for relaxing times by the pool with TV and BBQ grill. You will find fishing rods and beach equipment in the garage. Oversized garden area for privacy.

Seaside Villa Destin In the heart of Pine Island
Our SEASIDE VILLA DESTIN is idyllically located on Pine Island off Cape Coral. Especially for boat lovers, the villa is therefore the perfect vacation home. The way to the Gulf of Mexico is not far and you can explore many beautiful islands around Pine Island and Cape Coral by boat. The boat dock may be used with pleasure. For further fun in the house there are kayaks, table tennis, table soccer and bicycles. Also for the little ones is provided.
Popular amenities for Pine Island Sound holiday rentals
Other great holiday rentals in Pine Island Sound

Matlacha waterfront home

Water Front, Heated Pool, Tiki, Large Lanai

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

Sol Mar Paradise Awaits -Beachfront Elegance

Beautiful 3/3 with pool, Gulf access & boat ramp

Gulf Access, HTD Pool, Kayaks, Bikes, Beach Gear+

Blue Agave - 2/2 Pool w/Dockage

The White House
Destinations to explore
- SeminoleĀ Holiday rentals
- Central FloridaĀ Holiday rentals
- MiamiĀ Holiday rentals
- St Johns RiverĀ Holiday rentals
- OrlandoĀ Holiday rentals
- Gold CoastĀ Holiday rentals
- Miami BeachĀ Holiday rentals
- Fort LauderdaleĀ Holiday rentals
- HavanaĀ Holiday rentals
- TampaĀ Holiday rentals
- Four CornersĀ Holiday rentals
- KissimmeeĀ Holiday rentals
- Naples Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Englewood Beach
- Myakka River State Park
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Clam Pass Park
- Blind Pass Beach
- North Jetty Beach
- Florida Gulf Coast University
- South Jetty Beach
- Edison & Ford Winter Estates
- Boca Grande Pass
- Esplanade Golf & Country Club of Naples
- Stonebridge Country Club
- Delnor-Wiggins Pass State Park
- Del Tura Golf & Country Club
- Jetblue Park
- Bowman's Beach




