Search for Cheap Deals on
Luxury & Trendy Hotels in Southwest Florida

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!


Hotels in Southwest Florida

Marco Beach Ocean Resort
Marco Beach Ocean Resort
5 out of 5
  • 3 hours drive from Siesta Key Beach
Stay at this 5-star luxury hotel in Marco Island. Enjoy free WiFi, a full-service spa, and a beach locale. Popular attractions Tigertail Beach and South Marco ...
Marco Beach Ocean Resort
The Capri Inn
The Capri Inn
3.5 out of 5
Fully refundableReserve now, pay when you stay
  • 3 hours drive from Siesta Key Beach
The price is $549 per night from Feb 23 to Feb 24
$549
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3.5-star hotel in Naples. Enjoy breakfast (surcharge), free bicycles on site, and a 24-hour front desk. Our guests praise the breakfast and the ...
The Capri Inn
Inn at Pelican Bay
Inn at Pelican Bay
4 out of 5
Fully refundableReserve now, pay when you stay
  • 3 hours drive from Siesta Key Beach
The price is $602 per night from Feb 19 to Feb 20
$602
includes taxes & fees
Feb 19 - Feb 20
Stay at this hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Inn at Pelican Bay
voco Sarasota, an IHG Hotel
voco Sarasota, an IHG Hotel
3.5 out of 5
Fully refundable
  • 13 min drive from Siesta Key Beach
The price is $268 per night from Mar 16 to Mar 17
$268
includes taxes & fees
Mar 16 - Mar 17
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise ...
voco Sarasota, an IHG Hotel
Casey Key Resorts - Mainland
Casey Key Resorts - Mainland
3 out of 5
Fully refundableReserve now, pay when you stay
  • 17 min drive from Siesta Key Beach
The price is $208 per night from Feb 26 to Feb 27
$208
includes taxes & fees
Feb 26 - Feb 27
Stay at this 3-star business-friendly hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
Casey Key Resorts - Mainland
Naples Park Central Hotel
Naples Park Central Hotel
2.5 out of 5
Fully refundableReserve now, pay when you stay
  • 3 hours drive from Siesta Key Beach
The price is $282 per night from Feb 21 to Feb 22
$282
includes taxes & fees
Feb 21 - Feb 22
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean ...
Naples Park Central Hotel
The Banyan Hotel Fort Myers, Tapestry Collection by Hilton
The Banyan Hotel Fort Myers, Tapestry Collection by Hilton
3.5 out of 5
Fully refundableReserve now, pay when you stay
  • 2 hours drive from Siesta Key Beach
The price is $217 per night from Feb 23 to Feb 24
$217
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3.5-star business-friendly hotel in Fort Myers. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff in ...
The Banyan Hotel Fort Myers, Tapestry Collection by Hilton
Trianon Bonita Bay
Trianon Bonita Bay
3.5 out of 5
Fully refundableReserve now, pay when you stay
  • 2 hours drive from Siesta Key Beach
The price is $322 per night from Mar 2 to Mar 3
$322
includes taxes & fees
Mar 2 - Mar 3
Stay at this 3.5-star family-friendly hotel in Bonita Springs. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the ...
Trianon Bonita Bay
Inn of Naples, Tapestry Collection by Hilton
Inn of Naples, Tapestry Collection by Hilton
3 out of 5
Fully refundableReserve now, pay when you stay
  • 3 hours drive from Siesta Key Beach
The price is $245 per night from Feb 23 to Feb 24
$245
includes taxes & fees
Feb 23 - Feb 24
Stay at this hotel in Naples. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular ...
Inn of Naples, Tapestry Collection by Hilton
Casey Key Resorts - Beachfront
Casey Key Resorts - Beachfront
2 out of 5
Fully refundableReserve now, pay when you stay
  • 24 min drive from Siesta Key Beach
The price is $432 per night from Feb 20 to Feb 21
$432
includes taxes & fees
Feb 20 - Feb 21
Book a stay at this beach hotel in Nokomis. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Venice Beach and Nokomis Beach are located ...
Casey Key Resorts - Beachfront
Wyvern Hotel, Ascend Hotel Collection
Wyvern Hotel, Ascend Hotel Collection
4 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Siesta Key Beach
The price is $265 per night from Mar 2 to Mar 3
$265
includes taxes & fees
Mar 2 - Mar 3
Stay at this 4-star luxury hotel in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. ...
Wyvern Hotel, Ascend Hotel Collection
Siesta Key Palms Resort
Siesta Key Palms Resort
4 out of 5
Fully refundableReserve now, pay when you stay
  • 23 min walk from Siesta Key Beach
The price is $423 per night from Feb 18 to Feb 19
$423
includes taxes & fees
Feb 18 - Feb 19
Stay at this 4-star hotel in Sarasota. Enjoy 2 outdoor pools, free bicycles on site, and a garden. Our guests praise the pool and the helpful staff in our reviews. ...
Siesta Key Palms Resort
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.