St. Augustine Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Romantic St. Augustine Hotels
Castillo Real St. Augustine Beach,Tapestry Collection Hilton
530 A1a Beach Blvd St. Augustine FL
Celebrate with a romantic getaway at this Art Deco hotel, featuring a hot tub and premium mattresses. Couples will love the luxury bedding and outdoor pool.
9/10 Wonderful! (49 reviews)
Good
Reviewed on Jan 14, 2026
Casa Monica Resort & Spa, Autograph Collection
95 Cordova St St. Augustine FL
Ready for a romantic getaway? You are sure to enjoy the hot tub, spa, and in-room massages at this upscale hotel. You'll also appreciate the garden, premium ...
9/10 Wonderful! (1,000 reviews)
Couples like: full-service spa, couples spa treatments, bar, hot tub
Travelers say...
perfect
Reviewed on Jan 18, 2026
Penny Farthing Inn
83 Cedar Street St. Augustine FL
If you're looking for a special getaway, consider a stay at this romantic bed & breakfast where there's a terrace and much more for you and your partner to ...
9.4/10 Exceptional! (1,001 reviews)
The room, bed & balcony were awesome & memorable. Although we checked in late, the hostess was gracious & awesome. The breakfast was delicious & made with care. If we return to St Augustin, this will be our place to go to, just off the beaten path & away from the craziness. An absolute gem, just ...
Reviewed on Dec 28, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
