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Use map to find homes by location or the filter results to narrow by feature. View MAPS -  2 Bedroom3 Bedroom4 Bedroom / 5+ Bedroom

Properties (69)

Vacation rental properties

Children categories

2 Bedroom (13)

These are quaint smaller 2 bedroom beach homes perfect for a couple or small family to experience North Captiva.

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3 Bedroom (28)

Beautiful 3 bedroom beach homes perfect for a medium sized family or small group.

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4 Bedroom (21)

These 4 bedroom beach homes are fantastic for the larger family or a midsized group looking for the North Captiva experience.

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5+ Bedroom (7)

These are some of the largest beach homes on the island and are great for family reunions, corporate events or weddings.

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Luxurious Beachfront Home with an Elevator, Premier Fishing Dock, Private Beach, Two Golf Carts, Airstrip Membership, Sleeps 10 Come get your Latitude Adjustment…
Schooner Sail is an amazing architectural delight.  The home is warm and welcoming and very well designed for island living.  This 2160 square…
Welcome to The Minnow. This old Florida classic three bedroom home sits directly on the Gulf of Mexico with an expansive private beach…
Sea Star is a spectacular "Brand New" vacation beach home fully equipped, and built to a high standard.  You will truly love this…
This fabulous 5 bedroom home was designed to accommodate groups up to 12 in comfort!  With lots of room to spread out, enjoy…
LongLook BeachHouse is an amazing 3 bedroom, 3 bath home directly on the Gulf of Mexico.  What an experience you will have watching…
BRAND-NEW RENOVATED 3 BEDROOM/3 BATH HOME WITH POOL, POOL TABLE, & AIRSTIP MEMBERSHIP! Beautiful and welcoming are just two words to describe this…
2 BEDROOM BEACHFRONT WITH AWESOME 180 DEGREE WATER VIEWS! Windows on the Water is a lovely 2 bedroom beach cottage just a few…
BEACH FRONT HOME SLEEPS 10 ON PRIVATE BEACH! Plus 10% off Last Minute deals Skylark is an amazing beach front home in a…
Toes In The Sand is a lovely spacious 3 bedroom, 3 bath pool home that has been beautifully designed and furnished by an…
VERY SECLUDED CONDO NEAR BEACH AND POOL WITH JACUZZI!  GREAT DEALS ON MONTH RENTALS! This lovely 3 bedroom 2 bath condo with Jacuzzi…
Just steps from the gorgeous gulf beaches, Silverseas Cottage is an immaculate and charming three bedroom, two bath home perfect for a single…
FANTASTIC BAYFRONT HOME WITH PRIVATE DOCK AND POOL!     This home is on one of North Captiva Island's most desirable locations with…
Enjoy Surfside, a lovely 3 bedroom home just steps to the beach. The home is 2000 square feet under a/c with living space…
NEW OWNERS!!! COMPLETELY REFURNISHED for a more calming, clean, and relaxed casual vibe...   Welcome to "The Moon" named after our rescue dog.…
Fabulous 2 bedroom 2 bath Old Florida Style Cottage Nestled in the shade of a giant sea grape tree, Calliope Cottage is the…
Awesome 1000 square foot gulf view cottage with vaulted ceilings, sunken spa, large wrap around screened porch, great water views and tasteful furnishings. Gulf…
This cozy two bedroom pool home is like brand new! Fully equipped! Osprey nest is a lovely brand new home with private pool…
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2019 Seasons

01/05/2019 - 02/01/2019    Off Season

02/02/2019 - 03/01/2019    Shoulder Season

03/02/2019 - 04/26/2019    Peak Season

04/27/2019 - 05/24/2019    Off Season

05/25/2019 - 09/02/2019    Summer Season

09/03/2019 - 11/22/2019    Off Season

11/23/2019 - 11/30/2019    Shoulder Season

12/01/2019 - 12/20/2019    Off Season

12/21/2019 - 01/05/2020    Peak Season

2020 Seasons

01/05/2020 - 01/31/2020    Off Season

02/01/2020 - 02/28/2020    Shoulder Season

02/29/2020 - 04/17/2020    Peak Season

04/18/2020 - 05/22/2020    Off Season

05/23/2020 - 09/07/2020    Summer Season

09/08/2020 - 11/20/2020    Off Season

11/21/2020 - 11/28/2020    Shoulder Season

11/29/2020 - 12/18/2020    Off Season

12/19/2020 - 01/03/2021    Peak Season

Filter Results

Special Offers

  • 255 - Serenity Now
    255 - Serenity Now 10% off openings for June, July and August for this amazing 3000 sq foot pool home! When it is time to Relax and unwine all you need is to come vacation at Serenity Now. It is a very spacious home for your family of 10. The house has 4 Bedroom…
  • 258 - Turtle Trax
    258 - Turtle Trax WIDE OPEN FOR SUMMER!  RATES REDUCED! Turtle Trax is a lovely two bedroom beach view pool home. This cozy home is professionally decorated and has sweeping views of the Gulf of Mexico and sunsets. This lovely quaint cottage is just steps away from the Gulf Beaches.  Situated on a nice oversized lot, this home…
  • 086 - Silverseas Cottage
    086 - Silverseas Cottage Just steps from the gorgeous gulf beaches, Silverseas Cottage is an immaculate and charming three bedroom, two bath home perfect for a single family or small group. Newly renovated, the interior features a fully stocked cook’s kitchen with stainless steel appliances, beautiful labradorite granite countertops, and a coffee bar equipped…
  • 453 -Green On The Gulf
    453 -Green On The Gulf BRAND NEW BEACHFRONT HOME! Welcome to Green On The Gulf! Just completed (New Construction) January, 2019!  This 3 bedrooms 2.5 bathrooms custom built upside down home has sweeping and unobstructed Gulf of Mexico views from the top floor living area. The home is beautifully landscaped, is equipped with a custom built 4 seat white golf cart and there is…

New To Rental Program

  • 463A - The Emeraude Nest
    463A - The Emeraude Nest THE EMERAUDE NEST PRISTINE 3 BEDROOM, 4 BATHROOM HOME WITH PRIVATE POOL, BEACH-VIEWS, SLEEPS 6 Emeraude Nest has 3 Bedroom 4 Bathroom, private pool and is built with a Reserve Plan layout , so you and your family can enjoy the views where you gather the most. Emeraude Nest sleeps…
  • 418 - Floridays
    418 - Floridays Floridays is loaded with amenities for your family to enjoy. Newly Built, beautifully landscaped, 4 bedroom 4 bathroom salt water private pool home can comfortably sleeps a family up to 11. Bottom Level: Heated Salt Water Private Pool Hot TubOutdoor Playground Lifetime Adventure TowerPool Table Outdoor Gas Grill Outdoor Dining…
  • 460 - Hidden Treasure
    460 - Hidden Treasure HIDDEN TREASURE IS AN ULTIMATE ISLAND GATEWAY, NEWLY BUILT HOME, LARGE POOL, SHORT WALK TO THE BEACH Come experience this brand new (2019) amazingly charming vacation get-away! Everyone will enjoy this large,1800 square foot, open floor plan that is a very functional, beach friendly vacation home. It has 3 bedrooms, 3…
  • 143A - Hummingbird Hideaway
    143A - Hummingbird Hideaway HUMMINGBIRD HIDEAWAY IS A DELIGHTFUL, 2 BEDROOM 2 BATHROOM COTTAGE, SLEEPS 6, GOLF CART INCLUDED Hummingbird Hideaway is Located on North Captiva Island were you can treat yourself to the real Florida experience, away from busy streets, crowded beaches, and the commercial scene. The beauty and seclusion of this barrier…