Luxury rentals in Anastasia Island

Vilano Villa| Walk 2 Beach | Water View | Wellness

Where barefoot luxury meets effortless play. This architect-designed two-story house sits steps from Vilano Beach, a rare stretch of untouched Atlantic coastline, and delivers a resort experience that is entirely your own. From morning swims in the heated pool to infrared sauna sessions, putting green reps, mini golf rounds, and fire pit evenings under the Florida stars, every hour here feels designed. Pool · Sauna · Cold Plunge · Mini Golf · Water views · Game Room · Cinema · 5 Beds·Sleeps 16

Hospitality · Pool · Beach · Indoor spaces · Family · Nearby · Cleanliness · Location · Comfort · Accuracy · Outdoor spaces · Sleep quality · Grill · Walkability · Getting around · Access · Check-in · Decor · TV · Bathroom · Kitchen · Quiet · Parking · Backyard · Condition · View · Checkout · Value · Amenities

Pickleball, Mini Golf, Waterfront with Dock, Pool

Save this home, click the <3 in the upper corner! >Only 400 steps the beach, .2 miles >Brand new pickleball court and mini golf >Water views! >Glimmering pool in private backyard >Hot tub spa >Concierge services available >12 minutes to Publix + restaurants >Outdoor pool table & lawn games >20 minutes to historic DT St. Aug >Sleeps 10 comfortably >4 bedrooms and 5.5 baths >Duo K-cup + drip coffee maker >2 Indoor Fireplaces >Washer and Dryer >5 days of supplies (TP, trash bags, pods, etc).

Hospitality · Decor · Kitchen · Comfort · Family · Layout · Nearby · Cleanliness · Walkability · Getting around · Pool · Beach · Accuracy · Outdoor spaces · Bathroom · Grill · Quiet · Indoor spaces · Parking · Condition · View · Hot tub · Sleep quality · Amenities

Seaclusion l Luxury l Heated Pool l Beach

Seaclusion is a luxury, designer home complete with top amenities for endless fun and relaxation. ->Outdoor haven with heated pool/spa, grill, putt putt, firepit and more! ->Pool/Spa Heat Available for $40 per day - Contact for Details ->Roof Deck dining with direct sunrise and sunset views ->Kids dream bunk room ->In- home entertainment including arcade games (Mortal Kombat, Golden Tee, & Pacman), cornhole, and table tennis ->Directly across from beach access ->Elevator for all 3 floors

Beach · Family · Pool · Hospitality · Indoor spaces · Backyard · Kitchen · View · Walkability · Decor · Condition · Location · Sleep quality · Access · Nearby · Outdoor spaces · Comfort · Laundry · Cleanliness · Amenities

Fully Restored Historic Luxury Home Griffin Estate

Enjoy the most premium property in downtown St. Augustine, Yallaha at Griffin Estate. This masterfully restored and oldest home in downtown St. Augustine (Lincolnville) sits on 1+ acre, features a private pool, hot tub and fire pit, game room with bar and pool table, (4) king suites, plus additional bedrooms and bathrooms, and much more. Yallaha is the #1 destination for your next luxury vacation in beautiful St. Augustine. City of St. Augustine Short-Term Rental Registration STR24-00131

Hospitality · Indoor spaces · Family · Amenities · Kitchen · Cleanliness · Walkability · Decor · Outdoor spaces · Comfort · Pool · Nearby · Location · Accuracy · Grill · Parking · Laundry · Getting around · Backyard · Condition · Hot tub · Sleep quality · Value

Massive Beach House • Theater • Pool • Roof Lounge

🌴 Welcome to JK2Properties' SkyDeck Surf House — a luxury coastal retreat in St. Augustine Beach perfect for families, friend groups & celebrations! • Walk to the beach + local dining 🌊 • Heated pool + hot tub oasis 🔥 • Rooftop SkyDeck w/ ocean views 🌅 • Private movie theater 🎬 • Game room + lounge/bar 🎱 • BBQ grill + outdoor dining 🍔 • Spacious designer interiors + group-ready layout 🏡 Minutes from historic downtown — the ultimate Florida beach getaway!

Location · Beach · Hospitality · Family · Pool · Nearby · Walkability · Indoor spaces · Hot tub · Outdoor spaces · Kitchen · Access · Amenities · Accuracy · View · Bathroom · Comfort · Laundry · Cleanliness · Decor · Layout · Condition · Noise · Sleep quality

E Komo Mai - Pool, Elevator, Roof Deck Views

Stunning luxury home on the east side of A1A, just a few steps from the sand. Features include: - Pool/Spa (Heated with reservation) - 5 king bedrooms w/en-suite bathrooms + bunk room - 6.5 total bathrooms - Elevator - Roof deck with panoramic views of St. Augustine Beach - Spacious 3rd floor living/dining/kitchen space for entertaining - 3 balconies - Garage with ping pong table, beach gear, and installed EV charger

Hospitality · Location · Family · Beach · Indoor spaces · Cleanliness · Comfort · Pool · Walkability · Nearby · Decor · Condition · Accuracy · Outdoor spaces · Kitchen · Layout · Access · Bathroom · Hot tub · Amenities · Grill · Laundry · Wifi · Getting around · View · Sleep quality · Checkout

Palma Beach House

Welcome to our modern tropical retreat, Palma Beach House, where paradise becomes your reality on Butler Beach. Immerse yourself in the magic of island life and escape the ordinary. This coastal gem is your perfect getaway—a sanctuary after a day of beach bliss or exploring the enchanting charms of St. Augustine!

Hospitality · Pool · Beach · Family · Cleanliness · Location · Indoor spaces · Comfort · Amenities · Decor · Kitchen · Walkability · Sleep quality · Hot tub · Accuracy · Bathroom · Nearby · Condition · Check-in · Outdoor spaces · Grill · Quiet · TV · Layout · Getting around · Checkout · Value · Parks · Long stay · River · Backyard · View · Biking