House holiday rentals in Southside, Jacksonville

Skittle Shack; 2 Miles from BEACH! Pet Friendly

Whole house 2 miles from Downtown St. Augustine & just 3 miles from the beautiful Top-Rated beaches! Sleeps 8, 3b/2b (4 beds total). Decor & furnishings are all brightly hand painted by the owner. The house is situated on a quiet street, near the main drag but far enough away to get a peaceful nights sleep. The space is well equipped with everything you'd need to feel right at home and the entire place is yours during your stay. Private Fenced in yard with a grill. We hope to hear from you soon!

Super4 bedrooms, walk everywhere, free parking.

A beautiful Victorian-style home built in 1915 and completely renovated in 2018. Located two blocks from the St. Augustine historic district with its bars, world-renown restaurants and shopping. 4 bedrooms, 2 new bathrooms, new kitchen. The front porch, complete with rocking chairs, is perfect for relaxing with a glass of wine after a long day of sightseeing. The location is terrific, and the house has all the amenities and toiletries you need. Pet fee is $40 per dog per stay (max of 2 dogs).

Cozy, Pet-friendly Private House near downtown

Cozy, pet-friendly house with full kitchen and laundry facilities 1.5 miles from the center of historic downtown St Augustine. 6 miles from beaches. Down to earth vibe. Fenced yard. Good quality mattresses on both beds (Tempurpedic in master and Sealy pillow-top in the other). Driveway parks up to two cars. Walking distance to several bakeries and restaurants and a convenience store. Large dog crate provided. Happy to provide local recommendations - we love it here and want you to love it, too!

Country Cove - 3 Bedroom Cottage

Awesome little brick house in the country close to downtown GCS, Clay County Fairgrounds and Green Cove Marine. House has been renovated with hardwood floors, GAS stove, dishwasher, ice maker with lots of counter space in kitchen! Farmhouse style decor with smart tv. Has Wifi. Has coin operated washer and dryer in a separate shared unfinished laundry room. Shared carport set up as a sitting area with a gas grill. House sits on over 2 acres! Other units on the property.

Luxury Vacation Experience Getaway

Beautiful Single-family home less then 5 minutes from Historic Downtown Saint Augustine. Get the Best of both worlds with all the Amenities of Downtown and the beach but without the Hussle and Bussle of intown parking and crowds. Our luxury home has you just a 5-minute drive from all Historic downtown has to offer and less then 10 minutes to Saint Augustine's beautiful beaches. Look no further for your get away stay! Weve already planned the perfect accommodations for you!

new 4 bedroom home, 2 master-suites and pool

BRAND new luxury rental with the double family traveler in mind, offering 2 master-suites, a secondary living room area for kids /In-laws with pool, all within steps of the Atlantic ocean. The home is located within the 2nd block off the ocean and a county maintained beach access that does not have public parking for truly a pristine uncrowded beach experience. The home has 2 master suites on the main floor and upstairs has 2 bdrms and 2nd living-room.

2 Kings + 2 bunks, Walk to Beach - $0 Host fee

This 2-story 3 BR/2.5bath, 1700 sq ft. elegantly furnished vacation beach house is within 3 blocks to the beach, restaurants, grocery, and shopping. Experience melting into TWO TempurPedic king beds, enjoy a refreshing multijet spa shower, sip coffee or drinks on the large master balcony, or zen garden patio, or watch various prepaid streaming apps on multiple large 4k TVs throughout the house.

The Cordova House, Historic Downtown St. Augustine

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. Located in the heart of downtown, yet also has off-street parking for up to two cars (very rare). Nothing compares.

Coastal Beach Retreat w/ Heated Pool, Putting Gree

Renovated to perfection, this exquisite property boasts a private fenced-in backyard pool, lounge area, and a newly installed putting green. Centrally located in Jacksonville Beach, just nine blocks from the beach, it offers easy access to restaurants and shopping. Ample parking and space for an RV or boat make this home a convenient choice.