Historic District, St. Augustine vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Rental unit in Saint Augustine

4.97 out of 5 average rating, 687 reviews

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

Guest favorite

Guest suite in St. Augustine

4.98 out of 5 average rating, 338 reviews

St. Augustine Studio*Private Entrance & Bath*Bikes

A private studio designed from a garage conversion, located in the up-and-coming West King District. Separate entry with keyless lock welcomes you to this comfortable, clean space with a queen size bed, your own bathroom, kitchenette, and 2 available parking spaces in the driveway. Mini-split AC cools and heats the studio comfortably. High speed internet, flat-screen tv with Netflix for relaxing after a day of sightseeing. Bicycles for exploring our historic downtown less than 2 miles away.

Guest favorite

Serviced apartment in St. Augustine

4.97 out of 5 average rating, 196 reviews

Tree Top View 2

This spacious tree-top apt overlooks a seldom used and quiet street. The private balcony has a 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 as the sun goes down. This apartment offers a king bed with a separate living area and an equipped kitchen. An easy walk into historic downtown St. Augustine, with it's many delicious eateries and tourist sites. We also rent the adjacent apt Tree Top View 1.

Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 335 reviews

Genovar Mansion Master Suite Private Entrance

The direct view of the gorgeous live oak canopy on Magnolia Avenue and incredible architecture make this historic home a memorable place to stay. This romantic master suite is perfect for couples with a private entrance, queen poster bed, spacious bathroom with two shower heads and body jets, private balcony, individual climate control and parking spot. The home is located within the historic district, close to trolley stops and within easy walking distance to downtown. 6 minutes to the beach.

Guest favorite

Rental unit in St. Augustine

4.94 out of 5 average rating, 234 reviews

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.

Guest favorite

Guesthouse in St. Augustine

4.95 out of 5 average rating, 332 reviews

The Garden Casita in St. Augustine Florida

Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

Guest favorite

Loft in St. Augustine

4.95 out of 5 average rating, 117 reviews

The Sweet Spot Suite - Heart of Historic District

This newly remodeled space is in a class all by itself. Seated in the heart of St. Aug where you are right on(with a balcony hanging over) St. George Street, the pedestrian-only “strip” of the city (judged best in the country for walking). Located above the sweet spot ice cream shop and close to dining, nightlife, family-friendly activities, live music, the beach, and much more that our city offers. Please note: there is some noise related to this busy area. Check out my other listings.

Guest favorite

Guest suite in St. Augustine

4.98 out of 5 average rating, 184 reviews

Bamboo Hideaway

Welcome to Bamboo Hideaway, a romantic getaway located under a canopy of over 10 ancient Live oak trees and sky high bamboo! Located less than 2 miles from Vilano beach and 2 miles from the heart of downtown, BH is located in one of St Augustine's most beautiful historic neighborhoods. The apartment is situated over the owner's detached garage and boasts a private entrance with a lush courtyard of tropical plants and its own outdoor shower to rinse off in after a long day at the beach.

Guest favorite

Rental unit in St. Augustine

4.92 out of 5 average rating, 146 reviews

C4 Close to beaches, downtown, history, parking!

Relax in this cozy and comfortable Upstairs apartment with patio. Don't worry about the struggle of downtown parking, PARKING IS FREE on site (1 designated spot for your apartment). So many nearby attractions just steps (or a trolley ride) from the door including shopping on St. George St, restaurants and sandy beaches where you can rent paddle boards, kayaks, small sailboats and more. Netflix, Hulu, Roku, CNN, FOX, E, Bravo, HGTV, TLC, History, A&E, USA, Travel, and much more.

Guest favorite

Bungalow in St. Augustine

4.93 out of 5 average rating, 351 reviews

Uptown Classic Bungalow Comfy Walk Everywhere

The Uptown Bungalow is located on a quiet street only a block away from all the action in the heart of the nation's oldest city. Built in 1910 the unit has been renovated, is tastefully decorated ,and is equipped with everything you will need to make your stay in St. Augustine a great experience. Dine in the kitchen or an outdoor patio set on the screened in porch where the guests can enjoy a café & scones in the AM or in the evenings cocktail & Hors d'oeuvres.

Guest favorite

Rental unit in St. Augustine

4.96 out of 5 average rating, 210 reviews

Casa de Flora B Relaxed Elegance in St Augustine

Built in 1927 and located in Uptown St Augustine this apartment has heart of pine floors, 9 ' ceilings, private parking in back and a kitchen ready for preparing a snack or meal. It has been completely updated and is within walking distance to most attractions. Soft robes, towels and sheets help you to unwind and relax. Cable TV, WiFi, and a bedside radio/cd player are provided for your entertainment along with a large selection of movies and books.

Guest favorite

Rental unit in St. Augustine

4.94 out of 5 average rating, 329 reviews

Comfort of Home in Historic St Augustine

Charming apartment in the historic district with a completely updated bathroom with a large blue tooth enabled shower, double vanity, Carrera marble tile floor. The kitchen is new as well with all new appliances, cupboards and quartz countertop. My favorite part of this apartment is the large front porch and back porches where you can relax, enjoy your morning and evening beverages, people watch and in the front porch mingle with the neighbors...