
Deals on vacations and trips to Southwest Florida
Save when you book Southwest Florida package deals
Southwest Florida flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.




Top Southwest Florida hotels deals

Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Free Cancellation
Reserve now, pay when you stay
$206 nightly
The price is $233 total per night
$233 total
Aug 3 - Aug 4
Total includes taxes and fees
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's an outdoor pool on site, and laundry facilities and concierge services are also offered.
Pool
Kitchen

Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
Free Cancellation
$179 nightly
The price is $199 total per night
$199 total
Aug 13 - Aug 14
Total includes taxes and fees
A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this luxury resort. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Family-friendly amenities include a waterslide and kid-friendly dining, along with tennis lessons.
Pool
Hot Tub

Lani Kai Beachfront Resort
1400 Estero Blvd, Fort Myers Beach, FL
Free Cancellation
Reserve now, pay when you stay
$229 nightly
The price is $256 total per night
$256 total
Jul 14 - Jul 15
Total includes taxes and fees
This hotel features 2 beach bars, a bar/lounge, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Free WiFi

Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West, Bradenton, FL
Free Cancellation
Reserve now, pay when you stay
$197 nightly
The price is $223 total per night
$223 total
Aug 3 - Aug 4
Total includes taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking. Free WiFi in public areas, a snack bar/deli, and a communal living room are also on offer.
Pool
Breakfast included

Sunseeker Resort Charlotte Harbor
5500 Sunseeker Way, 785, Punta Gorda, FL
Free Cancellation
Reserve now, pay when you stay
$198 nightly
The price is $222 total per night
$222 total
Jul 14 - Jul 15
Total includes taxes and fees
A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this luxury resort. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Relax with a drink at one of the 2 poolside bars and enjoy the 2 hot tubs and 24-hour gym.

Hyatt House Naples/5th Avenue
1345 5th Avenue South, Naples, FL
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $141 total per night
$141 total
Aug 3 - Aug 4
Total includes taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the outdoor pool and free buffet breakfast each morning.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Southwest Florida
View all propertiesLowest 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.
Popular places to visit

Siesta Key Beach
4.5/5(1,425 reviews)
The soft, white sand on Siesta Key’s award-winning family-friendly beach is perfect for relaxing under a sun umbrella and taking part in a game of volleyball.

Lido Beach
4.5/5(1,225 reviews)
Nothing says vacation like spending a lazy day at Lido Beach, a popular beach in Sarasota. Wander the picturesque gardens or discover the area's beautiful sunsets.

Venice Beach
4.5/5(862 reviews)
If a restful vacation is part of your travel plans, Venice Beach might be the perfect place to seek out during your trip to Venice.
Frequently asked questions
Photos of local treasures
Browse Southwest Florida vacation photos for more inspiration





- Southwest Florida neighborhoods
- Recommended cities for you
- Nearby Cities
- All inclusive vacations
- Book on Expedia
Top all inclusive vacation packages with airfare
Most popular
Hotels
- Cheap Hotels in Highway 30A
- Southwest Coast Florida Beach Resorts & Hotels
- South Florida All Inclusive Resorts & Hotels
- Fort Walton Beach - Destin Hotels with a Lazy River
- Hutchinson Island Beach Resorts & Hotels
- Cheap Hotels in Pine Island
- Cheap Hotels in South Florida
- Fort Walton Beach - Destin All Inclusive Resorts & Hotels
- Cheap Hotels in Anna Maria Island
- Sanibel Captiva Island All Inclusive Resorts & Hotels
- Anna Maria Island Beach Resorts & Hotels
- Florida Panhandle Beach Resorts & Hotels
- Northern Florida All Inclusive Resorts & Hotels
- Central East Coast Florida Beach Resorts & Hotels
Flights
Activities
Packages