Apartment holiday rentals in St. Augustine

Carriage Hse in the trees, Historic St. Augustine

You have found your cozy oasis tucked under tall shade trees in a private, lush tropical courtyard in the historic district. This convenient and relaxing space is walking distance to everything. It's adorned with 2 covered porches, the Courtyard porch and breakfast porch. Enjoy and relax in the courtyard lit by hundreds of tiny laser lights at night. You will likely see our tortoises roaming the completely fenced property. *Guests must be quiet as sound carries easily to our other 2 studios.

Treetop Cottage - 3 blocks from Historic District

Located right in the heart of the leafy historic district is this charming treetop cottage with its own eclectic style and modern design. The cottage features bright sun-filled living with a fully equipped kitchen, a generous king bedroom, a sparkling bathroom and Smart TVs with Netflix in each room. Enjoy a complimentary coffee at the cafe then leave the car parked and explore everything this beautiful area has to offer on foot with restaurants & attractions all just a short stroll away.

*1 Block From the Beach! 5 min Drive to Downtown *

In a quiet Vilano Beach community this mid-century bungalow with expansive deck is a beach lovers paradise. Just a stones throw away from one of the most beautiful and private beaches Florida has to offer, and a short drive or water taxi to historic downtown St Augustine, this is truly a gem of a location. You can walk to Publix, bars, restaurants, coffee shops, pier, water taxi, and more. This guest apartment of a 2 story duplex is on the second floor, which has a private entry and parking.

Updated Victorian apt in heart of downtown +VIEWS!

21 Orange Street is a bright and airy second story apartment with unparalleled views of historic downtown Saint Augustine and the bay front. Enjoy old world charm in our newly renovated circa 1860's home- furnished with modern and comfortable amenities! We are steps away from Saint George Street shopping, world class dining and lively bars. If you choose to spend your time here in a more relaxing way, you’ll love the spacious bedroom and our comfortable porch to take a break from it all.

SeaGlass on Vilano Beach~St. Augustine, FL

Beach lovers retreat- Steps to ocean & close to historic area. Walk to grocery/waterfront dining/roof top cocktails Gem w/lots of tropical outdoor living. Bright, spacious cottage-style apartment w/kitchenette (No oven/stove). Fenced/gated large garden property. Short 1 min walk to lovely quiet beach! Convenient walkable beachside neighborhood. Short Uber ride to historic district. Perfect for couple (baby up to 2 welcome) solo travelers, Flagler College parents.

Heart of Downtown. Studio on St. George Street

A hip modern steam punk vibe in the ancient city. This completely renovated studio is located on St. George Street, the main pedestrian area in St. Augustine. When you stay here you are in the heart of everything. Countless restaurants, bars, shops and cultural events are just steps from your door. A dedicated parking space is included. It is located an easy walk along sidewalks and pedestrian only street approximately 2 minutes from the apartment.

*2BR* Luxe Loft Close to Everything | Balcony

This newly renovated 2 bedroom apartment is nestled above small office space and sits in an area being re-juvenated in St. Augustine. Walk to Back 40 Urban Cafe, a favorite with the locals. The interior is professionally designed and is ideal for guests who appreciate fun, funky, eclectic touches. Centrally located in such a way that you easily access numerous activities throughout St Augustine without being stuck in downtown traffic!

Charming 1 Bedroom apt, Historic St Augustine

You will love this newly remodeled one bedroom apartment in Historic St. Augustine. Originally built in 1910 and completely updated in 2023. Just two blocks from St. George St, walking distance to Flagler and all of downtown St Augustine. This apartment offers one bedroom with king size bed, full kitchen and private patio. Free off street parking, so you are able to park, walk around and enjoy everything downtown has to offer.

Anastasia Grand #3-Between Downtown and the Beach

Located on beautiful Anastasia Island, this 1920's fully renovated luxury apartment is walking distance to historic St Augustine via the Bridge of Lions and biking distance to St Augustine Beach. In the early Florida boom period of the 1920's, British developer D.P. Davis fell in love with St. Augustine and designed the Davis Shores neighborhood right over the Bridge of Lyons on Anastasia Island.