Holiday rentals with outdoor seating in Anastasia Island

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.

Balcony apt on USA’s oldest Street (St. George St)

"The Heart of St. Augustine" Voted #1 Airbnb in St Augustine by Trip 101, # 5 Top 10 Airbnb's in St. Augustine" by Territory Supply and in the "Top 15 Best Airbnb's in Florida" by Road Affair. Live music, scrumptious food, craft drinks, and the hustle and bustle of people walking the historic St. George St, all surround you. Relax and people watch from your balcony. Sightseeing, restaurants, trolley stop and nightlife are steps away. This apt is in the center of it all. NYE is a 3 night min

Unmatched Luxury + Just Renovated + Dream Getaway!

🏡Luxurious modern design w/ historic charm 🔥Enjoy the cozy outdoor fire pit for relaxing evenings 🛏️Best Sleep Guarantee - Mattresses are Westin Heavenly beds 👩‍💻Dedicated workspace & reliable top-speed internet for top productivity ✔️Guest-centric amenities, including luxury toiletries, plush linens and household supplies 🐕Bring your whole family, pet-friendly space! 🏖️Complimentary beach gear for fun in the sun 🚴5-minute bike ride to downtown 🚗Parking for up to 4 cars 🍳Fully stocked

Historic 10 Dupont Lane

Located in the heart of historic downtown St Augustine, Florida. Walk to the sites, restaurants, night life and art galleries. A short 5 minute drive to the Vilano Beach. So much history and charm, entertain the family and friends out back in your zen like garden patio with propane fire pit, couches, dining tables and BBQ, tiki torches. It's really cool. Everything from beds to silverware is new. T.V.'s in every room. The best linens for you and yours. Nespresso Coffee. 2 parking spaces!!

Tree Top View 1

Our spacious apartment overlooks a quiet & seldom used street. The private balcony has a beautiful view to majestic live oaks, a home to many squirrels and birds. A perfect place to sip a steaming mug of coffee in the morning or a glass of wine at sunset. This apartment offers a king bed with separate living area and an equipped kitchen. We're an easy walk into historic downtown St. Augustine, and it's many delicious eateries and tourist sites. We also rent the adjacent apt, Tree Top View 2.

1st street, Cedar Beach House Retreat

Completely Renovated Beach house, 2 blocks from the Ocean on St. Augustine's most magical beach. Backyard has seasonal Fruit trees, seating area, shower, private Hot Tub, & BBQ. Front has a covered sitting area & 240 volt EVs. charger. Blinds on widows in all bedrooms. Located a couple of blocks to great spots to eat & drink or a short stroll to the Beach. 14 minute drive/28 minute bike ride to the historic downtown landmarks. Bike to Amphitheater. WIFI enabled, 200 mbbs internet speed

Chic Beach House•Luxury Kitchen&Baths•Beach Access

No Cleaning Fee! 5 Min Walk to Vilano Beach 10 Min Drive to Historic St. Augustine 1-7 Min Walks to Water Front Restaraunts Fitness Club Passes, Full Gym/Suana-Steam Rm/Yoga This Designer seaside home is perfect for a staycation at the beach. It has been renovated into a peaceful retreat, minutes from the sand and sea. With 3 gorgeous bedrooms, spa bathrooms, large living spaces, a gourmet kitchen and a shaded porch, this roomy home invites you to vacation in the lap of luxury.

Island’s Edge Guest Cottage on Anastasia Island.

Fresh and clean, marsh front private cottage with amazing views. Walk or pedal from this adorable cottage to any of the local attractions. Nestled between the state park, our famous AMP, great beaches & downtown, everything is close by. Your deck is perfect for a bbq, bird watching & cocktail sunsets. ☹️Sorry no marsh access.☹️ Park trails are close as is the beach. Enjoy a stroll over to the Saturday morning market at “the Amp”. You’re gonna just love it here.

Perfect location 2 Bedroom Private Hot Tub

Couples retreat, grill out in your own private courtyard while listening to the relaxing water fountain. “Wine” down and watch the sunset. Private brand new 4 person hot tub. Beautiful courtyard night lighting. 0.5 miles walking distance to the bridge of lions and historic downtown. Off-street parking. Food bars and fun within 300 feet location is directly off the downtown boulevard entrance. Special requests are available.