Family-friendly holiday rentals in Sanibel Island

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!

Steps to Beach Captiva Includes CLUB & Golfcart

BOOKING SUMMER 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 unbeatable proximity to the beach

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a good reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Amazing views of the Gulf with 5 star ratings! 3-day min. New hurricane windows, freshly painted with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1: King bed, en suite, smart TV. BR 2: 2 twin beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow small dog.

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!

Sanibel Vibes - Relax, Unwind, and Enjoy!

Welcome to this beautifully designed open-concept residence located on a serene and exclusive neighbourhood. This spacious home with high ceilings and abundant natural light features 5 bedrooms and 4 full bathrooms, along with a large living room and a separate suite for a perfect blend of privacy, comfort, space, and style. The large backyard with a heated pool for year-around swimming backs onto a beautifully maintained golf course with scenic lakes, offering breathtaking views and sunsets.

Island Paradise-The Sandy Banana-across from beach

Relax and enjoy a little taste of paradise in this beautiful home with 3 master suites and a large loft area that has twin beds that double as a sofa, its own coffee bar and mini fridge. Tucked in and surrounded by beautiful sea grapes and palm trees you'll feel like its your own private oasis. Located on the quiet west end of Sanibel Island only a two minute stroll to one of the quietest beaches on the island. You're sure to enjoy nightly sunsets over the Gulf of Mexico during your stay!

Palm Tree Paradise, Gulf Access, Pool & Spa

Location, Location Location! Quiet , 3 bed 2 Bath Home on a Canal with Private Lanai and Large Pool with a Jetted Spa! Fish from the dock, bring your own boat or rent one, or just hang out with Family and Friends. Walking distance to Popular Restaurants like Lobster Lady, Rumrunners, Fathoms and many more! Publix Grocery Store is within walking distance. Bike to Cape Harbor for concerts and dining. Open Concept Living, Dining and Family Room that all connect to Beautiful Lanai .

Sunny Sanibel - Gorgeous Loggerhead Walkout Unit

Loggerhead Cay 351 is a fantastic ground floor walk out condo residence in the sought after Loggerhead Cay development of Sanibel`s East End. "Sunny Sanibel" features two spacious bedrooms and bathrooms, a fully equipped kitchen, direct Gulf views, and a walk out patio, this residence is both beautiful and functional! With resort grade amenities including tennis, pickleball, Olympic sized heated swimming pool, shuffleboard, and community grills, guests will surely return year after year!

Sea Salt FMB! Stunning pool and island location.

STR #22-0432 Welcome to Sea Salt FMB! This stunningly decorated 4 bedroom and 4 bath pool home is just one block to the beautiful sands of Fort Myers Beach. The unique property features two master suites and two additional king guest bedrooms both incorporating an additional over-the-top bunk that the kids will adore. Side by side living spaces connected via outdoor terrace make Sea Salt FMB an absolute perfect choice for families or groups of friends looking for a perfect beach getaway.

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 and tennis court are currently under construction Free parking and direct beach access. Perfect for families, couples, or friends looking to relax, explore, and experience the natural beauty of Sanibel Island.

Steps to beach + Bikes & Beach Gear Weekly Stays

Take it easy at this unique and tranquil getaway.Relax and unwind at Loggerhead Cay 302 — a bright, beachy end-unit in one of Sanibel’s most sought-after communities. Just steps from the sand, this spacious condo offers coastal charm, a fully equipped kitchen, and all the comforts of home. Enjoy access to a large heated pool, tennis & pickleball courts, beach gear, grills, 2 complimentary bikes and more. Hosted by a 5-star Superhost who’s here to make your stay seamless and memorable.

Mangoes (Left Side)

Discover an escape to Mangoes, our Sanibel retreat where luxury and coastal charm intertwine. This haven features a full kitchen, living room, master bedroom with its own bathroom, bluetooth speakers, guest bedroom, and one pull-out couch. We've got you covered with starters — coffee, tea, etc. Step outside to discover an oasis with a HEATED SALTWATER POOL, hot tub, and grill. Just a short walk to the beach, Mangoes captures the essence of Florida living—sun, sand, and sea!