Title: Southwest Florida Vacation Packages 2026 from $435 | Expedia.com [Southwest Florida Travel Guide](https://expedia.com/Southwest-Florida.dx6233839)[Hotels in Southwest Florida](https://expedia.com/Southwest-Florida-Hotels.d6233839.Travel-Guide-Hotels)[Vacation Rentals in Southwest Florida](https://expedia.com/Southwest-Florida-Vacation-Rentals.d6233839.Travel-Guide-VacationRentals)[Flights to Southwest Florida](https://expedia.com/Cheap-Flights-To-Southwest-Florida.d6233839.Travel-Guide-Flights)[Things to do in Southwest Florida](https://expedia.com/Things-To-Do-In-Southwest-Florida.d6233839.Travel-Guide-Activities)[Car Rentals in Southwest Florida](https://expedia.com/Car-Rentals-In-Southwest-Florida.d6233839.Car-Rental-Guide) ![](https://images.trvl-media.com/place/7194/a3c90d47-6771-4b13-8eb7-606c4258b08d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southwest Florida Vacations from $435 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ### Your Southwest Florida Vacation Set off on your next big adventure with a Southwest Florida vacation package, and leave relaxed knowing the finer details are taken care of. Plus with the ability to customize your escape, you know it'll be one to remember. Begin your trip to Southwest Florida with a couple of days in [Tampa](https://www.expedia.com/Tampa.d602996.Destination-Travel-Guides) visiting popular attractions like Busch Gardens Tampa Bay and Raymond James Stadium. [Sarasota](https://www.expedia.com/Sarasota.d602719.Destination-Travel-Guides) is another top city that lures crowds from near and far. Bay Island and Siesta Key Beach are two of the leading places to see here. From the moment you book your Southwest Florida vacation to the second you come back home, Expedia has you covered each step of the way. ## The Latest Southwest Florida vacation packages Price found within the past 48 hours. Click for updated prices. ![Bay Breeze Premium Apartments By Eskape Collection](https://images.trvl-media.com/lodging/28000000/27610000/27603500/27603405/c37fc122_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bay Breeze Premium Apartments By Eskape Collection Save 100% on your flight $435 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.6/10 Excellent! (189 reviews) The staff was courteous and helpful. The apartment was equipped with basic essentials. The area was quiet. I would suggest adding oven mittens in the kitchen as there was nothing to use to take the pan out of the oven with. Reviewed on Jan 21, 2026 ![President Hotel Villa](https://images.trvl-media.com/lodging/11000000/10620000/10612900/10612810/06988314_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### President Hotel Villa South Beach $456 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.2/10 Very Good! (997 reviews) Clean room ! Excellent location. Nice amenities, free drinks, beach towels, nice buffet breakfast . Highly recommend for the overall value. Reviewed on Feb 12, 2026 ![Pelican Hotel](https://images.trvl-media.com/lodging/1000000/60000/55100/55046/22b81b04_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pelican Hotel South Beach $613 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9.2/10 Wonderful! (394 reviews) A reasonably priced art deco hotel in a popular tourist area. Hotel and rooms are stylishly designed. Restaurant food was ok. Maria was a fabulous server. On the downside, there is no pool or fitness center. Reviewed on Jan 12, 2026 ![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/628e521a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casablanca Miami Beach North Beach $460 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 5.8/10 (311 reviews) I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly Reviewed on Nov 12, 2025 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $6,193 per person Mar 15 - Mar 18 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) Don't see what you're looking for? See all available trips from Homewood to Southwest Florida [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-13/2026-03-20/?FromAirport=Homewood,%20Illinois,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_6233839) ## 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](https://expedia.com/Southwest-Florida.dx6233839) ![Siesta Key Village](https://images.trvl-media.com/place/6296072/de904ae7-99cf-4c62-a479-116239143ca5.