Tag: Featured

Bedrooms: 2 

Master Suite – KING; Bedroom 2 – Two QUEEN Beds

Bathrooms: 2
Maximum Guests: 6
Property Manager: Shally’s Seashells

CAPTIVATING CABANA – LUXURY HOME, BOAT SLIP, GOLF CART, POOL, PICKLEBALL & SAFETY HARBOR CLUB

Pricing:

Please call or inquire for accurate pricing and availability

Community Amenities:

Home Amenities:

rr51 Harbor Bend Drive
North Captiva, Florida 33924

Bedrooms: 3 

Bedroom 1 – KING; Bedroom 2 – King; Bedroom 3 – Two twins

Bathrooms: 2
Maximum Guests: 6
Property Manager: Shally’s Seashells

SANDPIPER INN

SANDPIPER INN – BEACHFRONT CONDO – POOL – GOLF CART
Experience the ultimate beachfront getaway at this stunning beachfront condo on North Captiva. This family-friendly retreat features three spacious bedrooms and two full baths, comfortably sleeping six guests in beds. Each bedroom and the living room are equipped with Roku TVs, ensuring entertainment for everyone.
The large kitchen is a chef’s dream, complete with reverse osmosis for pure and refreshing water. Step outside to the ground floor, where you’ll find outdoor seating and dining areas, a Tiki bar, and a gas grill – perfect for enjoying meals al fresco.
Families will appreciate the thoughtful amenities provided, including a travel crib, high chair, baby gate, and kids’ dinnerware. With plenty of games to entertain, there’s never a dull moment. Plus, one golf cart is included for convenient transportation around the island.

Pricing:

Call or email for accurate pricing and availability

Community Amenities:

Home Amenities:

543 Gulf Lane
North Captiva, Florida 33924

Bedrooms: 4 

Bedroom One – KING; Bedroom 2 – QUEEN; Bedroom 3 – Two twins; Bedroom 4 Twin with trundle

Bathrooms: 3
Maximum Guests: 8
Property Manager: Shally’s Seashells

WHITE PELICAN WATCH

Welcome to Your Dream Unobstructed Beachfront Getaway!

Experience the ultimate in island living with our stunning 4-bedroom, 3-bathroom vacation rental, offering unobstructed views of the pristine beach. This spacious designed home is perfect for families or groups looking to escape to paradise.

Key Features:

Breathtaking Beach Views: Enjoy panoramic gulf views from the comfort of your living room, master bedroom, and private balcony. Wake up to the sound of waves and watch the sunset over the horizon every evening.

Spacious Living Areas: The open-concept living and dining areas are perfect for entertaining, with large windows that flood the space with natural light and offer stunning beach vistas.

Gourmet Kitchen: Fully equipped with modern appliances, granite countertops, and ample storage, the kitchen is a chef’s delight. Prepare delicious meals while enjoying the ocean view.

Bedrooms: Four beautifully appointed bedrooms provide comfortable sleeping arrangements for up to 8 guests. The master suite features a king-size bed, en-suite bathroom, and direct access to the balcony.

Bathrooms: Three full bathrooms, each with high-end fixtures and finishes, ensure everyone has plenty of space and privacy.

Outdoor Living: Step outside to your private balcony or patio, where you can relax with a book, dine al fresco, or simply soak in the breathtaking views.

Convenient Amenities: The rental includes high-speed Wi-Fi, flat-screen TVs, air conditioning, and a washer/dryer for your convenience.

Located just steps from the beach with private beach access, this vacation rental offers the perfect blend of relaxation and adventure. Whether you’re looking to swim, or simply unwind by the shore, you’ll find everything you need for an unforgettable stay.

ONE golf cart is provided with your stay.  Additional golf carts can be rented.

Our slip is available to rent for $35 day.  Just let us know if this is something you need to enhance your stay

Book your stay today and experience the magic of island living!

