Family-friendly holiday rentals in Saint Augustine South

Dog-friendly, FREE BIKES next to Historic Downtown

This apartment is one of five units in a completely renovated 1880's mansion and is sanitized between guests. It is a sun-filled pet-friendly unit on the second floor with large windows and old pine floors. Sit in the rocking chairs on the front balcony. The location is perfect, so close to the historic district with all the shopping, restaurants and bars, Bikes are available to roam around town. There is one guaranteed parking space. Dogs are allowed for a $40 pet fee per dog (max of 2)

Ooo Laa Laaah! Fenced yard. 1 min walk to beach

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!

Beach and Serenity

6 BLOCKS to BEACH, off of the intercostal! Studio apartment, sleeps up to 4. Quiet neighborhood, close to all. Several restaurants/shops within walking distance. Beach bikes included, perfect for bike rides along the beach. Private entrance off of porch, which includes chairs to relax in, beach toys, towels, chairs. *yes, we are pet friendly, however, ONE PET PER STAY WITH APPROVAL *also, we cannot split weekends, so please book accordingly, fridays and Saturdays booked together

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!

5 Min walk Dtown! Amazing Space ~LUX BATH~ Parking

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.

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.

Anastasia Island Tropical Treehouse

I am a beautiful beach house located 2 blocks from the back gate of Anastasia State Park, walking distance to the Beach, St. Augustine amphitheater, located in a quiet neighborhood on Anastasia Island. Two bedroom 1 bath private upstairs with a big covered porch where ocean waves can be heard often and full moons are seen rising. It's called the treehouse because the house is surrounded by a canopy of native Florida foliage.

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.