Compare Southwest Coast Florida Cottage Rentals

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Featured Southwest Coast 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 Coast 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
    $151 nightly
    The price is $169 total per night from Dec 16 to Dec 17
    $169 total
    Dec 16 - Dec 17
    Total with taxes and fees
    9/10 Wonderful! (1,002 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
    $384 nightly
    The price is $429 total per night from Dec 18 to Dec 19
    $429 total
    Dec 18 - Dec 19
    Total with taxes and fees
    8.6/10 Excellent! (2,582 reviews)
    Pink Shell Beach Resort and Marina

    Pink Shell Beach Resort and Marina

    275 Estero Blvd Fort Myers Beach FL
    $249 nightly
    The price is $278 total per night from Dec 16 to Dec 17
    $278 total
    Dec 16 - Dec 17
    Total with taxes and fees
    9.4/10 Exceptional! (1,191 reviews)
    DiamondHead Beach Resort

    DiamondHead Beach Resort

    2000 Estero Blvd Fort Myers Beach FL
    $204 nightly
    The price is $228 total per night from Dec 16 to Dec 17
    $228 total
    Dec 16 - Dec 17
    Total with taxes and fees
    9/10 Wonderful! (1,003 reviews)

Hotel Options in Southwest Coast Florida

    Kompose Boutique Hotel

    Kompose Boutique Hotel

    965 University Pkwy Sarasota FL
    $79 nightly
    The price is $90 total per night from Dec 16 to Dec 17
    $90 total
    Dec 16 - Dec 17
    Total with taxes and fees
    9/10 Wonderful! (4,776 reviews)
    Naples Grande Beach Resort

    Naples Grande Beach Resort

    475 Seagate Drive Naples FL
    $407 nightly
    The price is $452 total per night from Jan 4 to Jan 5
    $452 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    8.8/10 Excellent! (1,974 reviews)
    Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

    Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

    5500 Sunseeker Way Punta Gorda FL
    $182 nightly
    The price is $204 total per night from Dec 22 to Dec 23
    $204 total
    Dec 22 - Dec 23
    Total with taxes and fees
    9.2/10 Wonderful! (1,660 reviews)

Cottages

Book a cottage in Southwest Coast Florida
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Southwest Coast 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 Coast Florida better.

Cottage apartments in Southwest Coast 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 Coast 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 Coast 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 Coast 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 Coast 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 Coast Florida Cottages essential information

Accommodation
62 Cottages
Lowest Price
$90
Highest Price
$703
Popular accommodation
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi, The "Grouper", Country Cottage Home, Treetops Riverfront Private Cottage w/Dock,wildlife,kayak,bike,pool,100+ reviews, 1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South, West End Paradise Unit Coral 4 - One bedroom efficiency suite, Villa Margarita Sparkles, West End Paradise Starfish 1 - Quaint Hotel Style Room near the Beach, The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!

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