Pricing:

Call or email for accurate pricing and availability

Community Amenities:

Home Amenities:

150 White Pelican Drive
North Captiva, Florida 33924

Bedrooms: 6 

4 Kings – 5 Singles

Bathrooms: 4
Maximum Guests: 13
Property Manager: Shally’s Seashells

TURTLE AND PIPER SHORES

Bring your family or bring your friends. Side by side newly redecorated two-story condos with two newly installed pool/spas. Experience ultimate coastal living in this breathtaking beachfront duplex. Located just steps from the serene shoreline, this property boasts two distinct units, each offering a private pool for a truly luxurious retreat.

Each unit features three spacious bedrooms, for a total of six bedrooms across the property. (A total of 4 KING BEDS AND 5 SINGLE BEDS) Additionally, each unit comes equipped with a 4-seater golf cart, making it easy to explore the surrounding area with style and convenience.

Each condo has a  large kitchen which is a chef’s dream, complete with reverse osmosis for pure and refreshing water. Step outside to the ground floor, where you’ll find outdoor seating and dining areas, two Tiki bars, and two gas grills – perfect for enjoying meals al fresco.

Families will appreciate the thoughtful amenities provided with each condo, including a travel crib, high chair, baby gate, and kids’ dinnerware. With plenty of games to entertain, there’s never a dull moment. Plus, two golf carts are included for convenient transportation around the island.

Outside, each unit boasts its own tiki hut bar, perfect for enjoying refreshing drinks in the shade while taking in the coastal ambiance. Meticulously designed to blend modern comfort with beachside charm, the duplex includes stylish interiors and expansive windows that fill the space with natural light and mesmerizing ocean views. With direct beach access and personal pools, it’s perfect for soaking up the sun, hosting unforgettable gatherings, or simply unwinding to the sound of the waves.

Whether you’re seeking relaxation or the perfect place to entertain, this duplex invites you to live your best beach life.

Pricing:

Call or Inquire for availability and pricing

Community Amenities:

Home Amenities:

541 and 543 Gulf Drive
North Captiva, Florida 33924

Bedrooms: 3 

King Suite; Queen Suite: 2 double beds; sleeper sofa in living room

Bathrooms: 4
Maximum Guests: 10
Property Manager: Shally’s Seashells

SHELLABRATION BEACH HOUSE

Escape to your private island retreat! This stunning 3-bed, 4-bath oasis is decked out with a backyard pool, screened porches, and beach access via golf cart. Perfect for coffee at sunrise and cocktails at sunset! Fully stocked kitchen as well as indoor and outdoor games ensure a hassle-free stay, while bikes invite exploration of the island’s beauty. Experience luxury living surrounded by serene natural beauty, where you can truly escape the stressors of daily life and find peace and quiet.

As you disembark from the ferry, you will be greeted by a team from Shally’s Seashells. There, you will have one or two of your golf carts waiting there for you depending on the number in your party. They will assist you with your luggage and take you to the home. Any questions that you have at that time they will help you.

As you arrive, the lower level patio beckons with an outdoor kitchen and a sparkling outdoor pool, perfect for soaking up the sun. Two six-seater golf carts are at your disposal, ready to take you on adventures around the island. In the outdoor closet, you’ll find everything you need for outdoor fun: kayaks, paddleboards, coolers, lounge chairs, sand toys, and even a dog crate, a dog bed, and a dog hairdryer for your furry friend’s comfort.

Ascending to the first level, you’ll find three bedrooms, each with its own private bathroom. Step out onto the decks off the master bedroom and the queen bedroom to discover a full-size hanging bed, nestled among two Adirondack chairs, perfect for star-gazing or enjoying the ocean breeze.

There is also a pack and play and a child’s highchair that can be attached to a regular chair. There is also an outdoor kitchen, with refrigeration space and a grill. There’s also a bar top with additional space and four barstools. An outdoor pizza oven is also available for use!

The next level opens up to an airy open-concept space, encompassing the living room, dining room, and kitchen. The sofa bed provides extra sleeping space if needed. Step onto the screened-in porch to dine alfresco at the dining table for four or lounge on the couch while taking in panoramic views of the ocean and the surrounding palm trees.

For your furry companion, there is a dog crate, dog bed, and a doggy hairdryer. Dogs must be under 25 pounds and approved by the owner to ensure a safe and enjoyable environment for all.

