Villa vacation 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

Value · Family · Checkout

Oceanfront: Ocean Crest Villa 6BR Heated Pool/Spa

Save our home &plan your next stay at Ocean Crest Villa! 🌊 Oceanfront Bliss: Stunning views ☀️ Heated* Pool & Spa (*fee applies*) 🚿 Outdoor shower 🎶 Bluetooth speaker in the family room ✨ 1,500 sq. ft. Rooftop Deck: Sunrises, sunsets, & stargazing 🎮 Game Room: Shuffleboard, Ping Pong, Xbox & more 🍴 Dining for 16 & fully stocked kitchen 🏖️ Balconies & Verandas with views for miles 🚗 Parking for 6 Vehicles 📍 25 Minutes to Downtown St. Augustine Book now for unparalleled luxury

Family · Location · Walkability

Waterfront & separate cottage walk 2 town hot tub

Location, location! The villa is located within a 7 minute walk to historic downtown. The walk takes you through charming historic homes along Lake Maria Sanchez. It is a 10 minute drive the the beaches and lighthouse. We have great wifi if you need to work from home and many places to spread out and relax. The whole space will be yours, if you rent the guest cottage in addition or not. The courtyard is one of the highlights, with an awesome outdoor kitchen. Main house is 3 bed 2 bath. NO Pets

Family · Location · Kitchen

2 Bedroom, Private Hot Tub, walk to Loins Bridge

Couples Retreat Near Downtown St. Augustine. 0.5 miles from the Bridge of Lions. Enjoy a secluded courtyard, relaxing water fountain, and new 4-person hot tub. Wine down and watch the sunset in a peaceful setting after a exploring. Off-street parking is included. Restaurants, bars, coffee shops, and local favorites are only steps away. Perfect for a romantic getaway, weekend escape, or special occasion. Special requests and accommodations are available to help make your stay unforgettable.

Value · Family · Pets

The Daydream at St Augustine

The Daydream at St. Augustine - Your Ultimate Vacation Oasis! Escape to The Daydream, a beautifully appointed vacation rental nestled in the heart of St. Augustine, Florida – the oldest city in the New World and a favorite destination of pirates and history lovers alike. This charming retreat offers the perfect blend of modern comfort and historic charm, just minutes away from St. Augustine's iconic landmarks, cobblestone streets, and scenic waterfront. Close to tourist sites and beach.

Location · Family · Condition

Oceanfront Beach Villa/Pet Friendly/2 bed/2 bath

Discover this 2-bedroom oceanfront villa on the barrier island of Flagler Beach, Florida. Enjoy a King, Queen and sleeper sofa., 2 full bathrooms, and smart TVs throughout. Relax by the year- round heated pool or stroll quiet, uncrowded beaches perfect for boogie boarding and family surf fun! Pet friendly with private garage parking. Close to historic St. Augustine, Marineland, Daytona Speedway, and Tanger Outlets. Enchanted, coastal comfort, convenience and relaxation await. LBTR #38365

Family · Location · Biking

Hidden Gem- stylish 3BR house w/heated pool

Welcome to our beautiful, stylish, and cozy home with upgraded furniture and beds. A great location in Palm Coast close to famous St. Augustine historical downtown and Speedway Daytona Beach. This hidden gem is only 15 min away from Atlantic Ocean(Flagler Beach),7 min to I-95.Our modern 3BR and 2bathroom house has a big screened in patio with a HEATED pool. This place is perfect for a getaway with family and/or friends for relaxing atmosphere and some fun in the pool or at the beach.

Location · Family · Grill

PALM PARADISE🌴POOL/SPA🍍BILLARDS🦩MINS 2 BCH 🏖

Centrally-located Palm Paradise is placed in the middle of it all! Flagler & Crescent Beach, St. Augustine, Daytona, Marineland, all 10-30 minutes away! You can spend the day wherever you'd like and experience a new beach, city or experience each day! **CLOSEST LOCAL BEACH IS 5.5 MILES AWAY. ** Guest book provides several beautiful local beaches with distance to all. **Look up European Village! A must visit in Palm Coast, this home is 1.9miles away from European Village!!**

Value · Family · Sleep quality

VILLA ONE • 1 Block to the Ocean

One block from the ocean in St. Augustine Beach, this design-forward 2BR/2BA villa is made for easy beach stays. Warm tones, natural finishes and local art create a relaxed, laid-back feel. Outside, enjoy a private tropical backyard with lounge area, outdoor dining and outdoor shower. Walk to the beach, coffee and local favorites, with Historic Downtown just 10 minutes away. One of four individually styled St. Augustine Beach Villas. Not pet friendly. @staugustinebeachvillas

Family · Location · Laundry

Buena Vista St. Augustine

Buena Vista-Rare waterfront villa with pool and dock, with sunsets and best views of the ancient city anywhere. 5 minutes from the beach. 5 minutes from the City. 5 minutes from the Inlet. Best location in St. Augustine. Top quality furnishing, bedding, and fixtures-TVs in every room, WiFi, heated pool and hot tub. Everything you want or need for a great vacation. This house has 5 star reviews on popular sites. It is brand new inside. In a family neighborhood. Sat-Sat only

Location · Family · Laundry

Fall Beach Stay Sept/Oct- Discount

Welcome to your perfect coastal getaway in the heart of St. Augustine’s sought-after oceanfront community on beautiful Anastasia Island! This beautifully renovated 2BR/2BA villa with sleeper sofa offers a relaxing coastal escape with modern comforts. Just steps (approx. 150 yards) to the beach—enjoy sun, sand, and surf anytime. Unwind in the open living/dining area with a 75-inch TV, and the primary suite with a king bed awaits. Perfect for couples or families—book today!

Location · Family · Comfort

"King’s Beach Haven" 4BR /4BA with Pool and Spa!

Bring the whole family to this great place with lots of room for fun beach Haven is just a few steps from one of the world's best beaches, and historic St. Augustine, the oldest city in the U.S. The house is new- all brand new furnishings, gourmet kitchen, great beds, very private heated pool and spa, lots of room to spread out and relax. Beach Haven is good for couples, families (with kids), and big groups.

Family · Location · Kitchen