Family-friendly holiday rentals in North Captiva Island

"All You Need Is Fun" Stunning Beach Home-Pool

Make some memories at this unique and family-friendly place. Private home on North Captiva Island Florida. As beautiful and peaceful as the Caribbean. "ALL YOU NEED IS FUN" is on 2 tropical landscaped lots. Sleeps 10 people comfortably with a King, Queen, 2 sets of bunkbeds with an additional twin pull out sofa. All the essentials to cook or grill out. The downstairs bar & pool area is one of a kind. Relax at your own private bar, take a swim or play games in the lush tropical yard. 2 Carts

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.

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 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!

Turtle Trax

Welcome to paradise! Your stay includes The Island Club access to clubhouse pools, pool bar, hot tub, as well as bikes, kayaks, and tennis and basketball fun. There is a 4-seater golf cart included for everything you need to make your vacation a memorable one. All your linens, fully equipped kitchen, private pool with screened in pool deck, propane grill, central a/c, and streaming TVs are all provided. Games and books for all ages. Hammocks & comfortable beds await your island getaway.

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

Saltwater&Sunsets Await You | Beach & Club Pools

Sandy lanes lead you to our newly remodeled 2 bedroom 2 bath home on North Captiva which is ready for you to enjoy your island stay. The cottage home reflects the charm of the island while keeping comfort at the heart of your stay. Each bedroom has its own full bath with luxury shower heads. The living area has a sectional sofa with a large TV and 2 lounge chairs. Our newly designed kitchen is well equipped. Island Club access with pools included with your stay. Short stroll to beach.

Steps to Beach Captiva Includes CLUB & Golfcart

BOOKING SUMMER 2026 HOST PAYS AIRBNB FEE ! SPECIAL 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

2/2 SandDollars, CLUB, Boat Slip

“Sand Dollars”—a 2 bed, 2 bath beach house on North Captiva, a private island only accessible by boat. A quick 30 minute trip from Pine Island, North Captiva is a golf cart only island (that’s right, no cars!) that has the best beaches and shelling in the area. Sand Dollars is located one block in from the beach (200 steps). Sand Dollars has a Island Club membership with access to 2 swimming pools, paddle boards, kayaks. BYOB—bring your own boat and park at our boat slip (extra fee).

JUNE DISCOUNT*Golf Cart|Pool|Paddleboards|PingPong

We cover your Airbnb service fee! Welcome to Pirates Captiva, your private oasis! This spacious home sleeps 10 and features a heated pool with a poolside outdoor kitchen and grill. Explore the island with your complimentary golf cart, then relax surrounded by tropical beauty. get a game going on our volleyball court or explore on our paddleboards. Known for world-class fishing, beaches, and laid-back island living, this retreat is perfect for families seeking adventure and relaxation.

Cottage Secluded in Palms short walk to the Beach

Actual review left by a Guest “We had a great time in Captiva Island. It's the perfect place to get away for a relaxing, secluded, car-free vacation. Federico's cottage is conveniently located just a short walk to the beach and had all of the amenities we needed to relax and enjoy the trip. Federico was helpful and responsive when I had any questions. I highly recommend staying here if you are looking to disconnect and enjoy pristine beaches with lots wildlife and natural beauty. ”

Million Dollar View! Private Pool, Steps to Beach!

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! ☀️