Places to stay in Middleburg

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

The Arricola Oasis

You’ll be close to it all when you stay at this centrally-located home. An easy walk (1 mile) to downtown St Augustine and less than 3 miles to the St Augustine amphitheater and Anastasia Park beach. Lots of restaurants/bars within .5 miles yet on a quiet street so you can play when you want but also get rest and relaxation time. Gorgeous private backyard, fully equipped kitchen, washer/dryer, game room and more. All toiletries and linens included, beach towels, chairs and outdoor shower.

LaPosada: In the Downtown Historic District

Walk to shops, restaurants, and historical sights. This special place is close to everything. Built 1887 and renovated in 2021, this 3 bedroom, 1 bath apt is perfectly located in walking distance to the Fort, Distillery, pubs, museums, Flagler College, churches, bayfront, bike/scoot rentals, and trolley stop. Enjoy cooking in a full kitchen or use the gas grill and eat outside under a gazebo. Private parking for guests only. Easy access in and out from US1 avoiding the downtown traffic.

Perfect location- Cottage Retreat in historic area

This charming two story gem with a wrap around front porch is perfect for your stay while visiting historic St. Augustine. Situated within walking distance of the Fountain of Youth and the Old Town Trolley Tours, you can easily explore all the city has to offer! It’s in a perfect location near the city’s downtown area featuring Castillo de San Marcos (1 mile away) and many local shops and restaurants. Check out the featured guidebook which references many nearby points of interest.

The Place to Bee. Make your memory with us!

The Place to be🐝 St.Augustine and this condo! Our location is perfect any time of the year. One of kind condo experience: a setting which is a short walk to the beautiful flat beaches or free parking next to the pier. All your beach needs: umbrella,towels, beach chairs...and a beach cart! As a fellow vacationer explains: it’s the 🐝hive to begin your exploration of the most ancient city in America! So many adventures if you choose to partake or not🦄

The Mini Moody Close to Beach and Downtown!

The MINI MOODY is the perfect refuge after an action-packed day exploring the nation's oldest city. A one bedroom, one bath home conveniently located in the Fullerwood neighborhood near uptown St. Augustine. Here, you'll enjoy easy access to the best shops, restaurants, and attractions San Marco Avenue offers. The neighborhood is just a few minutes drive to Vilano Beach and Downtown!

Palm Bungalow no pets 2/1 FIBER no car in garage

Completely renovated fresh décor and clean! King bed in Master! Garage for storage only Walk to pier and beach. Short walk to restaurants and bars. Less than 5 miles from Mayo Clinic. Quiet neighborhood area - respect neighbors. ( next door resident has outdoor Camera- ) No grill but walking distance to awesome local food Roku TV and internet to stream favorite apps-

Unbeatable Downtown Studio On St. George Street

Unbeatable location on downtown St. George street. This newly remodeled "Glitzy & Glamorous" studio sits in the middle of all St. Augustine has to offer. Walk downstairs and out the front door for direct St. George street access. Restaurants, art galleries, shopping and attractions are all just steps away. Dedicated parking spot about a 2 min walk from the apartment.