St Augustine is the oldest continuously occupied European settlement in the United States. While it definitely has become more of a tourist destination in recent years, its main charms still lie in the myriad of authentic museums it has to offer, from the stoic Lightner Museum to the fun and quirky St Augustine Pirate and Treasure Museum, we are sure that any antique camera lover’s roll will be full by the end of their trip.
With this in mind, we’ve selected the five best HomeAway and Vrbo vacation rentals to stay at if you and a small group of friends are history enthusiasts and wish to explore the delights that St. Augustine has to offer:
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on June 22, 2023.
2. Charming, colourful house downtown (from 102 USD)
Approaching this house, you are greeted with a picture akin to a tropical getaway. Nestled between swaying trees is your vacation rental with a dreamy light turquoise and lemon yellow exterior, matching the sky and its surroundings perfectly. When you enter, the eclectic mix of paintings, colourful furniture, and large windows is a sight for sore eyes. You’ll be glad to know that this beautiful and functional house also comes with a hot tub and is kid friendly. A similar theme runs through to the bedrooms too, also speckled with interesting, vibrant art and a large window. You’ll surely get a restful sleep in this area, and you’re going to need plenty of it since you’ll be out and about the whole day. That’s because this rental resides on Riberio Street, the location of the St Augustine Distillery. The distillery is just walking distance from the Ximinez Fatio Museum as well, so you can be assured that this HomeAway is a great place for a group who wants a day that is jam packed with activity!
Downtown Saint Augustine Historic District - Hot Tub
Area: Lincolnville, Saint Augustine, FL
Price: from 102 USD
Number of Guests: 2
3. Clean, chic beautiful apartment in Lincolnville
So you like history, culture, and learning about all things old, but you also like a simple, modern, and sophisticated space? We might have found the perfect place for you to stay. This apartment, with its open-concept space and cosy, minimalist furniture, is a great place to chill out, plan your itinerary and read up before you go to learn more about St Augustine. After a long day of touring the surrounding area, lounge around with your friends in this comfortable, uncrowded setting. Chat away into the night about the things you’ve learnt as you watch the gentle, rolling marsh from the patio just outside. Have a restful night in the comfy, clean, and simple beds. Wake up to the sunrise filtering into your apartment through the large window. Set out for another day of adventure and learning around the area. This apartment, located near Lincolnville, is a great place to stay if you want to find out more about the political struggles of black rights activists in America and the area, as many of its residents in the past were politically active about their rights.
One nearby street is even named after Martin Luther King, and the Lincolnville Museum and Cultural Center is a top place for learning more.
Modern, Lofty & One of a Kind in Downtown St. Augustine
Area: Lincolnville, Saint Augustine, FL
Price: from 131 USD
Number of Guests: 4
Saint Augustine, Florida, United States
Top guest reviews
Amenities & Room:
the beds were comfortable and the ac kept us coolthe kitchen was simple and basic but fit our needs perfectlygreat speaker system in the living area with a pool tableCleanliness:
everything was very clean and well keptthe bath towels provided were plentiful and the place was cleanHost:
the host was easily accessible and very helpfulowners are great people very accommodating live local if you need anything they are right on itRead more reviewsLocation:
as a place to stay the loft is very comfortable and stylish and in a great location
4. Blue Bell Cottage (from 170 USD)
This vacation rental is endearing in all sorts of ways, but perhaps the first and most striking way is how cute and bright baby blue it is on the outside! It looks like it jumped right out of a 60s home decor magazine and made its place in this decade. It’s no presidential suite, but the style of the place does look like it’s been decorated with love. It’s a funny smattering of colours and clashing textures, but this adds to the charm and really gives you the sense that you are at a home away from home. No homesickness worries! Just comfort and convenience. The kitchen is just as cute as the rest of the house, resembling a set up in a doll’s house even. Fortunately, it is as as functional as it is delightful. Many long-term guests have reported that they don’t need to eat outside because of how convenient the kitchen is. The bedroom is similarly comfortable like the rest of the house, and has a high ceiling for beating the Floridian heat. It’s conveniently attached to the bathroom so you can easily start your day! And a good start to the day is a must in this area, since your days will be long and full of new things. This property is just a stroll away from the historical grandeur of the Castillo De San Marco Fort and the eccentric and exciting Ripley’s Believe it Or Not.
Blue Bell Cottage, 2 Bedroom, Historic St. Augustine, Pet Friendly, Sleeps 4
Area: Saint Augustine, FL
Price: from 170 USD
Number of Guests: 4
5. A unique mint green house within walking distance of everything! (from 149 USD)
This vacation rental is a stunner with its mint-ice-cream-green colour and wonderful location. Comfortable and functional with 6 sleepers, you can be assured that this place is suitable if you’re coming with a larger group or your family. This kitchen, with its spaciousness, appliances, and fresh stock, will ensure that you can serve up piping hot meals for those staying with you at any time. You can focus on touring the area and finding out more about it and not worry about catering and finding places to eat each evening. When your day is done, you can rest and refresh in these cosy, home-like bedrooms. The outstanding factor for this vacation rental is really its location. You can walk to the historic Aviles Street, the Lightner Museum, Flagler College, Castillo de San Marcos, and even the Bayfront.
So if you really want to stay in the heart of the historic district, look no further!
Enjoy Modern Comforts In The Heart Of Historic Downtown!
