Raccoon Key Romantic Vacations 2026

Top Romantic vacation packages in Raccoon Key

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

The Perry Hotel & Marina Key West

Save 100% on your flight

$845

per person

Jun 19 - Jun 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (1,256 reviews)

Everything was amazing during our stay. Every staff member was so nice and helpful and the property was wonderful! I would highly recommend

Reviewed on Apr 30, 2026

The Gardens Hotel

Old Town Key West

Save 100% on your flight

$1,304

per person

Jun 19 - Jun 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

This was one of the nicest places we have ever stayed. It felt like a tropical oasis but was only a block over from Duval. Wine tasting room was great and the hotel cat, Lucy, was the sweetest! Breakfast each morning was amazing! We would definitely stay here again when we come back to visit!

Reviewed on Apr 26, 2026

The Marker Key West Harbor Resort

Key West Historic District

Save 100% on your flight

$1,156

per person

Jun 19 - Jun 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (1,003 reviews)

Perfect location, everything within a 10 min walk Very friendly and professional staff. Competitively priced breakfast. Wide range of drinks at the bar Will stay again the next time we visit Key Wedt

Reviewed on Apr 30, 2026

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Save 100% on your flight

$1,078

per person

Jul 17 - Jul 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

8.4/10 Very Good! (621 reviews)

The Best Hotel in Key West 10 stars!!!!

Reviewed on Apr 29, 2026

Southernmost Beach Resort and Guesthouses

Old Town Key West

Save 100% on your flight

$1,064

per person

Jun 19 - Jun 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

8.8/10 Excellent! (3,227 reviews)

Loved the fact that there were 3 pools, 4 if you counted the little one. Text message updates with activities going on for the day. Bartenders at the bars were friendly. Big shout out to Kasey and Amy for the festivities! Vlad and Konstentine were outstanding as well! Breakfast on the beach in the morning with a bloody mary to start the day off before heading up Duvall street which starts right there was really convenient. It was our 1st time in Key West and we are already planning to go again next year and stay at the same place.

Reviewed on May 1, 2026

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3 Night Romantic vacations in Raccoon Key

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Oceans Edge Key West Resort, Hotel & Marina

$688

per person

Jul 9 - Jul 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9/10 Wonderful! (1,860 reviews)

I have spent several trips at property and it is a hidden gem amongst a commercial and mobile home neighborhood. They provide a shuttle into city that works for clients seeking dinner, offshore daily trips etc. Pools are nicely built each on backside of building, quiet, comfortable and surrounding a beautiful marina. There is a nice walkway along ocean on east side. The only issue I dealt with this time was condition of my room. 1st floor unit overlooking middle pool and marina. The carpet had a 6”x 6” wear hole, the window curtains were stained in several areas and bathroom plumbing was a challenge. Place seems, since my first visit, to be in need of upgrade and maintenance. Great staff all around, keep eye on tips for eatery it includes 18%? I usually leave 20% or more?

Reviewed on Apr 29, 2026

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

$755

per person

Jun 11 - Jun 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (1,248 reviews)

Breakfast offered was fresh, staff was very friendly, comfortable bed, nice pool, our room felt like the floor was rotten underneath and was very uneven.

Reviewed on Apr 30, 2026

The Gardens Hotel

Old Town Key West

$1,036

per person

Jul 9 - Jul 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

Reviewed on Apr 26, 2026

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4 Night Romantic vacations in Raccoon Key

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Hyatt Vacation Club at Windward Pointe, Key West

Save 100% on your flight

$1,221

per person

Jul 3 - Jul 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (1,045 reviews)

Very helpful staff. Grounds were amazing

Reviewed on Apr 29, 2026

Hyatt Vacation Club at Sunset Harbor, Key West

Old Town Key West

Save 100% on your flight

$1,367

per person

Jul 3 - Jul 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

8.6/10 Excellent! (357 reviews)

No breackfast Only ameanity was the pool and I was charge 100 dollars extra after checked in

Reviewed on Apr 26, 2026

Hyatt Vacation Club at Beach House, Key West

Save 100% on your flight

$1,229

per person

Jul 3 - Jul 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (1,025 reviews)

Very good place to stay for a big family, but they have no beach . Ocean is not so good. It’s impossible to swim.

Reviewed on Apr 29, 2026

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

Put a price on love with stunning deals for duos starting at just $688. Prices and availability are subject to change. Additional terms may apply.

Can I book Raccoon 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 Raccoon Key?

To book a loved-up break in Raccoon 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 Raccoon 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 Raccoon 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?