Holiday rentals in Southside, Jacksonville

Home in Southeast Jacksonville

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

11–18 Feb

Home in San Marco

Luxurious Craftsman in Historic San Marco

Never Drive Again! Immaculately renovated San Marco Bungalow, just a minute from excellent restaurants, retail, entertainment, hospitals & easy transit (via San Marco's FREE Beachside Buggy App) to everything else. Features include an inviting front porch, interior foyer, charming living room w/gas fireplace, new kitchen w/SS and granite, indoor laundry, historic architectural features, and private backyard w/ sitting area, fire pit, games & BBQ! Incredible location with unmatched walkability!

3–10 Jun

Guest house in Jacksonville

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.

18–25 Jul

Guest house in Southeast Jacksonville

Private Apartment With Pool Access

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, laundry, porch, and pool access for our guests only. Complimentary beer, sodas, water and coffee!

28 Mar – 4 Apr

Flat in Southeast Jacksonville

Private Patio, King Bed, Fast Wi-Fi, Parking, Gym!

Reconnect with loved ones in this family-friendly place. Whether you are traveling for business, family trip, or a couple's trip. This suite is here to serve your needs. You will enjoy a comfortable bed, smart TV's, Wi-Fi, fully equipped Kitchen, & Washer/Dryer. Minutes away from St. John Shopping center, restaurants, & I95. 20 minutes away for the Beach. Apartment Complex amenities includes: -Fitness center -Pool -Playground -basketball court -Gameroom & Movie Theater

Flat in Southeast Jacksonville

Jacksonville resort style getaway

"Welcome to our resort feel one-bedroom oasis. Relax by the sunny poolside, sip on drinks, and indulge in a resort style vibe. We're here to ensure your stay is unforgettable - from recommending the best local spots to providing personalized service. Book now for a remarkable vacation!" Please just book and do not ask for pre approval because it blocks my dates off and some of you don’t end up booking and I end up losing on other potential bookings . Thanks in advance

1–8 Feb

Home in Southeast Jacksonville

Cozy Urban Home.

Comfortable and affordable home. It is a smoke free, pet free and cozy house. Located in a quiet neighborhood. Great place to rest . NO Pets , 0 tolerance for parties or Gatherings , smoke free home . 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 "

8–15 Nov

Guest house in Southeast Jacksonville

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.

6–13 Sep

Flat in Jacksonville Beach

"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!

10–17 Aug