A crowded beach with people sunbathing and swimming.

Southwest Florida Romantic Holidays

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Top Romantic holiday packages in Southwest Florida

Price found within the past 48 hours. Click for updated prices.
  • 15 Oct - 21 Oct

    Matanzas Inn Bayside Resort and Marina + Flight

    Fort Myers Beach
    6 nights
    3.0 star property
    9.4/10 - Exceptional (1,003 reviews)
    "The staff was great"
    Reviewed August 4, 2026
    Return London (LON) - Fort Myers (RSW)
    LHR - MIA2 stops MIA - LHR1 stop
    £884
    £712
    per traveller
    found 19 hours ago
    Matanzas Inn Bayside Resort and Marina
  • 25 Sept - 30 Sept

    Cedar Cove Resort and Cottages + Flight

    Holmes Beach
    5 nights
    3.0 star property
    9.2/10 - Wonderful (569 reviews)
    "Stayed for one night everything was in place very well thought off and cosy and very clean love the swing just out the door and seeing the shells all over and beach was amazing shower and beach chairs was in place staff was very friendly and had a home feeling I will be back"
    Reviewed August 5, 2026
    Return London (LON) - Tampa (TPA)
    LGW - TPADirect TPA - LHR1 stop
    Save 100% on your flight
    £1,875
    £1,259
    per traveller
    found 1 day ago
    Cedar Cove Resort and Cottages
  • 15 Oct - 21 Oct

    Marriott Sanibel Harbour Resort & Spa + Flight

    Punta Rassa
    6 nights
    4.0 star property
    8.6/10 - Excellent (1,013 reviews)
    "Very clean, the room is very spacious and comfortable and the staff is super friendly, I recommend 100%"
    Reviewed August 5, 2026
    Return London (LON) - Fort Myers (RSW)
    LHR - MIA2 stops MIA - LHR1 stop
    £1,234
    £963
    per traveller
    found 19 hours ago
    Marriott Sanibel Harbour Resort & Spa
  • 15 Oct - 21 Oct

    Lani Kai Beachfront Resort + Flight

    Fort Myers Beach
    6 nights
    3.5 star property
    8.8/10 - Excellent (1,865 reviews)
    "Room was in need of updating. Tiny pillows on a King bed is just wrong."
    Reviewed August 6, 2026
    Return London (LON) - Fort Myers (RSW)
    LHR - MIA2 stops MIA - LHR1 stop
    £1,020
    £826
    per traveller
    found 19 hours ago
    Lani Kai Beachfront Resort
  • 25 Sept - 30 Sept

    Bali Hai Beachfront Resort and Spa + Flight

    Holmes Beach
    5 nights
    4.0 star property
    8.6/10 - Excellent (736 reviews)
    Return London (LON) - Tampa (TPA)
    LGW - TPADirect TPA - LHR1 stop
    £1,714
    £1,395
    per traveller
    found 1 day ago
    Bali Hai Beachfront Resort and Spa

Discover the most popular places to visit in Southwest Florida

What to do in Southwest Florida

Top Romantic Southwest Florida Hotels

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.

How to find a romantic Southwest Florida holiday

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

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Southwest Florida. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Southwest Florida romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Southwest Florida that start from £712. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Southwest Florida romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Southwest Florida?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Southwest Florida?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Southwest Florida that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

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

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

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

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.