
Villa holiday rentals in Anastasia Island
Find and book unique villas on Airbnb
Top-rated villa rentals in Anastasia Island
Guests agree: these villas are highly rated for location, cleanliness and more.

Palm Coast Paradise | beach, pool, spa, game room!
Your Palm Coast Oasis Awaits! This spacious 3BR/2BA retreat is perfect for families and friends. Relax and reconnect. Nestled in a quiet neighborhood near restaurants, shops, and attractions just minutes from the beach, golf, and nature trails. Enjoy your own private pool and game room. Cook with ease in the fully equipped kitchen, stay productive with high-speed Wi-Fi. Unwind knowing everything you need is right here. (Pool and spa use solar heating and are not heated during winter or at night)

Vilano Villa | Pool | Wellness | Water View | Golf
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

Canal Waterfront Home with Heated Private Pool
**Newly added Sept 25 – Electric pool heating! Beautifully furnished 4-bed canal-front home just minutes from the beach, bike trails and lively European Village. Inside are four bedrooms, two bathrooms, a spacious kitchen with breakfast nook overlooking the water, plus open dining and living areas perfect for family meals or entertaining friends. Outside: private pool, fire pit and poolside bar — the perfect spot to watch dolphins play freely in the canal as the sun sets. Pool heat $40/day.

Waterfront villa & separate cottage walk 2 town
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

VILLA One
The Villas are designed for short stays, long weekends or for a unique styled location for brands to shoot their products. The space features warm tones, natural finishes and local art for an effortless vibe that allows visitors to relax the second they walk in the door. Complete with two bedrooms, two bathrooms and a backyard complete with tropical landscaping, lounge area, dining and outdoor shower. One of 4 Villas located in St. Augustine Beach. Not pet friendly. @staugustinebeachvillas

Perfect location 2 Bedroom Private Hot Tub
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.

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.

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!!**

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

June 13-20 still avail-Beach Escape
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!

"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.

Quiet Villa
Nestled just across the Bridge of Lions on Anastasia Island, this peaceful retreat welcomes you in. Newly renovated duplex, the space is fresh, open and natural light pours in providing a tranquil feel. Centrally located, the site is a short walk over the bridge to Historic downtown or stay on the island where nearby restaurants, Lighthouse Park, Alligator Farm and Anastasia State Park await your visit.
Popular amenities for villa rentals in Anastasia Island
Private villa rentals

The Daydream at St Augustine

St Augustine Villa | Pools, Hot Tub & Beach Access

June 13-20 still avail-Beach Escape

Quiet Villa

Perfect location 2 Bedroom Private Hot Tub

Walk to Vilano Beach, Firepit, Gear, Hot Tub, Deck

Palm Coast Paradise | beach, pool, spa, game room!

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

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

Walk to Vilano Beach, Firepit, Gear, Hot Tub, Deck

Buena Vista, St. Augustine

Vilano Villa | Pool | Wellness | Water View | Golf

Waterfront villa & separate cottage walk 2 town
Villa rentals with a pool

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

The Daydream at St Augustine

Vilano Beach Villa - Walk to Beach/Pier

St Augustine Villa | Pools, Hot Tub & Beach Access

June 13-20 still avail-Beach Escape

Buena Vista, St. Augustine

Palm Coast Paradise | beach, pool, spa, game room!

PALM PARADISE🌴POOL/SPA🍍BILLARDS🦩MINS 2 BCH 🏖
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- Ocean Center
- Daytona International Speedway
- Crescent Beach
- EverBank Stadium
- St Augustine Amphitheatre
- Daytona Boardwalk Amusements
- VyStar Veterans Memorial Arena
- Saint Augustine Town Plan Historic District
- Kathryn Abbey Hanna Park
- Lightner Museum
- Daytona Lagoon
- St Johns Town Center
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- TPC Sawgrass
- Vilano Beach Fishing Pier
- Adventure Landing Jacksonville Beach
- University of North Florida
- Ravine Gardens State Park
- Daytona Beach International Airport
- Memorial Park
- Little Talbot
- Daytona Beach Bandshell
- St. Augustine Alligator Farm Zoological Park
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