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Holiday Rentals with Pools in Southside

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    AU$415 Average
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    Don't let other travellers get your favourite Southside area holiday rental. You're so close to securing your perfect getaway. Book today.
    21 Matching Rentals in the Southside AreaView all 64 rentals
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    The following rentals are within 15 kilometres of Southside.
    Peacock Manor1 / 12
    (2)Excellent
    Jacksonville Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    New unit special, Ocean view 2/2 luxury condo with amazing view, 1350 sqt1 / 24
    (1)Excellent
    Jacksonville Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Stylish 3 Bedroom Pool House1 / 34
    (4)Excellent
    Jacksonville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Spacious Clean Family Home1 / 12
    (1)Excellent
    Jacksonville
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Secure Parking
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2016
    My family visited Jacksonville for our 24th family reunion. We had 2 adults and 4 kids and the condo was perfect. The extra bedding one of the rooms worked out great. The place...
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    About this property
    This 3-bedroom, 2 1/2 bath residence provides an optimal level of comfort for any large vacationing family, romantic couple, or business traveler. It also provides access to key destinations such as Downtown, the Beaches, and St. Augustine. Space: The two story townhouse provides guests with...
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    Jacksonville, Florida 32256
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Oceanfront Jacksonville Beach Condo w/Beach Gear!1 / 26
    (1)Excellent
    Jacksonville Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Terrace
    • Wi-Fi
    • Ocean Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2018
    We stayed here last year we loved it everything was so nice.my family wanted to get this year but it was al ready booked. But I would recommend any to stay here.
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    About this property
    Experience an unforgettable beach vacation when you stay at this 2-bedroom, 1-bathroom vacation rental condo. Situated along the sandy shores, this unit comfortably sleeps up to 6 guests and offers all the modern amenities of home. Enjoy panoramic views of the shore from the southeast-facing...
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    Jacksonville Beach, Florida 32250
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2-STORY CONDO with BALCONY on Jacksonville BEACH1 / 21
    (2)Very good
    Jacksonville Beach
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Internet Access
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Balcony
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2017
    The owners had made a lot of effort to make the place easy to use, labeled many switches, hung up keys, left out books and games. The decor is beachy and fun, and the place...
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    About this property
    Sleep 3 comfortably: 1 BR w Queen & Single Bed 1,300 total square feet of living space (650 Sq ft per floor level). Centrally located - Shop...Dine...Stroll.....Enjoy...all from the comfort of your 2-story condo directly on the beach side. Many attractions and services within walking distance>...
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    Location Information
    Jacksonville Beach, Florida 32250
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 3
    Jacksonville Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Grill
    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachy Keen This newly renovated and tastefully decorated home is perfect for a relaxing getaway to enjoy the sun and sand. There is a beautiful private backyard with comfy chaise lounges surrounding the pool, perfect for coffee or a cocktail while catching those famous Florida sunrises or sunsets!...
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    Jacksonville Beach, Florida 32250
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Tropical oasis with private pool1 / 32
    (1)Excellent
    Jacksonville Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2018
    We rented a home via Home Away in August that was advertised as a "Tropical Oasis with Private Pool." This beautiful home not only exceeded our expectations, it is...
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    About this property
    Welcome fellow travelers! Come enjoy your Florida vacation with everything Jax Beach has to offer. Just a short bike ride to the beach and local restaurants. This spacious pool home offers plenty of comfortable living space for the whole family! This single story home features four bedrooms offers...
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    Location Information
    Jacksonville Beach, Florida 32250
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Jacksonville
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic spacious renovated luxury home in the middle of historic district in very quiet and walkable neighborhood. This textbook Prairie Style home features beautiful hardwood floors and high ceilings. It's close to the city center, parks, art and culture, hospital. Cook in our chef's kitchen or...
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    Location Information
    Jacksonville, Florida 32205
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Jacksonville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Internet Access
    • Waterfront
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy amazing water views from EVERY single room in this newly renovated ICW pool home. Deep-water access and boat dock. Fully furnished 3 bedroom, 2.5 bath water front House in Jacksonville Beach. King sized bed in master and queen beds in 2nd and 3rd bedrooms. Queen sized sleeper sofa, tile...
