Compare Southwest Florida Cottage Rentals

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 Cottages 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
    $53 nightly
    The price is $59 total per night from Oct 13 to Oct 14
    $59 total
    Oct 13 - Oct 14
    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
    $174 nightly
    The price is $197 total per night from Oct 20 to Oct 21
    $197 total
    Oct 20 - Oct 21
    Total with taxes and fees
    Margaritaville Beach Resort Fort Myers

    Margaritaville Beach Resort Fort Myers

    251 Crescent Street Fort Myers Beach FL
    $202 nightly
    The price is $226 total per night from Nov 2 to Nov 3
    $226 total
    Nov 2 - Nov 3
    Total with taxes and fees

Cottages

Book a cottage in Southwest Florida
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Southwest Florida. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Southwest Florida better.

Cottage apartments in Southwest Florida range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Southwest Florida
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Southwest Florida and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Southwest Florida cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Southwest Florida. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Southwest Florida Cottages essential information

Accommodation
41 Cottages
Lowest Price
$59
Highest Price
$916
Popular accommodation
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!, The Cottage by Anna Maria Island, Charming cottage , close to beach & bay. , Adorable Cottage with Covered Balconies and Private Pool, Sage Sands Cottage | Steps to Beach/Pool/ Fort Myers Beach Times Square, Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!, Two Blocks to Gulf and Old Naples. A one bedroom cottage for work and play., Charming Beach Bungalow with Private Pool and steps away from the Beach!, The "Grouper"

More to Explore