Area: Cordova St, across the Congregation of the Sons of Israel, Lincolnville, Saint Augustine, FL
Price: from 149 USD
Number of Guests: 6
6. Charming one-bedroom apartment for couples in historic downtown St. Augustine
Situated in a private and secluded location, just one block from the ocean, this summer homestay is a great option for vacationers in Florida. Whether you’re in for summer or spring break, this 37 sqm (398 sqft) apartment has cable TV, wifi access, air-conditioning, heater, and free parking in the premises for those who went on a road trip to Florida. Guests can take advantage of the kitchen with a microwave and grill, as well as a coffee maker for sunrise watching sessions which is great with a cup of joe at hand before you go on that morning stroll on the beach.
NEW VILANO BEACH HOME 1ST FLOOR 1 BED BATH PRIVATE ENTR 1 BLOCK TO BEACH ACCESS
Address: United States of America (see map)
Price: From 20 USD
Accommodates: 2
Bedrooms: 1
Bathrooms: 1
Accommodates: 2
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.
Top guest reviews
Amenities & Room:
it has more capacity than needed; the level is on the right-hand side looking from the front Tee bathroomClean comfortable Large bathroom and bedroom has fridgeAlso in the bedroom were a small refrigerator-freezer and two dressersVery comfortable bed and spacious bathroomThere are nice-sized side tables on either side of the bed with fashionable two-bulb lightsCleanliness:
The place was very clean and quietWe had plenty of bath towelsEverything was very clean and neat Check in and outThe unit was as picturedThe residence was clean and very appealingHost:
Glad we got to meet Tom alsoHost Tom was easy to communicate with Highly recommendedwell vast All plumbing worked flawlesslyWe only saw him once but knew he was nearby and would be there if we needed anything If we are in the area againso we could sit outside and enjoy the nice weather BeachRead more reviewsLocation:
The Reef restaurant is just a bit north of Boat Club DrWe were very pleased with the location of the residence and the neighborhood Very quietAbout a 5-10 minute drive to downtown StWe arrived 10/4/19 for a wedding the next day at a beach house 10 minutes northThere is no inside "sitting" space
7. Stunning two-bedroom home for four in Downtown Historic District (from USD 305)
Stay in a stylish garden home for four in one of the most historic parts of Florida. For 382 USD a night, you and your family or friends can experience living in a historic neighborhood and make use of superb facilities like cable TV, wifi access, a stereo, books, and a music library for those who wish to stay entertained indoors. There’s a beautiful garden and balcony for those who like to spend breakfast outdoors early in the morning before heading out to explore the city.
Downtown Garden Home in the Center of the Historic District with Private Parking
Address: 43 ½ Cordova Street (see map)
Price: From 228 USD
Number of Guests: 4
Bedrooms: 2
Bathrooms: 2
Accommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Cleanliness:
the property we very clean very comfortable and quietinside the house was immaculately clean and had all the creature comforts you could expectbeds very comfortable very clean and well-appointed - great hostthe home was beautiful very clean and had everything we neededHost:
the owner made sure all our needs were metthank you david & libby for being such wonderful hoststhe owners are awesomethe owner is very nice and gave us great dining tipsthe home is beautiful and the owners fantastic and attentive to every detailRead more reviewsLocation:
the location is perfect a 5 minute walk from the heart of downtown st augustinewalk to the best breakfast place in town just two buildings awaythis house is in the perfect location for exploring the historic area of st augustineeasy walking to the historic district and the many fine restaurantsperfect weekend getaway you couldn't find a better location able to park the car and leave it
8. Homey little cottage for four in Old City Augustine near Vilano Beach (from USD 133)
Travelers who like to stay near the beaches when in Florida can experience beach life but also the historic part of Augustine at a local’s homestay. Better than a hotel, this charming cottage can occupy four people and give them access to the entire home with everything they need. Bathroom toiletries are provided, bedsheets are freshly washed, and the kitchen is stocked with updated cookware and appliances. Guests are in close distance to Vilano Beach and Crescent Beach, but there is also the city center where art galleries, museums, restaurants, and shops are often visited by locals and travelers alike.
Little San Filipe Cottage in St. Augustine Walking District- Old City sites steps from front door!
Address: Dummy Full Address (see map)
Price: From 148 USD
Number of Guests: 4
Bedrooms: 1
Bathrooms: 1
Accommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 45 days before check-in.
Top guest reviews
Amenities & Room:
the place was appointed well and we loved breakfast in the big open kitchen areaCleanliness:
clean comfy bed kitchen & coffee makerit is very well maintained very clean and had everything we needed for our staythe home was very clean quaint had everything we needed and was literally a short walk to everythingHost:
the owner was next door and he was so helpful mric and martha are great hostron was very accommodating and easy to work withit was nice to interact with the owner as that is becoming rare in the stvr worldwe appreciated the tips our host provided regarding the the local restaurants we would enjoyRead more reviewsLocation:
this place is in the best location in the citywe truly enjoyed our vacation and this great little location made it all the betterit was great to be able to park the car and walk to everythingwe loved the location of the home in particularperfect location to pristine beaches and flagler college
St Augustine: a blend of tourist attractions and local flavours
It’s undeniable that St Augustine, and Florida in general, is a place where many come to take refuge from the cold winter in other parts of the U.S. While many popular travel destinations are often rigged with tourist traps and overpriced packages, St Augustine remains deeply rooted and proud of its many historical connections, making the city a sight worth seeing. Choose your perfect HomeAway rental, book your trip, and have a great time in St Augustine!
History
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