Compare Southwest Florida Cottage Rentals

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Featured Southwest Florida Cottages

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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.

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
    $215 nightly
    The price is $240 total per night from Jul 30 to Jul 31
    $240 total
    Jul 30 - Jul 31
    Total includes taxes and fees
    8.4/10 Very Good! (1,029 reviews)
    Sandcastle Resort At Lido Beach

    Sandcastle Resort At Lido Beach

    1540 Ben Franklin Drive, Sarasota, FL
    7.2/10 Good! (1,005 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
    $497 nightly
    The price is $554 total per night from Jul 27 to Jul 28
    $554 total
    Jul 27 - Jul 28
    Total includes taxes and fees
    8.6/10 Excellent! (2,570 reviews)
    Pink Shell Beach Resort and Marina

    Pink Shell Beach Resort and Marina

    275 Estero Blvd, Fort Myers Beach, FL
    $292 nightly
    The price is $326 total per night from Jul 27 to Jul 28
    $326 total
    Jul 27 - Jul 28
    Total includes taxes and fees
    9.4/10 Exceptional! (1,008 reviews)
    DiamondHead Beach Resort

    DiamondHead Beach Resort

    2000 Estero Blvd, Fort Myers Beach, FL
    $264 nightly
    The price is $294 total per night from Jul 27 to Jul 28
    $294 total
    Jul 27 - Jul 28
    Total includes taxes and fees
    9/10 Wonderful! (1,011 reviews)

Hotel Options in Southwest Florida

    Kompose Boutique Hotel

    Kompose Boutique Hotel

    965 University Pkwy, Sarasota, FL
    $86 nightly
    The price is $97 total per night from Aug 3 to Aug 4
    $97 total
    Aug 3 - Aug 4
    Total includes taxes and fees
    9/10 Wonderful! (4,176 reviews)
    Naples Grande Beach Resort

    Naples Grande Beach Resort

    475 Seagate Drive, Naples, FL
    $182 nightly
    The price is $202 total per night from Aug 10 to Aug 11
    $202 total
    Aug 10 - Aug 11
    Total includes taxes and fees
    9/10 Wonderful! (1,607 reviews)
    Sunseeker Resort Charlotte Harbor

    Sunseeker Resort Charlotte Harbor

    5500 Sunseeker Way, 785, Punta Gorda, FL
    $198 nightly
    The price is $222 total per night from Aug 4 to Aug 5
    $222 total
    Aug 4 - Aug 5
    Total includes taxes and fees
    9/10 Wonderful! (1,232 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
58 Cottages
Lowest Price
$97
Highest Price
$554
Popular accommodation
The Inn On Siesta Key, Tropical Paradise On The Beach Permit VRC17-000168, Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi, Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!, Charming cottage in quiet area, close to beach & bay. , The "Grouper", Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!, Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village, Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!