
Holiday rentals in Southeast Jacksonville
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Top-rated holiday rentals in Southeast Jacksonville
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Lake View Escape to The Exchange
Give us your worries and we will give you an escape. Welcome to the Exchange! This Orange Park unit supports your work requirements and your playful desires. Multiple high volume healthcare facilities surround the area and the Naval Air Station is in the backyard. Luxury dinning and outdoor water activities abound. This new unit offers access to a resort style salt water pool, private garages, state of the art fitness center and wellness studio, dog park, clubhouse and lounge, and much more.

Beautiful Retreat in the heart of San Marco
This charming, historic, all brick brightly lit home has been completely renovated with high end finishes and beautiful hardwood floors throughout. The open gourmet kitchen is fully equipped with stainless appliances and plenty of amenities. Master bedroom has en-suite bath with adjoining laundry room. Relax in the screened-in porch. Amazing location within walking distance to St. John's river, restaurants & shops in San Marco square, and major hospitals. Everbank Stadium is 2 miles away.

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.

Mandarin. Modern and Cozy!
Single-family house located in Mandarin, one of the best, quietest, safest, and most beautiful neighborhoods in Jacksonville.Driveway for 4+ cars. Fully equipped kitchen and the living room TV with local channels, and Netflix. The large Florida room with TV with local channels and Netflix. Fast Internet, jacuzzi tub. I offer a long-term stay discount. The house is conveniently located near Interstate 295 and I-95. Many nearby restaurants. Walmart, Publix, and Winn Dixie are close by

Fancy Dancy
Experience the charm at "Fancy Dancy". Nestled within Avondale’s historic community, this home is strategically located within walking distance to a plethora of restaurants, parks, boutiques, and the serene St. Johns River. For the Sports fans, Jacksonville Jaguars stadium is only a 10 min drive. Whether you're seeking culinary delights, outdoor adventures, or sporting events, everything you desire is just steps away. Discover the perfect blend of comfort, style, and convenience.

Pet Friendly Studio w/Tons of 5 Star Reviews
Welcome to the newly renovated Pop's Garage! If you've stayed with us before, you'll love the upgrades to our kitchen, the bathroom and the new floors throughout. Plus, we now feature a new, memory-foam King bed and sleeper sofa to accommodate parties of 4. The pet-friendly space includes a private and secure fenced-in area, allowing your canine to stretch out and explore. Discover the perfect balance of comfort and convenience at this one-of-a-kind vacation rental

Luxe Home &Dreamy Backyard 20min from Mayo Clinic
Have fun with the whole family at this stylish newly renovated home. Everything is modern & BRAND NEW! Enjoy a nice cozy evening in the backyard next to the fire. We have a king size bed in the master including a private FULL bathroom with a stand-up glass shower. The 2nd bedroom has a queen size bed next to the 2nd bedroom that has a garden tub. The living room couch pull outs & makes for queen bed. Each room has a smart tv with all your favorite shows.

Luxury Designer San Marco Oasis-Sleeps 6
Welcome home to your home away from home! 2 bedrooms/ Sleeps 6, 9 min. to the Stadium, 5 min. to Baptist/Wolfson Children's/MD Anderson hospital, 8 min to Memorial Hospital, 9 min to St. Vincent's hospital, 3 min to San Marco Square, 24 min to Jax Beaches. This designer home with spacious high ceilings is stocked with all details including a Ninja blender, Air fryer and Insta pot. Enjoying relaxing in the Gazebo in the peaceful backyard and grilling out.

Enchanted Forest: a Magical Luxury Studio
Lost to time, at the end of a long forgotten forest path, where dappled sunlight outline trees, moss, and stone. Enjoy the luxurious richness of satin, velvet, chandeliers and candles. Looking to escape, we’d love to share the path to this hidden destination in Historical Riverside. This petite studio is equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.

Peaceful 2BR Home Near Jacksonville Attractions
Whether you’re planning a quick getaway, work trip, or extended stay, this calm, stylish retreat has you covered. Tucked on a quiet, tree-lined street, the lush canopy creates a cool, inviting backyard perfect for relaxing. Enjoy peaceful surroundings at home while staying centrally located near Jacksonville’s top attractions, with restaurants and shops just a short walk away.

San Marco hide away
Charming 1942 bungalow Completely renovated with high end fixtures. Wood floors throughout. Kitchen features Marble floors and counter tops,gas range,double oven and smart Refrigerator. Bathroom has marble stand up shower and floors. Second bathroom has a soaking tub to relax. Enjoy the birds and church bells while sipping coffee on the patio.
Popular amenities for Southeast Jacksonville holiday rentals
Other great holiday rentals in Southeast Jacksonville

Historic Mandarin Cottage

Restful Studio Intercoastal West

Beautiful Lake Mandarin Home

Gamer's Corner: Apartment, King bed, Work station

Posh Pool and Pond Landing

Cozy Guest House – Comfortable, Private 400 Sf

Mandarin 3BR + Flex + 3 Bath

Southside Sanctuary-Clean & Quiet
Quick stats about holiday rentals in Southeast Jacksonville

Total holiday rentals
Explore 1,300 holiday rentals in Southeast Jacksonville

Nightly prices starting at
Southeast Jacksonville holiday rentals start at €17 per night before taxes and fees

Verified guest reviews
Over 44,000 verified reviews to help you choose

Family-friendly holiday rentals
710 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 580 rentals that welcome pets

Holiday rentals with a pool
470 properties feature pools

Rentals with dedicated workspaces
820 properties have a dedicated workspace

Wifi availability
1,290 of Southeast Jacksonville holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Southeast Jacksonville rentals

4.8 Average rating
Southeast Jacksonville stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a patio Southside
- Rentals with pools Southside
- Rentals with outdoor seating Southside
- Private suite rentals Southside
- Hotel rooms Southside
- Rentals with a fireplace Southside
- Townhouse rentals Southside
- Rentals with a washing machine and dryer Southside
- Rentals with breakfast Southside
- Guest house rentals Southside
- House rentals Southside
- Apartment rentals Southside
- Flat rentals Southside
- Rentals with lake access Southside
- Rentals with an EV charger Southside
- Rentals with beach access Southside
- Waterfront rentals Southside
- Family-friendly rentals Southside
- Pet-friendly rentals Southside
- Fitness-friendly rentals Southside
- Rentals with a hot tub Southside
- Rentals with a firepit Southside
- Smoking-friendly rentals Southside
- Crescent Beach
- EverBank Stadium
- St Augustine Amphitheatre
- VyStar Veterans Memorial Arena
- Saint Augustine Town Plan Historic District
- Kathryn Abbey Hanna Park
- Lightner Museum
- St Johns Town Center
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- TPC Sawgrass
- Vilano Beach Fishing Pier
- University of North Florida
- Adventure Landing Jacksonville Beach
- Fort Clinch State Park
- Memorial Park
- Ravine Gardens State Park
- Little Talbot
- St. Augustine Alligator Farm Zoological Park
- Marineland Dolphin Adventure
- Catty Shack Ranch Wildlife Sanctuary
- Kingsley Plantation
- Huguenot Memorial Park
- Anastasia State Park





