Vacation rentals with outdoor seating in Anastasia Island

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Popular amenities for Anastasia Island outdoor seating rentals

House rentals with outdoor seating

Top guest favorite
A spacious covered deck features a round dining table surrounded by woven chairs, with colorful pillows for added comfort. In the background, lounge chairs are positioned along the deck, and string lights hang above, enhancing the inviting atmosphere of the outdoor space.
Home in St. Augustine
4.98 out of 5 average rating, 138 reviews

Uncle Reggie's Beach House

BrandonRating, 5 stars5 days ago
Wonderful place to stay for a few days in St. Augustine; super convenient to the beach and restaurants. Bikes are a blessing as is the entire place. Plan to be back in the future. Much love for Uncle Reggie Beach House
Guest favorite
Home in St. Augustine
4.95 out of 5 average rating, 184 reviews

TopRatings•HistoricDowntownCharm•WalkTrolleyAccess

MichelleRating, 5 stars2 weeks ago
Had a great time in this beautiful home! Many restaurants, activities, sights to see close by! The only things that would make this home absolutely perfect would be on site pool and gym. Hosts were very quick to respond to any questions I had. Home decor definitely elevated the stay! Would stay here again
Top guest favorite
A private saltwater pool is surrounded by a spacious deck and lush greenery. Palm trees frame the area, offering a shielded retreat. A patio space is visible, providing comfortable seating options and direct access to the home.
Home in St. Augustine
4.93 out of 5 average rating, 115 reviews

Peaceful Oasis Pet Friendly heated Pool & Gameroom

MonteneRating, 5 stars1 week ago
What a hidden treasure! I was looking for a getaway and what I found was a Haven. It surpassed all of my expectations. So peaceful, clean, and convenient. Close to everything yet tucked away into a quiet corner. Michelle is professional yet so friendly and helpful. Any questions you may have, she has the answer. Definitely one of my favorite places that I have ever stayed in the continental US. Five stars and two thumbs up!
Guest favorite
A screened-in back porch features a round dining table surrounded by four wicker chairs. The red deck flooring contrasts with the green lawn visible beyond glass panels. A peaceful canal is seen in the background, with trees lining the opposite bank.
Home in St. Augustine
4.89 out of 5 average rating, 411 reviews

Waterfront Fisherman’s Treasure at Crescent Beach

DaphneRating, 5 stars4 days ago
This is our second stay here and we just love this place! The location is peaceful and right on the water. The new dock is very nice and the fish seem to bite good at this location. The house is very clean, well laid out and super cozy. The beds sleep comfortably and the linens are nice and soft. We love the open layout for the kitchen and living room, the spacious walk in showers and the decor is well put together. Everything you need as far as cooking goes and we love that it’s less than five minutes from the beach access. We will be back and I can’t wait to visit this location for our soon to be third time staying here. I’d make it a permanent residence for my husband and I, if I could. We love it and thank you for having us!
Top guest favorite
A charming home exterior is framed by lush palm trees and well-maintained landscaping. Fresh white paint contrasts with vibrant blue shutters, creating a welcoming appearance. The lawn is presented in vivid green, while a pebbled border adds texture to the garden area.
Home in St. Augustine
5 out of 5 average rating, 129 reviews

Beachside, SUPER CLEAN, huge yard, steps 2 beach

GarinRating, 5 stars1 week ago
I had a wonderful vacation at Dominick's property with my son. The house was exceptionally clean, comfortable, and beautifully updated with tasteful decor. The kitchen was fully equipped with everything needed to prepare meals, and the beds were incredibly comfortable. The home is situated on a quiet street, just across from the beach, and within walking distance of restaurants, ice cream shops, and coffee spots. Dominick was very responsive to any questions I had, and I also had the pleasure of meeting him in person. I’m already looking forward to staying here again next year!
Top guest favorite
The spacious living area features a light, airy design with large windows allowing natural light. A tan leather sofa is complemented by textured throw pillows. A circular coffee table sits on a soft area rug. The dining area, visible in the background, includes a wooden table surrounded by chairs.
Home in St. Augustine
4.99 out of 5 average rating, 102 reviews

