Compare Pine Island Villas

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Pine Island

Don't see what you're looking for?
See all available properties in Pine Island
View all properties
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.

Hotel Options in Pine Island

    Lani Kai Beachfront Resort

    Lani Kai Beachfront Resort

    1400 Estero Blvd Fort Myers Beach FL
    $165 nightly
    The price is $185 total per night from Jan 7 to Jan 8
    $185 total
    Jan 7 - Jan 8
    Total with taxes and fees
    9/10 Wonderful! (1,079 reviews)
    Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

    Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

    5500 Sunseeker Way Punta Gorda FL
    $189 nightly
    The price is $212 total per night from Feb 1 to Feb 2
    $212 total
    Feb 1 - Feb 2
    Total with taxes and fees
    9.2/10 Wonderful! (1,705 reviews)
    Marriott Sanibel Harbour Resort & Spa

    Marriott Sanibel Harbour Resort & Spa

    17260 Harbour Pointe Dr Fort Myers FL
    $341 nightly
    The price is $381 total per night from Jan 7 to Jan 8
    $381 total
    Jan 7 - Jan 8
    Total with taxes and fees
    8.4/10 Very Good! (1,003 reviews)

Luxury Villas

Book luxury villas in Pine Island
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Pine Island. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Pine Island, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Pine Island
You won’t have a problem finding your own space in Pine Island. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Pine Island on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Pine Island rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Pine Island Villas essential information

Accommodation
102 Villas
Lowest Price
$185
Highest Price
$381
Popular accommodation
Matlacha Tiny Village, Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing, Villa Carina - Gulf Access Canal Home with Solar & Electric Heated Pool, Modern 3BR | Pet Friendly | Private Heated Pool, Relax with privacy! Villa in Bonita Springs! Modern, huge pool! , Palmview Villa New 2025 One bedroom One bath! 55+ Resort Fort Myers Beach Weekly, Dream villa in top location on the wide canal & large pool area with jacuzzi, New Amazing Villa on water in charming Captiva, Villa Island Getaway - BEACHFRONT with BOAT INVCLUDED on North Captiva!

More to Explore