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, 109 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!!

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.

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.

4.94 out of 5 average rating, 143 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.

Tiny home in Jacksonville

A cozy studio space features a spacious bed with black bedding, complemented by decorative pillows. A small kitchenette area is visible, along with a seating space that includes a gray sofa. Natural light enters through a window adorned with patterned curtains.

4.96 out of 5 average rating, 194 reviews

Oak Bluff 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.

4.94 out of 5 average rating, 174 reviews

A spacious wooden dock extends over the calm water, featuring a swing bench positioned for river views. On the opposite bank, cypress trees provide a natural backdrop, with boats tied up at nearby structures under rooftops, offering a serene and relaxing atmosphere.

Cottage in Jacksonville

Relaxing Waterfront Cottage. Come Work or Play!

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, 179 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.

A bright living area features a comfortable white sectional sofa with green accent pillows. A decorative blue ottoman sits in front, while a modern chandelier is overhead. A wall-mounted television is visible, alongside a stylish green storage unit, and natural light streams in through a window next to a sliding door.

4.95 out of 5 average rating, 110 reviews

Lush Suite - King BED w/POOL<6 Min- ArptDWTN&Shops

5 Star Upscale Living in a Gated Apartment community! Minutes away from Jacksonville International Airport, UF Health North and Tons of Shopping in River City Marketplace! This unit gives you easy access to I-95 so you can experience all of what JAX has to offer. This unit provides a quiet and relaxing atmosphere providing a King bed in the master suite with a large walk in closet, large bathroom with walk in shower, open concept living room and kitchen with attach balcony view!!!

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, 231 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

4.75 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

Flat in Ponte Vedra Beach

A spacious living area features a soft, light-colored sectional sofa paired with a tan accent chair. A glass coffee table is centered on a patterned rug. Bright natural light fills the room, highlighting the dining area and the modern kitchen in the background.

4.8 out of 5 average rating, 46 reviews

621 Surf Villas, Oceanfront, BAM Vacation Rentals

A resort-style swimming pool is surrounded by lush palm trees and lounge chairs. The pool features a clear blue surface reflecting the evening sky with subtle hues of purple and orange. Nearby, a shaded seating area is visible, offering additional relaxation options.

4.97 out of 5 average rating, 71 reviews

Birds of Paradise, 3 Miles from NAS JAX

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.

4.91 out of 5 average rating, 32 reviews

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

A wooden tray with the inscription 'Always choose kindness' is centered on a speckled granite countertop. Accompanied by a small green plant and a decorative green vase, the arrangement adds a touch of warmth to the kitchen's contemporary design.

4.88 out of 5 average rating, 33 reviews

Serene Comfort | Near Airport & River City MP

Waterfront house rentals

A serene view of a pond surrounded by lush greenery and trees. A bench is positioned on the grassy area, offering a peaceful spot to relax and enjoy the natural surroundings. The still water reflects the vibrant foliage, creating a calming atmosphere.

4.98 out of 5 average rating, 40 reviews

Casa de Vera House by the Pond

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

4.85 out of 5 average rating, 48 reviews

A covered deck features a spacious seating area with plush cushions and a glass-top table. Lush greenery and a tranquil body of water are visible, creating a serene outdoor setting. The light blue ceiling contrasts with the natural wood elements, enhancing the inviting space.

Home in Beaches

JAX to RELAX 2BR 2BA beach house

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, 64 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

5 out of 5 average rating, 8 reviews

The modern kitchen and dining area feature sleek white cabinetry and stainless-steel appliances. A marble-topped dining table with six contemporary chairs is positioned next to a large window, offering natural light. A stylish light fixture hangs above the table, enhancing the clean lines of the space.

Home in Panama Park

Northside Nest|Fenced|Ports|Pet

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.

4.86 out of 5 average rating, 14 reviews

New! Peaceful Lakefront-Near Beaches & Mayo Clinic

A private gated entrance leads through a gravel driveway, flanked by trees and greenery. The pathway is bordered by tall cypress trees, creating a natural ambiance. The surrounding landscape reflects a spacious, serene environment, indicating the property's expansive 2.5 acres.

4.95 out of 5 average rating, 41 reviews

The XO House

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

An aerial view reveals a well-maintained multi-unit building with a view of the ocean beyond. A modern kitchen showcases sleek cabinetry and stainless steel appliances. A cozy bedroom nook, filled with natural light, is complemented by palm trees visible through the window. The surrounding area is lined with coastal developments.

4.86 out of 5 average rating, 155 reviews

Be A Nomad | Rear Bottom | Awesome ocean views

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, 75 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

Apartment in Jacksonville

A modern kitchen arrangement features white cabinetry with stainless steel appliances. The kitchen includes a refrigerator, microwave, and stove, along with a sleek sink. Light wood flooring enhances the spacious layout, illuminated by overhead lights and two pendant lamps above the countertop.

4.93 out of 5 average rating, 28 reviews

King Suite Cozumel