Search for Cheap Deals on
Hotels in Southwest Florida

Choose from 42511 Southwest Florida Hotel Deals

Naples Grande Beach Resort
Naples Grande Beach Resort
4.5 out of 5
475 Seagate Drive, Naples, FL
  • 3 hours drive from Siesta Key Beach
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (1,490 reviews)
"Staff was awesome, loved the bikes! Parking was easy"

Reviewed on May 19, 2025

Naples Grande Beach Resort
Compass Hotel by Margaritaville Anna Maria Sound
Compass Hotel by Margaritaville Anna Maria Sound
4 out of 5
12324 Manatee Avenue West, Bradenton, FL
  • 41 min drive from Siesta Key Beach
Stay at this 4-star hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.2/10 Wonderful! (1,446 reviews)
"Lovely and close to Holmes Beach"

Reviewed on May 19, 2025

Compass Hotel by Margaritaville Anna Maria Sound
Margaritaville Beach Resort Fort Myers
Margaritaville Beach Resort Fort Myers
4 out of 5
251 Crescent Street, Fort Myers Beach, FL
  • 2 hours drive from Siesta Key Beach
Stay at this 4-star beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (1,091 reviews)
"Can’t say enough about this Margaritaville. Excellent customer service. Traveled with my family for 5 nights. Everyone was very friendly. DJ Cease was awesome. Clint and Harleigh at the Five O’Clock Somewhere bar were excellent."

Reviewed on May 19, 2025

Margaritaville Beach Resort Fort Myers
Sunseeker Resort Charlotte Harbor
Sunseeker Resort Charlotte Harbor
4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
  • 1 hour drive from Siesta Key Beach
Stay at this 4.5-star luxury resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful ...
9/10 Wonderful! (976 reviews)
Great staff and friendly service
"The rooms were comfortable and clean , the pool area was very nice"

Reviewed on May 18, 2025

Sunseeker Resort Charlotte Harbor
Sanibel Island Beach Resort
Sanibel Island Beach Resort
3 out of 5
1231 Middle Gulf Dr, Sanibel, FL
  • 2 hours drive from Siesta Key Beach
Stay at this 3-star beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
8.8/10 Excellent! (1,139 reviews)
"Had a wonderful time close to everything"

Reviewed on May 18, 2025

Sanibel Island Beach Resort
Hilton Marco Island Beach Resort and Spa
Hilton Marco Island Beach Resort and Spa
4 out of 5
560 S Collier Blvd, Marco Island, FL
  • 3 hours drive from Siesta Key Beach
Stay at this 4-star beach hotel in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
8.6/10 Excellent! (1,364 reviews)
"liked the mobile bar on the beach"

Reviewed on May 14, 2025

Hilton Marco Island Beach Resort and Spa
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
2.5 out of 5
1538 Cape Coral Pkwy E, Cape Coral, FL
  • 2 hours drive from Siesta Key Beach
Book a stay at this business-friendly hotel in Cape Coral. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,016 reviews)
"I will come back I really loved it !!!!"

Reviewed on May 18, 2025

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
Hilton Naples
Hilton Naples
4 out of 5
5111 Tamiami Trl N, Naples, FL
  • 3 hours drive from Siesta Key Beach
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,085 reviews)
"The front desk was amazing. They were so friendly and very well educated. The gentleman provided me all the information and convenience of the hotel as well internet access and all amenities of the hotel. Very good experience."

Reviewed on May 19, 2025

Hilton Naples
Pink Shell Beach Resort and Marina
Pink Shell Beach Resort and Marina
4 out of 5
275 Estero Blvd, Fort Myers Beach, FL
  • 2 hours drive from Siesta Key Beach
Stay at this 4-star beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...
9.2/10 Wonderful! (1,007 reviews)
"The kayak tour with Ranger Rob was amazing, we saw amazing up close wildlife including dolphins and manatee. The service staff were all super friendly and provided putstanding service. I highly recommend this for a relaxing stay on the beach."

Reviewed on May 17, 2025

Pink Shell Beach Resort and Marina
Compass by Margaritaville Hotel Naples
Compass by Margaritaville Hotel Naples
4 out of 5
4805 Tamiami Trl N, Naples, FL
  • 3 hours drive from Siesta Key Beach
Stay at this 4-star business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
9.4/10 Exceptional! (746 reviews)
"Very friendly and helpful staff. Everything is always very clean."

Reviewed on May 19, 2025

Compass by Margaritaville Hotel Naples
Lani Kai Beachfront Resort
Lani Kai Beachfront Resort
3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
  • 2 hours drive from Siesta Key Beach
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Times Square ...
8.4/10 Very Good! (1,051 reviews)
"Fort Myers has not yet recovered from the hurricane. Much of the city is still gone with very little to do. If your here for the beach, your in luck, its perfect."

Reviewed on May 19, 2025

Lani Kai Beachfront Resort
Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
  • 27 min walk from Siesta Key Beach
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (4,656 reviews)
"The beautiful new pool was wonderful . Rooms were small"

Reviewed on May 17, 2025

Tropical Beach Resorts
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.

Find cheap hotels in Southwest Florida

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Southwest Florida hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Southwest Florida.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Southwest Florida’s 42,511 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as . In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Southwest Florida hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Southwest Florida. No matter your reason for visiting Southwest Florida, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Southwest Florida hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Southwest Florida for as low as .

How many hotels are there in Southwest Florida?

With over 42,511 hotels in Southwest Florida, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as .

How to find cheap car rentals in Southwest Florida?

Finding a cheap car rental deal in Southwest Florida is as easy as scoring cheap hotels in Southwest Florida. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.