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Siesta Key Village 4.5/5(282 area reviews) Tropical colored buildings, lots of sandy beaches and a compact shopping area make this village a good choice to visit and stay. Enjoy an on-going social life too. [Find hotel + flight trips in Siesta Key Village](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Homewood,%20Illinois,%20United%20States%20of%20America&Destination=Siesta%20Key%20Village&DestID=6296072&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Marco Island Condos South End](https://images.trvl-media.com/place/904316222831964160/50bc6612-4606-41dc-b12f-fc46b581e0e0.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### South End While visiting South End, you might make a stop by sights like Winterberry Beach and South Marco Beach. [Find hotel + flight trips in South End](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Homewood,%20Illinois,%20United%20States%20of%20America&Destination=South%20End&DestID=904316222831964160&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![South Caya Costa and North Captiva Island, panorama, Florida, USA](https://images.trvl-media.com/place/6177554/33d7dcff-ca44-447e-bae6-f3cbc17b0a29.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [Find hotel + flight trips in North Captiva](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Homewood,%20Illinois,%20United%20States%20of%20America&Destination=North%20Captiva&DestID=6177554&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Unbelievable sugar white sand beach, beautiful place to visit. ](https://images.trvl-media.com/place/6881/4b86aa37-71cc-4aab-9d5a-f07d45757c47.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### South Village While visiting South Village, you might make a stop by sights like Siesta Key Marina and Crescent Beach. [Find hotel + flight trips in South Village](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Homewood,%20Illinois,%20United%20States%20of%20America&Destination=South%20Village&DestID=975873608463257600&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Six beautiful cultivated gardens, 2.5 miles of hiking trails and a restored nature preserve](https://images.trvl-media.com/place/6177501/5f861be1-5382-48a5-99ea-10946f7b2f07.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### East Naples 4/5(171 area reviews) Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Fifth Avenue South or Naples Botanical Garden while you're exploring the area. [Find hotel + flight trips in East Naples](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Homewood,%20Illinois,%20United%20States%20of%20America&Destination=East%20Naples&DestID=6177511&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ### Discover the most popular places to visit in Southwest Florida ![Lido Beach showing general coastal views and a sandy beach](https://images.trvl-media.com/place/6145141/1d4594a7-b7e1-465d-bffb-87633a8cb34c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lido Beach 4.5/5(1,225 reviews) Visit a beach not far from an upscale shopping area. The warm waters are as inviting as the white sand. [](https://expedia.com/Lido-Beach-Sarasota.d6145141.Vacation-Attraction) ![Southwest Florida featuring general coastal views and a beach as well as a large group of people](https://images.trvl-media.com/place/6066003/ad6a01c6-1eea-49fa-a977-77719bf71f3d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.com/Siesta-Key-Beach-Siesta-Key.d6066003.Vacation-Attraction) ![EJETFA The official entrance at the new Mall at University Town Center located just off I-75 on University Parkway in Sarasota Floria](https://images.trvl-media.com/place/553248621552334815/a709fe02-ddf9-4950-ac16-ad9bb78fea40.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Mall at University Town Center 4.5/5(363 reviews) You can search for that perfect souvenir at Mall at University Town Center during your visit to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area. [](https://expedia.com/Mall-At-University-Town-Center-Sarasota.d553248621552334815.Vacation-Attraction) ### What to do in Southwest Florida ![Palm Beach: Sightseeing Catamaran Cruise](https://mediaim.expedia.com/localexpert/48237931/d3bb6d99-0c2a-4a3a-90a8-ee8bca034f41.