
Vacation rentals in Southeast Jacksonville
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Top-rated vacation 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.

Mother-in-law suh-WEET
Take a break and unwind at this peaceful guest house behind 4140 Peach Drive. Cradled at the end of a friendly and established Southside Neighborhood of Beach and Peach Drive (Behind the Orange Dinosaur on Beach Blvd). We are equidistant from Downtown and the Beaches; 10-12 min drive to either. If you’re coming from the North or South end you can take Southside Blvd or 295/95 and or Butler or Beach Blvd going East/Westbound. There’s also the Beach and Peach Urban park in walking distance.

Jax Backyard Bungalow
Rent this dog friendly guest house in our quiet well-groomed backyard. Studio comes with queen-size bed, couch, closet, mini fridge, Keurig, microwave, table & chairs. Enjoy DirecTV & dedicated WiFi router. Savor a peaceful cup of coffee or evening cocktail on the attached wood deck. Well behaved dogs are encouraged to run free in the fully fenced in yard. Our black lab would love the company! Get to TIAA Bank Field in less than 5 mins or the beach in about 25 mins. Must be 25 to book

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.

Elegant 2 King Bed Southside Pool Mayo Clinic UNF
Enjoy the comfort of a spacious, luxury apartment designed just for you. With two large master suites, King beds, and private bathrooms, you’ll have all the space you need to relax and recharge. You can lounge by the resort-style pool, stay active in the state-of-the-art gym, or explore nearby shops and dining at the Town Center. You’re just 15 min from the beach and close to Mayo Clinic. With easy access to I-295, you’ll love how convenient everything is around you in this prime location

Beautiful Coastal Home near Mayo. Pet Friendly!
Come and relax at this impeccably clean and cozy coastal home less than 3 minutes from the Mayo Clinic Jacksonville, 7 minutes from Ponte Vedra Beach/TPC Sawgrass, and 20 minutes from EverBank Stadium. With a fully-equipped kitchen, washer/dryer, smart televisions with every streaming service, and a various assortment of books and board games, you are sure to have everything you need to make your stay as stress-free as possible. Ideal for the entire family, including your furry friends!

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.

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.

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.

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 vacation rentals
Other great vacation rentals in Southeast Jacksonville

Cozy Fairfax/Avondale Bungalow

Guests Rave “Cleanest Airbnb”| Near Mayo & Beaches

Serenity Oaks - Marsh View Near Stadium & Beaches

Restful Studio Intercoastal West

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

Beautiful Lake Mandarin Home

Mandarin 3BR + Flex + 3 Bath

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

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

Nightly prices starting at
Southeast Jacksonville vacation rentals start at $28 CAD per night before taxes and fees

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

Family-friendly vacation rentals
710 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 580 rentals that welcome pets

Vacation 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 vacation 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
- Condo rentals Southside
- Apartment rentals Southside
- Rentals with outdoor seating Southside
- Pet-friendly rentals Southside
- Rentals with an EV charger Southside
- Rentals with breakfast Southside
- Townhouse rentals Southside
- Rentals with a washer and dryer Southside
- Waterfront rentals Southside
- Private suite rentals Southside
- Smoking-friendly rentals Southside
- Rentals with beach access Southside
- Family-friendly rentals Southside
- Rentals with a fireplace Southside
- Rentals with lake access Southside
- Rentals with a patio Southside
- Guesthouse rentals Southside
- Hotel rooms Southside
- Rentals with a firepit Southside
- Fitness-friendly rentals Southside
- House rentals Southside
- Rentals with a hot tub Southside
- Rentals with pools 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
- Adventure Landing Jacksonville Beach
- University of North Florida
- Fort Clinch State Park
- Ravine Gardens State Park
- Memorial Park
- Little Talbot
- St. Augustine Alligator Farm Zoological Park
- Marineland Dolphin Adventure
- Catty Shack Ranch Wildlife Sanctuary
- Huguenot Memorial Park
- San Sebastian Winery
- Kingsley Plantation





