Raccoon Key Romantic Vacations
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Top Romantic vacation packages in Raccoon Key
Price found within the past 48 hours. Click for updated prices.
- Ibis Bay Beach Resort
Sep 8 - Sep 12Ibis Bay Beach Resort + Flight
Northside Resort4 nights2.5 star property8.2/10 - Very Good (2,334 reviews)"Clean room, A/C was great."Reviewed August 6, 2026Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • Nonstop EYW - ATL • Nonstop$920$654found 2 days agoper traveler - Pier House Resort & Spa
Oct 9 - Oct 13Pier House Resort & Spa + Flight
Key West Historic District4 nights4.0 star property9.0/10 - Wonderful (1,269 reviews)"Room was great. Loved the place. Will be back."Reviewed August 6, 2026Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • Nonstop EYW - ATL • Nonstop - The Gardens Hotel
Oct 22 - Oct 26The Gardens Hotel + Flight
Old Town Key West4 nights4.0 star property9.8/10 - Exceptional (1,002 reviews)Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • Nonstop EYW - ATL • Nonstop - The Perry Hotel & Marina Key West
Oct 14 - Oct 18The Perry Hotel & Marina Key West + Flight
Stock Island4 nights4.0 star property9.4/10 - Exceptional (1,317 reviews)Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • 1 stop EYW - ATL • 1 stop$1,230$992found 2 days agoper traveler - Southernmost Beach Resort and Guesthouses
Oct 14 - Oct 18Southernmost Beach Resort and Guesthouses + Flight
Old Town Key West4 nights4.0 star property8.8/10 - Excellent (3,485 reviews)"Loved this place. Friendly staff. Great views. Amenities were awesome! Highly recommend!"Reviewed August 6, 2026Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • 1 stop EYW - ATL • 1 stop$1,325$1,106found 2 days agoper traveler
What to do in Raccoon Key
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travelers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$69
per adult
88% of travelers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
80% of travelers recommend
Top Romantic Raccoon Key Hotels
Spindrift House at Lunara Bay
Spindrift House at Lunara BayKey Haven, 0.6 mi from Raccoon Key
10.0 out of 10, Exceptional, (34 reviews)
10/10
Exceptional
(34 reviews)
$1,309 nightly
The price is $1,453
$1,453 total
Aug 17 - Aug 18
Total with taxes and fees
Capmar House by Brightwild Huge Home Pool
Capmar House by Brightwild Huge Home Pool2.0 star property
Key Haven, 0.7 mi from Raccoon Key
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
$1,299 nightly
The price is $1,461
$1,461 total
Aug 23 - Aug 24
Total with taxes and fees
Capmar House at Lunara Bay
Capmar House at Lunara BayKey Haven, 0.6 mi from Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
9.8/10
Exceptional
(29 reviews)
"The Best VRBO I have stayed in "
$1,313 nightly
The price is $1,457
$1,457 total
Aug 9 - Aug 10
Total with taxes and fees
The Seagate Estate at Lunara Bay
The Seagate Estate at Lunara BayKey Haven, 0.6 mi from Raccoon Key
10.0 out of 10, Exceptional, (27 reviews)
10/10
Exceptional
(27 reviews)
"The home is perfectly located, very clean and fully stocked. The host is very friendly, accommodating and responds right away. We really enjoyed having the pool and dock for our boat. Excellent property, highly recommend! "
$1,313 nightly
The price is $1,457
$1,457 total
Aug 10 - Aug 11
Total with taxes and fees
Aquaria House at Lunara Bay
Aquaria House at Lunara BayKey Haven, 0.6 mi from Raccoon Key
9.8 out of 10, Exceptional, (44 reviews)
9.8/10
Exceptional
(44 reviews)
"Absolutely amazing property with great access to the water and an amazing pool. Our fishing guide picked us up at the dock, very convenient. The back porch was a treat, plenty of room to sit and visit. The community the house is in is really nice. Highly recommend this property."
$1,313 nightly
The price is $1,457
$1,457 total
Aug 9 - Aug 10
Total with taxes and fees
Mastway House at Lunara Bay - Wellness Home
Mastway House at Lunara Bay - Wellness HomeKey Haven, 0.6 mi from Raccoon Key
9.6 out of 10, Exceptional, (34 reviews)
9.6/10
Exceptional
(34 reviews)
"We loved our time at the Mastway house and can’t wait to come back again!The house itself is incredible and was perfectly curated for our family and the time spent there. It comfortably housed our group of 6 (could easily handle more), very clean, beds were very comfortable, plenty of towels and simple things like toilet paper, soaps, fully stocked kitchen with pots and pans and utensils! The back deck and yard were simply incredible! Communication with Gems was so smooth! Everything was...
$1,309 nightly
The price is $1,453
$1,453 total
Aug 10 - Aug 11
Total with taxes and fees
Evershore Estate at Lunara Bay | Wellness Home
Evershore Estate at Lunara Bay | Wellness HomeKey Haven, 0.6 mi from Raccoon Key
9.8 out of 10, Exceptional, (28 reviews)
9.8/10
Exceptional
(28 reviews)
"Our recent stay in Key West was nothing short of exceptional, and much of that is thanks to Hal Cosec and the incredible team at Brightwild. From the moment we arrived, Hal went above and beyond to make sure our experience was seamless and memorable.He personally picked up our Instacart order and stocked the refrigerator before we even walked through the door—talk about thoughtful service! Throughout the week, Hal helped us book excursions tailored to our interests and shared his local knowledge...
$1,313 nightly
The price is $1,457
$1,457 total
Aug 9 - Aug 10
Total with taxes and fees
Waterlane House at Lunara Bay
Waterlane House at Lunara BayKey Haven, 0.6 mi from Raccoon Key
9.8 out of 10, Exceptional, (38 reviews)
9.8/10
Exceptional
(38 reviews)
"Everything was great!"
$1,313 nightly
The price is $1,457
$1,457 total
Aug 9 - Aug 10
Total with taxes and fees
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.
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 Raccoon Key vacation
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 $654. 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?