Title: Romantic Vacations in Southwest Florida 2026 | Expedia.ca ![](https://images.trvl-media.com/place/7194/a3c90d47-6771-4b13-8eb7-606c4258b08d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southwest Florida Romantic 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 Romantic hotel deals in Southwest Florida Price found within the past 48 hours. Click for updated prices. ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $1,166 per person Feb 20 - Feb 23 found 15 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room. Reviewed on Jan 3, 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 $2,286 per person Feb 20 - Feb 22 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 9/10 Wonderful! (1,000 reviews) Great stay, fabulous spot. Reviewed on Jan 10, 2026 ![Bellasera Resort](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/d22f3ec7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bellasera Resort Old Naples CA $2,572 per person Mar 26 - Mar 30 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Fort Myers (RSW) 9.6/10 Exceptional! (2,225 reviews) We really enjoyed our stay and will be back again next year. High level of service, room was a good size for our family, I liked the location Reviewed on Jan 10, 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 $1,647 per person Mar 23 - Mar 26 found 17 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Clean and comfortable Reviewed on Jan 17, 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 $2,662 per person Mar 23 - Mar 26 found 16 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Fort Myers (RSW) 9/10 Wonderful! (1,914 reviews) The room and facilities were great! The restaurants were not good and were very overpriced. Reviewed on Jan 19, 2026 Don't see what you're looking for? See all available trips from Columbus to Southwest Florida [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-21/2026-02-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Romantic holidays in Southwest 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 $1,647 per person Mar 23 - Mar 26 found 17 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Clean and comfortable Reviewed on Jan 17, 2026 ![The Ritz-Carlton, Naples](https://images.trvl-media.com/lodging/1000000/20000/10500/10494/88b021de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Naples Pelican Bay CA $5,848 per person Mar 25 - Mar 29 found 1 day ago Roundtrip non-stop flight included Buffalo (BUF) to Fort Myers (RSW) 9.2/10 Wonderful! (451 reviews) The staff named Mathew is exception! He is very knowledgeable and helpful! Reviewed on Dec 27, 2025 ![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 $3,146 per person Mar 26 - Mar 30 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) 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 Florida [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-21/2026-02-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Romantic holidays in Southwest Florida Price found within the past 48 hours. Click for updated prices. ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $1,166 per person Feb 20 - Feb 23 found 15 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room. Reviewed on Jan 3, 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 $3,027 per person Feb 20 - Feb 23 found 11 hours ago Roundtrip flight included Montreal (YUL) to Fort Myers (RSW) 9/10 Wonderful! (1,000 reviews) Great stay, fabulous spot. Reviewed on Jan 10, 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 $1,647 per person Mar 23 - Mar 26 found 17 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Clean and comfortable Reviewed on Jan 17, 2026 Don't see what you're looking for? See all available trips from Columbus to Southwest Florida [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-21/2026-02-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Romantic holidays in Southwest Florida Price found within the past 48 hours. Click for updated prices. ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $1,350 per person Mar 25 - Mar 29 found 15 hours ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room. Reviewed on Jan 3, 2026 ![South Seas Resort](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/aa4dca69_edited_4cce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### South Seas Resort CA $2,080 per person Mar 25 - Mar 29 found 15 hours ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 8.4/10 Very Good! (1,001 reviews) I'll preface this by saying that i had an incredible week and rhat Captiva is literal Paradise. My lodging however could use some work. The main office, gym facility, and retail establishments are excellent. Unfortunately my actual suite could use some work. While the facility was clean and had a spectacular view- the lodging was old and tired. Dirty elevators cheaply updated should have been a sign of things to come. Once inside the lodging I found cheap plastic flooring that flexed as you walked over uneven surface underneath. The walls were "updated" with textured wall covering the in areas was peeling. Baseboard looked as if a child did.the job. Poorly finished, improperly cut, and nailholes unfinished. Most things painted revraled many layers of old paint. Nights 1 and 2 were spent listening to the toilet by the bedroom run. Despite requesting it be remedied- it took speaking to the property manager on day 3 to get this accomplished. Ironically, the second toilet also broke and needed repair. Additionally- the water was only "warm" in the shower. Dining at the "resort" facilities is ridiculously expensive, so I ate better elsewhere for the same price. Lastly, there's no hospitality all week. You make your own bed, hang your towels, and if you want more- you drive to get them yourself. Reviewed on Jan 18, 2026 ![Bellasera Resort](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/d22f3ec7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bellasera Resort Old Naples CA $2,390 per person Feb 21 - Feb 25 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.6/10 Exceptional! (2,225 reviews) We really enjoyed our stay and will be back again next year. High level of service, room was a good size for our family, I liked the location Reviewed on Jan 10, 2026 Don't see what you're looking for? See all available trips from Columbus to Southwest Florida [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-21/2026-02-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan unforgettable romantic Southwest Florida vacations #### What are some of the benefits of booking a romantic Southwest Florida vacation? When booking a romantic Southwest Florida vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in Florida. #### How can I find the best vacation packages for couples? If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Southwest Florida destination, and you'll be met with an array of options for you and your partner to enjoy. #### Can I find cheap romantic vacations for 2 in Southwest Florida? Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $1,166 and can enjoy savings of up to 25 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first. #### What do I need to consider when booking a romantic getaway in Southwest Florida? Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Southwest Florida certainly come in handy here. #### What amenities should I look for in a luxury romantic vacation? If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Southwest Florida. #### Can I book a romantic Southwest Florida vacation with a hot tub? Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them. #### How can I find romantic vacation getaways that are all-inclusive? An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Southwest Florida search. #### Can I book a romantic trip to Southwest Florida that is fully refundable? Several romantic Southwest Florida vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements. #### Why should I book a romantic vacation with Expedia? Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage. ## Romantic Hotels in Southwest Florida ![Pink Shell Beach Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/15700/15603/5f038ed2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pink Shell Beach Resort and Marina 275 Estero Blvd Fort Myers Beach FL - 2 hours drive from Siesta Key Beach Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ... 9.4/10 Exceptional! (1,235 reviews) Amazing resort! The view from our room was gorgeous inside and out. The entire resort was very clean from the room to the pools to the dining. The breakfast offered something for everyone (omelets, pancakes, waffles, fruit, potatoes, yogurt, cereal, juice and much more). The staff goes out of their ... Reviewed on Jan 16, 2026 [](https://expedia.ca/Fort-Myers-Hotels-Pink-Shell-Beach-Resort-And-Marina.h15603.Hotel-Information) ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sundial Beach Resort & Spa 1451 Middle Gulf Drive Sanibel FL - 2 hours drive from Siesta Key Beach Book a stay at this luxury condo in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. Popular ... 8.6/10 Excellent! (2,587 reviews) We very much enjoyed our stay here and will return. We came only for one night w/ two kids. There were fun activities for the kids (and adults) by the pool. We got up early and went looking for shells on the beach which was a big hit! The only issues we had were that 1\. we booked a king bed but got ... Reviewed on Jan 19, 2026 [](https://expedia.ca/Sanibel-Hotels-Sundial-Beach-Resort-Spa.h1939.Hotel-Information) ![Turtle Beach Resort](https://images.trvl-media.com/lodging/1000000/40000/35600/35570/e84df05d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Turtle Beach Resort 9049 Midnight Pass Road Siesta Key FL - 9 min drive from Siesta Key Beach Stay at this hotel in Siesta Key. Enjoy free WiFi, a marina, and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions ... 8.6/10 Excellent! (336 reviews) Everything was amazing at the Turtle Beach Resort. The Hibiscus Cottage was a perfect room. It was clean and had wonderful views. I enjoyed using the kayaks and the bikes. The location is great also. You can walk easily to the beach and a restaurant. I would definitely stay here again. Reviewed on Jan 13, 2026 [](https://expedia.ca/Sarasota-Hotels-Turtle-Beach-Resort-And-Inn.h35570.Hotel-Information) [See all 46,594 properties in Southwest Florida](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®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. ## 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 Romantic Vacation Destinations > - [Romantic vacations in Toronto ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178314/Toronto) > - [Romantic vacations in Nova Scotia ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11173/Nova-Scotia) > - [Romantic vacations in Montreal ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178288/Montreal) > - [Romantic vacations in Vancouver ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178315/Vancouver) > - [Romantic vacations in Quebec ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180017/Quebec) > - [Romantic vacations in the Niagara Falls ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/602721/Niagara-Falls) > - [Romantic vacations in Alberta ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11111/Alberta) > - [Romantic vacations in Victoria ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/1418/Victoria) > - [Romantic vacations in Jasper ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/8028/Jasper) > - [Romantic vacations in Banff ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/4332/Banff) > - [Romantic vacations in Ottawa ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178296/Ottawa) > - [Romantic vacations in Mont Tremblant ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/55374/Mont-Tremblant) > - [Romantic vacations in Kingston ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180034/Kingston) > - [Romantic vacations in Whistler ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/4115/Whistler) > - [Romantic vacations in Winnipeg ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6141041/Winnipeg) > - [Romantic vacations in Muskoka ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6343146/Muskoka-District) > - [Romantic vacations in Collingwood ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11938/Collingwood) > - [Romantic vacations in Calgary ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178245/Calgary) > - [Romantic vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/31/Canada) ## More Vacations Ideas [Flights to Southwest Florida ](https://expedia.ca/Cheap-Flights-To-Southwest-Florida.d6233839.Travel-Guide-Flights)[ Southwest Florida Hotels ](https://expedia.ca/Southwest-Florida-Hotels.d6233839.Travel-Guide-Hotels)[ Southwest Florida Vacation Rentals ](https://expedia.ca/Southwest-Florida-Vacation-Rentals.d6233839.Travel-Guide-VacationRentals)[ Southwest Florida Car Rentals ](https://expedia.ca/Car-Rentals-In-Southwest-Florida.d6233839.Car-Rental-Guide)[ Southwest Florida Vacations ](https://expedia.ca/Southwest-Florida.d6233839.Destination-Travel-Guides)[ Things to do in Southwest Florida ](https://expedia.ca/Things-To-Do-In-Southwest-Florida.d6233839.Travel-Guide-Activities) \* 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