Some info is shown in its original language. Translate
Become a host

Vacation rentals in Anastasia Island

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Anastasia Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
Home in St. Augustine Beach

Beachside, SUPER CLEAN, Oasis Yard, Summer Retreat

"We had an absolutely fantastic time staying at Dominick’s place. From start to finish, everything exceeded our expectations" * 100% 5-star rating ⭐ * Less than 500 steps to St Augustine Beach! ⛱️ * Super comfortable and meticulously clean. ✨️ * Huge Private Oasis Backyard, BBQ, Speakers, LOTS of seating 🌴 * towels + beach chairs + beach cart ⛱️ * 100% cotton sheets and towels ☁️ * comfy beds, pillows, extra pillows + blankets, living room * Fully stocked kitchen * On the Golden Mile

4.99 out of 5 average rating, 179 reviews
Top guest favorite
A compact kitchen area features wooden shelving displaying various ceramic bowls, pots, and decorative items. The full-size stove is positioned under a light fixture, with a dark sink and wooden countertop enhancing functionality. Artwork and plants add touches of decor above the counter.
Guesthouse in Butler Beach

Tiny House three blocks from beach!

The tiny house at the Crescent Beach house is a one bedroom one bath detached guesthouse ! The bedroom includes a queen bed and closet. There is a great kitchen with a full size stove/oven, keurig, and microwave. Wifi and large smart tv for own subscriptions, no cable. Beach chairs, towels, and umbrella included! Soak in the great Florida beach lifestyle. There’s a board walk beach access at the end of the street ! This tiny house is adjacent to a two story home which is a separate Airbnb!

4.89 out of 5 average rating, 336 reviews
Top guest favorite
A vibrant swimming pool reflects the evening sky, surrounded by well-maintained landscaping. Poolside seating includes colorful lounge chairs and a dining set, while a floating flamingo adds a playful touch. Soft lighting from string lights enhances the serene atmosphere as dusk approaches.
Home in St. Augustine

HGTV-Style Home + Pool + Walk/Bike to Attractions

Off Street Parking 3 Min Drive/ 15 Min Walk to Historic Downtown 2 Min Drive to the St Augustine Amphitheater 2 Min Drive to Anastasia State Park Beach 1 Min Drive to Anastasia Fitness Club/Suana-Steam Rm/Pool Looking to get away from the hustle & bustle of the city? This designer home with an amazing pool is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a minutes away. With spacious living & modern amenities, the Home offers maximum comfort

4.99 out of 5 average rating, 141 reviews
Top guest favorite
A panoramic view of a beach scene at sunset, featuring vibrant clouds in shades of pink, orange, and purple. The sun dips below the horizon, reflecting off the water's surface. Grassy dunes are visible in the foreground, framing the tranquil scene.
Guest suite in Butler Beach

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

5.0 out of 5 average rating, 385 reviews
Top guest favorite
Bungalow in Butler Beach

Ooo Laa Laaah Pets welcome

Private, fenced in yard and private Free standing cottage in quiet neighborhood. Private, fenced in yard! Pets are welcome. Fees apply. 2 washers and dryers, internet/wifi, 2 smart TVs. All kitchen appliances. One story. The beach is a one block stroll with no major streets to cross. Keep your car at home..walk to the beach 2 minutes stroll . Downtown, St. Aug. is a 10 minute car ride. Not a condo scene. Crescent Moon cottage is in front but completely separate. Shared laundry room.

4.96 out of 5 average rating, 240 reviews
Top guest favorite
A well-maintained landscape showcases vibrant green grass and neatly trimmed shrubs, with palm trees lining the pathway. An expansive view of the ocean is visible in the background, framed by a boardwalk leading to the beach. Two residential buildings are seen in the scene.
Condo in Butler Beach

SeaPlace Ocean & Pool Views, 2/3 Steps to Beach

Beautiful St. Augustine Beach ocean & pool views from this 2/2.5 townhouse style condo steps to the beach. Come enjoy everything this vibrant city has to offer. Two quiet bedrooms and bathrooms upstairs. 2 private balconies. Downstairs is a full kitchen, dining area for 6, half bathroom, living area w/ newer 65" TV. 10 minutes from historic downtown. Family friendly resort community w/ pools, tennis, pickleball, basketball and bocce’ ball courts. Book now and let the island magic begin.

4.99 out of 5 average rating, 213 reviews
Top guest favorite
Home in St. Augustine Beach

Sunny, family friendly Sol Mate Beach Cottage

Our renovated beach cottage is one block to the beach, walking distance to restaurants and ice cream, nightlife, public transport, family-friendly activities. Across the street is the pier, volleyball courts, splash pad and weekly Wednesday farmers market. A short drive to the oldest city in the US and a grocery store! You’ll love our adorable beach cottage because of the location, the neighborhood and the beach is gorgeous. Our place is good for couples, solo adventurers, and families.

4.87 out of 5 average rating, 311 reviews
Top guest favorite
A light-filled living area is depicted, featuring a spacious couch positioned against a vibrant artwork of a clownfish. Sliding glass doors lead to a serene outdoor space, while colorful paintings adorn the walls, adding artistic charm to the room.
Guest suite in St. Augustine

Art Studio Space – Quiet – Walk to Beach

This very private studio apartment is on Anastasia Island, with its own entrance across the street to Anastasia State Park, which includes the St. Augustine Amphitheater in a quiet, friendly beach neighborhood. This ideal location is quite literally "a walk in the park" to a beautiful undeveloped Florida beach; or a 10 minute drive across the famous Bridge of Lions to historic downtown St. Augustine – with quick access to the many local attractions and great restaurants in the area.

