Holiday rentals with a pool in Southside, Jacksonville

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Southside, Jacksonville

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Superhost

Flat in Southeast Jacksonville

4.95 out of 5 average rating, 22 reviews

Relax in Jax w/ King Bed St Johns Town Center Mayo

Revel in the stunning settings of this 1 bedroom 1 bath apt in Jacksonville, FL. It offers a beautiful retreat with contemporary resort facilities and high comfort levels. Its prime location allows you to easily explore the city, its best attractions, and beaches. An abundance of amenities in this gorgeous apartment complex will make you want to stay forever. ✔ Comfortable King Bed ✔ Fully Equipped Kitchen ✔ Balcony ✔ High-Speed Wi-Fi ✔ Community Amenities Pool, Gym, Game Room See more below!

Guest favourite

Flat in Southeast Jacksonville

4.95 out of 5 average rating, 227 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.

Superhost

Home in Jacksonville

4.85 out of 5 average rating, 220 reviews

Sunny Florida home with a pool.

Enjoy a stylish experience at this beautiful home that is 16 minutes from the beach, 15 mins from Mayo Clinic and downtown. This home has two bedrooms, two bathrooms, living room, porch, and swimming pool. The living room has a couch that unfolds to a bed. The pool has a screen room around it to keep all the bugs out. There is a smart tv in each bedroom and living room. The house also includes high speed internet and a fence around the backyard. You can enjoy a nice cookout in the backyard.

Top guest favourite

Flat in Southeast Jacksonville

5 out of 5 average rating, 16 reviews

Red Sails oasis, just minutes from Mayo Clinic

Enjoy a peaceful experience at this centrally-located apartment with all inclusive, resort-like amenities located in Jacksonville, Florida. We are just off of the main highway just minutes from the Mayo Clinic, UNF, and the St. Johns Town Center. * Covered garage parking and elevator access makes it easy to come and go! Take a dip in the beautifully welcoming pool, work out in the fully equipped, 2-story gym, or you can handle your business in the office spaces. There's so much more!

Top guest favourite

Home in Southeast Jacksonville

4.86 out of 5 average rating, 207 reviews

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 safe South East Suburb of Jacksonville, not far from shopping, beaches and many other Florida attractions.

Guest favourite

Guest house in Southeast Jacksonville

4.89 out of 5 average rating, 317 reviews

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.

Guest favourite

Flat in Southwest Jacksonville

4.97 out of 5 average rating, 63 reviews

SuperHost Special! 1BR/1BA Luxe Stay in Jax

Our stunning 1BR/1BA apt, is centrally located; whether you're seeking medical expertise at the Mayo Clinic, sun-drenched days on beautiful beaches, or the vibrant retail, dining or nightlife of St. Johns Town Center, our luxe unit is at the center of it all. We've curated our home with your comfort and lifestyle in mind, enjoy a private/quiet atmosphere with modern amenities, luxe furnishing and bedding, fully equipped kitchen, dining Area and dedicated workspace with wifi.

Superhost

Flat in Southeast Jacksonville

4.73 out of 5 average rating, 134 reviews

King Beds Big Pool Near Mayo Clinic Southisde Jax

***Long Stays Welcome*** This is our new Apartment located inside a Resort type Complex in the Southside area. This is a big apartment with 2 Master Bedrooms, both with King Beds, and big closets. Very comfortable space with a beautiful Balcony view. The place is a block away from I295 Highway and close to Mayo Clinic, Beaches. Short distance to Gas, Publix, Restaurants, Financials, Top Golf, Downtown, Stadiums, and more. Everything is 25 min or less. ¡Hablamos Español!

Guest favourite

Home in Riverside

4.93 out of 5 average rating, 312 reviews

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.

Guest favourite

Home in Ponte Vedra Beach

4.92 out of 5 average rating, 131 reviews

Paradise Palms Estate

Located off the popular, scenic Roscoe Boulevard this home sits directly on Cabbage Creek connecting to the Intracoastal water way. Enjoy a private dock, heated pool, spa, fire pit, hammock and oasis. This contemporary home is nestled on a private street with 300 foot long driveway on an acre and is less than a mile from the world renowned TPC golf course as well as exquisite dining, luxury shopping and the historic city of St. Augustine. Plan your escape today!

Guest favourite

Cottage in Fort George Island

4.88 out of 5 average rating, 289 reviews

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.

Top guest favourite

Guest house in Southeast Jacksonville

4.98 out of 5 average rating, 288 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.