The biggest question that is asked is Groceries! There are no grocery stores on the island. You will receive a welcome packet, with how you will receive groceries, that will be ready upon your arrival if you choose. If you are coming to the island ahead of time, you can have your groceries packaged up and bring them with you to the ferry.

Guess have access to the entire home with the exception of the locked closet in the master bedroom.

Many people confuse this area with Captiva, that is attached to Sanibel Island. This property is a separate barrier island that is north of Captiva. It is a private island with less than 300 homes and Golf Cart use only. There are no vehicles on the island, with the exception of work vehicles. There is also a restaurant located on the property that has a pool that all Islanders have access to.
You can also rent boats from Boats and Fun, a shop on the island, or grab a sweatshirt or fun memorabilia from your trip to North Captiva!

Pricing:

Please call or inquire for accurate pricing. Rates fluctuate during the season. Our rates are up to date on VRBO, less the booking fee. Owner’s will accept direct bookings and do provide discounting.

Community Amenities:

Home Amenities:

4480 Panama Shell, North Captiva Florida 33924
North Captiva, Florida 33924

Bedrooms: 4 

Master Suite 1 – King; Master Suite 2 – King; Bedroom 3 – two twin beds which can be made into a King; Bedroom 4 – Bunk bed and Queen bed

Bathrooms: 4
Maximum Guests: 10
Property Manager: Dudding Property Management

SERENDIPITY BEACH HOUSE – WE ARE BACK AND BETTER THAN EVER

One of North Captiva Island’s Best vacation homes, the Serendipity beach house is a luxury four bedroom three and half bath home that will sleep up to ten guests. This amazing home has it all! From the moment you arrive you will be mesmerized by the wonderful appointments, furnishings, amenities and sweeping views of the Gulf of Mexico. The home has 2800 square feet under a/c with more than 4000 square feet of living space including open and screen decks.   Thoughtful planning and design have gone into the remodeling of this wonderful home.  If you want comfort and luxury, Serendipity is your spot for your next vacation.

Serendipity features a private heated pool with two pool loungers on the sun shelf and pool bar.  This home was built for island living and set up for large multi-generational families or couples’ retreat. No details have been missed. North Captiva is an amazing place to explore, and Serendipity is equipped with two brand new (April 2024) 4-seater golf carts to explore the island.

You will find there is plenty to do while staying at Serendipity.    Along with the heated pool, games, books, beach towels and beach chairs are provided.  The gourmet kitchen is equipped with stainless steel appliances and lots of quartz counter space to work. The home has 5 Smart TV’s including one at the pool area.  You will not want to leave this amazing place. There is plenty of room to stretch out with a game area, living room, many porches and a lovely pool area. Also, enjoy a fabulous roof top deck for sunrise and sunset views.  This deck has cable railings for unobstructed viewing.

The sleeping arrangements are top notch with two master (king bedrooms) suites with private baths and access to the outside porches. Bedroom three features two twin beds which can be converted into a king.  Bedroom four features a queen and set of bunk beds.

Membership to the Island Club is included with your stay.  The amenities at the Island Club include two large pools as well as complimentary use of kayaks and bikes, which are first come first serve.

Pricing:

Please inquire about pricing as the rates fluctuate throughout the season. We take direct booking – No booking fees

Community Amenities:

Home Amenities:

4611 Seair Lane
North Captiva, Florida 33924

Bedrooms: 5 

Bedroom 1 – King, Bedroom 2 – King, Bedroom 3 – King, Bedroom 4 – King, Bedroom 5 – Queen

