Southwest Florida Romantic Vacations

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    Save up to $1,045 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Romantic vacation packages in Southwest Florida

Price found within the past 48 hours. Click for updated prices.
The Westin Cape Coral Resort At Marina Village
LaPlaya Beach & Golf Resort - A Noble House Resort
Marriott Sanibel Harbour Resort & Spa
Naples Bay Resort & Marina
Inn on Fifth
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5* Romantic vacations in Southwest Florida

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The Ritz-Carlton, Sarasota
Sundial Beach Resort & Spa
The Ritz-Carlton Naples, Tiburón
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3 Night Romantic vacations in Southwest Florida

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Marriott Sanibel Harbour Resort & Spa
Bellasera Resort
Pink Shell Beach Resort and Marina
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4 Night Romantic vacations in Southwest Florida

Price found within the past 48 hours. Click for updated prices.
Marriott Sanibel Harbour Resort & Spa
LaPlaya Beach & Golf Resort - A Noble House Resort
South Seas
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How to find a romantic Southwest Florida vacation

How can I find the best Southwest Florida vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Southwest Florida romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Southwest Florida?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Southwest Florida?

Put a price on love with stunning deals for duos starting at just $234. Prices and availability are subject to change. Additional terms may apply.

Can I book Southwest Florida spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Southwest Florida?

To book a loved-up break in Southwest Florida, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Southwest Florida with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Southwest Florida romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Southwest Florida Hotels

Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

4 out of 5
275 Estero Blvd Fort Myers Beach FL
  • 2 hours drive from Siesta Key Beach
Al fresco dining, a hot tub, and luxury bedding await couples visiting this romantic resort. The property also offers 3 outdoor pools, a bar, and a beachfront ...
9.4/10 Exceptional! (1,322 reviews)

Couples like: beachfront dining, hot tub, on the beach

Travelers say...
Great resort! Staff is so welcoming and helpful! All rooms have gulf view! Fun activities! Great pools and beach! Breakfast was amazing!

Reviewed on Apr 16, 2026

Pink Shell Beach Resort and Marina
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5 out of 5
1451 Middle Gulf Drive Sanibel FL
  • 2 hours drive from Siesta Key Beach
A spa, ocean-view dining, and a garden await visiting couples at this upscale aparthotel. The property also offers a hot tub, pool cabanas, and a waterfront ...
8.6/10 Excellent! (2,626 reviews)

Couples like: full-service spa, couples spa treatments, beachfront dining, hot tub

Travelers say...
Everything was great

Reviewed on Apr 14, 2026

Sundial Beach Resort & Spa
Turtle Beach Resort

Turtle Beach Resort

3.5 out of 5
9049 Midnight Pass Road Siesta Key FL
  • 9 min drive from Siesta Key Beach
A garden, free pool cabanas, and private dining await couples visiting this romantic hotel. The property also offers a terrace, an outdoor pool, and a waterfront ...
8.8/10 Excellent! (344 reviews)
Sarah was really nice and friendly. check in and check out was very convenient. Area was chill and relax. Would definitely come back in the future.

Reviewed on Apr 14, 2026

Turtle Beach Resort
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.