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

NicoleRating, 5 stars1 week ago
A perfect spot for our family vacation! We loved the house, the pool area, and the proximity to the beach and St Augustine’s downtown.
Top guest favorite
The historic home features a grand façade with white siding and tall columns supporting a covered balcony. Decorative lights and a festive wreath adorn the front entrance. A beautifully detailed wrought-iron gate opens to a landscaped pathway leading to the door.
Home in St. Augustine
4.95 out of 5 average rating, 397 reviews

Genovar Mansion Master Suite Private Entrance

BraxtonRating, 5 stars2 weeks ago
Emily was amazing with the local recommendations, you can tell she really loves St. Augustine! the place was exactly as she described, it's quiet and beautiful with an amazing view of the trees down the street. it's charming and on its way to being exactly what she envisions! she is working hard on her place and is quite friendly, happy to chat with you. she is also very responsive as a host. we will certainly be back!
Guest favorite
The two-story home features a modern exterior with a blend of materials, including a wooden accent wall. A balcony with seating is visible on the upper level, while the fenced yard provides privacy. Open space in front allows for easy access to the entrance.
Home in St. Augustine
4.97 out of 5 average rating, 147 reviews

LUX Riberia – 311 | 12-min walk to Historic DTN

AimeeRating, 5 stars1 month ago
Very cute house ! Very fast communications for anything that was needed Would rent again

Apartment rentals with outdoor seating

Guest favorite
A spacious bedroom features a large bed with white bedding. Natural light enters through multiple windows, complemented by white shutters. A comfortable armchair is situated near the window, enhancing the cozy atmosphere of the room.
Apartment in St. Augustine
4.96 out of 5 average rating, 357 reviews

Updated Victorian apt in heart of downtown +VIEWS!

AsheleyRating, 5 stars2 weeks ago
Perfect location. Good size for our party of 3. Loved our short time there. We will be back.
Top guest favorite
A shaded outdoor area features a hammock with striped fabric, inviting relaxation. Stone pavers lead to a landscaped garden area with green foliage and seating. A patio setting is visible in the background, complete with table and chairs for outdoor dining.
Apartment in St. Augustine Beach
4.88 out of 5 average rating, 274 reviews

Low Tide - Beach Bungalow

MandyRating, 5 stars6 months ago
We love Low Tide and look forward to our beach trip every year! It's the absolute best pet friendly place to stay, my dogs always have the best time going for walks on the beach and hanging out in the beautiful backyard. Inside is cozy and comfortable too. The best part is being only steps away from the beach, and many great food options also within walking distance. My favorites are Burrito Works, Beachcomber, and Cone Heads for ice cream (and pup cups!) Low Tide has just about everything you could possibly need, and Laurie is always making improvements to her beautiful place. We're always sad when it's time to leave!
Top guest favorite
A bright sleeping area features a spacious bed with a light-colored coverlet. Flanking the bed are two bedside tables, each with a lamp providing soft illumination. The room is accented with light blue walls and a piece of serene artwork, enhancing the relaxed atmosphere.
Apartment in St. Augustine
4.98 out of 5 average rating, 204 reviews

Seahorse Studio (Very Walkable + Free Parking)

OliverRating, 5 stars1 week ago
Hosts were extremely helpful and personable, and location was very walkable to all places we visited!! Amazing airbnb, we would stay here again in a heartbeat :)
Top guest favorite
A bright and airy bedroom features a spacious bed with a light blue blanket, flanked by matching bedside tables with lamps. A comfortable chair sits in the corner, and decorative art in shades of turquoise adorns the walls. Natural light filters through the window, enhancing the serene ambiance.
Apartment in St. Augustine
4.96 out of 5 average rating, 363 reviews

SeaGlass on Vilano Beach~St. Augustine, FL

SusanRating, 5 stars1 week ago
We loved all the charm and how handy it was to the beach and fun restaurants. It was close to downtown St. Augustine and all the fun things to do there. It was a perfect get away for us .
Top guest favorite
A cozy living area is presented with a light-colored couch adorned with textured cushions. Natural light floods through the large windows, illuminating a plush ottoman in the center and showcasing a wooden dresser and small table in the background.
Apartment in St. Augustine
4.99 out of 5 average rating, 561 reviews

