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, 303 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.

Oct 14 – 21

€ 166 per night

Guest favorite

Cottage in St. Augustine

4.89 out of 5 average rating, 224 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.

Jan 28 – Feb 4

€ 137 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.

Jan 15 – 22

€ 174 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.

Nov 21 – 28

€ 185 per night

Guest favorite

Cottage in St. Augustine

4.97 out of 5 average rating, 240 reviews

Charming Downtown Historic Cottage

This home is situated in the historic Uptown district just a short walk to the City's most popular restaurants, site seeing, shopping and recreation. Beautiful beaches are just a short drive away. Enjoy modern comfort in this newly renovated circa 1900 cottage. Our home is completely sanitized after each guest, following strict CDC guidelines. We hope all our future guests will feel confident in traveling again. We hope to see you soon.

Jul 31 – Aug 7

€ 319 per night

Guest favorite

Apartment in St. Augustine

4.95 out of 5 average rating, 231 reviews

FREE BIKES Dog-friendly apt in the heart of St A

A beautiful, renovated, pet-friendly, first-floor apt in a historic house . A fully-stocked kitchen for cooking, beautiful bathroom, comfy bed. A shaded, shared backyard with picnic tables and charcoal bbq grills. A few minute walk to the Historic District , Francis Field and Flagler College, while still being in a quiet neighborhood. Free use of bicycles. One parking space. Pet fee is $40 per dog per stay (max of 2 dogs). No cats.

Sep 11 – 18

€ 192 per night

Guest favorite

Home in St. Augustine

4.99 out of 5 average rating, 162 reviews

Fun & Artsy 3BR/2BACottage in Downtown St. Aug

Discover serenity in this charming, hidden gem nestled in a quaint downtown neighborhood. A short stroll will lead you to vibrant festivals at Francis Field and St. Augustine's finest dining, bars, tours, and more. Art, music, and local culture are woven into the very fabric of this locale. Whether you're unwinding with a movie, savoring morning coffee in the backyard, or lounging on the front patio, we've curated the perfect escape.

Feb 7 – 14

€ 308 per night

Guest favorite

Apartment in St. Augustine

4.88 out of 5 average rating, 449 reviews

Experience Downtown / 2 Balconies / LUX BATH

Experience downtown St. Augustine! Just 3 blocks from St. George St, this upper level apartment is walking distance to all downtown and uptown attractions. The space has a large kitchen, private and large bedroom with a huge balcony overlooking the street (great for the parades and festivals). The lux bathroom, on site laundry, and private rear (and front) balconies create a comfortable setting for families or groups.

Jun 20 – 27

€ 173 per night

Guest favorite

Home in Saint Augustine

4.93 out of 5 average rating, 107 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.

Mar 7 – 14

€ 193 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 13 – 20

€ 149 per night

Guest favorite

Guesthouse in St. Augustine

4.91 out of 5 average rating, 531 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).

Mar 27 – Apr 3

€ 94 per night

Guest favorite

Home in St. Augustine

4.96 out of 5 average rating, 311 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.

Dec 12 – 19

€ 329 per night