Compare Southwest Florida Condo Rentals

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

Featured Southwest Florida Condo Rentals

Don't see what you're looking for?
See all available properties in Southwest Florida
View all properties
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

    Gulf Breeze Cottages

    Gulf Breeze Cottages

    1081 Shell Basket Ln., Sanibel, FL
    9.4/10 Exceptional! (197 reviews)
    The Westin Cape Coral Resort At Marina Village

    The Westin Cape Coral Resort At Marina Village

    5951 Silver King Blvd., Cape Coral, FL
    The price is $287 per night from May 11 to May 12
    $287
    includes taxes & fees
    $257 per night
    May 11 - May 12
    9/10 Wonderful! (1,000 reviews)
    The Ritz-Carlton, Sarasota

    The Ritz-Carlton, Sarasota

    1111 Ritz Carlton Dr, Sarasota, FL
    The price is $652 per night from May 27 to May 28
    $652
    includes taxes & fees
    $577 per night
    May 27 - May 28
    9/10 Wonderful! (1,001 reviews)
    Beach Castle Resort by RVA

    Beach Castle Resort by RVA

    5310 Gulf of Mexico Dr, Longboat Key, FL
    8.8/10 Excellent! (215 reviews)
    Tween Waters Island Resort & Spa

    Tween Waters Island Resort & Spa

    15951 Captiva Drive, Captiva, FL
    The price is $446 per night from May 4 to May 5
    $446
    includes taxes & fees
    $400 per night
    May 4 - May 5
    8.6/10 Excellent! (1,002 reviews)
    Bayfront Inn Fifth Avenue

    Bayfront Inn Fifth Avenue

    1221 5th Ave S, Naples, FL
    The price is $143 per night from May 11 to May 12
    $143
    includes taxes & fees
    $129 per night
    May 11 - May 12
    8.4/10 Very Good! (1,370 reviews)
    South Seas Resort

    South Seas Resort

    5400 South Seas Plantation Rd, Captiva, FL
    8.2/10 Very Good! (1,000 reviews)
    Ramada by Wyndham Sarasota Waterfront

    Ramada by Wyndham Sarasota Waterfront

    7150 N Tamiami Trail, Sarasota, FL
    The price is $123 per night from May 1 to May 2
    $123
    includes taxes & fees
    $109 per night
    May 1 - May 2
    7.4/10 Good! (1,003 reviews)
    Sandcastle Resort At Lido Beach

    Sandcastle Resort At Lido Beach

    1540 Ben Franklin Drive, Sarasota, FL
    7.2/10 Good! (1,074 reviews)

Hotel Options in Southwest Florida

    Naples Grande Beach Resort

    Naples Grande Beach Resort

    475 Seagate Drive, Naples, FL
    The price is $368 per night from May 26 to May 27
    $368
    includes taxes & fees
    $332 per night
    May 26 - May 27
    8.8/10 Excellent! (1,449 reviews)
    Tropical Beach Resorts

    Tropical Beach Resorts

    6717 Sara Sea Circle, Siesta Key, FL
    The price is $214 per night from May 19 to May 20
    $214
    includes taxes & fees
    $189 per night
    May 19 - May 20
    9.2/10 Wonderful! (4,636 reviews)
    Margaritaville Beach Resort Fort Myers

    Margaritaville Beach Resort Fort Myers

    251 Crescent Street, Fort Myers Beach, FL
    The price is $306 per night from Apr 29 to Apr 30
    $306
    includes taxes & fees
    $274 per night
    Apr 29 - Apr 30
    8.8/10 Excellent! (1,026 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
445 Condo Rentals
Lowest Price
$123
Highest Price
$652
Popular accommodation
Marco Beach Vacation Suites, Venice Beach Villas, Holiday Inn Club Vacations Sunset Cove Resort by IHG, Chadwick Cove Resort & Marina, Newly Renovated Condo on the Beach. , Steps to the Beach - Nicely updated condo - JW Alternative, 🐬 Exquisite Newly Remodeled Beachfront Apollo Condo 9th Floor 180° ocean view, The Cocohut Sanibel @ Loggerhead Cay🐚 Beachside Accommodations🐚Pool & Pickleball, INCREDIBLE VIEWS 10th FLOOR , BALCONY READY !!!!!, POOLS NOT. COMPLEXUNDER RECO