Holiday rentals in Pine Island Sound

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa

Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

Gumbo Limbo North Captiva

Located on North Captiva, in Safety Harbor Club, this comfortable home is conveniently located near beaches, pools, & boat docks. Nestled among native palms, Gumbo Limbo has a wildlife-friendly, private setting you will love. Beautiful beaches & refreshing pools are a short walk or 2 minutes by golf cart (included). The island has over 5 miles of pristine sandy beaches to explore. 3 large pools, tennis & pickle ball courts, sea kayaks, bicycles & private beach access are available to guests.

Beachfront North Captiva | Rooftop Deck | Hot Tub

No bridges. No cars. No crowds. Stella Maris sits directly on the Gulf on North Captiva — a private barrier island reachable only by boat. Step off your deck onto white sand. Watch dolphins from your 360° rooftop deck at sunset. 3 bedrooms, each with private en-suite bath. Cathedral ceilings, gourmet kitchen, formal dining with Gulf views, stone fireplace, hot tub, and included golf cart. Dual club access — Safety Harbor Club included; optional Island Club for pools, kayaks, bikes, and pool bar.

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!

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!

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!

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 spa—perfect 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 beaches—perfect for snowbirds seeking comfort and ease.

Your Private Paradise on Pine Island

Wake to soft island breezes and golden sunlight, sip coffee on the spacious screened porch, then slip into your own sparkling private pool with soothing fountain, fully enclosed for privacy. This bright three-bedroom retreat offers open living, soaring ceilings, a beautiful chef’s kitchen with oversized island, split bedrooms, and shaded outdoor space perfect for gathering. Walk to parks and shops, explore nearby beaches and boating, and savor the true charm of peaceful Old Florida living.

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 schönsten 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 großen modernen Küche der Ess- und Kochinsel sowie mit Kamin und Großfernseher. Die große italienische Ledercouch mit den großen elektrischen Sessel erlaubt einen tollen Blick auf den breiten Kanal und laden zum genießen ein.

Island Fun In The Sun! Water on 2 Sides

Water front, bring your boat! . Sit on tiki deck and watch the sunrise with your first cup of coffee or the dolphins. Kayak through the canal ways of Pine Island. Book a fun kayak,canoe tour or rent a golf cart or set up a fishing excursion. Buy all your fresh Catch of the Day at Island Crab Seafood Mkt. Or fish off of our dock out front. Ft Myer & Sanibel beach is hour drive away. No parties or pets. Dock & open water access out front. Adults only due to water front