Guesthouse holiday rentals in Southside, Jacksonville
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Top-rated Guesthouses in Southside, Jacksonville
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Southside, Jacksonville guesthouses
Family-Friendly guesthouses
Guesthouse in Jacksonville
4.9 out of 5 average rating, 755 reviewsSpringfield Carriage House in Urban Core
Guesthouse in Jacksonville
4.98 out of 5 average rating, 129 reviewsThe Funk House-A Retreat
Guesthouse in Orange Park
4.9 out of 5 average rating, 148 reviewsGraceful Southern Guesthouse + Outdoor Living Area
Guesthouse in Jacksonville
4.91 out of 5 average rating, 132 reviewsWaterfront , Private Fishing Cottage Retreat
Guesthouse in Jacksonville
4.74 out of 5 average rating, 433 reviewsPool House-2 Bdr/1Ba Apt-Pool-Sleeps 5-Pets OK
Guesthouse in St. Augustine
4.74 out of 5 average rating, 523 reviewsSt Augustine Cottage on a Farm
Guesthouse in Jacksonville
4.72 out of 5 average rating, 180 reviewsIsland Studio (quiet & safe, I-95/Jax Airp)
Guesthouse in Jacksonville
5.0 out of 5 average rating, 22 reviewsLovely Guesthouse in the Up-and-Coming Springfield
Guesthouses with a patio
Guesthouse in Jacksonville
4.92 out of 5 average rating, 187 reviewsThe Moody Loft (Murray Hill)
Guesthouse in Jacksonville
4.93 out of 5 average rating, 162 reviewsAdorable 2 Bedroom Cottage
Guesthouse in Jacksonville
4.97 out of 5 average rating, 275 reviewsHenry’s Pad
Guesthouse in Jacksonville
4.92 out of 5 average rating, 106 reviewsCharming Avondale Backhouse - King Bed!
Guesthouse in Jacksonville
4.95 out of 5 average rating, 41 reviewsLa Casita on Jupiter
Guesthouse in Jacksonville
4.75 out of 5 average rating, 51 reviewsCottage in Jacksonville- 10 min to Mayo/Beach
Guesthouse in Mandarin
4.97 out of 5 average rating, 78 reviewsCharming, Pet Friendly Retreat in Heart of NE FL
Guesthouse in Jacksonville
4.98 out of 5 average rating, 95 reviewsEnchanted Forest: a Magical Luxury Studio
Guest house rentals with a washing machine and dryer
Guesthouse in Jacksonville
4.94 out of 5 average rating, 174 reviewsLarge 1 bedroom Cottage with full kitchen
Guesthouse in Jacksonville
4.9 out of 5 average rating, 242 reviewsDowntown Jacksonville Historic District
Guesthouse in Jacksonville Beach
4.97 out of 5 average rating, 177 reviews★JAX'S GUEST HOUSE-1 BR/1 BATH 1/2 block to Beach★
Guesthouse in Jacksonville
4.98 out of 5 average rating, 124 reviewsCasa Azul: The Tree House with Bath House
Guesthouse in Jacksonville
4.8 out of 5 average rating, 178 reviewsSUPERHOST 2/1 Mid Century Modern Riverside/ porch
Guesthouse in Jacksonville
5.0 out of 5 average rating, 19 reviewsSerene Getaway at Casa Blanca
Guesthouse in Jacksonville
4.95 out of 5 average rating, 66 reviewsComfy San Marco Studio
Guesthouse in Jacksonville
4.95 out of 5 average rating, 61 reviewsPrivate Carriage House Charming Historic Avondale
Quick stats about guesthouse rentals in Southside, Jacksonville
Total rentals
20 properties
Wi-Fi availability
20 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
2.5K reviews
Nightly prices starting at
$83 NZD before taxes and fees
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