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

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

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in St. Augustine

4.94 out of 5 average rating, 302 reviews

The Rohde House, The Rohde Guest House

Our place is close to nightlife, public transport, the airport, the city square, and parks. It's good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). Five minute walk to the "Nights of Lights", two minute walk to Francis Field event field, where many festivals, concerts and activities are held. Five minute drive to the ocean beach at Vilano. Many Restaurants and bars in walking distance, including sports bar, martini bar, Irish pub and more.

Jan 11 – 18

R2,937 ZAR per night

Guest favorite

Apartment in St. Augustine

4.82 out of 5 average rating, 169 reviews

Comfy and Quiet APT 5 min Walk to Historic Downtow

This conveniently located apartment is perfect for solo travelers, couples & friends! - Private outdoor patio with a charcoal BBQ, hammock & a table with chairs for dining - Bike or walk to the waterfront, shops, great local eats & attractions/activities - A short drive to groceries, multiple golf courses & awesome fishing spots - A well-equipped kitchen with all the basics, a coffee maker, a washer & dryer - Stay connected with complimentary WiFi, laptop-friendly workspace, parking.

Aug 27 – Sep 3

R2,587 ZAR per night

Guest favorite

Cottage in St. Augustine

4.89 out of 5 average rating, 223 reviews

Cute 2BR close to downtown easy parking

Our cute cottage is in an eclectic historic neighborhood right across the bridge from downtown St. Augustine. The area is very safe and we have not had any issues since owning the house.Approximately 1.5 miles to tons of restaurants, shops, and historic sites. Experience the privacy of the neighborhood with the proximity to everything you want to do in beautiful St. Augustine. The two bedroom house is bright and open and comfortably furnished with everything you will need for a great time.

Jun 9 – 16

R2,353 ZAR per night

Guest favorite

Apartment in St. Augustine

4.97 out of 5 average rating, 123 reviews

C8 Flagler location in city, balcony, beaches!

Relax in this cozy and comfortable upstairs apartment with balcony. Don't worry about the struggle of downtown parking, PARKING IS FREE on site (2 designated spots 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.

Aug 17 – 24

R2,980 ZAR per night

Superhost

Apartment in St. Augustine

4.84 out of 5 average rating, 534 reviews

Experience Downtown / Spacious 1 BR / LUX BATH

Experience downtown St. Augustine! Just 3 blocks from St. George St, this ground level apartment is walking distance to all downtown and uptown attractions. The space has an open floor plan--a semi-private bedroom connects to a separate living room and eat-in kitchen. The lux bathroom, on site laundry, and private front porch create a comfortable setting for families or groups. Added perk: there's a secluded office for those wanting to work undisturbed. Free Parking on site.

May 1 – 8

R2,755 ZAR per night

Guest favorite

Apartment in St. Augustine

4.93 out of 5 average rating, 163 reviews

Elegant, FREE BIKES dog-friendly downtown apart.

This huge pet-friendly apartment in a beautiful historic house is located only two blocks from the heart of the Old Town and is sanitized between all guests . You will love the first floor spacious bedroom with a very comfortable king-size bed, sofa, and access to the back yard, as well as the large and elegant living room and a full kitchen. Borrow our bikes to roam around town. There is one guaranteed parking space. Pet fee is $40 per dog per stay (max of 2 dogs).

Aug 23 – 30

R3,270 ZAR per night

Superhost

Cottage in Saint Augustine

4.81 out of 5 average rating, 302 reviews

Sea La Vie Beach Studio

Our renovated studio is on a quiet cul-de-sac, one block from the beach! It is one side of a duplex and is perfectly located within walking distance to restaurants, family-friendly activities, nightlife, and public transport. It is across the street from the pier and the piers weekly farmers market. It is a short drive to historic downtown St Augustine. The neighborhood is quiet and safe. Our place is good for couples, solo adventurers and business travelers.

Mar 24 – 31

R2,042 ZAR per night

Guest favorite

Apartment in St. Augustine

4.96 out of 5 average rating, 205 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.

Jul 5 – 12

R3,286 ZAR per night

Guest favorite

Home in Saint Augustine

4.92 out of 5 average rating, 106 reviews

Idle Awhile @ Casa Tranquil in Uptown St Augustine

Idle Awhile @ Casa Tranquil We want to make you Happy at our Happy Place. Owner loved and operated. Casa Tranquil is a secluded 2 bedroom 1 bath Funky 70's cottage in Uptown, within a ten minute walking distance of historic St. George Street, the Castillo de San Marcos National Park, shops, pubs and restaurants. We are surrounded by restaurants, an awesome taproom, a beer garden and shoppes All within 3 a minute walk.

Aug 25 – Sep 1

R3,233 ZAR per night

Guest favorite

Apartment in St. Augustine

4.94 out of 5 average rating, 309 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...

Feb 25 – Mar 4

R2,876 ZAR per night

Guest favorite

Guesthouse in St. Augustine

4.91 out of 5 average rating, 530 reviews

Captain's Quarters Tiny House

This Tiny House has all you need for a cozy, private stay while visiting St. Augustine. The Tiny House sits on 3/4 acres. You will feel the tranquility of this magical property and only 10 minutes to Vilano Beach or the Historic Downtown. The studio is equipped with a sink, toilet, kitchenette, coffee/tea. Commune with nature in your Private Exotic Outdoor Shower, hottub (closed July & August).

Feb 12 – 19

R1,647 ZAR per night

Guest favorite

Home in St. Augustine

4.96 out of 5 average rating, 310 reviews

The Yellow Door Cottage | Walk to Town

Welcome/Bienvenidos!! Feel at home enjoying the simple elegance and comfort of our 3/bed, 2/bath cottage in downtown St. Augustine. Located in the historic uptown district, walking distance to Castillo San Marcos, Matanzas Bay and St. George St. BEFORE YOU BOOK, IMPORTANT: We DO NOT host wedding parties. No vaping or smoking of any kind. No pets allowed.

Sep 16 – 23

R5,697 ZAR per night