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
    $210 nightly
    The price is $234 total per night from Oct 12 to Oct 13
    $234 total
    Oct 12 - Oct 13
    Total with taxes and fees
    8.6/10 Excellent! (1,069 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
    $487 nightly
    The price is $543 total per night from Oct 5 to Oct 6
    $543 total
    Oct 5 - Oct 6
    Total with taxes and fees
    8.6/10 Excellent! (2,576 reviews)
    Pink Shell Beach Resort and Marina

    Pink Shell Beach Resort and Marina

    275 Estero Blvd, Fort Myers Beach, FL
    $265 nightly
    The price is $296 total per night from Oct 5 to Oct 6
    $296 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9.4/10 Exceptional! (1,070 reviews)
    DiamondHead Beach Resort

    DiamondHead Beach Resort

    2000 Estero Blvd, Fort Myers Beach, FL
    $205 nightly
    The price is $229 total per night from Oct 5 to Oct 6
    $229 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9/10 Wonderful! (1,003 reviews)

Hotel Options in Southwest Florida

    Kompose Boutique Hotel

    Kompose Boutique Hotel

    965 University Pkwy, Sarasota, FL
    $67 nightly
    The price is $76 total per night from Oct 5 to Oct 6
    $76 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9/10 Wonderful! (4,439 reviews)
    Lani Kai Beachfront Resort

    Lani Kai Beachfront Resort

    1400 Estero Blvd, Fort Myers Beach, FL
    $210 nightly
    The price is $234 total per night from Oct 12 to Oct 13
    $234 total
    Oct 12 - Oct 13
    Total with taxes and fees
    8.6/10 Excellent! (1,069 reviews)
    Margaritaville Beach Resort Fort Myers

    Margaritaville Beach Resort Fort Myers

    251 Crescent Street, Fort Myers Beach, FL
    $224 nightly
    The price is $250 total per night from Oct 8 to Oct 9
    $250 total
    Oct 8 - Oct 9
    Total with taxes and fees
    8.8/10 Excellent! (1,508 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
65 Cottages
Lowest Price
$76
Highest Price
$543
Popular accommodation
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!, Charming cottage in quiet area, close to beach & bay. , The "Grouper", Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!, Country Cottage Home, 1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South, Cozy Getaway with pool and minutes to the beach!!!, Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill, Romantic Getaway, #302, 2 min walk to the beach.

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