Waterfront holiday rentals in Southside, Jacksonville

Guest house in Fort George Island

A cozy living space showcases a dark leather sofa and two patterned armchairs, providing a comfortable seating area. A decorative ottoman sits in front of the sofa, with a small table positioned nearby. Natural light filters through the windows, illuminating the warm wood flooring.

4.88 out of 5 average rating, 108 reviews

Location! Pelican Point riverfront with oceanview

LOCATION,Private! Island Life Mouth of St.John's River.Deep water, great fishing. Atlantic Ocean! In Preserves surrounded by beaches, nature, creeks, inlets, rivers. On A1A Buccaneer Trail scenic hwy. Pelicans, dolphins, manatees, huge ships, yachts, shrimpboats, etc. seen daily Located between Jax & Amelia Island/Fernandina.20 mins airport/Zoo. Slow down in our peaceful, private, rustic, not fancy but clean home. Dock fishing. Limited to 2 adult guest. No Pets/children/guest of guest!!

4.91 out of 5 average rating, 293 reviews

A vibrant sunset casts a golden hue across the calm water, with silhouettes of docks and a distant boat in view. The sky is filled with layered clouds, creating a serene atmosphere that invites relaxation and reflection.

Home in Panama Park

Serenity and Amazing Views - Home on River w/ Pool

Beautiful House: Quiet with all amenities on deep water with pool. 12 minutes from Jax Airport, 5 min from Zoo and 10 min from Cruise Ports. Jax Beaches are just a short beautiful drive. Downtown, Stadium, Arena etc. 10 min Lounge on the deck or sit pool side while watching the sunrise/ sunset. Bring your kayaks and paddle across the river to the zoo, or find sharks teeth on the river islands. Fish off the dock and catch some of Florida's best: Reds, Trout, Flounder, Snapper, Blue Crabs.

Campervan/Motorhome in Jacksonville

A large swimming pool is bordered by a stone patio, featuring several loungers and umbrellas. Lush palm trees surround the area, providing a tropical feel. In the background, the river can be seen beneath a partly cloudy sky.

4.97 out of 5 average rating, 232 reviews

Couples clothing optional escape hot tub nude deck

You'll love this unique and romantic escape. Designed to create an intimate setting to enhance your time together. The RV is quite large and fully equipped . Master bedroom features a cashmere topped California king bed. The property has so many amenities starting with a very large pool, lighted at night. A dock on the river to enjoy the views. Access to kayaks on premises. There’s a private clothing optional area/deck with a massage table , hot tub and loungers. We recently added a fire pit

A modern living area features a light-colored sofa adorned with dark cushions and a soft throw blanket. A glass coffee table is positioned on a textured area rug, complemented by a stylish floor lamp and a leafy plant beside it. A large abstract artwork adds a striking focal point.

4.86 out of 5 average rating, 101 reviews

Lake View Escape to The Exchange

Give us your worries and we will give you an escape. Welcome to the Exchange! This Orange Park unit supports your work requirements and your playful desires. Multiple high volume healthcare facilities surround the area and the Naval Air Station is in the backyard. Luxury dinning and outdoor water activities abound. This new unit offers access to a resort style salt water pool, private garages, state of the art fitness center and wellness studio, dog park, clubhouse and lounge, and much more.

4.94 out of 5 average rating, 142 reviews

A circular patio area is framed by five teal chairs arranged around a fire pit, situated on a bed of gravel. Lush greenery and trees surround the space, while a serene lake is visible in the background under a clear blue sky.

Home in Jacksonville

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.

Tiny home in Jacksonville

A neatly arranged living space features a spacious bed with a patterned black and white comforter. A wall-mounted TV and a small desk with a chair are visible. Light flows in through the window, adorned with dark curtains, while a potted plant decorates the coffee table.

4.95 out of 5 average rating, 226 reviews

Sugarberry Tiny Home on 2.5 Acres with Pond/Patio

Relax at this quaint and laid-back getaway located close to restaurants, airport, cruise terminal and major highways. The property is near nature preserves and state parks that are ideal for hiking , fishing and boating or just relax in any of our many beautiful beaches and enjoy all the fine dining. For entertainment and event venues , Riverside/Downtown is under 30 minutes away. A great place to relax and rest after a day of activities or on your way to your final travel destination.

4.97 out of 5 average rating, 198 reviews

A wooden dock extends over calm waters, reflecting the soft colors of a sunset. Cypress trees line the shore, offering shade. Nearby structures and boats can be seen along the river, which is highlighted by the warm glow of the evening sky.

Home in Jacksonville

Unwind. Cozy Creekside Cottage near Ortega/NAS

Enjoy this charming creekfront cottage in the heart of Jacksonville. Unwind as the sun sets over the water, relax under shady cypress trees while wildlife travel about the tidal creek, enjoy cocktails on the dock, engage in boating or try your luck fishing. A boat ramp is nearby for boat launching. (Plenty of room to park Boat/Trailer on the nearly 1 acre lot ) While this unique retreat provides a tranquil getaway, it is also centrally located making it convenient for you to get around.