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Palm Beach: Sightseeing Catamaran Cruise $54 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/palm-beach-sightseeing-catamaran-cruise.a48237931.activity-details) ![Green sea turtle swimming by the snorkel trail ](https://mediaim.expedia.com/localexpert/46404381/33427946-dfe7-418a-ab03-e7867e4ad931.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 2 1⁄2 - Hour Guided Snorkel Tour of Phil Foster park, Free Videos! $44 per adult [](https://expedia.com/things-to-do/2-12-hour-guided-snorkel-tour-of-phil-foster-park.a46404381.activity-details) ![Scenic Sunset Cruise in West Palm Beach](https://mediaim.expedia.com/localexpert/1369270/d556109f-9a9e-422a-bd50-69586a9cb789.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Scenic Sunset Cruise in West Palm Beach $51 per adult **92%** of travellers recommend [](https://expedia.com/things-to-do/scenic-sunset-cruise-in-west-palm-beach.a1369270.activity-details) [See all activities in Southwest Florida](https://expedia.com/things-to-do/search?rid=6233839) ## Southwest Florida Hotel Deals ![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kompose Boutique Hotel 965 University Pkwy Sarasota FL Fully refundableReserve now, pay when you stay $182 nightly $205 total Feb 16 - Feb 17 Total with taxes and fees 9/10 Wonderful! (4,981 reviews) Staff was great…room was spotless. Breakfast was great. Reviewed on Feb 12, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=38215316&PinnedHotelID=38215316&HadPinnedHotel=true®ionId=6233839) ![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Golden Host Resort - Sarasota 4675 N Tamiami Trl Sarasota FL Fully refundable $110 nightly $125 total Feb 17 - Feb 18 Total with taxes and fees 8.4/10 Very Good! (2,268 reviews) Nice staff Reviewed on Feb 10, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F17%2F2026&endDate=2%2F18%2F2026&selected=21331&PinnedHotelID=21331&HadPinnedHotel=true®ionId=6233839) ![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton 5500 Sunseeker Way Punta Gorda FL Fully refundableReserve now, pay when you stay $219 nightly $245 total Mar 10 - Mar 11 Total with taxes and fees 9.2/10 Wonderful! (1,815 reviews) Clean rooms, extensive number of places to eat and beautiful views Reviewed on Feb 8, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F10%2F2026&endDate=3%2F11%2F2026&selected=101505781&PinnedHotelID=101505781&HadPinnedHotel=true®ionId=6233839) [See all 46,814 properties in Southwest Florida](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F14%2F2026&endDate=2%2F15%2F2026®ionId=6233839) 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. ## Find the Best Southwest Florida Vacation Packages ### Things to do near Southwest Florida Southwest Florida offers a perfect blend of beach relaxation and outdoor adventures for family vacations. Visitors can enjoy activities like airboat tours, exploring nature, and participating in local events such as restaurant week. Don't miss out on shopping at the local mall centers and hitting the golf courses for a fun-filled experience. Whether you're seeking relaxation or adventure, Southwest Florida has something for everyone. **Shopping** Experience shopping in Southwest Florida at [Coconut Point Mall](https://www.expedia.com/Coconut-Point-Mall-Estero.d6127991.Vacation-Attraction), just 7 miles away, offering entertainment and family vibes. For unique finds, visit the [Flamingo Island Flea Market](https://www.expedia.com/Flamingo-Island-Flea-Market-Bonita-Springs.d6327159.Vacation-Attraction), 8 miles away, featuring local vendors. Don't miss [Naples Marina and Excursions](https://www.expedia.com/Naples-Marina-And-Excursions-Naples.d6201647.Vacation-Attraction), 12 miles away, for gifts and souvenirs. **Recreation** Experience the vibrant atmosphere at [JetBlue Park at Fenway South](https://www.expedia.com/JetBlue-Park-At-Fenway-South-Daniels-Corridor.d6217037.Vacation-Attraction), where you can enjoy sports events and activities. For a relaxing day outdoors, play a round of golf at [Old Corkscrew Golf Club](https://www.expedia.com/Old-Corkscrew-Golf-Club-Estero.d6295927.Vacation-Attraction), or have fun with family at [GlowGolf](https://www.expedia.com/GlowGolf-Miromar-Lakes.d553248621532652503.Vacation-Attraction)'s