Lower Keys Romantic Vacations 2026

Photo by Rick Tuers

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4 Night Romantic vacations in Lower Keys

Price found within the past 48 hours. Click for updated prices.

Parmer's Resort

$511

per person

Nov 16 - Nov 20

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Miami (MIA)

9/10 Wonderful! (1,003 reviews)

I've stayed at Parmers several times and anytime I'm in the Keys Parmers is where I stay. Staff is excellent.

Reviewed on Oct 15, 2026

Looe Key Reef Resort

$887

per person

Dec 17 - Dec 21

found 24 hours ago

Roundtrip non-stop flight included

Harrisburg (MDT) to Miami (MIA)

7.6/10 Good! (1,005 reviews)

We like the fact that we didn’t have to go far after the wedding. The staff were great. The atmosphere was good. The rooms were not what we expected for the price. The bathroom floor was dirty and the door was warped and you had to really push on it to close. The tv kept booting us out. The beds were a little hard and cheap, but the air conditioning was awesome. It was very humid outside. I feel it needs a little more TLC. The tiki bar was a good place to just hangout at watching football and baseball.

Reviewed on Oct 14, 2026

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How can I find the best Lower Keys 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 Lower Keys 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 Lower Keys?

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 Lower Keys?

Put a price on love with stunning deals for duos starting at just $511. Prices and availability are subject to change. Additional terms may apply.

Can I book Lower Keys 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 Lower Keys?

To book a loved-up break in Lower Keys, 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 Lower Keys 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 Lower Keys 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 Lower Keys Hotels

Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security

Cudjoe Key FL

14 min drive from Florida Keys Beaches

Book a stay at this family-friendly vacation home in Summerland Key. Enjoy free WiFi, 2 outdoor pickleball courts, and laundry facilities. Popular attractions ...

9.8/10 Exceptional! (275 reviews)

"Great communication with host, very nice resort amenities."

Reviewed on Oct 4, 2026

Parmer's Resort

565 Barry Avenue Summerland Key FL

27 min drive from Florida Keys Beaches

A garden and a private beach await at this romantic motel, which also offers a terrace and a waterfront location.

9/10 Wonderful! (1,001 reviews)

"I've stayed at Parmers several times and anytime I'm in the Keys Parmers is where I stay. Staff is excellent."

Reviewed on Oct 15, 2026

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL

23 min drive from Florida Keys Beaches

Poolside dining and happy hours await at this romantic hotel, which also offers an outdoor pool and a waterfront location.

7.8/10 Good! (1,000 reviews)

"We like the fact that we didn’t have to go far after the wedding. The staff were great. The atmosphere was good. The rooms were not what we expected for the price. The bathroom floor was dirty and the door was warped and you had to really push on it to close. The tv kept booting us out. The beds ..."

Reviewed on Oct 14, 2026

See all 842 properties in Lower Keys

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.