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Discover the most popular places to visit in Southwest Florida
Siesta Key Beach
9.6/10 (4,113 reviews)
Siesta Beach captivates with its unique quartz sand that stays cool even on hot days. Sink your toes into the powdery white shoreline while gazing at the clear turquoise waters that make this beach a favourite.
Lido Beach enchants with pristine white sands and calm waters along Sarasota's coast. Spend the day swimming in crystal-clear waters before strolling to nearby St. Armands Circle for upscale dining.
Pristine white sands and clear Gulf waters frame the historic Naples Pier, stretching 1,000 feet into the sea. Watch for dolphins while enjoying panoramic sunset views from this quintessential Florida beach.
This elegant open-air marketplace blends upscale shopping with European charm, surrounded by historic Ringling statues. Browse over 130 boutiques and dine al fresco at pavement cafés overlooking Circle Park.
Known as the "Shark Tooth Capital of the World," Venice Beach offers pristine sands and clear Gulf waters. Search for fossilised treasures along the shoreline or simply relax beneath the iconic sail-style pavilion.
The Mall at UTC offers a premier shopping experience with over 140 stores from luxury boutiques to popular brands. Enjoy upscale dining options in a spacious, climate-controlled environment with modern architecture.
Fifth Avenue South pulses as Naples' elegant heart, lined with upscale boutiques and art galleries. Stroll beneath swaying palms and enjoy ambient lighting and outdoor dining when the avenue truly comes alive.
Renowned for its historic 1884 lighthouse and world-class shelling, this southern Sanibel beach attracts collectors worldwide. Arrive at low tide to discover diverse seashells along its uniquely oriented shoreline.
"Very well maintained property. Staff very kind and professional. Our room was spacious and well appointed . The beds were somewhat comfortable , they need better pillows. Also, they need more dining options. Overall, nice property."
"Amazing girls trip for our friend’s 50th birthday. The resort staff was very friendly, helpful, quick, and attentive. It was so easy to navigate the resort with a small market for a quick coffee and bite to eat. Free shuttle to St. Armand Circle for shopping and dinner (3 minutes away!). 2 pools including 1 adult only, and the private beach was right out the door with complimentary chairs and towels. Very clean and highly recommend this property. We will be back!"
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.
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.
How to find luxurious holiday packages in Southwest Florida?
How to find a luxury holiday in Southwest Florida?
Whether you fancy heading off on an unforgettable spa break or relaxing on an all-inclusive vacation, finding your perfect 2026 luxury escape Southwest Florida couldn’t be easier. Use Expedia’s filters to find luxury escapes Southwest Florida hotels and luxury holiday rentals with the amenities you need to make your holiday extra special.
How to book a luxury holiday in Southwest Florida with Expedia?
Once you’ve identified your ideal luxury holiday Southwest Florida you simply need to enter your travel dates to view your travel and accommodation options. You can select from luxury holiday rentals to luxury hotels. Use the filters to find luxury escapes Southwest Florida deals around your selected dates and you could save money too.
Are luxury holidays in Southwest Florida worth the cost?
Memories are priceless so splashing out on luxury getaways to Southwest Florida in 2026 can be well worth the extra expense. That said, there are some great value luxury escapes Southwest Florida deals available if you’re prepared to book a holiday out of season. Consider booking villas or luxury holiday homes in Southwest Florida for a group or larger family holiday to keep costs down.
How do I choose the perfect luxury holiday package for Southwest Florida?
Make sure you think carefully about what you want from your luxury holiday in Southwest Florida before you book. If you’re taking the kids, click on the “family-friendly” filter to find hotels with facilities they’ll love—along with a pool bar and sauna for the adults to enjoy.
Where can I find excellent deals on luxury holidays in Southwest Florida?
Luxury doesn’t have to cost the earth. If you’re looking for discount luxury escapes Southwest Florida deals, then Expedia can help. Whether you’re after cost-effective luxury weekend getaways to Southwest Florida or a longer trip with luxury hire car, use the filters to access some of the best deals available.
How to find luxury spa Southwest Florida holiday packages?
Expedia can help you discover some of the most luxurious spa hotels to fit your budget, taste, and dates. You can compare prices and read reviews before deciding. It’s also often possible to get a luxury holiday Southwest Florida with free cancellation too, so you can book with confidence.
How to discover last-minute luxury holiday deals to Southwest Florida with Expedia.
While booking ahead is a good way to seal in some great value deals, it’s also possible to access top-notch last-minute luxury escapes to Southwest Florida. Simply enter your dates to see what’s on offer, and if you can be flexible about flights and hotels, so much the better for your pocket.
How to find luxury pet-friendly Southwest Florida holiday packages?
If you don’t want to leave your pet at home, no problem. It doesn’t mean you have to miss out on luxury facilities. Use the “pet-friendly” filter to find luxury escapes Southwest Florida hotels that will welcome your furry friend.
How to find great luxury beach holiday packages in Southwest Florida?
To discover some of the most luxurious beach lodgings available, tick the “all-inclusive” and “sea view” filters. You’ll be able to select from a big selection of luxury escape Southwest Florida hotels and apartments with direct access to beaches.
Why book luxury holiday packages in Southwest Florida with Expedia?
Expedia’s handy travel filters can help you search through a huge number of options and book a luxury escape Southwest Florida you’ll never forget. From rooms with a view to resorts with top-rated golf courses, you can customise your vacation and find one that ticks all your boxes.