Family-friendly holiday rentals in St. Augustine

Ooo Laa Laaah Beach one block! Fenced yard.

Private, fenced in yard and private Free standing cottage in quiet neighborhood. Private, fenced in yard! Pets are welcome. Fees apply. 2 washers and dryers, internet/wifi, 2 smart TVs. All kitchen appliances. One story. The beach is a one block stroll with no major streets to cross. Keep your car at home..walk to the beach 2 minutes stroll . Downtown, St. Aug. is a 10 minute car ride. Not a condo scene. Crescent Moon cottage is in front but completely separate. Shared laundry room.

NEW Island bungalow - Cozy & Classy

Perfect cozy bungalow for a stay in the nations oldest city. Huge bedroom with a new king bed. Living room with a sleeper sofa and TV. Coffee station, french press, microwave, and mini fridge. Full of artwork. Paintings and a sculpture. Huge stone tiled shower. Located off Anastasia Blvd with great restaurants, coffee shop, pubs and fun for the kids! Located 1 mile the the Anastasia beach state park and then a little over a mile to the beach!! Does not have a kitchen. Walk to Alligator Farm!

Rooftop View | Near Eats, Waterfront & Attractions

Located in one of the best spots in the heart of town and ready to welcome you! - An awesome rooftop terrace with outdoor seating to enjoy city & bay views - Walking distance to the waterfront, shops, great local eats & attractions/activities - A short drive to groceries, several golf courses & awesome fishing spots - A fully-equipped kitchen with a dishwasher, washer/dryer & detergent provided - Good WiFi, laptop-friendly workspaces, Smart TV (connect to your own accounts)

The St Augustine Tiny House - park and walk 2 town

Charming TINY HOUSE in the heart of St Augustine! Discover downtown’s most unique stay, steps from downtown attractions. Easily walk to shops and dining, with 3 onsite parking spots. Relax in a private fenced yard. This is a true Tiny House (400 sq ft) features 1 bedroom, 1 bath, cozy living space, and a kitchen. Enjoy Cable TV, WiFi, and a quaint patio with table for outdoor moments. Near Ice Plant Restaurant & St Aug Fish Camp. Pet-friendly with fee. Unforgettable charm awaits!

1880 Victorian in Heart of Downtown

Best of both worlds with upscale renovations in a 3 story 1880 Victorian home. House is located within the heart of the Historic District. Located downtown next to restaurants, churches and historical sights. Sit outside on the front porch and enjoy your complimentary bottle of wine or your own private front and back balconies await. Second floor private apartment has a kitchen, queen bed, sectional sofa, fully equipped kitchen and large full bath. ON SITE PARKING INCLUDED!

Designer's "Treehouse" just 4 Houses From the Sea!

The next best thing to beachfront! Grab your beach gear and walk just 2-5 mins to the quiet community beach entrance located only three houses away (this is not a popular entrance because there is NO public parking). Spend your evenings reconnecting as you roast S'mores around the fire pit. Enjoy long talks on the deck shaded in the day by the live oak trees and lit up at night with cafe lights hung overhead, all while listening to the lullaby of waves.

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.

Newly built w/garage In The Heart of St.Augustine

Great walkable location on a safe quiet street; Spacious and very comfortable for entertaining and relaxing. Nice touches like bikes and beach chairs. Very comfortable beds. The porches have rocking chairs too. The home is on one level which is also nice for elderly with mobility challenges. The host is very responsive, and guests say this is a convenient stay for local weddings, special events¸ and an enjoyable vacation.

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.