Cozy Stays for Couples

Find Your Romantic Escape

Whether you’re after historic charm or oceanfront views, we have just the spot for you. Here’s a look at some of the best romantic stays — from historic inns to luxury resorts — all with that special Oldest City charm. We've highlighted what makes each of these stays unique and provided our own tips on how to make your couples' stay in St. Augustine memorable. 

1. Carriage Way Bed & Breakfast

Set in a beautifully restored Victorian home, Carriage Way Bed & Breakfast offers historic elegance and southern comfort. Each uniquely themed room features luxurious amenities (just like the tub in the title image) and complementary beverages to make your stay comfortable.

Make It Memorable: Start your day with a gourmet breakfast, then stroll hand-in-hand to explore the nearby Castillo de San Marcos, Bridge of Lions, and St. Augustine's iconic bayfront. After you return, wrap up the evening on the veranda with some fresh housemade cookies. 

2. Casa de Solana Bed & Breakfast

At Casa de Solana you'll enjoy made-to-order breakfasts and unwinding during your stay in one of ten well-appointed rooms. It feels like a step back in time but with modern comforts and easy access to downtown.

Make It Memorable: Take a stroll down Aviles Street after breakfast and pop into some of our fine art galleries. Finish the evening lazing in the courtyard, sharing a bottle of champagne, and watching the world go by.

3. Bayfront Marin House

Wake up to stunning waterfront views at Bayfront Marin House and unwind with nightly happy hours on the veranda. You'll love the elegant touches in every room, and with private entrances and individual thermostats, you can relax in complete comfort. 

Make It Memorable: Book the Deluxe Romance Package and be pampered with a horse-drawn carriage ride, chilled champagne, chocolate-covered strawberries, a jetted tub, and a room adorned with rose petals.

4. Cedar House Inn

A restored Victorian gem, Cedar House Inn has a welcoming, homey atmosphere perfect for a couples retreat. Enjoy themed rooms and special couples’ packages that include champagne and chocolate-covered strawberries.

Make It Memorable: Pick up a picnic basket for two from the inn and find a cozy spot in the shade at the Plaza de la Constitución. After lunch, catch a live show at Colonial Oak Music Park, then head back to the inn for a quiet evening together. 

5. The Saint Augustine Beach House

Located right on the beach, The Saint Augustine Beach House is perfect for couples seeking laid-back coastal vibes. Enjoy coffee or mimosas on your private balcony as waves roll in just a few steps away.

Make It Memorable: Grab a couple of beach chairs and set up for a front-row seat to an unforgettable Atlantic sunrise. Later, wander the Historic District and end the night with a romantic dinner at Collage Restaurant.

6. Bayfront Westcott House

Ranked among the most romantic stays in St. Augustine, Bayfront Westcott House offers luxurious rooms with private entrances, Jacuzzi tubs, and electric fireplaces — perfect for a cozy weekend together.

Make It Memorable: Grab lunch at Modern Rose as you explore everything St. Augustine offers. Plan a sunset cruise on the bay to end the day on a high note.

7. Casa Monica Resort & Spa

Step into a world of Moroccan-inspired luxury at Casa Monica Resort & Spa, where spa treatments, rooftop lounging, and fine dining are par for the course.

Make It Memorable: Treat yourself to an afternoon of pampering with your sweetheart at the resort's Poseidon Spa. Then make your way to St. George Street to explore, feeling completely rejuvenated.

8. Ocean Gallery Resort

For more space and a more relaxed vibe, Ocean Gallery Resort offers upscale condo rentals with heated pools, beachfront access, and private balconies — perfect for stargazing and late-night walks.

Make It Memorable: Cycle and explore Anastasia Island and the beach with the help of Island Life Bikes & Rentals. Before you end the night on your balcony with your favorite sips from the San Sebastian Winery, take a late-night dip in the resort's heated pool.

9. Hammock Beach Golf Resort & Spa

With two championship golf courses, a luxurious spa, and multiple dining options, Hammock Beach Golf Resort & Spa is the perfect place to unwind and indulge for the weekend. Whether you plan to tee off on the greens or just enjoy exploring South St. Augustine, this resort offers the kind of upscale relaxation you've been dreaming about all year.

Make It Memorable:  Hit the links together at one of the golf courses and then unwind with a couples' massage at the resort spa. Spend the rest of the weekend exploring St. Augustine's museums or the beautiful parks and preserves in South St. Augustine, but don't forget to check out one of the resort's on-site dining options.

10. The Collector Luxury Inn & Gardens

The Collector Luxury Inn & Gardens is a collection of restored buildings centered around a central, lush courtyard. It’s the perfect spot for couples who love historic vibes with a side of wine and cheese.

Make It Memorable: Upgrade your stay with wine, truffles, and dinner for two when you book your stay. Take a mixology class at the inn and learn how to craft cocktails like a pro. Don't forget to enjoy the daily happy hour as you cozy up by the firepit.

11. Renaissance — Historic Downtown

Offering a mix of historic charm and contemporary elegance, Renaissance—Historic Downtown is a boutique hotel providing well-appointed rooms and convenient access to all of downtown’s romantic dining spots.

Make It Memorable: While you're in town, pick up a few tasty treats at Le Macaron or Whetstone's Chocolates to enjoy on the hotel patio, balcony, or wraparound porch with your sweetie. Then toast to a perfect evening with dinner and cocktails at the Castillo Craft Bar + Kitchen.

12. Beachcomber Cottages on Vilano

Ideal for couples seeking privacy without compromising oceanview luxury, Beachcomber Cottages on Vilano offers beach access, private patios, and cozy interiors.

Make It Memorable: Enjoy lunch or dinner on the deck at The Reef Restaurant. Later, listen to the waves crash against the shore as you go for a moonlit walk along the beach.

13. Palm Row Hospitality

The curated properties at Palm Row Hospitality offer modern designs with historic charm, perfect for couples who want a romantic yet contemporary feel.

Make It Memorable: Begin your day with coffee at Kookaburra and then explore the Lightner Museum next. Grab lunch at Crave before you explore the rest of downtown. Enjoy your evening on the front porch with a few cold ones and your favorite playlist.

14. Beacher’s Lodge

Oceanfront and poolside, Beacher’s Lodge offers full kitchens and cozy suites with sweeping views of the Atlantic — perfect for those who want a bit of space, sunset dinners, and quiet evenings.

Make It Memorable: Get your seafood fix at Salt Life Food Shack and then explore the sculptures down at Lakeside Park. When you get back, stroll down the Beacher's Lodge boardwalk and draw a picture and love note in the sand as the sun goes down over the beach. Take a video for your Instagram reel and then promise yourself you'll come back and do it all again at the same time next year.

Plan Your Romantic Getaway

From moonlit beach walks to intimate dinners and historic charm, St. Augustine has everything you need for a perfect couples' escape. While you may enjoy the suggestions above (we hope you do), the best part of your visit will be exploring our town and creating your own special memories. So take some time to learn about our city’s best attractions, check out our Live Music Calendar, and explore upcoming events to make the most of your stay. Whether you’re planning every detail of your visit or keeping it low-key, your couples' getaway is at your fingertips.