
Southwest Florida Holidays
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Top Flight + Hotel Deals in Southwest Florida
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express & Suites Boynton Beach West by IHG
per person
10 Oct - 13 Oct
found 1 day ago
Return flight included
New York (NYC) to Fort Lauderdale (FLL)
8/10 Very Good! (1,002 reviews)
Nice location,when enter the room there was a strong bleach scent,it eventually faded but it affected my son asthma. There
Reviewed on 28 Jul 2025

Pelican Grand Beach Resort - A Noble House Resort
East Fort Lauderdale
per person
10 Oct - 13 Oct
found 1 day ago
Return flight included
New York (NYC) to Miami (MIA)
8.6/10 Excellent! (1,154 reviews)
The food options weren’t the best. Very pricey and not many options. The beds were very comfy though.
Reviewed on 3 Aug 2025


Club Wyndham Palm-Aire
per person
10 Oct - 13 Oct
found 1 day ago
Return flight included
New York (NYC) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
I am surprised that i have to pay 20$per day for parking it is not mention at Expedia package,i paied 120$extra although I am ahotel juest
Reviewed on 28 Jul 2025
Where to stay in Southwest Florida
Find the best Southwest Florida areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Florida

North Captiva
Visitors to North Captiva enjoy its beaches, and if you want to do some exploring, North Captiva Island Beach is worth a stop.
Top hotels in Southwest Florida

Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (4,204 reviews)
"I spent 2 nights here with my best friend for a birthday getaway and it exceeded our expectations. Every aspect of our stay was a 10 +! The front desk & housekeeping were all smiles at every interaction! Would most definitely recommend and I would stay there again if I am back in the area."
Reviewed on 30 Jul 2025

Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
Fully refundable
The price is €195 per night from 1 Sept to 2 Sept
€195
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,648 reviews)
"Mucho ruido parecia que estaban remodelando en la instalacion o su alrededor"
Reviewed on 3 Aug 2025

The Westin Sarasota
100 Marina View Drive, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is €170 per night from 10 Aug to 11 Aug
€170
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (1,050 reviews)
"Yummy food comfortable bedding fridge staff wonderful house keeping"
Reviewed on 30 Jul 2025
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.
Popular places to visit

Siesta Key Beach
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
Nothing says holiday 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
If a restful holiday is part of your travel plans, Venice Beach might be the perfect place to visit during your trip to Venice.
What to do in Southwest Florida

Sun & Sightseeing Hakuna Matata Catamaran Cruise in Palm Beach
€44
per adult
92% of travellers recommend

Palm Beach: Sightseeing Catamaran Cruise
€47
per adult
100% of travellers recommend
Frequently asked questions
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Packages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.