Waterfront holiday rentals in Southside, Jacksonville

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Top-rated waterfront rentals in Southside, Jacksonville

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Guest favourite

Flat in St. Augustine

4.95 out of 5 average rating, 138 reviews

Charming Vintage Intracoastal Apartment

This breathtaking property is located on a quiet neighborhood street in Vilano Beach area on the river, minutes from the beach and a few miles from Historic Downtown St. Augustine. Apartment is on the second floor facing picturesque streets of Vilano Beach area. Waterfront private outside dining area with a grill, dock, and boardwalk are available on the waterfront side of the property. Famous local restaurants Cap's on the Water and Aunt Kate's are within walking distance from the property.

Top guest favourite

Home in St. Augustine

5 out of 5 average rating, 122 reviews

Waterfront - Lion’s Bridge & Old Town View

Walk across the Bridge of Lions to downtown St. Augustine with amazing restaurants and attractions. Half a mile to historic downtown! Less than 1 mile to the Castillo de San Marcos fort. Anastasia State Park Beach, the world famous Alligator Farm and Zipline, and the lighthouse are less than two miles away. Several restaurants and bars only a few blocks away. Whether going to the old fort, lighthouse or Flagler College, our home provides a great base for exploring an amazing part of Florida!

Guest favourite

Home in Jacksonville

4.95 out of 5 average rating, 106 reviews

Special lakefront retreat

Your family will be close to everything when you stay at this centrally-located place. Minutes to major shopping and restaurants and just 15 minutes to Jacksonville beach. Only 10 min to TIAA Bank Field to see the Jaguars or enjoy your favorite events. Home features a scenic backyard with lake views. You can sit on the fishing deck or relax on the dining family deck . If you like to kayak, go for it. Then come back to enjoy a nice evening with family or friends around the firepit.

Guest favourite

Home in St. Augustine

4.89 out of 5 average rating, 112 reviews

"The Coastal House" Water Views and a Golf cart!

Coastal home 5 mins from downtown sits on a double lot and has water views from every room! A stone's throw from the intercoastal and just across A1A from an uncrowded beach. This Gorgeous 3-bedroom home is loaded with high-end furnishings and artwork. The Oak trees give this home 3 decks and tons of privacy. 50' Smart TV in every bedroom. Alexa shows in each bedroom. Upstairs on the 3rd floor is the huge master suite built for royalty. Treat yourself to the best and never be disappointed.

Guest favourite

Apartment in Beaches

4.9 out of 5 average rating, 134 reviews

Be A Nomad | Oceanfront | Beach view paradise

THIS IS A TOP FLOOR UNIT. IT IS 1 of 4 IN THE BUILDING. Stay with us at this ocean front apartment in a PHENOMENAL location in Jax Beach. Walking distance to downtown Jax beach and a short drive to Neptune Beach town center. Both areas have amazing restaurants, cafes, shopping and plenty of night life. The apt is fully renovated and has everything to enjoy the salt life. It is on the 2nd floor of a 2 story 4-plex. It has its own deck space and shares a back porch with the other units.

Top guest favourite

Bungalow in Fort George Island

4.96 out of 5 average rating, 165 reviews

Waterfront Jax/Ft. George A1A-Batten Isl. Bungalow

Renovated Old Florida cabin within walking distance of restaurants, boat ramp 2 miles, cruise ship terminal 10 miles, Jax Zoo 15 miles, Amelia Island shops 17 miles, 9 mi to Boneyard Beach. This cabin has a king bed in private bedroom and 2 single rollaways for additional guests. Furnished kitchen w/full size frig. Screened porch, and bike path to Huguenot Park, a drive-on beach park 1+ miles. Deep water access to St. John's River. 30' Floating dock available with required waiver.

Guest favourite

Flat in Beaches

4.95 out of 5 average rating, 115 reviews

SleepyTurtle-BEACH FRONT BLISS!

Enjoy a stylish experience at this centrally-located place. Keep it simple at this beach front unit. Yes, it is 100% ocean front with only some grass and sand separating you from the water! With the pool and the beach just steps outside your door, "beachfront bliss" is exactly what you will experience! This gated property is within a short walking distance to all the great restaurants and nightlife the beach as to offer! Don't miss out on one of the best beach areas in Florida!

Guest favourite

Campervan/Motorhome in Fort George Island

4.82 out of 5 average rating, 167 reviews

Location!Riverfront Oceanview Turtletime dock/ramp

Timucuan Preserves. Scenic A1A, Buccaneer Trail. Kingsley Plantation, Ribault Club. Cruise ship, Amelia Island/Fernandina golf 8 mi 1/2 mi to St. John's River Ferry to Mayport & Huguenot Park. 2 mi Little Talbot Island. View Mayport Naval Base, Lighthouse with Oceanview. 20 mins. to Airport/Zoo. Peaceful living. Read, relax, shell, kayak, deep sea fish, private dock, 3 boat ramps within 2 mi. No pets, children or Guest of guest. Limit 2 adults.

Top guest favourite

Flat in Southeast Jacksonville

5 out of 5 average rating, 222 reviews

"Sweet Water" Waterfront Studio Apartment

Experience inter-coastal living in a well-appointed waterfront, upstairs studio guest house. Furnished with a queen bed, full-size sleeper sofa & many amenities. Only minutes from the beaches, Mayo Clinic, restaurants, nightlife, Players Championship Golf Course, shopping & more. Conveniently located near lots of activities, but not too close to interfere with your rest & relaxation. Whether on vacation or business, it's the ideal location!

Guest favourite

Townhouse in St. Augustine

4.91 out of 5 average rating, 100 reviews

Coastal Cottage Vilano Beach St.Augustine

Awake to a Gorgeous Sunrise on the Beach and Unwind on the Intercoastal for an Extraordinary sunset. Downtown St. Augustine is just across the bridge for Dining, Fun attractions, and shopping. Fresh Bath Towels, Beach Towels, 2 Kayaks, Boogie Boards, Beach Chairs, Coolers, Beach Cart, and Fun Family Games. Golf Cart $200/stay, extended stay $300. Pet Friendly $175/pet/stay, Extended stay $300. Beach is walking distance.

Top guest favourite

Apartment in Beaches

4.97 out of 5 average rating, 193 reviews

Beachcomber Oceanfront 180* panoramic view

Beach front property ALL THE VIEWS Upon entering the living room area, you will be welcomed by the breathtaking views of the ocean, pool, park and dunes via the floor to ceiling sliding glass doors. Enjoy morning coffee or an afternoon cocktail from the balcony with a full, second story, 180 degree view of the ocean with frequent sightings of dolphins and acrobatic parasailers.

Top guest favourite

Townhouse in Fernandina Beach

4.91 out of 5 average rating, 153 reviews

Amelia Island Paradise: My Sea Escape

Amelia Island Paradise: My Sea Escape is your fabulous vacation with its great oceanfront location, fabulous view, eclectic decor and comfortable style. You will have the very best spot for viewing the spectacular fireworks displays that the Ritz-Carlton is known for on New Year's Eve, 4th of July and many unannounced times in between.