Compare Southwest Florida Villas

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 Southwest Florida

Don't see what you're looking for?
See all available properties in Southwest Florida
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 Southwest Florida

    Kompose Boutique Hotel

    Kompose Boutique Hotel

    965 University Pkwy Sarasota FL
    $76 nightly
    The price is $85 total per night from Sep 27 to Sep 28
    $85 total
    Sep 27 - Sep 28
    Total with taxes and fees
    Compass Hotel by Margaritaville Anna Maria Sound

    Compass Hotel by Margaritaville Anna Maria Sound

    12324 Manatee Avenue West Bradenton FL
    $177 nightly
    The price is $200 total per night from Sep 3 to Sep 4
    $200 total
    Sep 3 - Sep 4
    Total with taxes and fees
    Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

    Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

    5500 Sunseeker Way Punta Gorda FL
    $198 nightly
    The price is $221 total per night from Sep 2 to Sep 3
    $221 total
    Sep 2 - Sep 3
    Total with taxes and fees
    9.2/10 Wonderful! (3,274 reviews)

Luxury Villas

Book luxury villas in Southwest Florida
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Southwest Florida. 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 Southwest Florida, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Southwest Florida
You won’t have a problem finding your own space in Southwest Florida. 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 Southwest Florida on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Southwest Florida 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!

Southwest Florida Villas essential information

Accommodation
58 Villas
Lowest Price
$85
Highest Price
$494
Popular accommodation
River Wilderness Waterfront Cabins, MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street, "ParrotEyes FMB" North Island Beauty! Pvt Heated Pool, TOTAL RENOVATION, Modern Villa steps away from the white sandy beach on upscale Lido Key, Sarasota, Luxury Villa steps from Venice Beach Children friendly, 5⭐️ LUXURY BEACH VILLA with SECLUDED HEATED POOL+HOT TUB SURROUNDED by PALM TREES, Luxury Villa Lighthouse Across from the Beach, Cape Coral Oasis: Pool, Bikes, Summer rates! , Enchanting tropical waterfront villa with boat slip, bikes, kayaks heated pool!

More to Explore