Vacation rentals with a pool in Southside, Jacksonville

Private FL Home with Pool, Hot tub & Luxury Master

This is a lovely family home in the Mandarin area of Jacksonville which has undergone many renovations and upgrades. The master boasts its own, ensuite, tv, fireplace and sitting area, as well as a private entrance from the pool and hot tub area. The house itself has newer furnishings, flooring, modern decor, a large fenced in backyard, pickle ball court and firepit. Located in a safe South East Suburb of Jacksonville, not far from shopping, beaches and many other Florida attractions.

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

Waterfront Villa in TPC Sawgrass (2 Bedroom)

Coastal Vibes Villa is newly renovated, spacious, and has a view! Your vacation Oasis awaits! Located in beautiful TPC Sawgrass. Community pool is right across the street and you are walking distance to Sawgrass Village- home of some of Ponte Vedra’s finest restaurants and shopping. You will also enjoy the close proximity to various spas, beautiful beaches and the iconic TPC golf course. Coastal Vibes Villa is perfect for your next event, golf outing, wedding, or just a relaxing getaway.

Top floor modern getaway w/resort amenities!

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.

Private Bungalow with Pool/55” tv

"The Oasis" is an cozy backyard guest room, detached and completely separate from the main house, in a beautiful outdoor oasis located in an older neighborhood in the center of Jacksonville, 1 block from I-95, with easy access to everything. 5-7 min (4-5 miles) from downtown, Convention Center, Veterans Memorial Arena, TIAA Bank Field (Jaguar Stadium), Times Union Center, Mayo Clinic (15 miles), Beaches (18 miles), Airport (18 miles). NOTE: No animals/pets/children under 12.

Historic Hollywood House w/Pool

Located in Avondale, this well kept 98 year old house features original hardwood floors throughout, updated kitchen. There are 2 main bedrooms, and a third with a twin bed + trundle but no door. The back yard is private with a beautiful pool (that is not heated) and cabana. Be sure to read the house rules and neighborhood description so that there are no surprises after your reservation is confirmed. Ring cameras monitor all the entrances and are motion activated.

Salty Dolphin Cottage with Pool ❤

Welcome to the Salty Dolphin—where the St. Johns River meets the Intracoastal. This peaceful riverfront townhome offers stunning views, dolphin sightings from the decks and dock, and is just 3 miles from the Atlantic—perfect for fishing. You’re minutes from JAX Airport, downtown, Amelia Island, Ribault Club, and a ferry ride from Mayport. Relax, explore, or cast a line—this hidden gem puts the best of Florida’s First Coast at your doorstep.

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.

Private Pool Home • Quiet • Near Beaches & Dining

Enjoy a peaceful stay in our cozy 3-bedroom home featuring a private saltwater pool. Located in a quiet residential neighborhood, this comfortable retreat is perfect for business travelers, Mayo Clinic visitors, or anyone seeking rest and privacy. The spacious living area and fully equipped kitchen make it easy to feel at home during your stay. Relax in the screened backyard pool area — ideal for unwinding after a busy day.