Pet-friendly holiday rentals in Southside, Jacksonville

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Southside, Jacksonville

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Home in St. Augustine

4.95 out of 5 average rating, 142 reviews

St Augustine Hideaway! Relax minutes from Old town

The charm of St. Augustine while in your own oasis! A fully equipped home offers all the comforts you need for a relaxing stay. Convenient neighborhood just 3.5 miles north of historic downtown, this pet-friendly retreat features 3 bedrooms, 2 bathrooms, and accommodates up to 8 guests—making it perfect for family getaways. With a fully appointed kitchen, high-speed internet, smart TVs, a full-sized washer and dryer, and a home alarm system explore the beach or discover the city’s rich history.

Guest favourite

Home in Fernandina Beach

4.97 out of 5 average rating, 127 reviews

Golf Cart, Sun, Sand, & Island life Beach Retreat!

Cruise in Style On Our Complimentary Street Legal Golf Cart! Embrace the island life at our newly renovated beach cottage, half a mile from the sandy shores. Explore the beach, downtown Fernandina, and local eats with ease using our provided golf cart. This cozy 3-bedroom, 2-bathroom haven is coastal perfection, and pet-friendly, too! The open living space creates a gathering point for families and groups, while the screened back patio sets the scene for relaxing mornings over a cup of coffee.

Guest favourite

Home in St. Augustine

4.84 out of 5 average rating, 322 reviews

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!

Guest favourite

Home in St. Augustine

4.89 out of 5 average rating, 366 reviews

Uptown Abode on Garnett- Dog Friendly!

Spacious 4 bedroom home in uptown St Aug w large porch and balcony attached to primary. Smart TV in living room & primary, large eat-in kitchen w Keurig & basic cooking supplies, washer & dryer. Perfect for large families or friend groups on vacation. 5 (+/-) minute drive to downtown historic St Augustine and conveniently located off of US-1 in cute neighborhood. Ample onsite parking is FREE! Charcoal grill available, bring your own charcoal and fluid! Dogs can stay for $35 with pre-approval.

Guest favourite

Home in St. Augustine

4.91 out of 5 average rating, 290 reviews

The Meadow House

"Ideal location near the beach, just minutes to drive or bike into historic downtown St Augustine. Bottom Unit is 1300 sq ft Coastal Farmhouse style with a open kitchen, dishwasher, garbage disposal, and large refrigerator with filtered water/ice maker, laundry room, private porch off master bedroom, fenced-in backyard, outdoor shower, and grill. House is 3 blocks from beach access/beach parking (if you choose not to walk). Rental and beach are pet friendly. Only 2 parking spots available.

Guest favourite

Home in Beaches

4.92 out of 5 average rating, 125 reviews

Luxury Beach Getaway w/ Heated Pool & Game Room

Recently built gorgeous 5-bedroom beach house with heated pool and game room with pool table, foosball, dart, shuffleboard, and ping pong. Living rooms on each level. Great for families. Gourmet chef's kitchen with 5 burner gas stove. Cable TV with all movie channels provided. Includes a putting green, bocci court, outdoor dining under the covered patio and a smart TV. BIKES INCLUDED PET FRIENDLY: We warmly welcome four-legged CANINE friends. No cats, please. (They don't like the beach!)

Top guest favourite

Cottage in Lincolnville

5 out of 5 average rating, 203 reviews

Walk Historic Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fenced yard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant and LaNuvelle * 10 minute walk to central downtown St Augustine

Top guest favourite

Guest house in Beaches

5 out of 5 average rating, 205 reviews

Tropical guest house a few blocks from the beach

Take it easy at this unique and tranquil getaway. Private modern quest house located on lush tropical grounds behind main house. Includes: loft bedroom, full bath, kitchenette, wifi, air conditioning, private patio, and outdoor shower. Property is gated with parking. Walking distance to beach, bars, shops and restaurants. Hammock, volley ball, firepit, BBQ and bikes available upon request. Pets welcome. Fishing pier, boating, kayaking and golf options within a short distance.

Guest favourite

Home in St. Augustine

4.87 out of 5 average rating, 107 reviews

Cozy Pet-Friendly Cottage

This cozy cottage is thoughtfully designed for a relaxing getaway. The fully stocked kitchen and coffee bar are perfect for home-cooked meals and morning brews, while the spacious, fenced backyard is great for pets to roam freely. Start your day on the covered patio or unwind in the evening with a quiet dinner. Located just minutes from historic downtown, the beach, shopping, and easy highway access, all in a peaceful neighborhood—your perfect home away from home awaits!

Guest favourite

Flat in St. Augustine

4.97 out of 5 average rating, 211 reviews

Dog-friendly, Walk Everywhere apt with FREE BIKES

Come stay in this completely renovated, beautiful second floor, pet-friendly one bedroom apartment with a large fully-equipped eat-in kitchen. A spacious balcony with rocking chairs. Shared use of the fabulous back yard with picnic tables, BBQ grills, and bicycles! One parking space guaranteed. Best part: The location! About a five-minute walk to historic downtown and Flagler. Super comfy queen size 4-post bed. Pet fee is $40 per dog per stay (max of 2 dogs).

Guest favourite

Home in St. Augustine

4.81 out of 5 average rating, 125 reviews

Safe Haven, Unique two story carriage

Our romantic "Safe Haven" is compact upscale living in a two-story carriage house located 3 blocks from St George St and steps from shopping and dining! Private garden in the back and a shared garden and patio out front. Also Safe Haven House offers a private balcony! Queen bed & shower upstairs in bedroom, basic kitchen essentials (no spices) , laundry, sitting area & TV downstairs. FREE Private and Street parking.

Top guest favourite

Home in Lincolnville

4.97 out of 5 average rating, 117 reviews

Art and sun filled home with hot tub in downtown.

Expansive garden surrounds this home built in the 1800s. Walking distance to everything St. Augustine has to offer. Two blocks from the best restaurant, cafe, and brewery in downtown. Large upper and lower porches let you relax and watch the horse drawn carriages pass by. The home is filled with antiques, artwork, and plants. Outdoor shower, grill, and hot tub encourage the ultimate vacation experience.