Vacation rentals with outdoor seating in St. Augustine

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Top-rated outdoor seating rentals in St. Augustine

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Guest favorite

Apartment in St. Augustine

4.88 out of 5 average rating, 352 reviews

St. Augustine Studio Oasis In The Middle Of It All

A unique and charming studio apartment literally in the middle of it all. 2 block walk to Conch House. 10 minute walk over the bridge to downtown. 10 minute walk to lighthouse and Salt Run boatramp. 15 minute walk to amphitheater. Old Coast Ales Brewery, Osprey Tacos, and Odd Birds Restaurant (along with others) are each a block away. Bikes and 2 paddleboards are available and included with rental (waiver of liability required). Please message prior to arrival if you will be interested in using.

May 1 – 8

G$24,062 GYD per night

Guest favorite

Cottage in St. Augustine

4.98 out of 5 average rating, 178 reviews

Bamboo Lane Hideaway near AMP, Downtown & Beaches

Sophisticated, tropical hideaway. Your retreat… quiet, respectful & peaceful. All are welcome here with love and respect. Perfect for singles, couples, looking to rest and relax or to explore this historic Florida shore, the ‘Bamboo lane hideaway’ offers unique accommodations complete with a custom-designed interior, laid-back beach vibe, and complimentary parking pass for downtown. Explore the nearby Lighthouse, Zoo, white-sand Beaches, Amphitheater & Downtown all less than 1.6 miles away.

Oct 31 – Nov 7

G$24,506 GYD per night

Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 281 reviews

Genovar Mansion Master Suite Private Entrance

The direct view of the gorgeous live oak canopy on Magnolia Avenue and incredible architecture make this historic home a memorable place to stay. This romantic master suite is perfect for couples with a private entrance, queen poster bed, spacious bathroom with two shower heads and body jets, private balcony, individual climate control and parking spot. The home is located within the historic district, close to trolley stops and within easy walking distance to downtown. 6 minutes to the beach.

Sep 26 – Oct 3

G$29,009 GYD per night

Guest favorite

Guest suite in St. Augustine

5.0 out of 5 average rating, 187 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

Dec 6 – 13

G$24,103 GYD per night

Guest favorite

Guesthouse in St. Augustine

4.95 out of 5 average rating, 295 reviews

The Garden Casita in St. Augustine Florida

Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

Sep 23 – 30

G$29,145 GYD per night

Guest favorite

Guest suite in St. Augustine

4.99 out of 5 average rating, 346 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.

Oct 2 – 9

G$27,671 GYD per night

Guest favorite

Apartment in St. Augustine

4.98 out of 5 average rating, 348 reviews

*2BR* Luxe Loft Close to Everything | Balcony

This newly renovated 2 bedroom apartment is nestled above STA Flawless Beauty Lounge and sits in an area being re-juvenated in St. Augustine. Walk to Back 40 Urban Cafe, a favorite with the locals. The interior is professionally designed (designmd.co) and is ideal for guests who appreciate fun, funky, eclectic touches. Getting married? Stay at the same property where you can get your hair / makeup / photo shoot done with your bridesmaids! Check out STA FLAwless Beauty Lounge!

Jan 9 – 16

G$30,151 GYD per night

Guest favorite

Guest suite in St. Augustine

4.98 out of 5 average rating, 301 reviews

St. Augustine Studio*Private Entrance & Bath*Bikes

A private studio designed from a garage conversion. Separate key-less entry allows for self check-in and welcomes you to this comfortable, clean space with a queen size bed, your own bathroom, kitchenette, and 2 available parking spaces in the driveway. Mini-split AC cools and heats the studio comfortably. High speed internet, flatscreen television with Netflix for relaxing after a day of sightseeing. 2 bicycles for exploring our historic downtown less than 2 miles away.

Jul 11 – 18

G$23,594 GYD per night

Guest favorite

Cottage in St. Augustine

4.96 out of 5 average rating, 160 reviews

Masters Manor A Gothic Themed Cottage

This 1900 gothic style charmer is a unique place to call home while visiting our city. From the dark aesthetic, custom woodwork and warm lighting ..you'll find this home has a very comforting feel to it. The eclectic decor offers a whimsical, inviting atmosphere! It's located in West Augustine under 2 mi from downtown and less than 6 mi from both beaches. A local Brewery, Bakery and Breakfast joint are .5 away Photo shoots, cinematography/music videos welcomed🦇

Jun 18 – 25

G$23,201 GYD per night

Guest favorite

Guest suite in St. Augustine

4.99 out of 5 average rating, 186 reviews

Vilano Beach Retreat- 2 minute walk to beach

Tucked away off the main road, in Vilano Beach, this peaceful retreat is across the street from the beach, not beachfront. Enjoy privacy and beauty. Beach access, 2 min walk across coastal highway. Bring a hammock to hang out in our yard under the tree. Don’t have one? We can provide one. Need to work? There is a separate area to focus on what you need. In addition to the ocean across the street, we are a few blocks from amazing sunsets on the river.

Jun 16 – 23

G$30,336 GYD per night

Guest favorite

Guesthouse in St. Augustine

4.99 out of 5 average rating, 316 reviews

Pelican Guesthouse-Spacious/Quiet/Comfortable

Quiet, spacious guesthouse with light filled interiors. Very comfortable beds and immaculately kept. 10 min from gorgeous beaches and the old world charm of St Augustine historic downtown. Friendly neighborhood and accessible to beautiful walks along the Matanza River. Self check in, private entrance, two flat screened TV's, full kitchen (stove, large refrigerator and microwave) Full laundry room and off street parking.

Aug 25 – Sep 1

G$23,251 GYD per night

Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 145 reviews

“La Casita” A Charming Uptown St Augustine Cottage

La Casita is located in the Uptown Shopping District. We have darling coffee shops just at the end of the block. Shopping and a convenience store too. We are just 2 blocks from the trolley shop snd visitors center..and, just a 10 min walk to downtown and the fort! We are just a 2 min walk to Francis Field, where many festivals are held. A 7 minute drive to Vilano beach! We are in a quiet and charming neighborhood.

Nov 25 – Dec 2

G$29,749 GYD per night