Bungalow in Fort George Island

The cabin is surrounded by tall palm trees and lush greenery, with sunlight casting a warm glow. A gravel driveway gently leads to the entrance, providing access to a spacious front yard, while a parked vehicle is visible near the entrance.

4.97 out of 5 average rating, 178 reviews

Waterfront jacksonville A1A-batten island 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.

4.95 out of 5 average rating, 131 reviews

A bright living space features a comfortable blue sofa and a circular dining table with chairs. A flat-screen television is mounted on the wall, and large sliding glass doors lead to a balcony with views of the ocean. Modern appliances are visible in the kitchen area.

Flat in Beaches

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!

A modern kitchen with granite countertops and stainless steel appliances opens to a spacious living area. Large windows provide natural light and a view of the outdoors. A comfortable seating area with blue furniture and a dedicated workspace can be seen, enhancing the inviting atmosphere.

4.95 out of 5 average rating, 231 reviews

Sunset Retreat | 1BR | 1.5BA | Pool | Gym | Garage

Entire modern, luxurious, and spacious apartment. Stunning lake-front view with gorgeous sunsets. Large king bed and queen sleeper sofa provide a comfortable stay for 4. Whether your stay includes a day of shopping, a trip to golf, going to work, or to unwind at the beautiful Jacksonville beaches, you are never far from your destination. Less than 5 miles to the St. Johns Town Center, 7 miles to the nearest hospital, 11 miles to the beaches, and 6 miles to the nearest golf course.

Flat in Jacksonville Beach

A serene backyard view showcases a landscaped lawn leading to a wooden dock. The dock is equipped with a shaded seating area and surrounded by water, with boats visible at anchor. Lush palm trees provide a tropical ambiance in this waterfront setting.

5 out of 5 average rating, 230 reviews

"Sweet Water" Waterfront Studio Apartment

Experience inter-coastal living in a well-appointed waterfront, upstairs studio guest house. Furnished with a king-size bed, queen-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!

Cottage in Fort George Island

A white high-top chair is positioned on a deck overlooking the calm waters of the St. Johns River. Lush greenery can be seen in the foreground, while a clear blue sky stretches above, providing a serene backdrop for relaxation.

4.88 out of 5 average rating, 303 reviews

Salty Dolphin Cottage with Pool ❤

Welcome to the Salty Dolphin—where the St. Johns River meets the Intracoastal. This peaceful riverfront townhome offers stunning views, dolphin sightings from the decks and dock, and is just 3 miles from the Atlantic—perfect for fishing. You’re minutes from JAX Airport, downtown, Amelia Island, Ribault Club, and a ferry ride from Mayport. Relax, explore, or cast a line—this hidden gem puts the best of Florida’s First Coast at your doorstep.

Popular amenities for waterfront rentals in Southside, Jacksonville

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.96 out of 5 average rating, 185 reviews

An outdoor deck features a wooden ceiling and is furnished with two white wicker chairs. Green grass and trees provide a natural view, while a river is visible in the background, enhancing the serene setting.

Flat in Oak Haven

TreeHouse on the River

4.83 out of 5 average rating, 137 reviews

A well-maintained green lawn is bordered by a stone pathway leading to a tranquil creek, which flows into the Saint Johns River. The scene features palm trees on either side, with modern buildings visible in the background, creating a serene outdoor atmosphere.

Flat in Avondale

Peaceful creek view getaway.

5 out of 5 average rating, 58 reviews

Top 1% of Homes • 2 Kings • 1 Min to Mayo

4.84 out of 5 average rating, 116 reviews

A spacious living area features a sectional sofa and a coffee table, illuminated by natural light from large windows. Coastal decor accents the room. A fireplace is set against a white-brick wall, while views of the ocean contribute to a calming ambiance.

Flat in St. Augustine

PEARL ON THE BEACH ~ Breakfast ~ Sleeps 6

4.93 out of 5 average rating, 54 reviews

A spacious studio bedroom features a king bed adorned with a striped blue and green quilt. A large window offers an ocean view, while a flat-screen TV is positioned on a white dresser. Light flows in, creating a bright and airy atmosphere.

Flat in Beaches

Oceanfront King Suite-Pool & Private Beach Access

4.75 out of 5 average rating, 12 reviews

The sitting room features large windows offering a view of the water at sunset. Two dark lounge chairs flank a round table adorned with a decorative plant and white orchids. A nearby door leads to the outdoors, while sunlight illuminates the space.

Flat in Southbank

Beautiful Riverview

4.94 out of 5 average rating, 156 reviews

A comfortable living area is showcased with a gray sofa adorned with decorative pillows. A glass coffee table sits in front, accented by a floral arrangement. Two windows provide natural light, and stylish curtains frame the view. A small bookshelf stands against the wall.

Flat in St. Augustine

Charming Vintage Intracoastal Apartment

A stylish living area features a blue sofa adorned with accent pillows. A large flat-screen TV is mounted on the wall, displaying a sports scene. Natural light is invited through the windows, illuminating the space, while a glimpse of a bedroom is visible through an open doorway.

