
Holiday rentals with outdoor seating in Anastasia Island
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Anastasia Island
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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.

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.)

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.

Loins Bridge 0.5m away, 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.

Steps to Downtown, 8 min drive to St. Aug Beach #A
Nestled in a serene residential area, this home offers a tranquil escape just a stroll across the Bridge of Lions to downtown. Enjoy convenient access, with various restaurants, shopping, and nightlife on A1A within a block. Ideal for large families, friends, or couples, the clean, modern space invites relaxation. Explore nearby attractions like miniature golf and the Alligator Farm and more. Leave the vehicle behind and enjoy an stress-free stroll to downtown, avoiding parking issues.

St Augustine Entire Home, King Bed, Pet Friendly
Casita Luxe Retreat Near Historic St. Augustine – Pet-Friendly Haven! Discover this luxurious 3-bedroom, 2-bath retreat! Designed with a modern luxe aesthetic, it features custom wood paneling, a fully equipped kitchen with a chic island, and a king-size plush mattress. Enjoy the large, fenced yard, fire pit, outdoor shower, and fun family games. Pet-friendly, with Wi-Fi, smart TVs, and parking included this home offers comfort and style in an up-and-coming neighborhood. Book now!

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.

Beach and Serenity
6 BLOCKS to BEACH, off of the intercostal! Studio apartment, sleeps up to 4. Quiet neighborhood, close to all. Several restaurants/shops within walking distance. Beach bikes included, perfect for bike rides along the beach. Private entrance off of porch, which includes chairs to relax in, beach toys, towels, chairs. *yes, we are pet friendly, however, ONE PET PER STAY WITH APPROVAL *also, we cannot split weekends, so please book accordingly, fridays and Saturdays booked together

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!

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.
Popular amenities for Anastasia Island outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Uncle Reggie's Beach House

Music on Marilyn- Steps from the Amp! •Jacuzzi•

Your Home Away From Home

Elevated Beach Haus

Entire House & Backyard Oasis - WALK TO BEACH

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

Driftmark Cabin - RV friendly, Pool + Beach!

Waterfront Fisherman’s Treasure at Crescent Beach
Apartment rentals with outdoor seating

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

Island Life Rental, walk to beach!

Low Tide - Beach Bungalow

Seahorse Studio (Very Walkable + Free Parking)

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

Surfside Six, Direct Oceanfront, Beachfront

1 Bedroom Condo with Heated Pool

Beach Break! Walk to the beach! 1BRw/Private Patio
Condo rentals with outdoor seating

Riverfront direct views-Get it ALL in St Augustine

Seaglass Villa, a Sunny Beachside Retreat

Quiet, Updated Condo - Pool, Bikes & Pickleball!

Wade n Sea Ocean Front Condo

Boutique Beachside condo with easy access to beach

Incredible Waterfront Townhome

Marina View|Camachee Harbor Waterfront Escape

Sun & Sea - Beach & Heated Pool, Pet Friendly!
Destinations to explore
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- Rentals with outdoor seating St. Johns County
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- Rentals with outdoor seating United States
- Daytona International Speedway
- EverBank Stadium
- St Augustine Amphitheatre
- Ocean Center
- Saint Augustine Town Plan Historic District
- Daytona Boardwalk Amusements
- University of North Florida
- VyStar Veterans Memorial Arena
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- Daytona Lagoon
- TPC Sawgrass
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Adventure Landing Jacksonville Beach
- Summer Haven st. Augustine FL
- Daytona Beach Bandshell
- Daytona Beach International Airport
- Crescent Beach
- Little Talbot
- Huguenot Memorial Park
- Flagler College
- Memorial Park
- Things to do Anastasia Island
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- Nature and outdoors St. Johns County
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