Southwest Coast Florida Romantic Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Coast Florida

Price found within the past 48 hours. Click for updated prices.
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

Mid Island
Save 100% on your flight
CA $2,429
per person
Jan 11 - Jan 18
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (2,703 reviews)
Gotta get rid of the sand chiggers.

Reviewed on Oct 17, 2026

Bellasera Resort

Bellasera Resort

Old Naples
CA $3,448
per person
Dec 30 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (2,335 reviews)
Excellent staff...everyone. Rooms were also great.

Reviewed on Oct 12, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach
Save 100% on your flight
CA $3,766
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
Inn on Fifth

Inn on Fifth

Old Naples
CA $5,801
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Syracuse (SYR) to Fort Myers (RSW)
9.4/10 Exceptional! (1,010 reviews)
Naples Bay Resort & Marina

Naples Bay Resort & Marina

Oyster Bay
CA $3,641
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Syracuse (SYR) to Fort Myers (RSW)
9.4/10 Exceptional! (1,009 reviews)
Fabulous suite with access to wonderful restaurants and beautiful downtown Naples.

Reviewed on Oct 23, 2026

Don't see what you're looking for?
See all available trips from Columbus to Southwest Coast Florida
View all trips

5* Romantic holidays in Southwest Coast Florida

Price found within the past 48 hours. Click for updated prices.
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

Mid Island
Save 100% on your flight
CA $2,429
per person
Jan 11 - Jan 18
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (2,703 reviews)
Gotta get rid of the sand chiggers.

Reviewed on Oct 17, 2026

The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

Central Sarasota
CA $4,601
per person
Dec 25 - Dec 31
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (1,018 reviews)
Best hotel I’ve ever stayed at. The staff was amazing. Ready to help at all times! The spa was fantastic, as well as the Beach Club!

Reviewed on Oct 19, 2026

The Ritz-Carlton Naples, Tiburón

The Ritz-Carlton Naples, Tiburón

CA $2,621
per person
Nov 27 - Nov 30
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (684 reviews)
A++ customer service !!

Reviewed on Oct 17, 2026

Don't see what you're looking for?
See all available trips from Columbus to Southwest Coast Florida
View all trips

3 Night Romantic holidays in Southwest Coast Florida

Price found within the past 48 hours. Click for updated prices.
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

Punta Rassa
CA $760
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Bellasera Resort

Bellasera Resort

Old Naples
CA $1,695
per person
Nov 27 - Nov 30
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (2,335 reviews)
Excellent staff...everyone. Rooms were also great.

Reviewed on Oct 12, 2026

Naples Bay Resort & Marina

Naples Bay Resort & Marina

Oyster Bay
CA $1,165
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,009 reviews)
Fabulous suite with access to wonderful restaurants and beautiful downtown Naples.

Reviewed on Oct 23, 2026

Don't see what you're looking for?
See all available trips from Columbus to Southwest Coast Florida
View all trips

4 Night Romantic holidays in Southwest Coast Florida

Price found within the past 48 hours. Click for updated prices.
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

Punta Rassa
CA $1,088
per person
Nov 27 - Dec 1
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach
Save 100% on your flight
CA $3,766
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
Bellasera Resort

Bellasera Resort

Old Naples
CA $1,591
per person
Nov 30 - Dec 4
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (2,335 reviews)
Excellent staff...everyone. Rooms were also great.

Reviewed on Oct 12, 2026

Don't see what you're looking for?
See all available trips from Columbus to Southwest Coast Florida
View all trips

Plan unforgettable romantic Southwest Coast Florida vacations

What are some of the benefits of booking a romantic Southwest Coast Florida vacation?

When booking a romantic Southwest Coast 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 Coast 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 Coast 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 $760 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 Coast 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 Coast 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 Coast Florida.

Can I book a romantic Southwest Coast 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 Coast Florida search.

Can I book a romantic trip to Southwest Coast Florida that is fully refundable?

Several romantic Southwest Coast 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 Coast Florida

Pink Shell Beach Resort and Marina

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 a full-service spa. Our guests praise the breakfast and the ...
9.4/10 Exceptional! (1,480 reviews)
"It is a great place for families. Lots of activities for children. But we didnt have children. 3 pools and breakfast. They dont have any service at the pool you have to go to the bar. Too many bees. The beach was disappointing. Very few lounges with umbrellas and you can walk miles and the water ..."

Reviewed on Oct 22, 2026

Pink Shell Beach Resort and Marina
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

1451 Middle Gulf Drive Sanibel FL
  • 2 hours drive from Siesta Key Beach
Book a stay at this luxury aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. ...
8.6/10 Excellent! (2,716 reviews)
"Gotta get rid of the sand chiggers."

Reviewed on Oct 17, 2026

Sundial Beach Resort & Spa
Turtle Beach Resort

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 ...
8.8/10 Excellent! (368 reviews)
"This is a really charming property right on the bay with a small pool and really nice staff. We had a lovely stay. We enjoyed the pool and kayaks with baby dolphins jumping right off the dock 🐬"

Reviewed on Oct 18, 2026

Turtle Beach Resort
See all 47,914 properties in Southwest Coast Florida
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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.