
Holiday rentals with outdoor seating in Anastasia Island
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Top-rated rentals with outdoor seating in Anastasia Island
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Surfside Six, Direct Ocean Front, Ampitheatre
BEST spot to watch the sunrise, (and moonrise) on St Augustine Beach from every room in the condo and from the two direct beach front balconies! CORNER UNIT! TOP FLOOR! One balcony off the upstairs corner primary bedroom suite, walk in closet and ocean view King size beds in each bedroom. Anytime is a good time to be on the beach in St. Augustine! Winter Spring, Summer, or Fall! Besides being steps from the beach there are plenty of local eateries,great food, live music within walking distance.

Walk Historic Downtown! “Blue Heaven”
Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fully fenced backyard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant, LaNuvelle, trolley stop * 10 minute walk to central downtown

Downtown • Historic Whitney House • Luxury Baths!
Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

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

Luxury Modern Home in Prime Location 2BDR-3BTH
Book your Spring Break vacation with us! Our contemporary home offers comfort, elegance, and curated amenities. Explore the historic downtown, climb the lighthouse, enjoy live performances, indulge in local cuisine, and relax on the nearby beach. The Lighthouse Beacon is the perfect retreat for families and friends, catering to all preferences. Experience the magic of Saint Augustine and create cherished memories. Book your stay now and let us be your guiding light in this captivating city.

Ocean Views, Beach Bikes, Sunny Deck, Steps 2 Sand
Save my home to your wish-list by clicking on the <3 in the upper right corner! >Beach access across the street (1 min walk)! >Entire upstairs apartment >Gorgeous ocean views! >2 beach bikes provided >Private patio with seating >Sleeps 3 (2 in master, 1 on daybed) >Downtown St. Augustine is a 17 minute drive >Close to A1A Back 40 Beachside >Drip coffee pot >Electric Grill >Washer + Dryer access >Smart TVs with Netflix, Hulu, etc. >2-3 days of supplies provided (TP, trash bags, pods, etc.)

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.

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.

The Shire on 1 acre marshfront with dock and Spa
One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

St Augustine Beachside Home - Walk to Beach
Relax at our St Augustine Canal-front getaway! Great family destination just 15 min. to Historic Downtown St Augustine. Neighborhood features PRIVATE Beach Access with about a 10 minute walk to the Beach. Boating and Fishing at your Fingertips with private, over-the-water dock and ramp to floating dock where you can tie up your own boat/kayak/jet skis. The perfect end to your beachside dream day will be watching the sunset while on your private dock.

St. George Historic Bungalow
Come stay at this St. George Historic 1915 Bungalow featured in the well known book, The Houses of St. Augustine. Enjoy being in one of the city’s most pleasant and distinctive neighborhoods. Be reminded of the history that surrounds you as horse carriages stroll by while you enjoy your coffee or wine on the large front porch. The house borders on the lovely Maria Sanchez Lake that inhabits many birds year round.

Tones of Blue
Just a short walk to one of St Augustine's loveliest beaches, this completely renovated 2-bedroom, 2 bath beach cottage is sharp to say the least! Well appointed with a full kitchen, washer dryer and 2 king beds. Lots of parking and a fenced outdoor seating area. Quiet neighborhood close to downtown. There is also a detached garage apartment available to rent for additional guests. Sorry but no pets or smoking
Popular amenities for outdoor seating rentals in Anastasia Island
House rentals with outdoor seating

The Anastasia Island Gem

Historic 1918 Cottage in Downtown St. Augustine

A- Street Beach Cottage!

Uncle Reggie's Beach House

Your Home Away From Home

Entire House w/ Backyard Hideaway - WALK TO BEACH

POOL+Walk to Concerts + 5 mins to Historic & Beach

Driftmark Cabin - RV friendly, Pool + Beach!
Apartment rentals with outdoor seating

100 Steps to Beach, Deck w Ocean View, Beach Gear

Low Tide - Beach Bungalow

Seahorse Studio (Very Walkable + Free Parking)

SEA & SALT|2-min walk Beach|2x Sparkling Pools

Updated and clean, private beach access condo

Beautiful 2 story apt 1 block to beach 1 queen bed

Bougainvillea way, steps to town center, romantic.

Cozy Garden - Sleeps 4- hottub/outdoor shower!
Apartment rentals with outdoor seating

Riverfront direct views-Get it ALL in St Augustine

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

Ocean Front Gem: Top Floor Corner Unit

Middle of Historic District + Quiet at Night

Seaglass Villa, a Sunny Beachside Retreat

2br condo in st Augustine across from Beach

2 bed 1 bath 1st floor condo on Anastasia Island

Summerhouse - Direct Oceanfront Corner Unit
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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
- University of North Florida
- Adventure Landing Jacksonville Beach
- Memorial Park
- Ravine Gardens State Park
- Little Talbot
- Daytona Beach International Airport
- St. Augustine Alligator Farm Zoological Park
- Daytona Beach Bandshell
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