Bathrooms: 3
Maximum Guests: 10
Property Manager: Dervil Property Management

VILLA IN THE AIR

Gorgeous 5 bedroom home with heated elevated pool. So much space at the poolside with sun-beds and screened outdoor living area, within steps of the great room (2) Golf Carts included!
The first Master Suite has its own en suite bathroom with massive tiled bath and rain shower room. A poolside Master Suite with its own full bath opens to the sundeck making this suite a beautiful secluded oasis. |
| Everything in this home is luxury. You will enjoy the best of Scandinavian architecture and interior design. With over 2,600 sq ft of sundecks surrounding the elevated pool area, Villa in the Air blends indoor and outdoor space in an exceptional way. A spacious living area with chef’s style kitchen opens directly to the pool area with floor to ceiling glass doors.
Just a few steps past the dining area, the soaring ceilings of the screened porch make this an exclusive hangout with lots of outdoor seating and lounge spaces. When checking in, make sure to pick your favorite of the four boutique-style bedrooms, all with king-size beds. Or, sleep underneath the stars at the top floor in bedroom five’s queen size bedroom with skylights.
| | If you have to get some work done or just want to stream movies the villa is equipped with high-speed wifi. Villa in the Air is located on Cutlass Drive. You are a few hundred steps from the beach and just around the corner from the nature preserve where you can enjoy miles of untouched beaches famous for shelling and being the birthplace of thousands of sea-turtles each summer. |
| The reverse floor plan gives you the living level designed for enjoying time with friends and family. The designer kitchen in brushed oak is custom made for Villa in the Air, handmade in Sweden and shipped to North Captiva. The stainless-steel countertops and the tiled walls together with the bar chairs create a welcoming bistro feeling. While at the bath; if you like the bathroom commodes designed in Sweden handmade out of brushed oak, wait until you see the shower options. Choose between the massive rain-shower room or the deep bathtub for rinsing off and relaxing after a day at the beach or if you are in the mother in law suite- a double mounted rain shower room. All bathrooms fully tiled with their own style. | | On a rainy day or late at night, you can sneak up to the third-floor media room, where you find a big-screen Roku TV, hangout area and office space if anyone needs a private working area. The sloping roof and the two balconies give a feeling of a Manhattan penthouse with an ocean view. The top level offers a 360 view of the island all the way to the Gulf. | | In a separate building, you will find the mother-in-law-suite, equipped with a king-size bed, a bathroom with twin rain showers and a walk-in closet. The room is the perfect escape for any couples who like some privacy, the nanny, or your in-laws. | | North Captiva is the perfect getaway from the city, the cold weather or if you just want to enjoy “island time” for a while. Villa in the Air is one of its kind on the island and is as stunning from the inside as it is from the outside. | | Level 1 | Heated pool. Open sundeck with sunbeds, screened porch with outdoor living room. Two full master suites with en suite bathrooms with rain-shower room. Designer kitchen and bar- area. Dining table that seats eight. Big screen TV and a daybed. A breakfast fridge in the kitchen and an extra double door fridge and freezer with filtered water, ice cubes, microwave, keurig coffee maker & regular coffee maker, and crushed ice. | | Level 2 | Two master bedrooms with king-size beds. Shared bathroom with bathtub. Laundry room and a hang- out area. | | Level 3 | Living area with Big screen TV, queen size bedroom with skylights. Balcony and lookout with a 360 view of the ocean. | | Book your stay now to ensure to enjoy this unique villa. | | | This vacation rental home is located on North Captiva Island.

Pricing:

Contact us for accurate pricing per season.

Community Amenities:

Home Amenities:

4491 Cutlass
North Captiva, Florida 33924

Bedrooms: 3 

Master Bedroom 1 – King; Master Bedroom 2 – King; Bedroom 3 – Queen plus bunk bed; Loft (on level three) Double

Bathrooms: 4
Maximum Guests: 8
Property Manager: Shally’s Seashells

SALTY CONCH

Book your stay at the beautiful, new to the rental market, island house, just a short golf cart ride to the beach!

The Salty Conch is an exquisite home for comfortable living and on a private site located close to the gulf beaches on a quiet sandy lane. Surrounded by a tropical landscape with circular patio and a private, heated pool. Screened-in outdoor living space with TV, games, dining, and sitting areas. A lovely two-story foyer greets you on the first level, plus two King bedroom suites and an additional Queen. A loft room with a Full bed and fantastic Gulf views surrounded by sliding glass doors that lead to the top lookout deck with panoramic views of the island. The luxurious, fully equipped kitchen with living room and dining to enjoy a full family experience. The Salty Conch is the place to Make Memories that last a Life Time!

