We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Holiday rentals in Southside, Jacksonville

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Southside, Jacksonville

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Tiny home in Southeast Jacksonville

4.84 out of 5 average rating, 280 reviews

Private yard, all secluded tiny house-your oasis!

Come play at the beach! 24’ tiny house on a private fenced yard with gas grill, tropical outdoor area for relaxing. Lofted sleeping space, with shower and toilet make this the perfect weekend getaway or the escape from work meetings. Close to Mayo Clinic, Downtown , & Florida Beaches all a 15 minute drive! Or enjoy Orlando and natural springs with manatees couple hours away. St Johns town outdoor mall is a 5 minute drive and has countless food and shopping options! Truly a unique experience!

Guest favourite

Home in Southeast Jacksonville

4.96 out of 5 average rating, 238 reviews

Coastal Lane 3/2 Clean Home in Jacksonville, Wi-fi

Reach out about our multi day discounts for weekdays! This gorgeous 3 bedroom coastal style home is your home away from home! Located in a peaceful and quiet neighborhood with perfect lake views. It's close to shopping, stores, and restaurants. - Easy highway access right off I-95 - 15 minute drive from the Jacksonville Jaguars Stadium (TIAA Bank Field) - 20 minute drive to Jacksonville Beach - 25 minute drive to Jacksonville Airport - Fast Wi-Fi -EV Charge Available for Guests in Garage

Guest favourite

Home in San Marco

4.99 out of 5 average rating, 161 reviews

Serene Cottage in Walkable, Historic San Marco

This beautifully renovated cottage is a 5-min walk to local Hospitals and Clinics. San Marco Square is within walking distance w/ a theater, shops, & the best restaurants in town. The Southbank Riverwalk is blocks away & lovely for a sunset stroll. The elevated people mover is close by & handy for concert and stadium events. This home is perfect for professionals & health care visitors. Wonderful neighborhoods of Avondale & Riverside are just across the river. Centrally located for easy access.

Guest favourite

Guest house in Southeast Jacksonville

4.91 out of 5 average rating, 228 reviews

Studio Suite in Beautiful Central Neighborhood

Studio guest suite with queen bed and kitchenette in beautiful Miramar neighborhood, just 5 minutes from historic San Marco. Close to restaurants, grocery, MD Anderson Cancer Center and Wolfson Children's Hospital. Owners live in main house on site but suite has its own private entrance and parking. You will have access to an outdoor dining space and fenced in backyard. Dogs live on premises but will not interfere, although you may hear barking. Sofa bed available if needed, please inquire.

Guest favourite

Rental unit in Southeast Jacksonville

4.94 out of 5 average rating, 212 reviews

Top floor modern getaway w/resort amenities!

New build! Entire modern, luxurious, and spacious apartment. Stunning lake-front view with gorgeous sunsets. Large king bed and queen sleeper sofa provide a comfortable stay for 4. Whether your stay includes a day of shopping, a trip to golf, going to work, or to unwind at the beautiful Jacksonville beaches, you are never far from your destination. Less than 5 miles to the St. Johns Town Center, 7 miles to the nearest hospital, 11 miles to the beaches, and 6 miles to the nearest golf course.

Guest favourite

Home in Jacksonville

4.98 out of 5 average rating, 169 reviews

Cozy Retreat By Mayo, Beach, Pet Friendly Backyard

Send me a message for the WINTER WONDERLAND discount Local private host delivering exceptional 5 star experiences nestled in this quiet neighborhood Luxurious beds and blackout curtains offer a relaxing oasis to enjoy your stay. Gather around our large table with family and friends to make memories Pet & family friendly! Sleep 7 guests Convenient to Cruise Terminal, Beach, Mayo, and Shopping/ Dining Private fenced in backyard In Unit Washer/ Dryer DBPR DWE2613890 TDT #1871 LBT #412575

Guest favourite

Guest house in Southeast Jacksonville

4.98 out of 5 average rating, 362 reviews

Private Apartment

Unique private upstairs apartment near the beautiful Julington Creek very close to St. Johns, under majestic live oak trees offering a quiet and secluded setting, but close enough to everything you need for your next trip to Jacksonville. Short distance to great dining, beaches, shopping, St. Johns and St. Augustine! Guests will enjoy a one bedroom apartment with a fully equipped kitchen. Property access for our guests only. Complimentary beer, sodas, water and coffee! Adults only.

Guest favourite

Guest house in Southeast Jacksonville

4.96 out of 5 average rating, 171 reviews

Il Rifugio waterfront retreat on the ICW by Mayo!

