Holiday rentals in Southside, Jacksonville

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Top-rated holiday rentals in Southside, Jacksonville

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Superhost

Flat in Amelia island

4.93 out of 5 average rating, 15 reviews

AIP Resort,LUX Oceanfront,Fully Renovated,

Experience the epitome of coastal luxury in this 2BR, 2BA retreat with panoramic ocean views and high-end finishes. This newly remodeled villa offers a serene beach ambiance with a comfortable oceanfront living room with a smart TV.The gourmet kitchen features a quartz island, stainless steel appliances, and leads to a dining area for four, with a convenient laundry nook. Enjoy a private terrace with ocean breezes and two chic bedrooms, each with plush beds, storage, smart TVs, and private baths

Superhost

Apartment in Beaches

4.83 out of 5 average rating, 107 reviews

Our Hawaiian Bliss just steps from the Beach!

Enjoy this small, gated, oceanfront condo community just steps from the Ocean w/oceanfront pool, oceanfront communal deck with outdoor furniture for you to enjoy w/private beach access. Our 1 BR condo sleeps 5 comfortably w/queen bed & twin trundle bed upstairs, full size sleeper sofa downstairs. 2 full baths, one upstairs w/walk-in shower and one downstairs w/tub/shower. Slight view of the ocean from upstairs balcony & there is a nice downstairs patio area in front of condo for your enjoyment!

Guest favourite

Home in Southwest Jacksonville

4.92 out of 5 average rating, 25 reviews

Tasteful 3/2 vacation rental

This modern and beautiful vacation home offers guest space, comfort, and luxury. The home has a 3 bedrooms 2 full bathrooms, master suite offers a private bathroom. Fully equipped kitchen, living room, and separate family room with a Q size pull out sofa. Features also include WiFi and 2 Samsung 65’ inch smart tv’s with surround sound attached to each. We do our best to make this place cozy so you can have a great and comfortable time with your family. Leather sofas include charging station.

Guest favourite

Townhouse in St. Augustine

4.91 out of 5 average rating, 129 reviews

Paradise Retreat*Vilano Beach*Sand & Ocean Breeze

Come and escape to the Florida sun and beaches at Paradise Retreat! This completely renovated home is only a few minute's walk to the beach with access to miles of tranquil, quiet stretches of beautiful sand, abundant sea seashells and a fantastic blue ocean. It is located in a quiet residential neighborhood, perfect for bike riding and evening walks under the stars. Paradise Retreat is your peaceful getaway only minutes to everything Vilano Beach and historic Saint Augustine has to offer.

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

Villa in Jacksonville

4.88 out of 5 average rating, 101 reviews

Country villa pool hot tub game rm pond 2.5 acres

Take it easy at this unique and tranquil getaway. Ask about our couples discount. Our villa includes pond, pool, hot tub, game room, outdoor cooking area with industrial smoker, wood burning pizza oven, and gas grill. Oyster bar, fire pit area wood included. Kitchen has 2 coffee making options, air cooker and all other essentials. Full laundry with soap and dryer sheets. Parking space for your toys and camper. Security gate w/ fence completely surrounding the property.

Top guest favourite

Home in Fernandina Beach

5 out of 5 average rating, 32 reviews

WOW* Beach* Pool* Golf Bungalow!

The perfect island getaway. Located within the Omni resort, and newly remodeled with a bright and airy boho theme, this spacious retreat is a place of pure peace. Within steps of two community pools, on-site golf course, and private beach - which is less than a half a mile away. Completely remodeled and sparkling clean. Beautiful, fully stock kitchen with two bedrooms, two full bathrooms and a warm, comfortable living room with a large TV and electric fireplace.

Guest favourite

Home in Beaches

5 out of 5 average rating, 6 reviews

Family Beach Getaway w/ Pool & Sports Playground

Welcome to your Family Tides' perfect coastal escape - managed exclusively by Welcome Home Rentals Jax Beach. Just 6 blocks from the beach, this 4-bedroom, 2-bathroom vacation rental is the perfect escape. It features a large backyard with a heated pool for relaxation and a dedicated golf chipping course along with a mini football turf field for fun and games. This charming getaway is ideal for creating unforgettable memories with family and friends!

Superhost

Home in Ponte Vedra Beach

4.92 out of 5 average rating, 61 reviews

Beachfront Bliss w/Swim Jacuzzi l Victoria Shores

Victoria Shores on the Beach" is the epitome of luxury seaside escapes! With its pristine beaches and stunning ocean views, it's a dream vacation spot for relaxation and indulgence by the sea. Picture yourself soaking in a hot tub, listening to waves crash against the shore—it's pure serenity. Whether for a romantic escape or a family holiday, this destination promises coastal charm and modern comforts in perfect harmony.

Guest favourite

Apartment in Beaches

4.82 out of 5 average rating, 110 reviews

Fun in the Sun - OCEAN FRONT!

Keep it simple at this peaceful beach studio! 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 "fun in the sun" is always the best choice! Also, within a short walking distance, are all the great restaurants and nightlife the beach has to offer! Don't miss out on one of the best beach areas in Florida!

Guest favourite

Home in Beaches

4.94 out of 5 average rating, 251 reviews

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.

Guest favourite

Home in St. Augustine

4.94 out of 5 average rating, 31 reviews

Beachside Getaway - King Bed & Private Heated Pool

Dream Beach Vacation Rental: Newly updated 3BR/2BA beach house, sleeps ten. Heated private pool, dog-friendly, high-speed internet, smart TVs, fully stocked kitchen, premium mattresses, outdoor living spaces, and BBQ grill. Five min walk to Vilano Beach & Intracoastal Waterway. Near shops, restaurants & attractions. 🛒 Self check-in, ample parking. Book now for a perfect beach getaway!