When you book this house, you and your family have access to the North Captiva Island Club Resort with use of club amenities including: 2 heated pools, a hot tub, tennis court, half basketball court, as well as complimentary hourly use of kayaks and bikes,

There are 4 restaurants on the island: Mangos Pool Bar, Boathouse, Over the Waterfront, & Mainstay (formerly Barnacle Phils)

This vacation rental home is located on North Captiva Island. Remote and undiscovered, North Captiva Island is accessible only by ferry, private boat or small plane. This private island community is reminiscent of old Florida as it once was during a simpler time. Just 3 miles off shore, this tropical paradise is part of the Lee Island Coast barrier island chain in South West Florida. Nearest airport to fly to would be in Fort Myers, Fl or Punta Gorda. Travel by golf cart (one six passenger provided during your stay) or bicycle on our sandy native trails. Here, you will find no cars, no crowds or paved roads. North Captiva Island offers a small town impression with just enough amenities to suite your family needs.

Pricing:

Please inquire for availability and accurate rates

Community Amenities:

Home Amenities:

4541 CONCH SHELL
North Captiva, Florida 33924

Bedrooms: 4 

Bedroom One – King Suite; Bedroom two – King Suite, Bedroom three – Queen Suite; Bedroom Four – 2 sets of Bunks with three levels (room sleeps 6)

Bathrooms: 4
Maximum Guests: 12
Property Manager: Shally’s Seashells

MAINE DECK

BRAND NEW HOME – COMPLETED

Welcome to the Maine Deck! Our beautiful dream home is brand new with construction completed in February of 2022. On the first floor our home features four spacious bedrooms – 2 kings with en suite baths, and a bunk room that sleeps six with a hall bath. A fourth bed (queen) and bath is located on the second floor. This house comfortably sleeps 12.

From the second floor enjoy views of the gulf while cooking in our gourmet Kitchen. You can dine in at our oversized kitchen counter or in the full size dining room. If fresh air is what you desire you can enjoy the full length screened porch for dining or just relaxing and watching the sunset. The kitchen has a Reverse Osmosis water system so no need to bring cases of bottled water – it’s crystal clear!

But for the real views check out the bonus room on the third floor, complete with wet bar and bath, as well as two decks facing east and west. Enjoy the sunrise with your coffee in the morning, and the sunset with your cocktail in the evening. Quite possibly the best set up on the island. And, over 800 feet of deck space makes the house feel bigger than its 3000 sf of air-conditioned living.

But the real fun is on the ground level! A brand-new bar area under the house that seats 8 with a flat screen TV, refrigerator and sink – all steps from the oversized heated pool. Also, a large outdoor shower! Enjoy games of ping pong, ladder golf, corn hole or just sitting back and reading a book from our little home library.

When you venture out to explore the island, you have access to 2 golf carts that come with the Maine Deck . In addition, our home offers private access to a beach along with a fat-tired wagon to transport supplies. You can go to the pool at the North Captiva Island Club, use the kayaks and paddle boards, or walk the nature preserve and see manatees, bald eagles and osprey, or your friendly neighborhood Gopher Tortoise. You’re in the land that time forgot.

A remote location, North Captiva Island is accessible only by ferry or private boat. This private island community is reminiscent of old Florida as it once was during a simpler time. Just 3 miles off shore, this tropical paradise is part of the Lee Island Coast barrier island chain in South West Florida. This exclusive 3-mile long ½-mile wide private barrier island has no roads or cars. Picture old Florida living on a paradise island with no cars, crowds, high rises, or streetlights. You are met at North Captiva docks by our property management crew, which will provide white glove service by handling and transporting all your bags while you are taken on a brief tour of the island and get checked in. The nearest airport to fly to would be in Fort Myers, Fl. North Captiva Island offers a small town impression with just enough amenities to suit your family needs.

Pricing:

Please inquire for accurate pricing.

Community Amenities:

Home Amenities:

4570 Smugglers
North Captiva, Florida 33924