Holiday rentals in Big Hickory Island

NEW! Zen Oasis w/ Pool & Spa | Walk to Beach

NEW from longtime Super Host! Escape to this spacious & serene Naples retreat, just a 15 min walk from Bluebill Beach Access. Thoughtfully designed with an open layout and generous living spaces, this chic getaway offers plenty of room to relax & unwind. Enjoy a private heated pool and spa, a fully equipped kitchen, comfortable furnishings, and inviting indoor living areas. Spend your days at the beach, lounge by the pool, and experience the best of Naples from this peaceful Zen-inspired escape.

Remodeled 4 BR 3 Full Bath Sunshine Getaway

A perfect place for couple's or families. This home boasts 2 master suites with large, covered Lani with heated pool (Nov-March 85°). A total of 7 smart TVs. Enjoy preparing a family meal in the large fully equipped kitchen with double oven and plenty of counter space. Enjoy a bike ride on one of 4 bikes or Cornhole that's provided as well as other games and beach accessories. House sits on a quiet cul-de-sac for relaxing. Absolutely no parties or events! Max Guests on property at ANY time is 8!

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!

Seaside Escape steps from Bonita Beach

This conveniently located home offers easy access to everything you need. Steps away from Bonita Beach and close to restaurants and walking/biking paths. Enjoy the tranquility of your private dock on the backwaters, where you can rent or bring your own boat. Unwind in your private heated saltwater pool. Every bedroom boasts its own private lanai. The basement bar is equipped with games and pool toys, ensuring a fun and relaxing atmosphere. We have taken every step to make your stay perfect.

Bonita Beach Direct Beach Front Luxury & FUN

Beachfront 2BR/2BA condo on Hickory Island with stunning Gulf views from every room. Located on the 4th floor, fully furnished with a full kitchen, laundry room, beach chairs, towels, and more. Master with king bed, guest room with two twins—each with a private bath. Enjoy sunsets, sand, and surf in total comfort! Whether you’re sipping morning coffee on the balcony, watching the sunset, or falling asleep to the gentle sound of waves, this Hickory Island retreat promises beachfront bliss.

838 Serenity Sands Oasis - Near Beaches & Dining

Welcome to 838 Serenity Sands Oasis! Just a short walk to the lively Mercato Shopping & Dining District and a quick drive to the beach, this home puts you right in the heart of Naples fun. Spend your days soaking up the sun in the private backyard with a heated pool and spa — the perfect spot for lounging, swimming, or enjoying a drink under the palms. Whether you’re here for shopping, dining, beach days, or just pure relaxation, this home has everything you need for the perfect getaway.

Waterfront ocean access canal, Kayaks, Bikes Beach

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

Walk to the Beach | 2-Bedroom Tropical Oasis

Walk to the Beach | Escape to paradise! Welcome to Walk to the Beach, a charming tropical retreat located directly across from Bonita Beach Access #8. Perfect for small families, couples, or friends, this single-level beach house offers the ultimate in relaxation—no stairs required! Your tropical beachside getaway is calling! Whether you’re lounging in the backyard, exploring Bonita Beach, or making memories with loved ones, this tropical oasis is the perfect place to unwind and recharge.

Pool Home Minutes to the Beach

Enjoy our family’s bright, renovated home and experience indoor/outdoor Florida living at its best! The open floor plan living area has high vaulted ceilings and fully-retractable glass sliders that open out to a beautiful, south-facing lanai featuring a brand-new, heated, salt-water pool complete with a waterfall-edge spa, a sun shelf and in-pool loungers! Perfect for entertaining and outfitted with all new outdoor furniture including a new sofa & lounge chairs, dining table & grill.

Elegant Beachside Luxury Home Awaits!

This stunning Bonita home is steps from the beach. It combines modern luxury with artistic flair. The home features a striking wave stained-glass window and cozy sitting nook which provides an ideal spot to watch mesmerizing sunsets. The chef’s kitchen flows into the great room and dining area, where a large picture window frames serene views of palms. The home has a generous outdoor deck. It features three beautiful bedrooms and two full bathrooms, each designed luxuriously.

4BR Family Oasis | Pool, Spa & Fire Pit | Grill

🌴 Welcome to your private Bonita Springs oasis just minutes from Barefoot Beach! Spend your days relaxing by the heated pool, soaking in the hot tub, grilling outdoors, and gathering around the fire pit under the Florida sky. Perfect for families, beach lovers, snowbirds, and remote workers, this spacious retreat offers Smart TVs in every bedroom, a dedicated workspace, beach gear, bikes, and everything you need for an unforgettable Gulf Coast getaway. ☀️🏖️

Bright Bonita Springs Pool Home Near Gulf Beaches

Relax in this bright Bonita Springs pool home just over a mile from Bonita & Barefoot Beach. Unwind on the screened lanai with private heated pool and spa, grill, and outdoor dining. Inside, enjoy a fully equipped kitchen, comfy living area, fast WiFi, and smart TVs. Complete home gym and dedicated kids area. Beach chairs, umbrella, and cooler included. Perfect for families seeking a quiet coastal retreat close to dining, shops, and the Gulf. Pets also welcome!