Compare Southwest Florida Cottage Rentals

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

Southwest Florida Beach Accommodation

    Outrigger Beach Resort

    Outrigger Beach Resort

    6200 Estero Boulevard Fort Myers Beach FL
    West Wind Inn

    West Wind Inn

    3345 West Gulf Drive Sanibel FL
    Lani Kai Beachfront Resort

    Lani Kai Beachfront Resort

    1400 Estero Blvd Fort Myers Beach FL
    $191 nightly
    The price is $214 total per night from Nov 25 to Nov 26
    $214 total
    Nov 25 - Nov 26
    Total with taxes and fees
    8.8/10 Excellent! (1,010 reviews)
    Sandcastle Resort At Lido Beach

    Sandcastle Resort At Lido Beach

    1540 Ben Franklin Drive Sarasota FL
    7.2/10 Good! (1,000 reviews)
    Anna Maria Island Dream Inn

    Anna Maria Island Dream Inn

    2502 North Gulf Drive Bradenton Beach FL
    Punta Gorda Waterfront Hotel and Suites

    Punta Gorda Waterfront Hotel and Suites

    300 Retta Esplanade, Punta Gorda, FL
    Sundial Beach Resort & Spa

    Sundial Beach Resort & Spa

    1451 Middle Gulf Drive Sanibel FL
    $363 nightly
    The price is $405 total per night from Nov 23 to Nov 24
    $405 total
    Nov 23 - Nov 24
    Total with taxes and fees
    8.6/10 Excellent! (2,579 reviews)
    Pink Shell Beach Resort and Marina

    Pink Shell Beach Resort and Marina

    275 Estero Blvd Fort Myers Beach FL
    $254 nightly
    The price is $284 total per night from Nov 20 to Nov 21
    $284 total
    Nov 20 - Nov 21
    Total with taxes and fees
    9.4/10 Exceptional! (1,163 reviews)
    DiamondHead Beach Resort

    DiamondHead Beach Resort

    2000 Estero Blvd Fort Myers Beach FL
    $198 nightly
    The price is $221 total per night from Dec 14 to Dec 15
    $221 total
    Dec 14 - Dec 15
    Total with taxes and fees
    9/10 Wonderful! (1,002 reviews)

Hotel Options in Southwest Florida

    Kompose Boutique Hotel

    Kompose Boutique Hotel

    965 University Pkwy Sarasota FL
    $72 nightly
    The price is $82 total per night from Nov 30 to Dec 1
    $82 total
    Nov 30 - Dec 1
    Total with taxes and fees
    9/10 Wonderful! (4,623 reviews)
    La Quinta Inn & Suites by Wyndham Naples Downtown

    La Quinta Inn & Suites by Wyndham Naples Downtown

    1555 5th Ave S Naples FL
    $83 nightly
    The price is $92 total per night from Nov 30 to Dec 1
    $92 total
    Nov 30 - Dec 1
    Total with taxes and fees
    8.2/10 Very Good! (1,743 reviews)
    Margaritaville Beach Resort Fort Myers

    Margaritaville Beach Resort Fort Myers

    251 Crescent Street Fort Myers Beach FL
    $204 nightly
    The price is $228 total per night from Dec 2 to Dec 3
    $228 total
    Dec 2 - Dec 3
    Total with taxes and fees
    8.8/10 Excellent! (1,643 reviews)

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
Cottages
Lowest Price
$82
Highest Price
$405
Popular accommodation
Outrigger Beach Resort, West Wind Inn, Lani Kai Beachfront Resort, Sandcastle Resort At Lido Beach, Anna Maria Island Dream Inn, Punta Gorda Waterfront Hotel and Suites, Sundial Beach Resort & Spa, Pink Shell Beach Resort and Marina, DiamondHead Beach Resort

Explore More Ways to Travel with Travelocity