Villa Tizoc

CandiceRating, 5 stars6 days ago
We absolutely loved staying at Edward's and Glenna's house. We can't wait to visit again. They are super friendly and very informative on things to do in St. Augustine.
Superhost
A large swimming pool is framed by palm trees and decorative blue tiles. Lounge chairs line the poolside, providing ample space for relaxation. Bright sunlight reflects off the water's surface, enhancing the inviting ambiance of the surrounding area.
Apartment in St. Augustine
4.85 out of 5 average rating, 112 reviews

1 Bedroom Condo with Heated Pool

MichaelRating, 5 stars2 weeks ago
We love this Oceanside condo community and have stayed at various rentals dozens of times. Todd’s place was comfy and well equipped with beach chairs, toys for the kids, and a small bag for taking ice and soft drinks to the beach. Condo has two very large flat screen smart TVs. Well stocked kitchen, bath, and laundry. Todd was a gracious and responsive host. Great value. We will be back.
Guest favorite
An open-plan living area is featured, showcasing a spacious sectional sofa set against a warm orange wall. A wooden coffee table sits in the center, accompanied by a textured area rug. Natural light pours in through a large window, adjacent to the kitchen area.
Apartment in St. Augustine
4.93 out of 5 average rating, 580 reviews

1880 Victorian in Heart of Downtown

MeganRating, 5 starstoday
When I booked this house I didn’t realize how incredible the location was. I will definitely be back. Highly recommend! Within walking distance of everything. Clean and cozy. The porches were my favorite thing about this house.
Top guest favorite
The exterior of the mid-century bungalow is surrounded by lush landscaping and palm trees. An expansive deck is visible, offering a space for outdoor relaxation. The green yard features a variety of shrubs and plants, contributing to a serene, natural atmosphere.
Apartment in St. Augustine
4.97 out of 5 average rating, 98 reviews

*1 Block From the Beach! 5 min Drive to Downtown *

SpencerRating, 5 stars2 weeks ago
This place was truly one of the best beach houses we have every stayed at, the kitchen was fully stocked and there were plenty of games for rainy days. A really beautiful place, we honestly spent most of our time on the hammock because it was so relaxing.

Condo rentals with outdoor seating

Guest favorite
A swimming pool is surrounded by lounge chairs, with palm trees providing shade in the background. Blue skies and scattered clouds create a bright atmosphere. The pool area features a smooth surface and a safety railing on one side.
Condo in St. Augustine Beach
4.85 out of 5 average rating, 251 reviews

Ocean Side Complex w/ Heated Pool B-15

EricaRating, 5 stars2 weeks ago
Stayed at Todd’s place for my vacation in St.Augustine and it was lovely ! Great place and location very clean and a comfortable bed ! The beach was not far away at all! I will be back and I will definitely stay again at Todd’s place ! He is a great host that provides clear instructions and is very responsive and helpful as well as friendly.
Superhost
A vibrant view shows lush green lawns and palm trees leading to the outdoor pool area, with the ocean visible in the background. Two white buildings frame the scene under a clear blue sky, emphasizing the serene coastal atmosphere.
Condo in St. Augustine
4.85 out of 5 average rating, 105 reviews

Heated Pool, Ocean Views, Beach, Playground, BBQ

TristanRating, 5 stars5 days ago
Updated condo. Very well appointed. kitchen: had appropriate condiments and spices. cooking utensils were new and not damaged. No flaking Teflon or cheap Walmart pans. Living room: comfy couches. pull out couch was actually comfortable for a kid to sleep on. had games, didn't use them. Bedrooms: comfy beds. pillows were very firm. the extra pillows provided were softer. Bathrooms: came with plenty of towels including beach towels. Had shampoo, conditioner, and body wash. Patio: spent my mornings drinking coffee and watching the sunrise. plenty of seating. also the unit is on the 3rd floor, so the mosquitos and other biting bugs didn't get up that high. the grill is electric (condo requirements from the looks of the other units) so it is slow to heat up. fyi if you are grilling. Facilities: the workers and facilities are great. pool big. nice lawn for kids that had movies some nights. had tennis/pickleball courts, indoor pool and racquetball. had food trucks at pool daily
Top guest favorite
A wide sandy beach stretches beneath a clear blue sky, with gentle waves lapping at the shoreline. Seagulls are scattered along the beach, and footprints can be seen in the soft sand. The scene captures a serene coastal atmosphere.
Condo in St. Augustine
4.91 out of 5 average rating, 223 reviews

What a View! Sand & Sea!