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    Location Information
    Jacksonville, Florida 32218
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Lavish Living Near Beaches1 / 34
    (1)Excellent
    Jacksonville
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2019
    Henoch called to greet and introduce himself the day prior to check-in. He does this to give guest a quick overview for late or self check-ins which was much appreciated as it...
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    About this property
    A lavishly furnished 4 bedrooms 3 bath single family home with a private office is now available for the discerning guest. The property boasts private 5 star amenities for both the business or vacationing guests/families, wedding parties, business travel, extended stays, and special pricing...
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    Location Information
    Jacksonville, Florida 32246
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Jacksonville
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Internet Access
    • Children's Pool
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    North-Florida , south side of big city, near shops, restaurants, atlantic ocean and oldest city in USA. Near Jax and Sanford airport. Family house with baby/kids room and toys ( for our grandkids) lots of pool toys. our pool has a screen. Two adult and two kids bicycles to ride in the neighborhood....
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    Location Information
    Jacksonville, Florida 32256
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    Jacksonville
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    new construction with top quality furnishings, king sized bed, 2 full baths, large couch, nice dining area and large color tv with high speed internet available. Roku Netflix and Amazon Prime available. Summer key is a beautifully landscaped, gated condominium community located in Jacksonville,...
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    Location Information
    Jacksonville, Florida 32256
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Jacksonville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The best location in Jacksonville 3 bedrooms 2 baths home is the perfect spot to enjoy Jacksonville. 10 minutes to Atlantic, Neptune and Jacksonville Beaches where you can also find many restaurants and shops. And 10-15 minutes to Town Center where you will find any store or restaurant you like....
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    Location Information
    Jacksonville, Florida 32246
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Jacksonville Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Children's Pool
    • Air Conditioning
    • Patio
    • Washer
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy The Salt LifeTropical Beach House - Luxury Pool, Steps 2 ocean, licensed home, 5 BR, 3 Full Baths, Sleeps 15 *Enjoy Best of Both Worlds - Beach & Private Pool! * 5 minute leisurely walk to the beach! *1 minute Drive to the most beautiful beaches w/ access to free public parking *Pool &...
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    Location Information
    Jacksonville Beach, Florida 32250
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
    Jacksonville Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean views from every room except bathroom and guest bedroom. Recently renovated ocean front condo in the heart of Jacksonville Beach. Location is approx 10 - 15 minutes from the Mayo Clinic we are also close to the Proton Center. 2 hours from Disney - plenty of local activities including...
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    Location Information
    Jacksonville Beach, Florida 32250
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Jacksonville Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan your next coastal Florida retreat to 'Atlantic Dawn,' a 3-bedroom, 2-bath vacation rental house located just a short walk from Jacksonville Beach! This nautically-themed residence comfortably sleeps 6 and boasts sleek granite countertops, an open-concept layout, and a huge fenced-in backyard...
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    Location Information
    Jacksonville Beach, Florida 32250
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Jacksonville Beach
    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wow! This home has something for everyone. The beaches, boating, biking are all within minutes. This is a large family home with all bedrooms and laundry upstairs, making it perfect for relaxing or entertaining while on your retreat. When you exit to the back patio there is an excellent marsh...
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    Location Information
    Jacksonville Beach, Florida 32224
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
    Jacksonville Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Updated beautiful oceanfront condo with amazing views of the ocean, pool and dunes. 2 bedrooms and 2 bathrooms. The master bedroom features a king size comfy tempurpedic bed, ceiling fan / light combo, neutral berber carpet, walk in closet, LCD TV with Comcast Cable, and private ensuite remodeled...
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    Location Information
    Jacksonville Beach, Florida 32250
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Jacksonville Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Balcony
    • Patio
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning view overlooking pool and gardens, sand dunes and ocean. Direct direct ocean-front vacation rental condo in the heart of Jacksonville Beach, Florida. This vacation condo has been completely remodeled and is newly furnished in April 2010. Spacious open kitchen with stainless steel...
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    Location Information
    Jacksonville Beach, Florida 32250
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Jacksonville Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Ocean Views
    • Washer
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find your way to this bright 2-bedroom, 1-bath condo for a perfect Jacksonville Beach vacation! Whether it’s a short or long stay, you’ll have essentials like a fully equipped kitchen, laundry machines, ocean views and access to a community pool. Take the 50-foot walk to the beach where vacation...
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    Location Information
    Jacksonville Beach, Florida 32250
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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