4 Night Romantic vacations in Lower Keys

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

Looe Key Reef Resort

$602

per person

Nov 18 - Nov 22

found 4 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Miami (MIA)

7.4/10 Good! (1,002 reviews)

This is a very REASONABLY priced lodging for the FL Keys so expect simple things. We had a great stay, room was clean, the young gent at the front desk was exceptionally friendly and helpful, ditto at checkout. The beds are comfortable. The shower head had great pressure and the onsite tiki bar is a big plus. There were no plastic cups or coffee maker in the room but there was a microwave and fridge and table with two chairs. The ice machine was not working but there is a quickie mart just next door for that if you needed it. Could the resort be flashier, yes it could but Looe Key Reef Resort offered us a cost effective comfy safe stay in a place where time in the room was not important. We did not use the pool or the dive/snorkle amenities as we came down to fish, but if you wanted that stuff it’s all here. We hope to be back soon.

Reviewed on Sep 15, 2025

Parmer's Resort

$1,010

per person

Nov 14 - Nov 18

found 8 hours ago

Roundtrip non-stop flight included

Memphis (MEM) to Miami (MIA)

9/10 Wonderful! (1,000 reviews)

Everything was sweet! Clean, breakfast good, property organized and boys at front desk very nice and polite! Excellent! Will definitely consider going back

Reviewed on Oct 14, 2025

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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 $602. Prices and availability are subject to change. Additional terms may apply.

Can I book Lower Keys spa packages for couples?

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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

14 min drive from Florida Keys Beaches

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

9.6/10 Exceptional! (225 reviews)

"Great place to stay in Venture Out"

Reviewed on Oct 1, 2025

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! (1,002 reviews)

"Excellent laid back property. Close to a good restaurant"

Reviewed on Oct 9, 2025

Looe Key Reef Resort

27340 Overseas Highway, Summerland Key, FL

23 min drive from Florida Keys Beaches

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

7.4/10 Good! (1,000 reviews)

"This is a very REASONABLY priced lodging for the FL Keys so expect simple things. We had a great stay, room was clean, the young gent at the front desk was exceptionally friendly and helpful, ditto at checkout. The beds are comfortable. The shower head had great pressure and the onsite tiki bar is ..."

Reviewed on Sep 15, 2025

See all 836 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.