Holiday houses in St. Augustine Shores

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.

Casa Medina Clean, Quiet, Cozy Entire Home

Enjoy St. Augustine in this cozy spot with all the comforts of home. Located on a quiet cul-de-sac in a friendly neighborhood offering many walking trails, beautiful lakes, community pool, disc-golf and golf course. 15 minutes to our beautiful beaches and to historic downtown. This clean, private home offers 2 bedrooms, 2 full bathrooms, screened patio room, outdoor seating and one car garage. Large open pet-friendly backyard (not fenced). Great place to relax and enjoy a Florida Stay-cation!

Marsh View, private pool, fenced yard, water view!

Quiet picturesque family neighborhood. Peaceful tranquility, with privacy, pretty marsh views, wildlife, and beautiful landscape all around you. A private heated salt water pool with sunshelf. Watch and listen to the birds, deer, Ospreys, Eagles and wildlife all around you. Includes pet friendly private fully fenced yard connected to the pool area. Walking distance to community park, private dock/pier, and walking trails. Great golf course, beaches, and downtown Saint Augustine all short drive.

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.

Uncle Reggie's Beach House

🏝️ Welcome 2026 Spring & Summer guests to your PRIVATE beach house! Walk to the beach, restaurants, arcade, coffee & yoga. 10min drive to historic downtown St. Augustine. Fenced yard, covered deck, grill, fire pit+ luxe outdoor shower. 3 bed/2 bath, sleeps 6. Kid/pet friendly. Modern kitchen. Remote workspace. 65" TV. ORIGINAL NINTENDO & 650+ games. 2 bikes, 2 chairs, + beach cart. Free coffee. Peaceful & quiet street yet close to everything. Always 5-star service hosted by hospitality pros! ✨

Zen Oasis | Heated Pool | Hot Tub | Beach 12-Min

Escape to our Zen Spa Retreat! Enjoy the soothing heated pool and hot tub, unwind on the expansive patio, or find tranquility in the zen-inspired interiors. This spacious 3 bedroom 2 bathroom is located in a quiet neighborhood close to Old St. Augustine, beaches and restaurants. Blackout curtains and smart TVs in every bedroom! Our fully equipped kitchen, washer, dryer, dishwasher, workspace and garage ensure convenience during your stay. Unwind in our serene oasis for the perfect Zen getaway!

Shores Studio • Kitchenette • Queen • Near Beaches

No cleaning fees Cute cozy and private single room apartment (w/kitchenette) *attached to the main home* Private entrance. Private bathroom. 15 mins from great beaches, the Amphitheater or Historic Downtown. Ideal for solo travelers but suitable for couples. Lakeside walking trails and Disc Golf. 1 Queen bed. Kitchenette. WiFi. Dedicated parking space. Patio access. Minifridge, hotplate, TV, microwave, Keurig, air-fryer, cooking essentials. All you need, at a great price for the area.

Sunrise Paradise on Intracoastal Front

Enjoy coffee on expansive deck and experience our gorgeous sunrises over intracoastal waterway while watching sailboats peacefully glide across the water. Spend your day in the sun at nearby pristine beaches or shopping/dining/exploring historical St. Augustine, our nations oldest city, just minutes away. This updated 2BR/2BA second floor condo features amenities too numerous to count including 3 pools, tennis and pickleball courts, fishing pier, children's playground, and public golf course.

VILLA One

The Villas are designed for short stays, long weekends or for a unique styled location for brands to shoot their products. The space features warm tones, natural finishes and local art for an effortless vibe that allows visitors to relax the second they walk in the door. Complete with two bedrooms, two bathrooms and a backyard complete with tropical landscaping, lounge area, dining and outdoor shower. One of 4 Villas located in St. Augustine Beach. Not pet friendly. @staugustinebeachvillas

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.

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.

The Beach Hive - Pool Home Cozy•Clean•Convenient

Relax with the whole family at this peaceful place to stay! 2 bedrooms, 2 bathrooms +bonus/3rd room with a full size, pull-out sofa-sleeper. Swim 365 days in your HEATED screened in pool! The GOLF COURSE is open for guests! Explore over 150 miles of paths around 14 lakes and ponds, including Holiday Lake & Canopy Shores Park. 15 minutes from St. Augustine Beach, Historic Downtown, & Cresent Beach - Super close to everything you may need during your stay!