Island Walk Vacations from $967

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Your Island Walk Vacation

Embark on your next great adventure with one of our Island Walk vacation packages. Spend your days getting to know this neighborhood's many delights, such as its walking. Wondering what to see and do during your trip to Island Walk? Nearby attractions such as North Collier Regional Park, Sun N Fun Lagoon and Golisano Childrens Museum of Naples are excellent places to start. Expedia will help put your plans into action. Book your dream Island Walk vacation now.

The Latest Island Walk Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 24 - Dec 29

    Sunsuites Villas At Sunseeker Resort, Curio By Hilton + Flight

    Charlotte Harbor
    5 nights
    4.0 star property
    9.4/10 - Exceptional (149 reviews)
    "Beautiful location."
    Reviewed November 8, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - FLL • Nonstop MIA - BOS • 1 stop
    $1,331
    $967
    per traveler
    found 1 day ago
    Sunsuites Villas At Sunseeker Resort, Curio By Hilton
  • Jan 24 - Jan 30

    Manasota Key Resort + Flight

    Manasota Key
    6 nights
    2.5 star property
    9.6/10 - Exceptional (342 reviews)
    "We loved our stay. Thank you so much for the great hospitality"
    Reviewed October 22, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    PSM - PGD • Nonstop RSW - PSM • Nonstop
    $1,602
    $993
    per traveler
    found 5 hours ago
    Manasota Key Resort
  • Jan 24 - Jan 30

    The Suites at Fishermen’s Village + Flight

    Punta Gorda Isles
    6 nights
    3.0 star property
    9.8/10 - Exceptional (1,368 reviews)
    "We had a lovely stay at the fishermans suites and the staff were very helpful and polite.The room was clean and the view was lovely."
    Reviewed November 10, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    PSM - PGD • Nonstop RSW - PSM • Nonstop
    $1,857
    $1,193
    per traveler
    found 5 hours ago
    The Suites at Fishermen’s Village
  • Feb 3 - Feb 9

    Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach + Flight

    South End
    6 nights
    3.0 star property
    Roundtrip • Minneapolis (MSP) - Fort Myers (RSW)
    MSP - RSW • 1 stop RSW - MSP • Nonstop
    $10,004
    $6,797
    per traveler
    found 1 day ago
    Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach
  • Feb 3 - Feb 9

    A Peaceful Paradise by Avantstay Screened Pool + Outdoor Kitchen + Fire Table 15 Min to 5th Ave + Flight

    Naples
    6 nights
    3.0 star property
    Roundtrip • Minneapolis (MSP) - Fort Myers (RSW)
    MSP - RSW • 1 stop RSW - MSP • Nonstop
    $3,825
    $2,739
    per traveler
    found 1 day ago
    A Peaceful Paradise by Avantstay Screened Pool + Outdoor Kitchen + Fire Table 15 Min to 5th Ave

Where to stay in Island Walk

Find the best Island Walk areas and neighborhoods for the activities you enjoy most.

East Naples

Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Fifth Avenue South or Naples Botanical Garden while you're exploring the area.

Central Naples

If you're spending some time in Central Naples, Naples Zoo at Caribbean Gardens and Naples Grande Golf Club are top sights worth seeing.

Old Naples

The stunning beaches and popular shops are just a few highlights of Old Naples. Make a stop by Fifth Avenue South or Naples Beach while you're exploring the area.

Naples Park

Located in North Naples, Naples Park is bounded by U.S. Route 41 and offers easy access to Vanderbilt Lagoon. Enjoy shopping at the nearby outdoor mall, The Mercato, for a delightful experience.

Vanderbilt Beach

While visiting Vanderbilt Beach, you might make a stop by sights like Vanderbilt Beach and Delnor-Wiggins Pass State Park.

Island Walk Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.