Kid-friendly vacation rentals in Historic District, St. Augustine

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Top-rated kid-friendly rentals in Historic District, St. Augustine

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Guest favorite

Apartment in St. Augustine

4.97 out of 5 average rating, 172 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.

Sep 2 – 9

ﺩ.ﺇ476 per night

Guest favorite

Guesthouse in St. Augustine

4.99 out of 5 average rating, 326 reviews

Winery, Distillery, Chocolate, & Pizza

Winery, Distillery, Chocolate Factory, Pizza and historic downtown St Augustine all in walking distance. San Sebastian Winery .2 miles 4 minute walk Carmelo's Pizza .2 miles 4 minute walk Whetstone Chocolates .3 miles 5 minute walk St Aug Distillery .4 miles 9 minute walk Historic St George Street .5 miles 10 minute walk Fountain of Youth 1.4 miles 8 minute bike Beach - Anastasia State Park 3 miles 16 minute bike *****This private cottage is for 2 people only and no pets***** Enjoy your stay

May 28 – Jun 4

ﺩ.ﺇ553 per night

Guest favorite

Home in St. Augustine

4.97 out of 5 average rating, 161 reviews

Uptown Attic - Your Secret Escape

Located in the desirable Uptown District in Historical Downtown St. Augustine, this charming early 1900’s home is the perfect local experience. Featuring alley access to a private driveway with a designated one car parking spot, this newly renovated apartment is steps from all of the city’s hot spots. Guests can easily walk or bike to all of the famous tourist attractions, fantastic dining, and even the area’s famous beaches. This cozy space is also the perfect escape to just stay in and relax.

Jun 8 – 15

ﺩ.ﺇ567 per night

Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 281 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.

Dec 3 – 10

ﺩ.ﺇ506 per night

Guest favorite

Guesthouse in St. Augustine

4.95 out of 5 average rating, 296 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.

Dec 28 – Jan 4

ﺩ.ﺇ521 per night

Guest favorite

Apartment in St. Augustine

4.96 out of 5 average rating, 293 reviews

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.

Sep 9 – 16

ﺩ.ﺇ561 per night

Guest favorite

Apartment in St. Augustine

4.92 out of 5 average rating, 138 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.

Apr 25 – May 2

ﺩ.ﺇ500 per night

Guest favorite

Guest suite in St. Augustine

4.98 out of 5 average rating, 302 reviews

St. Augustine Studio*Private Entrance & Bath*Bikes

A private studio designed from a garage conversion. Separate key-less entry allows for self check-in and 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, flatscreen television with Netflix for relaxing after a day of sightseeing. 2 bicycles for exploring our historic downtown less than 2 miles away.

Jul 12 – 19

ﺩ.ﺇ434 per night

Guest favorite

Bungalow in St. Augustine

4.91 out of 5 average rating, 306 reviews

Casa Tranquila Comfy*Stylish*Walk Everywhere*Homey

Casa Tranquila is located on a quiet street only a blocks away from all the action in the heart of the nation's oldest city. Built in 1917 w/ 11 ft. ceilings, renovated in 2015 & is tastefully decorated & equipped with everything needed to make your stay in Historic St. Augustine a remarkable experience. Indoor dining area, updated kitchen, & an outdoor dinning on the screened in porch. Café & scones in the AM or cocktails & Tapas in the evening al fresco. See you soon.

Jun 19 – 26

ﺩ.ﺇ492 per night

Guest favorite

Home in St. Augustine

4.95 out of 5 average rating, 146 reviews

“La Casita” A Charming Uptown St Augustine Cottage

La Casita is located in the Uptown Shopping District. We have darling coffee shops just at the end of the block. Shopping and a convenience store too. We are just 2 blocks from the trolley shop snd visitors center..and, just a 10 min walk to downtown and the fort! We are just a 2 min walk to Francis Field, where many festivals are held. A 7 minute drive to Vilano beach! We are in a quiet and charming neighborhood.

Dec 8 – 15

ﺩ.ﺇ534 per night

Guest favorite

Apartment in St. Augustine

4.95 out of 5 average rating, 310 reviews

Comfort of Home in St Augustine

Charming apartment in the historic district with a completely updated bathroom with a deep soaking tub and a separate shower, double vanity, Carrera marble tile. 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 where you can relax, enjoy your morning and evening beverages, people watch and mingle with the neighbors...

Apr 23 – 30

ﺩ.ﺇ562 per night

Guest favorite

Guesthouse in St. Augustine

4.92 out of 5 average rating, 749 reviews

Moon Over the Courtyard in the Historic District

You have found your cozy oasis tucked under tall shade trees in a private, lush tropical courtyard in the Historic District of St Augustine. This is a new, small studio and exemplifies the appeal of tiny living: compact, clean, efficient, and convenient. Walk, bike or have a pedi cab/golf cart pick you up outside your door.

Sep 9 – 16

ﺩ.ﺇ277 per night