
Family-friendly holiday rentals in Historic District, St. Augustine
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Historic District, St. Augustine
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Historic St. Augustine 2/1 Cottage & Pool
About this space: Welcome to this poolside cottage located in Historic St. Augustine. This cottage is close and within walking distance to all the fun downtown has to offer. It is also a short drive to the beaches! This cottage has 2 bedrooms and 1 full bathroom, living room, kitchen and direct access to the pool. This space: This is a detached cottage located behind the main house Guest access: Keyless code entry Other things to note: Please keep in mind that the pool is a shared space :)

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

Historic St. Augustine Cottage - Walk everywhere!
*OLD FLORIDA: A charming 1920s bungalow in a peaceful neighborhood. *WALKABLE to everything old town *PRIVATE PARKING. (BEWARE: “Street parking” means first come/first served). *FIRE PIT (wood provided) *BIKES *HAMMOCK *OUTDOOR SHOWER: hot/cold *BBQ grill: charcoal provided This cozy 1 bed/1 bath has a queen bed, a living room with daybed/trundle, fully stocked kitchen, W/D, TV, WiFi, Dogs allowed: $100 fee. Located only 0.4 miles from downtown—(check distance when others say “walkable”)

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.

courtyardtreehouseinthehistoricdistrict
You have found your cozy oasis tucked in a (Real) Treehouse lodged in Ancient Oak. Set in a lush tropical garden in the historic district. It’s a minimalist’s dream, exemplifying the appeal of tiny living: compact, clean, efficient and 2 1/2 blocks to the historic districts shopping and restaurants. Relax on the Sun Deck, Rain Deck or in the Courtyard’s Tropical Garden The day time peaceful beauty is only eclipsed by the the nighttime display of laser lights projected onto the oaks canopy.

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.

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.

Charming Old-Florida Apartment
This darling Uptown apartment is in the thick of it! Next door to fabulous uptown shops and eateries -- including our own bodega and taproom. Walkable to bustling historic downtown, the fort, the Bridge of Lions, and the Matanzas River. Bikeable to Vilano Beach and Anastasia State Park. And a short drive to additional beaches on Anastasia Island or in Vilano. Enjoy a slice of Saint Augustine typically only enjoyed by the locals, and relax in the friendly historic Abbott Tract neighborhood.

Coral Cottage Heated Pool / Walk to Everything
Located in the Historic Abbott District of St Augustine, Florida in the heart of it all. Walk to everything, you will never need your car! This 2-bedroom cottage has all the historic charm was lovingly updated with an open floor plan is beautifully decorated and tastefully furnished. Enjoy a five-minute walk through the neighborhood to famed Castillo De San Marcos (the fort) and Historic St. George Street in the ancient “Colonial Quarter”. Extremely clean, and well-maintained.

Historic Downtown Loft•Gourmet Kitchen•RooftopDeck
No Cleaning Fee! 2 Min Walk to St George Street 5 Min Drive to State Park Beach 6 Min Drive to Anastasia Fitness/Pool/Suana/Yoga High Speed Starlink Internet! Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury bath. Immerse yourself in the rich history and vibrant culture,with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base

Sea Turtle Studio (Very Walkable + Free Parking)
Located just a few blocks from all that downtown has to offer, the Sea Turtle Studio is the perfect way to enjoy your trip to St Augsutine. Less than a 10 minute walk to St George Street, the Castillo de San Marcos, the Bayfront, and Flagler College. The studio welcomes you with free off-street parking, a private entrance and yard, and a stylish space to relax after hitting the town.

Cordova House ,In the historic downtown .
The "Cordova House", built in 1900, is the Victorian Secret of the Ancient City District, featuring covered balconies in front and back, a private back deck, high ceilings, modern kitchen, a Kohler 10 head shower, two indoor spa tubs and more. Hot tub on the back deck.Located in the heart of downtown, yet also has off-street parking for up to two cars (very rare). Nothing compares.
Popular amenities for Historic District, St. Augustine family-friendly rentals
Family-friendly home rentals with a hot tub

My HOUSE is your HOUSE

Pool/Hot Tub Home 1 mile to downtown/beach

Yellow Submarine II

Charming Vintage Intracoastal Apartment

Driftmark Cabin - RV friendly, Pool + Beach!

Newly renovated! Steps to BEACH & POOL!

Perfect location 2 Bedroom Private Hot Tub

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach
Family- and pet-friendly home rentals

Downtown House near Flagler College & St George st

Historic Full House 2min walk to Historic Downtown

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

Traveler’s Nest of uptown St. Augustine with pool!

St. George Studio Retreat + Parking by RPG

Uptown Retreat

Cozy studio 15 min to beaches & historic downtown

Pink Palms - Heated Mermaid Pool & Cabana - Downtn
Family-friendly home rentals with a pool

Your Home Away From Home

Fun Waterfront Retreat, Heated Pool, Rooftop Deck

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

Sheepdog Hideway - on Anastasia Island near Amp!

F1, Downtown, POOL, beaches, porch, parking!

Boutique Beachside condo with easy access to beach

Walk 2 Beach | Game Room | Firepit |Heat/Salt Pool

Mermaid relaxing studio. King bed. Pool.
Quick stats about holiday rentals that are family-friendly in Historic District, St. Augustine
Total rentals
180 properties
Nightly prices starting at
$117 SGD before taxes and fees
Total number of reviews
15K reviews
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Destinations to explore
- Pet-friendly rentals Historic District
- Flat rentals Historic District
- Rentals with beach access Historic District
- Rentals with outdoor seating Historic District
- House rentals Historic District
- Rentals with pools Historic District
- Rentals with a firepit Historic District
- Rentals with a patio Historic District
- Rentals with a fireplace Historic District
- Rentals with a washing machine and dryer Historic District
- Family-friendly rentals St. Augustine
- Family-friendly rentals St. Johns County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Ponte Vedra Beach
- TIAA Bank Field
- Summer Haven st. Augustine FL
- Old A1A Beach
- San Sebastian Winery
- Daytona Beach Boardwalk and Pier
- Daytona Lagoon
- Vilano Beach
- Boneyard Beach
- Crescent Beach
- Kathryn Abbey Hanna Park
- Lightner Museum
- Fountain of Youth Archaeological Park
- Butler Beach
- Eagle Landing Golf Club
- Pablo Creek Club
- Adventure Landing Jacksonville Beach
- MalaCompra Park
- Matanzas Beach
- Amelia Island State Park
- St. Augustine Alligator Farm Zoological Park
- Ravine Gardens State Park
- Jungle Hut Park
- Old Salt Park