Title: Luxury Vacations in Southwest Coast Florida 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. ![Casey Key Resorts - Mainland](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/164f19b9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casey Key Resorts - Mainland CA $775 per person Apr 9 - Apr 12 found 13 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Sarasota (SRQ) 8.6/10 Excellent! (1,068 reviews) Very nice property, little outdated. Reviewed on Jan 28, 2026 ![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 $2,632 per person Apr 5 - Apr 10 just found Roundtrip non-stop flight included Halifax (YHZ) to Fort Myers (RSW) 9/10 Wonderful! (1,000 reviews) The best part is that this hotel is right on the beach. We only stayed two nights because this hotel is very expensive, and the restaurant is very expensive. Reviewed on Feb 1, 2026 ![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 $2,414 per person Apr 12 - Apr 18 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,000 reviews) The entire staff was great, clean room and excellent location Reviewed on Jan 22, 2026 ![Wyvern Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/79d5d50b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wyvern Hotel, an Ascend Collection Hotel Downtown Punta Gorda CA $1,175 per person Apr 14 - Apr 20 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9/10 Wonderful! (1,003 reviews) Friendly Service, Beautiful room, within walking distance to restaurants and Punta Gorda Convention Center. Reviewed on Feb 3, 2026 ![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 $1,427 per person Apr 9 - Apr 12 found 19 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Very clean room, staff was very nice. All of the pools were clean and everything was very nice and well taken care of. Reviewed on Jan 30, 2026 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/2026-03-03/2026-03-10/?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 $1,427 per person Apr 9 - Apr 12 found 19 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Very clean room, staff was very nice. All of the pools were clean and everything was very nice and well taken care of. Reviewed on Jan 30, 2026 ![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 $8,758 per person Mar 7 - Mar 14 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 6/10 (2 reviews) ![The Ritz-Carlton Naples, Tiburón](https://images.trvl-media.com/lodging/1000000/790000/788300/788295/75f45fbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton Naples, Tiburón CA $3,554 per person Apr 12 - Apr 18 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (609 reviews) Very nice accomodations. Reviewed on Jan 12, 2026 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/2026-03-03/2026-03-10/?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. ![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 $1,796 per person Apr 9 - Apr 12 found 19 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9/10 Wonderful! (1,000 reviews) The best part is that this hotel is right on the beach. We only stayed two nights because this hotel is very expensive, and the restaurant is very expensive. Reviewed on Feb 1, 2026 ![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 $1,799 per person Mar 26 - Mar 29 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Very clean room, staff was very nice. All of the pools were clean and everything was very nice and well taken care of. Reviewed on Jan 30, 2026 ![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Grande Beach Resort Pelican Bay CA $3,176 per person Mar 6 - Mar 9 found 18 hours ago Roundtrip non-stop flight included Fredericton (YFC) to Fort Myers (RSW) 9/10 Wonderful! (1,914 reviews) Staff , except housekeeper for my room who kept not leaving necessery items such as towels, washcloths, cups, toiletries etc every day. Reviewed on Jan 28, 2026 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/2026-03-03/2026-03-10/?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. ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tropical Beach Resorts South Village CA $1,094 per person Apr 13 - Apr 17 found 19 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Sarasota (SRQ) 9.4/10 Exceptional! (5,097 reviews) Very clean room. Very friendly staff. Great little kitchenette with refrigerator/freezer, small oven, stove, and microwave in the Cozy Suite. Very short walk to the beautiful Crescent Beach. While they provided beach towels, no beach chairs were available except for rent. Reviewed on Feb 1, 2026 ![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 $3,190 per person Mar 5 - Mar 9 found 21 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9/10 Wonderful! (1,000 reviews) The best part is that this hotel is right on the beach. We only stayed two nights because this hotel is very expensive, and the restaurant is very expensive. Reviewed on Feb 1, 2026 ![Bayfront Inn Fifth Avenue](https://images.trvl-media.com/lodging/1000000/30000/22800/22721/5ac7bae4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bayfront Inn Fifth Avenue Redevelopment Area CA $1,659 per person Mar 12 - Mar 16 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 8.6/10 Excellent! (1,666 reviews) Although the room was small, it was adequate for 2 people. With only one chair, it would have been better if it had a desk and chair in addition. Very comfortable bed and pillows. The bathroom was not equipped with bars in the shower. Reviewed on Jan 31, 2026 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/2026-03-03/2026-03-10/?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 $775, 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! (1,000 reviews) Great room, clean and spacious. Lived the rooftop restaurant/bar. Parking free and right outside the back door. Hotel is in a great walkable location. Reviewed on Jan 26, 2026 [](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 ... 8.8/10 Excellent! (2,025 reviews) Staff , except housekeeper for my room who kept not leaving necessery items such as towels, washcloths, cups, toiletries etc every day. Reviewed on Jan 28, 2026 [](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! (999 reviews) Amenities great, beach club pool was wonderful! Good location, walkable to many restaurants and shops Reviewed on Jan 25, 2026 [](https://expedia.ca/Sarasota-Hotels-The-Ritz-Carlton.h806101.Hotel-Information) [See all 46,579 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