
Vacation rentals in Anastasia Island
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Top-rated vacation rentals in Anastasia Island
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Toast Sunsets from the Wraparound Deck at a Coastal Oasis
A wonderful getaway, this property includes two airbnbs. A two story home with a detached guesthouse. These listings can be rented separately or together, if available. This listing is space is about 1,000 sq ft. You will have exclusive access to the second story apartment and wrap around porch. You will have one dedicated parking spot. There is a small backyard area with an outdoor shower that is shared with the other Airbnb. Access to the apartment is via keypad code. Were available if you need anything, but many times we only communicate with our guests through Airbnb! This Crescent Beach retreat is set back a bit from the road just 3 blocks from the ocean and 8 miles from downtown. Uber is the best way to get around without a vehicle. The Crescent Beach house is on A1A, set back a bit from the road. A1A is a moderatly busy two lane highway. However, you access the home from the backyard, which is also where you park, via a short grass road. Uber is the best way to get around if you do not have your own vehicle. This property includes two airbnbs. Each listing has one dedicated parking space in the rear of the property via a short grass backroad. The parking spaces are right next to each other.
ValueLocationGetting around
4.93 out of 5 average rating, 337 reviews
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
FamilyLocationBeach
4.99 out of 5 average rating, 179 reviews
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
ValueLocationLong stay
4.99 out of 5 average rating, 141 reviews
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.
ValueFamilyGrill
4.96 out of 5 average rating, 239 reviews
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
LocationValueRiver
5.0 out of 5 average rating, 383 reviews
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.
FamilyLocationOutdoor spaces
4.99 out of 5 average rating, 213 reviews
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.
ValueLocationParks
4.99 out of 5 average rating, 541 reviews
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!
FamilyValueDecor
4.99 out of 5 average rating, 139 reviews
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
LocationFamilyBeach
5.0 out of 5 average rating, 130 reviews
~Romantic Historic 1888 Cottage~Walk to Downtown
Come live in history! This cottage traces its roots back to humble beginnings and it still stands today as one of Lincolnville's original historic treasures. Nestled in the heart of America's oldest city, this endearing circa 1888 cottage offers an intimate, refined escape with a boutique ambiance. This 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.
FamilyLocationLayout
5.0 out of 5 average rating, 196 reviews
Ocean Front Gem: Top Floor Corner Unit
Top floor, direct oceanfront, 2 bedroom, 2 bathroom corner end unit condo with elevator and unobstructed beach views from both bedrooms, living room, dining room, kitchen and private balcony in beautiful St Augustine Ocean and Racquet Resort. We also offer for rent the condo immediately next door, Ocean Front Escape: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our checkin process is contact free. We use a smart lock on the front door.
ValueFamilyCondition
4.98 out of 5 average rating, 262 reviews
Ground floor--just 365 steps to beach!
Beautiful ground floor of a two-story house only 365 steps from one of the most beautiful beaches in the United States. Close to the Ancient City, with all its amenities and attractions. Within walking distance of great restaurants and bars. Private entrance, pool, fully furnished kitchenette with Keurig type coffeemaker, Internet, Cable TV. Two bedrooms, one with a queen bed, and the other a double Murphy bed. On-site parking for one car provided.
LocationFamilyGetting around
4.94 out of 5 average rating, 385 reviewsPopular amenities for Anastasia Island vacation rentals
Other great vacation rentals in Anastasia Island

The Beach is my Happy Place Cottage
LocationFamilyCheck-in
4.94 out of 5 average rating, 260 reviews
Livin’ the Dream at St. Augustine Beach
FamilyLocationCleanliness
4.92 out of 5 average rating, 302 reviews
C Palms -Classy St Auggie Beach steps to Sand!
FamilyValueCheckout
5.0 out of 5 average rating, 25 reviews
Salt & Serenity~ Beachside Retreat
ValueFamilyDecor
4.98 out of 5 average rating, 89 reviews
The Pelican's Way where the sand is steps away!
FamilyLocationBathroom
4.94 out of 5 average rating, 54 reviews
Salty on 2nd Hot Tub, Walk to the Beach, Fire Pit!
ValueFamilyDecor
4.98 out of 5 average rating, 40 reviews
2/2 Oceanview Condo/Beach Access/Pools
FamilyLocationCleanliness
4.93 out of 5 average rating, 40 reviews
Spectacular Oceanfront Third Floor Paradise
ValueLocationAccuracy
5.0 out of 5 average rating, 43 reviewsFrequently 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.
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- Daytona International Speedway
- EverBank Stadium
- St Augustine Amphitheatre
- Ocean Center
- VyStar Veterans Memorial Arena
- University of North Florida
- Daytona Boardwalk Amusements
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- TPC Sawgrass
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Vilano Beach Fishing Pier
- Huguenot Memorial Park
- Summer Haven st. Augustine FL
- Adventure Landing Jacksonville Beach
- Flagler College
- Silver Glen Springs Recreation Area
- Daytona Beach International Airport
- Memorial Park
- Crescent Beach
- Little Talbot
- Ravine Gardens State Park
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