Holiday houses in St. Augustine Shores

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Top-rated holiday rentals in St. Augustine Shores

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Guest favourite

Apartment in St. Augustine

4.93 out of 5 average rating, 300 reviews

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.

Top Guest favourite

Guesthouse in St. Augustine

4.99 out of 5 average rating, 375 reviews

Pelican Guesthouse-Spacious/Quiet/Comfortable

Quiet, spacious guesthouse. Comfortable beds and immaculately kept. Read our reviews :) A few miles from gorgeous beaches, historic downtown and St Augustine Amphitheater. Friendly neighborhood, accessible to beautiful walks along the Matanza River. Public park and playground at the end of the street. Self check in, private entrance, flat screened TV's, full kitchen. Thoughtful decor and local artwork to enjoy. Full laundry room and off street parking for two car. Strictly a pet-free listing.

Top Guest favourite

Guest suite in St. Augustine

4.98 out of 5 average rating, 476 reviews

Winter Hawk Hideout

15 minutes from ol' St Augui. Located in the heart of this typical Florida woods and nested by oaks that saw the Seminole War as we are walking distance from Ft Peyton and 2 miles away from where Osceola was captured. The house sits on half acre of gardens and the decor is ranch, asian and whimsical .The goal is for you to feel transported away for a while. I do have 2 very small, well behaved and quiet dogs and one never seen cat. They do not have access to your quarters or are allowed in.

Top Guest favourite

Home in St. Augustine

4.99 out of 5 average rating, 415 reviews

Your Home Away From Home

1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown and St. Augustine Beach. The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms (1 with TWINKLE mattress) ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small upcharge for 5 or more. Motorcycle friendly! We also do live on the property!

Top Guest favourite

Guest suite in St. Augustine

5 out of 5 average rating, 288 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

Top Guest favourite

Tiny home in St. Augustine

4.97 out of 5 average rating, 268 reviews

Enjoy St. Aug's Best Tiny House

Creekside Cottage is a tiny house guest apartment. It's a great choice for couples or solo travelers looking for simple, stylish, and unique accommodations. The home is located across the street from Moultrie Creek which offers beautiful views. The neighborhood is a quiet, safe, residential area within a 10-15 minute drive to downtown St. Augustine or the beach. You'll have privacy, parking, and a beautiful garden space to enjoy during your stay. The Cottage offers wifi and Keurig coffee.

Top Guest favourite

Apartment in St. Augustine

4.99 out of 5 average rating, 118 reviews

A1A Beach Retreat Unit E - Clean Full Apartment

Discover the perfect St. Augustine Beach getaway! This 2-bedroom (queen beds), 1-bath vacation rental is in the heart of St. Augustine Beach, just a short stroll to local favorite restaurants, lively watering holes, and the beach. Only 5 miles from historic downtown, it’s easy to explore the area’s rich history and charm. Enjoy the convenience of 2 reserved compact parking spaces, making your beach days a breeze. More than a stay—it’s a lifestyle. Book now and start making memories!

Top Guest favourite

Condo in St. Augustine

4.99 out of 5 average rating, 113 reviews

Riverfront direct views-Get it ALL in St Augustine

Do not compromise-Just get it all! This is the hidden gem you were waiting to find. Only a few minutes from historic downtown and the area's best beaches, The Conquistador offers 3 swimming pools, tennis, tennis/pickleball courts, trails, a fishing pier, playgrounds, BBQ area, pavilion and plenty of space to roam and relax under the amazing Oak canopy. The beach or Downtown a mere 12 minute drive. Stay in your very private condo and enjoy the gorgeous views of the Manatee River.

Guest favourite

Condo in St. Augustine Beach

4.95 out of 5 average rating, 110 reviews

Steps to Beach, Bikes & Beach Equipment Included!

Discover your perfect getaway at our beautifully updated condo in St. Augustine Beach, FL. With pristine oceanfront views and convenient beach access, our 2-bed, 2-bath retreat is a relaxing haven. Enjoy a fully equipped kitchen, comfortable living area, and private balconies. Exclusive community amenities include a private beach boardwalk, pool, and hot tub. Beach essentials, bicycles, and the proximity to shops, restaurants, and downtown make this the ideal beach retreat.

Top Guest favourite

Guest suite in St. Augustine

4.98 out of 5 average rating, 331 reviews

Cozy studio 15 min to beaches & historic downtown

Outstanding location + amenities, 15 minutes to beaches & historic downtown, minutes walk to the intercostal w/ piers, boat ramps, gorgeous for pleasant walks w/ swings & benches. Close to plenty of shopping/dining. Quiet, friendly neighborhood w/ ample parking-trailers and boats welcome. Kid friendly w/ toys, pack + play & more. Laundry, walk-in shower, private entrance. Private deck w/ cheerful seating. Well equipped kitchenette. Happy to accommodate special requests!

Guest favourite

Home in St. Augustine

4.89 out of 5 average rating, 240 reviews

Charming home with great amenities

Are you looking for a great family friendly place to relax close to St. Augustine and the beaches? This charming home with a relaxed vibe in St Augustine Shores is the place for you. You are just 5 miles from downtown and the beaches in a quiet neighborhood. Relax on the lanai, listen to sound of the fountain in the koi pond in private fenced back yard. You can access the community pool on the intracoastal for a $7 fee. Two kayaks available for your use.

Top Guest favourite

Apartment in St. Augustine

4.97 out of 5 average rating, 332 reviews

Home away from Home close to everything!

An ideal place to stay while visiting our lovely historic St. Augustine. It's in a quiet neighborhood close to beaches, historic district, restaurants and stores. The unit is above the two-car garage where you enter to go up stairs to the 500 square foot apartment. It has a living room, full kitchen, bedroom and bathroom. It's a few short blocks to Intracoastal Waterway (ICW) where you can enjoy breath-taking walks. Short drive to everything!