Holiday rentals in Southside, Jacksonville

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Top-rated holiday rentals in Southside, Jacksonville

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Superhost

Flat in St. Augustine

4.87 out of 5 average rating, 142 reviews

Walk to the Beach 2

Come visit beautiful historic St. Augustine, Florida! Stay in a 2 bedroom apt., 2 blocks from the beach (only 0.2 miles!) The master has a queen-sized bed and the 2nd. room has two twins. Great for families! For added sleeping space, there is a comfy sleeper sofa in the living-room. The apartment sleeps 6 in total. Fully equipped kitchen and dining area. Livingroom area with tv. Want to be even closer to the beach? Check out my other properties using the airbnb link: /h/las-olas-cottage

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

Guest favourite

Apartment in Beaches

4.83 out of 5 average rating, 109 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

4.9 out of 5 average rating, 133 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

Cottage in St. Augustine

4.93 out of 5 average rating, 396 reviews

Perfect location- Cottage Retreat in historic area

This charming two story gem with a wrap around front porch is perfect for your stay while visiting historic St. Augustine. Situated within walking distance of the Fountain of Youth and the Old Town Trolley Tours, you can easily explore all the city has to offer! It’s in a perfect location near the city’s downtown area featuring Castillo de San Marcos (1 mile away) and many local shops and restaurants. Check out the featured guidebook which references many nearby points of interest.

Guest favourite

Bungalow in St. Augustine

4.97 out of 5 average rating, 203 reviews

Updated Cottage in Heart of Town Park & Walk

Located in the Historic Abbott District of St Augustine, Florida in the heart of it all. Walk to everything, you will never need your car! This 2-bedroom cottage has all the historic charm was lovingly updated with an open floor plan is beautifully decorated and tastefully furnished. Enjoy a five-minute walk through the neighborhood to famed Castillo De San Marcos (the fort) and Historic St. George Street in the ancient “Colonial Quarter”. Extremely clean, and well-maintained.

Top guest favourite

Home in Fernandina Beach

5 out of 5 average rating, 34 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, 7 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!

Guest favourite

Home in Beaches

4.94 out of 5 average rating, 253 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 Ponte Vedra Beach

5 out of 5 average rating, 27 reviews

A perfect slice of heaven

Take it easy and enjoy privacy of your own beach home . Sun, sand, gorgeous views ,patio, balconies, hot tub, etc :set the stage for a fun active family, or a romantic relaxing vacation. Short drive to historic St Augustine, shopping, restaurants, nightlife. Located on a beautiful quiet beach, with hiking and biking trails just steps away from this unique and tranquil getaway.