RandaRating, 5 stars1 week ago
This was a terrific space! The host was so friendly, responsive, and very communicative about everything regarding our stay. The space was perfect for a relaxing getaway, we enjoyed several days of the beach and the pool. Everything was exactly as advertised, and it made everything incredibly smooth and relaxing for us. The area also has so much to offer in terms of lovely shops, historical tours, and beautiful places to explore and enjoy. This was a wonderful space for our stay, we would absolutely recommend it!
Guest favorite
A spacious balcony offers a wide view of the beach and ocean, framed by an elegant arched opening. Green dunes and distant waves are visible, while a flock of birds gracefully moves across the sky, adding to the serene coastal atmosphere.
Condo in St. Augustine
4.91 out of 5 average rating, 118 reviews

Oceanfront Retreat!

KadeeRating, 5 stars3 weeks ago
We come here every year for my son’s birthday and we always stay at “the condo”. Barbara takes such good care of us. She left a gift for my 4 year old this year and he absolutely adored it. So thoughtful of her. The sunrise on the patio is to die for and its short drive into St. Augustine. We love it here. 🥰
Guest favorite
A bright living area features soft pastel walls and wooden flooring. Cozy, floral-patterned seating is arranged around a light-colored coffee table. Large glass sliding doors lead to an outdoor space, while natural light enhances the room's warmth. A television is mounted on the wall.
Condo in St. Augustine
4.94 out of 5 average rating, 108 reviews

++Perfect Romantic Getaway - Walk to the Sea

PattiRating, 5 stars1 month ago
Ashley's place was a pleasure to stay. Everything you need was available. Beautiful beach and close to several great restaurants.
Superhost
An open living area features a light-toned laminate floor and a spacious dark sofa facing a wall-mounted TV. A white coffee table sits in front of the sofa, while two wooden stools are positioned nearby. The kitchen is visible in the background, with natural light coming through the window.
Condo in St. Augustine
4.85 out of 5 average rating, 254 reviews

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

MelissaRating, 5 stars1 month ago
My Husband and I stayed at Todd's Place over the weekend. It was very clean and a great location. Todd is very responsive and accommodating. The location is a walk down to the beach. Such a beautiful view. My husband enjoyed the Large TV in the master bedroom. He could not stop talking about how amazing it was. We will definitely reach out to Todd in the future for any of our future stays in St. Augustine. Thank you again, Todd, for hosting us.
Guest favorite
A spacious bedroom is equipped with a large bed adorned with plush, blue pillows. A sliding glass door opens to a private balcony offering a scenic view. A small seating area with two chairs is visible outside. A flat-screen TV is positioned on a dresser.
Condo in St. Augustine
4.95 out of 5 average rating, 174 reviews

After Dune Delight, BEACH FRONT w/Fishing Pier

BeverlyRating, 5 stars3 weeks ago
Locating Windjammer was easy and directions into condo were great! Once there the accommodations were first rate. Very clean throughout and kitchen was well organized and well stocked. Bathroom towels all seemed new and toiletries, although small, were top notch. Beach equipment couldn't have been better, even lots of suntan lotion! All in all our experience in condo 107 was a superior experience. If we return to St. Augustine we will rebook!
Top guest favorite
A spacious balcony overlooks a sandy beach and the ocean, where gentle waves meet the shore. Palm trees are visible in the foreground, providing a tropical backdrop. Beachgoers can be seen enjoying the sun and surf under clear blue skies.
Condo in St. Augustine
4.93 out of 5 average rating, 119 reviews

Summerhouse - Direct Oceanfront Corner Unit

DavidRating, 5 stars2 weeks ago
Joe is an excellent host, responsive and friendly. Simple check in. Condo was nicely finished and well appropriated . Being a corner unit provided an extra wall of windows for awesome views. Right next to a pool and walkway to the beach. You couldn’t ask for more. Super host, super accommodations.

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