Guesthouse vacation rentals in Southside, Jacksonville
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Top-rated guesthouse rentals in Southside, Jacksonville
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Southside, Jacksonville guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Jacksonville
4.91 out of 5 average rating, 132 reviewsWaterfront , Private Fishing Cottage Retreat
Oct 12 – 19
Guesthouse in Jacksonville
4.98 out of 5 average rating, 129 reviewsThe Funk House-A Retreat
Nov 22 – 29
Guesthouse in Orange Park
4.9 out of 5 average rating, 147 reviewsGraceful Southern Guesthouse + Outdoor Living Area
Mar 25 – Apr 1
Guesthouse in Jacksonville
4.74 out of 5 average rating, 432 reviewsPool House-2 Bdr/1Ba Apt-Pool-Sleeps 5-Pets OK
Oct 11 – 18
Guesthouse in Jacksonville
4.72 out of 5 average rating, 179 reviewsIsland Studio (quiet & safe, I-95/Jax Airp)
Jul 6 – 13
Guesthouse in Jacksonville
5.0 out of 5 average rating, 21 reviewsLovely Guesthouse in the Up-and-Coming Springfield
Aug 23 – 30
Guesthouse in Jacksonville Beach
4.71 out of 5 average rating, 209 reviewsCozy Cottage Studio, Walk to Beach
Jan 18 – 25
Guesthouse in Ponte Vedra Beach
4.97 out of 5 average rating, 97 reviewsPrivate Beach Access - Charming Villa
Jan 7 – 14
Guest house rentals with a patio
Guesthouse in Southwest Jacksonville
4.93 out of 5 average rating, 158 reviewsAdorable 2 Bedroom Cottage
Oct 22 – 29
Guesthouse in Jacksonville
4.95 out of 5 average rating, 113 reviewsModern Riverside Private Studio
Jul 18 – 25
Guesthouse in Jacksonville
4.97 out of 5 average rating, 108 reviewsModern 1 bedroom dog friendly bungalow
Feb 21 – 28
Guesthouse in Riverside
4.97 out of 5 average rating, 269 reviewsHenry’s Pad
Jul 14 – 21
Guesthouse in Jacksonville Beach
5.0 out of 5 average rating, 116 reviewsTropical guest house a few blocks from the beach
Jul 23 – 30
Guesthouse in Jacksonville
4.92 out of 5 average rating, 106 reviewsCharming Avondale Backhouse - King Bed!
May 23 – 30
Guesthouse in Jacksonville
4.95 out of 5 average rating, 37 reviewsLa Casita on Jupiter
Aug 4 – 11
Guesthouse in Jacksonville
4.78 out of 5 average rating, 46 reviewsCottage in Jacksonville- 10 min to Mayo/Beach
Sep 28 – Oct 5
Guest house rentals with a washer and dryer
Guesthouse in Jacksonville
4.9 out of 5 average rating, 239 reviewsDowntown Jacksonville Historic District
Apr 5 – 12
Guesthouse in Jacksonville
4.98 out of 5 average rating, 122 reviewsCasa Azul: The Tree House with Bath House
Guesthouse in Jacksonville Beach
4.97 out of 5 average rating, 174 reviews★JAX'S GUEST HOUSE-1 BR/1 BATH 1/2 block to Beach★
Nov 26 – Dec 3
Guesthouse in Jacksonville
4.8 out of 5 average rating, 178 reviewsSUPERHOST 2/1 Mid Century Modern Riverside/ porch
Aug 15 – 22
Guesthouse in Jacksonville
4.95 out of 5 average rating, 64 reviewsComfy San Marco Studio
May 27 – Jun 3
Guesthouse in Jacksonville
5.0 out of 5 average rating, 18 reviewsSerene Getaway at Casa Blanca
Sep 1 – 8
Guesthouse in Jacksonville
4.98 out of 5 average rating, 62 reviewsCrepe Myrtle Cottage of North Florida Jacksonville
Mar 27 – Apr 3
Guesthouse in Jacksonville
5.0 out of 5 average rating, 79 reviewsCozy Cottage in Springfield, Downtown Jax
Dec 29 – Jan 5
Quick stats about guesthouse rentals in Southside, Jacksonville
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
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
€ 47 before taxes and fees
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