Compare Southwest Florida Condo Rentals

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Featured Southwest Florida Condo Rentals

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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 Accommodation Oceanfront

    Naples Beach Club, A Four Seasons Resort

    Naples Beach Club, A Four Seasons Resort

    851 Gulf Shore Blvd N, Naples, FL
    The Westin Cape Coral Resort At Marina Village

    The Westin Cape Coral Resort At Marina Village

    5951 Silver King Blvd., Cape Coral, FL
    $169 nightly
    The price is $189 total per night from Oct 5 to Oct 6
    $189 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9/10 Wonderful! (1,010 reviews)
    The Ritz-Carlton, Sarasota

    The Ritz-Carlton, Sarasota

    1111 Ritz Carlton Dr, Sarasota, FL
    $607 nightly
    The price is $685 total per night from Oct 1 to Oct 2
    $685 total
    Oct 1 - Oct 2
    Total with taxes and fees
    9/10 Wonderful! (1,006 reviews)
    Tween Waters Island Resort & Spa

    Tween Waters Island Resort & Spa

    15951 Captiva Drive, Captiva, FL
    $380 nightly
    The price is $424 total per night from Oct 1 to Oct 2
    $424 total
    Oct 1 - Oct 2
    Total with taxes and fees
    8.6/10 Excellent! (1,003 reviews)
    Bayfront Inn Fifth Avenue

    Bayfront Inn Fifth Avenue

    1221 5th Ave S, Naples, FL
    $119 nightly
    The price is $132 total per night from Oct 1 to Oct 2
    $132 total
    Oct 1 - Oct 2
    Total with taxes and fees
    8.6/10 Excellent! (1,598 reviews)
    South Seas Resort

    South Seas Resort

    5400 South Seas Plantation Rd, Captiva, FL
    8.2/10 Very Good! (1,004 reviews)
    Ramada by Wyndham Sarasota Waterfront

    Ramada by Wyndham Sarasota Waterfront

    7150 N Tamiami Trail, Sarasota, FL
    $105 nightly
    The price is $119 total per night from Oct 1 to Oct 2
    $119 total
    Oct 1 - Oct 2
    Total with taxes and fees
    7.6/10 Good! (1,014 reviews)
    Sandcastle Resort At Lido Beach

    Sandcastle Resort At Lido Beach

    1540 Ben Franklin Drive, Sarasota, FL
    7.2/10 Good! (1,001 reviews)
    Gulf Breeze Cottages

    Gulf Breeze Cottages

    1081 Shell Basket Ln., Sanibel, FL

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 1 to Oct 2
    $76 total
    Oct 1 - Oct 2
    Total with taxes and fees
    9/10 Wonderful! (4,406 reviews)
    Lani Kai Beachfront Resort

    Lani Kai Beachfront Resort

    1400 Estero Blvd, Fort Myers Beach, FL
    $178 nightly
    The price is $199 total per night from Oct 13 to Oct 14
    $199 total
    Oct 13 - Oct 14
    Total with taxes and fees
    8.6/10 Excellent! (1,045 reviews)
    Margaritaville Beach Resort Fort Myers

    Margaritaville Beach Resort Fort Myers

    251 Crescent Street, Fort Myers Beach, FL
    $214 nightly
    The price is $239 total per night from Oct 1 to Oct 2
    $239 total
    Oct 1 - Oct 2
    Total with taxes and fees
    8.8/10 Excellent! (1,495 reviews)

Luxury Condos

Find luxury condos in Southwest Florida
Get your vacation off to a fabulous start by booking a luxury condo in Southwest Florida. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Southwest Florida condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Southwest Florida will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Southwest Florida Condo Rentals essential information

Accommodation
393 Condo Rentals
Lowest Price
$76
Highest Price
$685
Popular accommodation
Captiva Beach Resort, Marco Beach Vacation Suites, Venice Beach Villas, Holiday Inn Club Vacations Sunset Cove Resort by IHG, Your Perfect Naples Retreat Relax at Park Shore Resort Snowbird Friendly, Paradise 🏝Beach heaven 🌞condo 🦩
, RELAX and Unwind on Fort Myers Beach in a 2BR/2BA Gorgeous Gulf views and Pool, Seaside 401, Gulf-front condo with a pool, a hot tub, central AC, & on-site restaurants

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