mini-golf course, perfect for all ages. **Adventure** Experience thrilling fun at [Beach Bowl](https://www.expedia.com/Beach-Bowl-Fort-Myers-Beach.d553248621532652471.Vacation-Attraction), an exciting arcadeAdventureZone located 15 miles from Southwest Florida, offering family-friendly adventures. For splashes and water slides, visit Sun N Fun Lagoon, a vibrant waterpark 12 miles away. Don’t miss Bowland Midpoint, another fantastic arcadeAdventureZone 20 miles from the area. **Nightlife** In Southwest Florida, experience vibrant nightlife in Fort Myers and Naples, where lively bars and clubs line the streets. Visit the renowned Times Square in Fort Myers Beach for beachfront fun or explore Naples' chic lounges and live music venues for a sophisticated evening out. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions near Southwest Florida Southwest Florida is a perfect destination for beach lovers and families seeking outdoor adventures. With highlights like Fort Myers Beach, the area offers stunning beaches and vibrant urban parks, making it ideal for a memorable family vacation. Explore a variety of attractions that cater to outdoor enthusiasts and beachgoers alike, ensuring a delightful experience in this beautiful region of the Sunshine State. - **[Florida Gulf Coast University: ](https://www.expedia.com/Florida-Gulf-Coast-University-Miromar-Lakes.d6127995.Vacation-Attraction)** Experience the vibrant atmosphere of Florida Gulf Coast University, a modern institution located 5 miles from Southwest Florida. The campus combines beautiful architecture with city vibes, offering visitors a glimpse into student life and educational innovation. - **[Hertz Arena: ](https://www.expedia.com/Hertz-Arena-Estero.d6127997.Vacation-Attraction)** Located 5 miles away, Hertz Arena is the go-to destination for family entertainment. This arena hosts a variety of events, from sports to concerts, ensuring a fun-filled experience for all ages in a lively environment. - **[Barefoot Beach: ](https://www.expedia.com/Barefoot-Beach-Florida.d6068671.Vacation-Attraction)** Just 12 miles from Southwest Florida, Barefoot Beach is a serene escape with stunning views and soft sands. Enjoy sunbathing, beachcombing, and the soothing sounds of the waves, perfect for relaxation and outdoor activities. ### Best time to go to Southwest Florida The best time to visit Southwest Florida can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Southwest Florida falls in August, when visitor numbers are average and weather is mostly sunny with moderate rain. The coolest average temperature around Southwest Florida falls in January, visitor numbers are average and weather is mostly sunny with no rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 65.7°F (18.7°C) | No Rain | Mostly Sunny | Average | Slightly High | | February | 67.1°F (19.5°C) | No Rain | Mostly Sunny | Slightly High | Slightly High | | March | 70.3°F (21.3°C) | No Rain | Sunny | Slightly High | Slightly High | | April | 73.8°F (23.200000000000003°C) | Light Rain | Mostly Sunny | Average | Average | | May | 78.8°F (26.0°C) | Light Rain | Mostly Sunny | Average | Average | | June | 82.2°F (27.9°C) | Light Rain | Mostly Sunny | Average | Average | | July | 83.1°F (28.4°C) | Moderate Rain | Mostly Sunny | Slightly High | Average | | August | 83.5°F (28.6°C) | Moderate Rain | Mostly Sunny | Average | Slightly Low | | September | 82.4°F (28.0°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | October | 78.6°F (25.9°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | November | 73.0°F (22.8°C) | No Rain | Mostly Sunny | Slightly Low | Average | | December | 69.3°F (20.700000000000003°C) | No Rain | Mostly Sunny | Average | Average | ### Tips to save on your trip to Southwest Florida - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling to Southwest Florida during the low season (August to October) for more affordable options. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Southwest Florida Essential Information | Language | English | | --------------- | ------------------------- | | Currency | U.S dollars | | Closest Airport | Tampa Intl. Airport (TPA) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) 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