4.99 out of 5 average rating, 541 reviews
Guest favorite
A living area features a cooling ceiling fan and large windows with light-filtering curtains. A wall-mounted TV displays an aquatic scene. A light-colored coffee table sits on wooden flooring, complemented by decorative plants and a woven tray.
Condo in Butler Beach

Great 1 bedroom 1 bath condo with heated pool

Great condo in an Oceanside community You cannot see the ocean from this condo 5-10 minute walk to the beach Private boardwalk to the beach Condo is in 3rd floor must climb stairs no elevator **** Tennis courts 2 pools 1 heated Shuffle Board Gym Restaurants and bars you can walk to Pet Friendly with a $100 pet fee Only 1 dog is allowed and we must register the dog before you check in The security will not let you on the premises if the dog has not been registered Pull out couch

4.78 out of 5 average rating, 285 reviews
Top guest favorite
The exterior of Casa Coquina is presented, featuring a charming façade with rounded archways. A light blue garage door complements the neutral-colored walls. Lush greenery, including palm trees and decorative plants, enhances the inviting entryway, while a driveway leads to the garage.
Home in St. Augustine

Casa Coquina Walk to Downtown Clean Quiet Spacious

Casa Coquina offers a uniquely central location for your visit to the nation's oldest city. Located across from Salt Run Waterway & walking distance to many restaurants & entertainment, this newly renovated home offers 2 bedrooms & 2 full bathrooms, large living room, Florida room & outdoor patio. It is a 2-minute drive to Historic Downtown & 5-minute drive to our beautiful beaches. The huge tree-shaded yard is completely fenced in for child/pet safety & total privacy. Enjoy!

4.99 out of 5 average rating, 139 reviews
Top guest favorite
Cottage in Lincolnville

~Romantic Historic 1888 Cottage~Walk to Downtown

Come live in history! This cottage traces its roots back to humble beginnings and still stands today as one of Lincolnville's original historic treasures. This endearing circa 1888 cottage offers an intimate, refined escape with a boutique ambiance. Accommodations are curated for guests ages 12 and older. It is the ideal retreat for travelers seeking a romantic getaway or guests who wish to be transported to a more graceful time. Modest in scale but grand in experience.

5.0 out of 5 average rating, 196 reviews
Top guest favorite
Villa in St. Augustine Beach

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

5.0 out of 5 average rating, 131 reviews

Popular amenities for Anastasia Island vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Other great vacation rentals in Anastasia Island

Top guest favorite
A screened-in pool area features a crystal-clear water pool with a shallow entry. Two chairs, one green and one yellow, are positioned beside the pool, surrounded by natural greenery and a wooden fence. Sunlight brightens the space, creating a relaxing outdoor ambiance.
Guest suite in St. Augustine Beach

Ground floor--just 365 steps to beach!

4.94 out of 5 average rating, 385 reviews
Top guest favorite
The exterior of a one-story unit is displayed with a red metal roof and a welcoming porch. A colorful umbrella provides shade over outdoor seating. A grill is positioned nearby, and landscaped areas with flowers enhance the entrance.
Cottage in Butler Beach

Livin’ the Dream at St. Augustine Beach

4.92 out of 5 average rating, 302 reviews
Top guest favorite
Condo in Crescent Beach

2br condo in st Augustine across from Beach

5.0 out of 5 average rating, 120 reviews
Top guest favorite
Condo in Crescent Beach

Beacher's Lodge Oceanfront Balcony Suite #328

4.94 out of 5 average rating, 35 reviews
Top guest favorite
Apartment in Butler Beach

The Pelican's Way where the sand is steps away!

4.94 out of 5 average rating, 54 reviews
Top guest favorite
A serene pool area is highlighted by clear blue water and surrounded by neatly arranged lounge chairs. Lush palm trees and tropical foliage provide a natural backdrop, while a well-maintained lawn complements the inviting outdoor space. The building's charming architecture can be seen in the background.
Condo in Butler Beach

Salt & Serenity~ Beachside Retreat

4.98 out of 5 average rating, 90 reviews
Superhost
Condo in St. Augustine Beach

Ocean Front St. Augustine Beach Unit | Pool View

4.67 out of 5 average rating, 3 reviews
Top guest favorite
Condo in Butler Beach

Luxury Oceanfront 2 bed | Hot Tub + Private Deck

5.0 out of 5 average rating, 13 reviews

Frequently Asked Questions

  • Where is Anastasia Island located?

    Anastasia Island is just off the northeast coast of Florida, near the city of St. Augustine. It is known for its beaches, natural preserves, and relaxed coastal atmosphere.

  • When is the best time to visit Anastasia Island?

    Late spring and early fall are often suggested for comfortable weather, with temperatures ranging from about 65 to 84°F (18 to 29°C) and manageable rainfall. Cooler winters appeal to those wanting fewer crowds, while summer brings warmer days and higher humidity.

  • What are some things to do near Anastasia Island?

    Explore wide sandy beaches, visit Anastasia State Park for walking trails and native wildlife, or discover the historic St. Augustine Lighthouse and Maritime Museum. The area also has local seafood restaurants, nature preserves, and opportunities for water activities.

  • How is the weather near Anastasia Island?

    Anastasia Island experiences mild winters around 45–68°F (7–20°C), with warmer, humid summers near 90°F (32°C) and peak rainfall during late summer. Spring and fall are frequently noted for moderate temperatures and less humidity, making outdoor activities inviting.

Destinations to explore