Elevate Your Escape.
Curated stays designed for comfort, connection, and the art of getting away. Whether it’s a coastal retreat or a hidden gem, we provide the space; you provide the memories.
Discover Your Perfect St. Augustine Stay
Three unique vacation properties near the beach and historic downtown—each designed for comfort, charm, and unforgettable coastal escapes.
The May House
(Heated Pool Downtown)
The May House is a stylish and fully equipped 3-bedroom historic cottage perfect for family vacations or group getaways. Just a short walk (about 5 minutes) from Historic Downtown St. Augustine and Vilano Beach, this charming home blends modern comfort with Old Florida charm — complete with a private heated outdoor pool and plenty of space to relax.
- Guests: 8 • Bedrooms: 3 • Beds: 4 • Bathrooms: 2
Amenities: Kitchen, Fast Wi-Fi, Dedicated workspace, Free parking on premises (up to 6 cars), Private outdoor saltwater pool (heated), Smart TV, Air conditioning, Outdoor deck with bar area, Self check-in smart lock, Full cookware & appliances, Washer & dryer, Outdoor seating & lounge areas.
The Pomar Loft
(Hot Tub Downtown)
Pomar Loft is a beautifully updated, fully equipped loft perfect for a relaxing getaway just a short stroll (about 10 minutes) from historic downtown St. Augustine. Designed for comfort and convenience, this charming space offers both indoor comfort and inviting outdoor areas with a private hot tub and fire pit — ideal for couples, friends, or small families exploring the oldest city in the U.S.
- Guests: 4 • Bedrooms: 1 • Beds: 2 • Baths: 1
Amenities: Kitchen, Wi-Fi, Free parking (2 spaces), Hot tub, Outdoor fire pit, Outdoor shower, BBQ grill, Pet-friendly (fee applies), Smart lock self-check-in, Full cookware and coffee makers, Essentials provided, Comfortable loft bed + queen pull-out sofa
Haley's Court Boutique Motel
(Vilano Beach)
Haley’s Court is a charming, family-owned retro boutique motel just steps from Vilano Beach and a short walk or drive to Historic Downtown St. Augustine. Perfect for couples, solo travelers, groups, or families, this unique mid-century inspired stay blends classic 1950s nostalgia with modern comforts and thoughtful amenities for a memorable coastal getaway.
- Guests: Varies by room type (studios to apartments)
- Room options: Queen, King, Double/Full, Apartments with kitchens
Amenities: Complimentary Wi-Fi, air conditioning, smart TVs, kitchenette availability in select units, private bathrooms, blackout window coverings, outdoor seating in courtyard, free self-parking, keyless entry & retro-inspired décor.
Welcome to STA VACAY, your gateway to unforgettable coastal escapes in beautiful St. Augustine, Florida.
We specialize in offering a curated collection of three exceptional vacation properties – each thoughtfully selected to provide the perfect blend of comfort, luxury, and local charm.
At STA VACAY, we believe that every vacation should be more than just a place to stay — it should be an experience. That’s why our homes are nestled in some of the most desirable locations near serene beaches, lively local attractions, and historic sights — giving you the freedom to explore, unwind, and make lasting memories with the people who matter most.
Explore St. Augustine & Vilano Beach
W
hether you’re staying at The May House, Pomar Loft, or Haley’s Court, you’re perfectly positioned to experience the best of Florida’s Historic Coast. From sun-soaked beaches and centuries-old landmarks to waterfront dining and vibrant local culture, St. Augustine offers something for every kind of traveler.
Spend your mornings walking along Vilano Beach, your afternoons exploring the charming brick streets of Historic Downtown, and your evenings enjoying fresh seafood, live music, and unforgettable sunsets over Matanzas Bay. Adventure, relaxation, history, and coastal charm are all just minutes from your stay – making it easy to fill your itinerary or simply unwind at your own pace.
Beaches & Outdoor Fun
Vilano Beach – Classic Atlantic shoreline with laid-back beach vibes, pier views, and skimboarding. Walkable from many stays and great for sunsets.
St. Augustine Beach – Wide sandy beach with fishing pier, local shops & coastal dining.
Anastasia State Park – 1,600+ acres of beach, dunes, salt marsh and trails for swimming, hiking, kayaking, bird-watching and picnics.
Historic & Cultural Attractions
Historic Downtown / St. George Street – Walkable brick streets lined with local boutiques, galleries, fudge shops, cafes, and landmarks.
Castillo de San Marcos National Monument – Iconic 17th-century fort with sweeping views and history around every corner.
St. Augustine Lighthouse & Maritime Museum– Climb 219 steps for panoramic views & explore maritime exhibits.
Wildlife & Nature
St. Augustine Alligator Farm Zoological Park – One of Florida’s oldest attractions with crocodilians, reptiles, birds and animal shows.
Kayaking & Eco Tours –Explore tidal creeks & waterways around Anastasia Island and Matanzas Bay with guided tours.
Fort Mose Historic State Park – Historic site and natural marshland honoring the first free African settlement in North America (outdoor, educational).
Shopping & Experiences
Boutiques & Art Galleries (Downtown) – Local art, handmade jewelry, beachwear and one-of-a-kind souvenirs.
Live Music & Nightlife –Year-round live bands and seasonal music events at local pubs, lounges, and outdoor venues.
Local Cuisine & Hangouts
Vilano Beach Waterfront Restaurants – Seafood with a view, beach bars, and coastal-inspired dining just steps from the sand.
Historic Downtown Dining –From datil pepper-infused Southern cuisine to craft cocktails and local brews, you’ll find plenty of flavors to explore.
Extra Local Flavor
Boutiques & Art Galleries (Downtown) – Local art, handmade jewelry, beachwear and one-of-a-kind souvenirs.
Seasonal Events & Night Markets – Open-air markets, art walks, food festivals and more – check local calendars for dates.
Must - See Places
