Fleming Key Romantic Vacations

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Top Romantic vacation packages in Fleming Key

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

The Sunny

Ocean Four

Save 100% on your flight

$654

per person

Nov 18 - Nov 23

found 2 days ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (764 reviews)

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$9,667

per person

Nov 23 - Nov 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Hotel Riu Plaza Miami Beach

Mid Beach

Save 100% on your flight

$1,188

per person

Dec 16 - Dec 23

found 2 days ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (1,180 reviews)

Love this place

Reviewed on Sep 27, 2026

Bentley Hotel South Beach

South Beach

Save 100% on your flight

$1,824

per person

Dec 16 - Dec 23

found 2 days ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,145 reviews)

Amazing

Reviewed on Sep 28, 2026

Park Central South Beach

South Beach

Save 100% on your flight

$1,262

per person

Dec 16 - Dec 23

found 2 days ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (1,869 reviews)

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5* Romantic vacations in Fleming Key

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

EAST Miami Residences

Brickell

Save 100% on your flight

$1,337

per person

Dec 4 - Dec 7

found 2 days ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (150 reviews)

Muy contentos con todo en si

Reviewed on Sep 28, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$9,667

per person

Nov 23 - Nov 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

1 Hotel South Beach

South Beach

Save 100% on your flight

$2,712

per person

Dec 4 - Dec 7

found 2 days ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,644 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Fleming Key

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3 Night Romantic vacations in Fleming Key

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

Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

Save 100% on your flight

$863

per person

Dec 3 - Dec 6

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (1,731 reviews)

Beautiful resort, kind staff, and the most gorgeous views !! Highly recommend staying here

Reviewed on Sep 27, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$6,110

per person

Nov 4 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

1 Hotel South Beach

South Beach

Save 100% on your flight

$2,712

per person

Dec 4 - Dec 7

found 2 days ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,644 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Fleming Key

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4 Night Romantic vacations in Fleming Key

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

Barcelona Studios Guesthouse

South Beach

Save 100% on your flight

$326

per person

Nov 3 - Nov 7

found 1 hour ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (263 reviews)

Nous avons séjourné 7 jours au Barcelona et ce fut parfait! Ce petit hôtel est parfaitement situé : littéralement à deux pas d’Española Way, à environ 5 minutes de marche du début d’Ocean Drive et à 10 minutes de la plage. La petite cuisine et les accessoires nous ont permis de faire une épicerie et de préparer plusieurs repas nous-mêmes, ce qui nous a fait économiser beaucoup d’argent en restaurants parce qu’on va se le dire : manger à South Beach, c’est très dispendieux! Il y a l’Art Deco Market juste à côté pour les petites emplettes et, pour une vraie épicerie ou même manger un très bon repas sur place, Whole Foods Market est vraiment super. L’endroit est coquet, propre et les lits sont confortables. Le petit jardin à l’avant est parfait pour prendre tranquillement un café ou une bière. Si vous recherchez le grand luxe et les hôtels grandioses, ce n’est peut-être pas pour vous. Mais pour une escapade abordable à South Beach et comme point de départ pour visiter Miami, Little Havana, Brickell, Wynwood, le Design District, Bayside et tout le reste, c’est parfait. Le transport en commun est aussi très facile : le bus 100 vous amène directement au centre-ville, le trolley gratuit permet de se déplacer dans South Beach et les Citi Bikes sont disponibles un peu partout. Bref, excellent rapport qualité-prix, emplacement difficile à battre et exactement ce que nous recherchions. Je recommande cet hôtel à 100 %!

Reviewed on Sep 27, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$9,574

per person

Dec 4 - Dec 8

found 12 hours ago

Roundtrip non-stop flight included

Islip (ISP) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

Save 100% on your flight

$977

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (1,731 reviews)

Beautiful resort, kind staff, and the most gorgeous views !! Highly recommend staying here

Reviewed on Sep 27, 2026

Don't see what you're looking for?

See all available trips from Columbus to Fleming Key

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How can I find the best Fleming Key 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 Fleming Key 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 Fleming Key?

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 Fleming Key?

Put a price on love with stunning deals for duos starting at just $326. Prices and availability are subject to change. Additional terms may apply.

Can I book Fleming Key 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 Fleming Key?

To book a loved-up break in Fleming Key, 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 Fleming Key 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 Fleming Key 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?