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 South Marco Beach and Marco Island ...
Get rates
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 $399 per night from Apr 1 to Apr 2
$399
includes taxes & fees
Apr 1 - Apr 2
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 $360 per night from Apr 22 to Apr 23
$360
includes taxes & fees
Apr 22 - Apr 23
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 by IHG
voco Sarasota by IHG
3.5 out of 5
Fully refundable
  • 13 min drive from Siesta Key Beach
The price is $263 per night from Apr 6 to Apr 7
$263
includes taxes & fees
Apr 6 - Apr 7
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 by IHG
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 $223 per night from Apr 7 to Apr 8
$223
includes taxes & fees
Apr 7 - Apr 8
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 $165 per night from Apr 22 to Apr 23
$165
includes taxes & fees
Apr 22 - Apr 23
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 $227 per night from Apr 19 to Apr 20
$227
includes taxes & fees
Apr 19 - Apr 20
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 $144 per night from Apr 7 to Apr 8
$144
includes taxes & fees
Apr 7 - Apr 8
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 $136 per night from Apr 6 to Apr 7
$136
includes taxes & fees
Apr 6 - Apr 7
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 Apr 1 to Apr 2
$432
includes taxes & fees
Apr 1 - Apr 2
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 $201 per night from Apr 20 to Apr 21
$201
includes taxes & fees
Apr 20 - Apr 21
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 $321 per night from Apr 21 to Apr 22
$321
includes taxes & fees
Apr 21 - Apr 22
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
See all 41,987 properties in Southwest Florida
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.