Title: Luxury Vacations in Southwest Coast Florida 2026/2026 | Expedia.ca ![](https://images.trvl-media.com/place/7194/a3a41af4-04ff-4ed9-8a12-4ad5a2acfee2.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southwest Coast Florida Luxury Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Flight and Luxury hotel deals in Southwest Coast Florida Price found within the past 48 hours. Click for updated prices. ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island CA $1,182 per person Jan 9 - Jan 12 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Very clean, fun activities for the kids. Reviewed on Nov 29, 2025 ![Inn on Fifth](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/7138f29c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn on Fifth Old Naples CA $5,337 per person Feb 7 - Feb 14 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,000 reviews) The location of the hotel is perfect, and hotel staff very friendly but unfortunately the cost isn’t worth it. The rooms are outdated and we had no hot water even asking for it to be fixed multiple times. Also the building next to the hotel is under construction so at 7am there was jack hammering and banging. We had an early flight and asked valet to leave our car up front and tipped 20 dollars to do so and he didn’t do that. Reviewed on Nov 30, 2025 ![LaPlaya Beach & Golf Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/30000/25200/25199/d2442103_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LaPlaya Beach & Golf Resort - A Noble House Resort Vanderbilt Beach CA $4,137 per person Feb 5 - Feb 10 found 9 hours ago Roundtrip flight included Ottawa (YOW) to Fort Myers (RSW) 9/10 Wonderful! (1,000 reviews) The bathtub was blacked and sink was leaking water ……. Missing my art knife after room cleaned Reviewed on Nov 29, 2025 ![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Beach Club, A Four Seasons Resort Coquina Sands CA $6,464 per person Feb 5 - Feb 10 found 9 hours ago Roundtrip flight included Ottawa (YOW) to Fort Myers (RSW) 6/10 (2 reviews) ![The Ritz-Carlton, Sarasota](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Sarasota Central Sarasota CA $2,659 per person Jan 12 - Jan 17 found 18 hours ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 9.2/10 Wonderful! (1,001 reviews) We stayed on the Club Level, and the concierges were great!!! They couldn't do enough for us! The front desk staff were great too! It was Halloween, and they celebrated in style! Reviewed on Nov 6, 2025 Don't see what you're looking for? See all available trips from Columbus to Southwest Coast Florida [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-06/2026-01-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Luxury holidays in Southwest Coast Florida Price found within the past 48 hours. Click for updated prices. ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island CA $1,182 per person Jan 9 - Jan 12 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Very clean, fun activities for the kids. Reviewed on Nov 29, 2025 ![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Beach Club, A Four Seasons Resort Coquina Sands CA $6,464 per person Feb 5 - Feb 10 found 9 hours ago Roundtrip flight included Ottawa (YOW) to Fort Myers (RSW) 6/10 (2 reviews) ![The Ritz-Carlton, Sarasota](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Sarasota Central Sarasota CA $2,659 per person Jan 12 - Jan 17 found 18 hours ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 9.2/10 Wonderful! (1,001 reviews) We stayed on the Club Level, and the concierges were great!!! They couldn't do enough for us! The front desk staff were great too! It was Halloween, and they celebrated in style! Reviewed on Nov 6, 2025 Don't see what you're looking for? See all available trips from Columbus to Southwest Coast Florida [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-06/2026-01-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury holidays in Southwest Coast Florida Price found within the past 48 hours. Click for updated prices. ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island CA $1,182 per person Jan 9 - Jan 12 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Very clean, fun activities for the kids. Reviewed on Nov 29, 2025 ![LaPlaya Beach & Golf Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/30000/25200/25199/d2442103_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LaPlaya Beach & Golf Resort - A Noble House Resort Vanderbilt Beach CA $1,843 per person Jan 10 - Jan 13 found 15 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 9/10 Wonderful! (1,000 reviews) The bathtub was blacked and sink was leaking water ……. Missing my art knife after room cleaned Reviewed on Nov 29, 2025 ![Inn on Fifth](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/7138f29c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn on Fifth Old Naples CA $1,487 per person Jan 10 - Jan 13 found 15 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,000 reviews) The location of the hotel is perfect, and hotel staff very friendly but unfortunately the cost isn’t worth it. The rooms are outdated and we had no hot water even asking for it to be fixed multiple times. Also the building next to the hotel is under construction so at 7am there was jack hammering and banging. We had an early flight and asked valet to leave our car up front and tipped 20 dollars to do so and he didn’t do that. Reviewed on Nov 30, 2025 Don't see what you're looking for? See all available trips from Columbus to Southwest Coast Florida [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-06/2026-01-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury holidays in Southwest Coast Florida Price found within the past 48 hours. Click for updated prices. ![Americas Best Value Inn Ft. Myers](https://images.trvl-media.com/lodging/1000000/20000/16900/16889/7dc3b2fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Americas Best Value Inn Ft. Myers CA $611 per person Feb 11 - Feb 15 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 7.6/10 Good! (1,092 reviews) I couldn't get enough change to do laundry. They provide a washer and dryer, but they wouldn't give me change to use their washer and dryer for 2 loads of laundry. There's no human to deal with in regards to check in and/or any problems you have. It's a computer that checks you in with some guy on a screen. The floors in our room were deplorable. Just walking around for like fifteen minutes in the room left your feet literally blackened. The beds were comfortable. Reviewed on Dec 1, 2025 ![Lani Kai Beachfront Resort](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/b5b17142_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lani Kai Beachfront Resort CA $1,214 per person Feb 5 - Feb 9 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.8/10 Excellent! (1,009 reviews) Nice rooms, amazing views, within walking distance to so many things! Staff were very helpful. Reviewed on Dec 6, 2025 ![LaPlaya Beach & Golf Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/30000/25200/25199/d2442103_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LaPlaya Beach & Golf Resort - A Noble House Resort Vanderbilt Beach CA $4,666 per person Feb 11 - Feb 15 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9/10 Wonderful! (1,000 reviews) The bathtub was blacked and sink was leaking water ……. Missing my art knife after room cleaned Reviewed on Nov 29, 2025 Don't see what you're looking for? See all available trips from Columbus to Southwest Coast Florida [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-06/2026-01-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury Southwest Coast Florida vacation with Expedia #### What are some benefits when booking luxury Southwest Coast Florida vacations? When you book a luxury Southwest Coast Florida vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. #### How can I find all-inclusive luxury vacations in Southwest Coast Florida? If you're looking for something luxurious in Southwest Coast Florida, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. #### Can I book a cheap luxury vacation? While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $611, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 15\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. #### Are there luxury spa vacations? Yes, luxury spa vacations are available and quite popular in Southwest Coast Florida. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. #### What should I look for in a luxury family vacation in Southwest Coast Florida? When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Southwest Coast Florida. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in Southwest Coast Florida. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces. #### What can help me find the best luxury vacation deals in Southwest Coast Florida? You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Southwest Coast Florida or travelling to more obscure destinations altogether can often lead to lower prices. #### Can I book a luxury vacation that is fully refundable? Yes, fully refundable reservations are sometimes available on luxury vacation packages in Southwest Coast Florida. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. #### Why should I book my luxury vacation with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings. ## Luxury Hotels in Southwest Coast Florida ![Wyvern Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/79d5d50b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wyvern Hotel, an Ascend Collection Hotel 101 E Retta Esplanade Punta Gorda FL - 1 hour drive from Siesta Key Beach Book a stay at this luxury hotel in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in ... 8.8/10 Excellent! (1,008 reviews) Spent one night. Easy and welcoming check in. Our room was spacious, very comfortable and spotlessly clean. Lovely big bathroom with a deep tub and hot water. Our only hopefully helpful comment is that the elevator was a bit shabby, compared to every else in the hotel, but it didn't detract from ... Reviewed on Nov 28, 2025 [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Wyvern-Hotel.h2193202.Hotel-Information) ![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Naples Grande Beach Resort 475 Seagate Drive Naples FL - 3 hours drive from Siesta Key Beach Book a stay at this luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ... 9/10 Wonderful! (1,957 reviews) Super nice room Nice bar Pool area was great Reviewed on Dec 6, 2025 [](https://expedia.ca/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.Hotel-Information) ![The Ritz-Carlton, Sarasota](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Ritz-Carlton, Sarasota 1111 Ritz Carlton Dr Sarasota FL - 12 min drive from Siesta Key Beach Book a stay at this luxury hotel in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ... 9/10 Wonderful! (1,002 reviews) We stayed on the Club Level, and the concierges were great!!! They couldn't do enough for us! The front desk staff were great too! It was Halloween, and they celebrated in style! Reviewed on Nov 6, 2025 [](https://expedia.ca/Sarasota-Hotels-The-Ritz-Carlton.h806101.Hotel-Information) [See all 46,116 properties in Southwest Coast Florida](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6048100) 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. ## 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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Luxury Vacation Destinations > - [Luxury vacations in India ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/80/India) > - [Luxury vacations in France ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/59/France) > - [Luxury vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/174/Switzerland) > - [Luxury vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/31/Canada) > - [Luxury vacations in Jamaica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/88/Jamaica) > - [Luxury vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/86/Italy) > - [Luxury vacations in New Zealand ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/133/New-Zealand) > - [Luxury vacations in the Maldives ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/109/Maldives) > - [Luxury vacations in Costa Rica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/42/Costa-Rica) > - [Luxury vacations in Florida Keys ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6023765/Florida-Keys) > - [Luxury vacations in Mexico ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/117/Mexico) > - [Luxury vacations in the Caribbean ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6022969/Caribbean) > - [Luxury vacations in Zanzibar ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/4186/Zanzibar) > - [Luxury vacations in Cancun ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/179995/Cancun) > - [Luxury vacations in Kerala ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/602187/Kerala) > - [Luxury vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/10/Australia) > - [Luxury vacations in Puglia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6048562/Puglia) > - [Luxury vacations in Cuba ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/44/Cuba) > - [Luxury vacations in Cyprus ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/45/Cyprus) ## More Vacations Ideas [Flights to Southwest Coast Florida ](https://expedia.ca/Cheap-Flights-To-Southwest-Coast-Florida.d6048100.Travel-Guide-Flights)[ Southwest Coast Florida Hotels ](https://expedia.ca/Southwest-Coast-Florida-Hotels.d6048100.Travel-Guide-Hotels)[ Southwest Coast Florida Vacation Rentals ](https://expedia.ca/Southwest-Coast-Florida-Vacation-Rentals.d6048100.Travel-Guide-VacationRentals)[ Southwest Coast Florida Car Rentals ](https://expedia.ca/Car-Rentals-In-Southwest-Coast-Florida.d6048100.Car-Rental-Guide)[ Southwest Coast Florida Vacations ](https://expedia.ca/Southwest-Coast-Florida.d6048100.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app