Historic District, St. Augustine vacation rentals

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Top-rated vacation rentals in Historic District, St. Augustine

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Superhost

Condo in St. Augustine

5 out of 5 average rating, 3 reviews

"St Augustine Beach Retreat" Oceanfront Resort!

“St Augustine Beach Retreat” Oceanfront resort that is the ideal homebase for your St. Augustine Vacation Enjoy access to an abundance of resort amenities ~🌴 Impeccably maintained and secure resort ~ 🛜Complimentary high-speed WiFi ~ 🍔BBQ grilling and picnic area ~ 🏊Exquisite swimming pools ~ 👙Five outdoor hot tubs ~ 🎾 Four tennis courts ~ 🏓Pickleball courts ~ 🧑‍🦯Shuffleboard courts ~ 🎣Catch-and-release pond ~ 🛖Clubhouse with a spacious outdoor deck ~ 🪩Bocce ball ~ 🏖️Beautiful Beach

Guest favorite

Apartment in St. Augustine

4.93 out of 5 average rating, 14 reviews

Beachside Ocean & Pool View- New Listing!

Experience the charm of our beachfront condo, where the ocean's waves greet you. Steps from the white, sandy beach, enjoy ocean views, sunrises, and sunsets from our balcony. Our two-story condo overlooks a large pool and ocean waves in a quiet, family-friendly area. Newly remodeled, king bedrm looks out to the beach, 2 full bathrms, & bright kitchen. Close to historic St. Augustine's exquisite dining, shopping, and the charm of historic streets. Perfect place to stay to visit Nights of Lights!

Guest favorite

Townhouse in St. Augustine

4.91 out of 5 average rating, 129 reviews

Paradise Retreat*Vilano Beach*Sand & Ocean Breeze

Come and escape to the Florida sun and beaches at Paradise Retreat! This completely renovated home is only a few minute's walk to the beach with access to miles of tranquil, quiet stretches of beautiful sand, abundant sea seashells and a fantastic blue ocean. It is located in a quiet residential neighborhood, perfect for bike riding and evening walks under the stars. Paradise Retreat is your peaceful getaway only minutes to everything Vilano Beach and historic Saint Augustine has to offer.

Top guest favorite

Apartment in St. Augustine Beach

5 out of 5 average rating, 21 reviews

Oceanfront Bliss: Beach Views

Welcome to your oceanfront oasis in St. Augustine Beach! Featuring a spacious king suite, a comfy queen bedroom with twin trundle, and a sleeper sofa, it offers stunning sunrise views, a modern boho surfer’s vibe, and an updated chef’s kitchen. Steps to one of the best beaches in the east coast and walk to lively local restaurants and bars, it’s minutes to St. Augustine’s Nights of Lights, Amphitheater, and more! This isn’t just a vacation rental—it’s your personal seaside escape. Book now!

Guest favorite

Home in St. Augustine

4.89 out of 5 average rating, 112 reviews

"The Coastal House" Water Views and a Golf cart!

Coastal home 5 mins from downtown sits on a double lot and has water views from every room! A stone's throw from the intercoastal and just across A1A from an uncrowded beach. This Gorgeous 3-bedroom home is loaded with high-end furnishings and artwork. The Oak trees give this home 3 decks and tons of privacy. 50' Smart TV in every bedroom. Alexa shows in each bedroom. Upstairs on the 3rd floor is the huge master suite built for royalty. Treat yourself to the best and never be disappointed.

Guest favorite

Cottage in St. Augustine

4.93 out of 5 average rating, 393 reviews

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.

Guest favorite

Bungalow in St. Augustine

4.97 out of 5 average rating, 200 reviews

Updated Cottage in Heart of Town / Park & Walk

Located in the Historic Abbott District of St Augustine, Florida in the heart of it all. Walk to everything, you will never need your car! This 2-bedroom cottage has all the historic charm was lovingly updated with an open floor plan is beautifully decorated and tastefully furnished. Enjoy a five-minute walk through the neighborhood to famed Castillo De San Marcos (the fort) and Historic St. George Street in the ancient “Colonial Quarter”. Extremely clean, and well-maintained.

Guest favorite

Home in St. Augustine

4.93 out of 5 average rating, 46 reviews

Up On The Rooftop - New Jacuzzi!

Prepare to embrace your rooftop oasis! This beachfront home is just two houses away from the sands of St. Augustine. Featuring a brand-new hot tub. Unwind after a beach day, or enjoy a soothing soak under the stars! Just minutes from attractions and the shoreline, it’s the ideal spot for comfort and convenience. From the wrap-around second floor deck and the rooftop deck, soak in ocean views. It's the perfect paradise for watching stunning pink sunsets with a cocktail in hand.

Top guest favorite

Apartment in Palm Coast

5 out of 5 average rating, 26 reviews

Luxury top floor beachfront view

Experience luxury on the top floor in Palm Coast, FL. This beachfront gem offers breathtaking views, including spacecraft launches Enjoy 2 bedrooms with a view, 2 full baths, and premium amenities: 3 pools including one heated, tennis, pickleball, jogging paths, kayaking, fishing dock, and clubhouses. Eco-friendly with electric car charging. Ideal for relaxation or adventure, close to dining and shops. Close to historic St. Augustine. Your unforgettable coastal escape awaits!

Top guest favorite

Condo in St. Augustine Beach

4.94 out of 5 average rating, 125 reviews

Newly renovated! Steps to BEACH & POOL!

Our little slice of paradise is situated in the heart of St. Augustine Beach right on A1A Beach Blvd. Our unit, recently renovated, is just steps from the beach and closest building to the pool! 2 outdoor pools (1 heated in winter), 5 hot tubs & tennis courts. Perfect location to enjoy our beautiful beaches & all that Anastasia Island has to offer! Historic St. Augustine is less than 7 miles away. Unit is equipped with everything you need for a perfect beach vacation!

Guest favorite

Condo in St. Augustine

4.99 out of 5 average rating, 74 reviews

Sand In My Shoes -1 min to Beach-Close to Downtown

Sand in my Shoes - in just seconds you will be walking on pristine sandy beach & minutes from exploring 17 Century watch towers & history, this 2 bedroom 2.5 bath townhouse condo sleeps 6 and won’t disappoint. Kitchen equipped for any occasion, amenities galore. 3 TV/DVDs. Private keyless entry. Don't miss WORLD FAMOUS "NIGHT OF LIGHT" ranked as one of the top 10 places IN THE WORLD to see Christmas lights, every November 20, 2021 through January 31, 2022.

Superhost

Condo in St. Augustine

4.67 out of 5 average rating, 57 reviews

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🦄