4.9 out of 5 average rating, 31 reviews

King Bed•Early Check in•Lakefront•Salt Water Pool

Waterfront house rentals

4.9 out of 5 average rating, 108 reviews

A wooden dock extends towards a serene landscape of marsh grass and coastal trees. The house is positioned in the background, surrounded by a lush lawn beneath a clear blue sky.

Home in St. Augustine

Waterfront Cottage on Private Island in Preserve

5 out of 5 average rating, 147 reviews

A nighttime view features a tranquil water fountain illuminated in soft turquoise, surrounded by lush palm trees. The setting includes reflected lights from nearby buildings, creating a peaceful ambiance by the water's edge.

Home in Beaches

Seaspray Chalet: Just Steps to the Beach

4.94 out of 5 average rating, 63 reviews

A sparkling heated pool is surrounded by a spacious patio featuring lounge chairs and colorful inflatable toys. Lush trees provide shade in the background, while play equipment offers options for children in the private yard. A sense of relaxation and enjoyment is established.

Home in San Jose

Jacksonville Lake House with Heated Pool

4.9 out of 5 average rating, 152 reviews

Home in St. Augustine

Beach House•TreeTop View •Gourmet Kitchen• Firepit

4.78 out of 5 average rating, 120 reviews

A spacious living area features high vaulted ceilings with wood beams and large windows showcasing ocean views. A comfortable sofa and chairs are arranged around a decorative fireplace. A dining table is present to the left, while a TV is mounted on the wall nearby.

Home in St. Augustine

Oceanfront Serenity Under the Sea, Tiki Bar, BBQ

4.99 out of 5 average rating, 102 reviews

A well-appointed bedroom features a spacious wooden sleigh bed with a light blue and white quilt. Natural light fills the room through windows with soft drapes, and a flat-screen TV is mounted on the wall opposite a matching wooden dresser and nightstand.

Home in Fruit Cove

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

4.85 out of 5 average rating, 13 reviews

A spacious living area features a stone fireplace as a focal point, complemented by a large sectional sofa. Natural light fills the space through several windows, adding to the airy feel. A modern entertainment system is positioned above the fireplace, enhancing the relaxing environment.

Home in Jacksonville

New! Peaceful Lakefront-Near Beaches & Mayo Clinic

Home in Ponte Vedra Beach

A spacious deck offers unobstructed views of the sandy beach and calm ocean waters. The railing provides safety while enjoying the coastal scenery, complemented by lush greenery along the shoreline.

4.92 out of 5 average rating, 128 reviews

Seascape - WITH HOT TUB - Sleeps 15

Waterfront apartment rentals

A spacious living area features a light-colored leather sofa and an armchair arranged around a wooden coffee table. Decorative accents include a textured rug and wall art. The open layout leads to a dining area with bar stools, while natural light fills the space through large windows.

4.82 out of 5 average rating, 141 reviews

Serene Oceanfront Condo

Apartment in Jacksonville

A balcony is seen with two white, wicker chairs and a small table. Lush greenery and a palm tree are visible nearby, along with a wooden deck extending towards the water. The wrought iron railing adds architectural detail.

4.73 out of 5 average rating, 11 reviews

Beautiful Creek Condo. Great location

An open living space features a modern bar area with high chairs, large windows offering ocean views, and soft-colored walls. A cozy bedroom is visible, showcasing light bedding and natural light. A deck with seating faces expansive views of the ocean, alongside a welcoming blue exterior of the building.

4.89 out of 5 average rating, 149 reviews

Be A Nomad | Oceanfront | Beach view paradise

An aerial view showcases the expansive sandy beach bordered by gentle waves and the ocean. Towering buildings are visible in the background, with the highlighted condo location marked in red. Sunbathers and walkers can be seen along the shoreline, emphasizing the beach's inviting atmosphere.

4.97 out of 5 average rating, 209 reviews

Beachcomber Oceanfront 180* panoramic view

A view of the beach from the gated yard, featuring rolling waves and a sandy shoreline. Palm trees frame the scene, adding a tropical touch. The sky is clear blue, reflecting a serene coastal environment.

4.91 out of 5 average rating, 186 reviews

Beach Haven-new/fully renovated/oceanfront

A spacious living room is filled with natural light, featuring a comfortable couch and accent chairs. A large TV is mounted on the wall, with a view of the ocean visible through sliding glass doors leading to a balcony. Beach-themed decor adds a relaxed ambiance.

4.93 out of 5 average rating, 73 reviews

Oceanfront Paradise, Steps from the Beach!

A sunlit sunroom features large glass doors that provide an unobstructed view of the beach and ocean. A grassy area is visible beyond a low fence, with palm trees dotting the landscape. A small table and chairs are positioned against the wall, inviting relaxation.

4.93 out of 5 average rating, 451 reviews

Oceanfront condo close to Mayo Clinic