This peaceful, quiet location on the intercoastal waterway is a perfect place to get away or stay close to Mayo clinic and relax among the bald eagles, owls, dolphins, manatees, etc. Completely private building with raised patio area for you to enjoy. Sleeps up to 4 (1 king size + 1 full size beds) . Close to beaches (4 miles), restaurants, Mayo clinic, 2.5 miles; TPC/ Sawgrass Golf ,10 miles; Saint JohnsTown Center shopping 10 miles; Jacksonville International Airport, 25 min.

Guest favourite

Home in Southeast Jacksonville

4.94 out of 5 average rating, 147 reviews

Cozy Urban Home.

Comfortable and affordable home. NO Pets , 0 tolerance for parties or Gatherings , smoke free home . Located in a quiet neighborhood. Great place to rest . No exceptions about parties or hosting any type of gatherings at this property Location : This is a good choice if you are here for a concert, game , visiting Jax or simply need palace to rest. Accessibility: House layout features steps on all points of entry , and a small bathroom. Please see "Other Details to Note "

Guest favourite

Home in Southeast Jacksonville

4.96 out of 5 average rating, 123 reviews

A Secluded Modern and Cozy Home Near Downtown

Have a family getaway, girls weekend, or just hanging with your friends, not a better location to enjoy downtown Jacksonville and the beautiful San Marco neighborhood than at this peaceful, secluded peace of paradise. Minutes to downtown and only 100 yards from the beautiful St. John's River, Spacious modernized home with 70 inch tv's in living room and family room, with 43 inch tv's in all bedrooms. High speed internet, YouTube TV with NFL Sunday Ticket and RedZone!

Guest favourite

Guest house in Southeast Jacksonville

4.98 out of 5 average rating, 267 reviews

Blue Bird Paradise

Welcome to “Bluebird Paradise”. Come visit our bright, beautiful, 400 sq. ft “Guest House”, detached from our home with a porch overlooking our beautiful Florida backyard with pool. The commute is very good; it is located less than 30 minutes from the city, 30 minutes from the beach and 30 minutes from the famous historical St Augustine. Peace and quiet await you. A guesthouse is a detached building that shares the property with the host.

Guest favourite

Rental unit in Southeast Jacksonville

5 out of 5 average rating, 212 reviews

"Sweet Water" Waterfront Studio Apartment

Experience inter-coastal living in a well-appointed waterfront, upstairs studio guest house. Furnished with a queen bed, full-size sleeper sofa & many amenities. Only minutes from the beaches, Mayo Clinic, restaurants, nightlife, Players Championship Golf Course, shopping & more. Conveniently located near lots of activities, but not too close to interfere with your rest & relaxation. Whether on vacation or business, it's the ideal location!

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodation and amenities

Popular amenities for Southside, Jacksonville holiday rentals

Free parking on premises

Air conditioning

Stay near Southside, Jacksonville's top sights

Mayo Clinic57 locals recommend

University of North Florida24 locals recommend

TIAA Bank Field134 locals recommend

St Johns Town Center418 locals recommend

Daily's Place46 locals recommend

The Cummer Museum of Art and Gardens328 locals recommend

Other great holiday rentals in Southside, Jacksonville

Guest favourite

Home in Southeast Jacksonville

4.93 out of 5 average rating, 46 reviews

AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE JAX

Serviced apartment in Southeast Jacksonville

4.91 out of 5 average rating, 58 reviews

Home Away From Home

Guest favourite

Rental unit in Southeast Jacksonville

4.88 out of 5 average rating, 8 reviews

Lux King Bed Balcony Pool View Southside St Johns

Guest favourite

Guest house in Southeast Jacksonville

5 out of 5 average rating, 31 reviews

Transforms, Full Kitchen/bath, Centrally located

Guest favourite

Home in Southeast Jacksonville

4.91 out of 5 average rating, 57 reviews

Driftwood 2/1 w Firepit- 10 mins to MAYO & Beach

Guest favourite

Rental unit in Southeast Jacksonville

4.88 out of 5 average rating, 34 reviews

Jacksonville Jewel: Luxe Getaway W/ 2 King Beds

Guest favourite

Home in Southeast Jacksonville

4.97 out of 5 average rating, 38 reviews

The Retreat Home

Guest favourite

Home in Ponte Vedra Beach

5 out of 5 average rating, 33 reviews

Ponte Vedra Escape

Quick stats about holiday rentals in Southside, Jacksonville

Total rentals
1.3T properties
Total number of reviews
37T reviews
Family-friendly rentals
700 properties are a good fit for families
Pet-friendly rentals
530 properties allow pets
Rentals with a pool
480 properties have a pool
Rentals with dedicated workspaces
830 properties have a dedicated workspace

Destinations to explore