Holiday rentals in Captiva

Short walk past 5 homes to beach; pool & spa

Relax in this spacious and serene home! The house is just a short walk of about 500 feet past 5 homes to the beautiful white sand beaches of Captiva. Enjoy the sunset atop roof deck. The home is located on exclusive Captiva so you can drive to the home. The driveway parks 6 cars. EV charger provided at no additional charge with rental. Relax in this private oasis with heated pool and spa, outdoor kitchen and seating area. The tropical view is enjoyed from the many windows. 75" living room T.V.

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!

Dolphin Cottage | Beach front | Sunset Cruise

🌴 **DOLPHIN COTTAGE | Old Florida Island Escape 🐬 Escape to Dolphin Cottage, a charming waterfront retreat on North Captiva’s peaceful sunrise side. Wake up to stunning Pine Island Sound views, spot dolphins and manatees from the property, explore nearby beaches, fish, shell, and unwind on expansive porches surrounded by nature. 🌊☀️ 🏖️ Private beach access • 🌅 Water views • 🐬 Wildlife • 🌴 Old Florida charm Disconnect, reconnect, and experience North Captiva island life at its best.✨

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

Ocean View, Heated Pool, Pickleball +Walk to Beach

❤We have OVER EIGHTY 5★ Reviews...Book with Confidence❤ ★ 2 Story, 2,115 Sq Ft Home w/ 2 Patios ★ Views of the Ocean on 2 sides ★ 5 Min Walk to Nearly Private Beach ★ Sleeps 8 - (2 Kings, 2 Twins, Sofa Bed) - 3 Bathrooms ★Fast Wifi, Keurig, & Smart TVs ★ Access to Heated Pool, Hot Tub & Pickleball ★ Pack N Play + Board Games ★ Experienced Hosts - (easy check-in, clear communication, clean home) You deserve to see some legendary Captiva Sunrises & Sunsets at least once in your life!

Captiva Beach Villa On The Gulf Beach !

Captiva Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated 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. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

Beach Getaway + Golf Cart & Club Access

HOST PAYS AIRBNB FEE 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

Sunset Captiva 58

Your family will be close to everything when you stay at this centrally located place. It is a 7 min walk to the beach and the village where you can dine and shop. Has a heated community pool and tennis courts. House has a small side yard where the family can sit and enjoy the outdoors or play games. Bikes are also included, and it comes equipped with beach towels, wagon, umbrella, cooler, fishing poles and beach chairs.Also comes with a 6 seater golf cart.

Sanibel Paradise

Pet-Friendly 3BR/2BA Beach Home – Sanibel Walk to the beach from this spacious home featuring a king bed, two queens, Smart TVs in every room, full kitchen, laundry room, and a large pet-friendly yard. Enjoy open living spaces, nearby shops, restaurants, and nature trails. Perfect for families and pets to relax and explore. Experience the best of Sanibel Island with comfort and convenience. Book your stay today!

Bayside Villa 4118 Harbourview Residence Sleeps 6

This beautiful residence is a newly renovated Bayside Villa located on sunny Captiva Island! Apart from the high-end furniture and flawless renovation, it is one of just a few rental units in this community featuring an enclosed lanai overlooking the marina and a Murphy bed in the living room, granting guests additional square feet of living space and sleeping capacity of up to 6 guests.

Captiva Hide-A-Way 1A

Amazing 2 bedroom upper condo (sleeps 4) overlooking Pine Island Sound. Take the spiral staircase to the pool and boat dock area. Just a short walk away from the beaches, and some of Captiva Island's best restaurants and bars where you can hear live music almost any night. This getaway destination that will soothe away the stresses of everyday hustle & bustle.

The Beach House Beachfront 2 Bedroom / 2 Bath Hou

🏡 Beach House is the perfect intimate retreat for couples or a small family of four. Two cozy bedrooms — one with a king bed and one with a queen — are thoughtfully appointed with that warm, laid-back island style that makes you feel instantly relaxed. The Beach House is directly on the beach, with a large and lovely front yard leading out to the Gulf of Mexico.