Book Exclusive Southwest Florida Vacation Packages
Southwest Florida flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Avi Lux Stay
East Fort Lauderdale
Price was CA $3,145, price is now CA $1,498 per person
CA $1,498
per person
Nov 16 - Nov 23
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
Book a stay at this luxury aparthotel in Fort Lauderdale. Enjoy free WiFi, 8 hot tubs, and a fitness center. Popular attractions Fort Lauderdale Beach and Las Olas Beach are located nearby.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was CA $27,870, price is now CA $15,304 per person
CA $15,304
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
Book a stay at this luxury aparthotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
Cavalier Hotel South Beach
South Beach
Save 100% on your flight
Price was CA $3,101, price is now CA $1,758 per person
CA $1,758
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, beach cabanas (surcharge), and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
1 Hotel South Beach
South Beach
Save 100% on your flight
Price was CA $10,701, price is now CA $6,207 per person
CA $6,207
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
Book a stay at this luxury hotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
The Penguin Hotel
South Beach
Save 100% on your flight
Price was CA $2,692, price is now CA $1,586 per person
CA $1,586
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Lincoln Road Mall are located nearby.
Top Southwest Florida hotels deals
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Free cancellation
Reserve now, pay when you stay
The price is CA $63 per night
CA $63
CA $102 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Mote Marine Laboratory & Aquarium are located nearby.
Pool
Hot tub
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Free cancellation
Reserve now, pay when you stay
The price is CA $228 per night
CA $228
CA $325 total
Oct 18 - Oct 19
includes taxes & fees
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Pool
Spa
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Free cancellation
Reserve now, pay when you stay
The price is CA $204 per night
CA $204
CA $271 total
Nov 16 - Nov 17
includes taxes & fees
Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Bradenton Beach and Coquina Beach are located nearby.
Pool
Breakfast included
Hyatt Vacation Club at Coconut Cove, Bonita Springs
11800 Coconut Cove Drive Bonita Springs FL
Free cancellation
Reserve now, pay when you stay
The price is CA $160 per night
CA $160
CA $234 total
Oct 19 - Oct 20
includes taxes & fees
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita Springs Public Beach are located nearby.
Pool
Hot tub
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
Free cancellation
Reserve now, pay when you stay
The price is CA $325 per night
CA $325
CA $439 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Marco Beach and Winterberry Beach are located nearby.
Pool
Hot tub
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Free cancellation
Reserve now, pay when you stay
The price is CA $179 per night
CA $179
CA $231 total
Oct 18 - Oct 19
includes taxes & fees
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Pool
Free WiFi
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.
Stay near popular Southwest Florida attractions
Frequently asked questions
Photos of local treasures
Browse Southwest Florida vacation photos for more inspiration
Book a vacation to Southwest Florida
Explore More Ways to Travel with Travelocity
- Cottages in Bonita Springs
- Extended Stay Hotels in Bonita Springs
- Beach Resorts & in Bonita Springs
- Golf Resorts & in Bonita Springs
- Bonita Springs Hotels
- Vacation Homes in Bonita Springs
- Condos in Estero
- Extended Stay Hotels in Estero
- Beach Resorts & in Estero
- Kid Friendly Hotels in Estero
- Hotels with Hot Tubs in Estero
- Spa Resorts & in Estero
- Estero Hotels
- Hotels near Gulf Coast Town Center
- Hotels near Hertz Arena
- Miromar Lakes Hotels
- Serrano Hotels
- Condos in Southwest Florida
- All Inclusive Resorts & in Southwest Florida
- Boutique Hotels in Southwest Florida
- Golf Resorts & in Southwest Florida
- Pet Friendly Hotels in Southwest Florida
- Spa Resorts & in Southwest Florida
- Waterpark Hotels and Resorts in Southwest Florida
- Vacation Homes in Southwest Florida
- Rv Parks in Southwest Florida
- Three Oaks Hotels
- Air Canada Fredericton (YFC) to Fort Myers (RSW) flights
- Air Canada Sudbury (YSB) to Fort Myers (RSW) flights
- Air Canada Ottawa (YOW) to Fort Myers (RSW) flights
- Air Canada Toronto (YYZ) to Fort Myers (RSW) flights
- Air Canada Winnipeg (YWG) to Fort Myers (RSW) flights
- Alaska Airlines Seattle (SEA) to Fort Myers (RSW) flights
- American Airlines Dallas (DFW) to Fort Myers (RSW) flights
- American Airlines Las Vegas (LAS) to Fort Myers (RSW) flights
- British Airways Harare (HRE) to Fort Myers (RSW) flights
- Delta Buffalo (BUF) to Fort Myers (RSW) flights
- Delta Cincinnati (CVG) to Fort Myers (RSW) flights
- Delta Grand Forks (GFK) to Fort Myers (RSW) flights
- Delta Boston (BOS) to Fort Myers (RSW) flights
- Delta Montreal (YUL) to Fort Myers (RSW) flights
- Delta Winnipeg (YWG) to Fort Myers (RSW) flights
- Frontier Airlines Denver (DEN) to Fort Myers (RSW) flights
- Frontier Airlines Syracuse (SYR) to Fort Myers (RSW) flights
- Jetblue Airways Buffalo (BUF) to Fort Myers (RSW) flights
- Jetblue Airways New York (LGA) to Fort Myers (RSW) flights
- Jetblue Airways Ogdensburg (OGS) to Fort Myers (RSW) flights
- Sun Country Airlines Duluth (DLH) to Fort Myers (RSW) flights
- United Denver (DEN) to Fort Myers (RSW) flights
- United Los Angeles (LAX) to Fort Myers (RSW) flights
- United Washington (IAD) to Fort Myers (RSW) flights
- Westjet Toronto (YYZ) to Fort Myers (RSW) flights
- Westjet Thunder Bay (YQT) to Fort Myers (RSW) flights
- Flights from Sault Ste. Marie (CIU) to Fort Myers (RSW)
- Flights from Cleveland (CLE) to Fort Myers (RSW)
- Flights from New York (JFK) to Fort Myers (RSW)
- Flights from Orlando (MCO) to Fort Myers (RSW)
- Flights from Philadelphia (PHL) to Fort Myers (RSW)
- Flights from Seattle (SEA) to Fort Myers (RSW)
- Flights from Syracuse (SYR) to Fort Myers (RSW)
- Flights from Hamilton (YHM) to Fort Myers (RSW)
- Flights from Halifax (YHZ) to Fort Myers (RSW)
- Flights from Kelowna (YLW) to Fort Myers (RSW)
- Flights from Toronto (YTZ) to Fort Myers (RSW)
- Flights from Calgary (YYC) to Fort Myers (RSW)
- Flights from Toronto (YYZ) to Fort Myers (RSW)
- Ace Rental Cars in Southwest Florida Intl.
- Addcar rental Rental Cars in Estero
- Alamo Rent A Car Rental Cars in Southwest Florida Intl.
- Auto Rent Rental Cars in Estero
- Avis Rental Cars in Southwest Florida Intl.
- Budget Rental Cars in Southwest Florida Intl.
- Car rental Bonita Springs
- Car rental Estero
- Rental cars Southwest Florida Intl. airport
- Compact Car Rentals near Southwest Florida Intl.
- Convertible Car Rentals near Southwest Florida Intl.
- Economy Car Rentals in Bonita Springs
- First-Car Rental Cars in Estero
- Localiza Rental Cars in Estero
- National Car Rental Rental Cars in Southwest Florida Intl.
- Payless Rental Cars in Southwest Florida Intl.
- Sixt Rental Cars in Estero
- Standard Car Rentals near Hertz Arena
