Guesthouse vacation rentals in Southside, Jacksonville

A private guest house is showcased, featuring a covered patio supported by white columns. Large windows line the facade, providing views of the intercoastal waterway. A stone patio area extends towards the water, enhancing the serene outdoor space.

4.94 out of 5 average rating, 188 reviews

Il Rifugio waterfront retreat on the ICW by Mayo!

This peaceful, quiet location on the intercoastal waterway is a perfect place to get away or stay close to Mayo clinic and relax among the bald eagles, owls, dolphins, manatees, etc. Completely private building with raised patio area for you to enjoy. Sleeps up to 5 (1 king size + 1 full size bed+ rollaway cot) . Close to beaches (4 miles), restaurants, Mayo clinic, 2.5 miles; TPC/ Sawgrass Golf ,10 miles; Saint Johns Town Center shopping 10 miles; Jacksonville International Airport, 25 min.

Guesthouse in Southwest Jacksonville

A two-story detached guest apartment is showcased, featuring a white exterior with black shutters and a welcoming front porch. Two tall palm trees are situated in the yard, which is enclosed by a black wrought-iron fence, offering a spacious green lawn.

4.98 out of 5 average rating, 121 reviews

The Spanish Retreat

This peaceful and central detached guest apartment is located in a friendly neighborhood near the St. John's river, 10 mins from Downtown Jacksonville, and less than a half hour from the beach. Enjoy the privacy of this newly renovated space complete with a queen sized bed, TV, kitchenette, bathroom/shower, closet, and keypad lock for easy access in and out. Lots of restaurants and grocery stores close by! Come relax and unwind in this cozy space perfect for 2! Use caution climbing stairs :)

A black wrought iron gate stands closed, providing access to a paved path leading to the guest suite. White siding is visible on the adjoining building, while nearby greenery contributes to a natural setting. The scene is set under a clear blue sky.

4.92 out of 5 average rating, 271 reviews

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.

4.96 out of 5 average rating, 485 reviews

The exterior view of TIAA Bank Field is prominently displayed, featuring a modern stadium design and large glass windows. People are seen walking in the foreground, with surrounding palm trees enhancing the vibrant atmosphere.

Guesthouse in Arlington

Jax Backyard Bungalow

Rent this pet 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 pets 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

4.96 out of 5 average rating, 160 reviews

A charming house with a wide front porch is framed by sturdy white columns and a gray exterior. Rocking chairs are situated on the porch, and flowering plants are positioned on either side of the entry stairs, inviting guests towards the welcoming entrance.

Guesthouse in Riverside

Modern Riverside Private Studio

Enjoy a stylish experience at this brand new renovated suite in the heart of Riverside. You will find everything you need in our cozy and private studio. The space includes small kitchen with mini fridge, microwave, toaster, and coffee maker. Within walking distance to many restaurants, breweries, coffee shops and the best bike rental shop in town. We are centrally located to walk to Historic Five Points, King Street, or the St John’s waterfront and a short drive to San Marco & Downtown.

An inviting outdoor area features a circular fire pit surrounded by a stone seating wall, illuminated by string lights overhead. Two dark chairs are positioned nearby, and a wooden fence lined with plants creates a private and tranquil atmosphere.

4.98 out of 5 average rating, 374 reviews

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.

A serene outdoor area is illuminated by string lights, creating a cozy atmosphere. A small pool reflects the warm lights, while seating arrangements with chairs and a table are positioned under a canopy. A nearby umbrella adds to the relaxing ambiance.

4.89 out of 5 average rating, 309 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.

Guesthouse in Jacksonville

A cozy outdoor seating area features two woven chairs with accent pillows, paired with a coffee table. The space is paved with square stones, surrounded by lush greenery, creating a sense of privacy and tranquility.

4.96 out of 5 average rating, 101 reviews

La Casita on Jupiter

Good vibes only at La Casita. Stylish, peaceful & private. When it comes to choosing your home away from home- the details matter. Kitchen is equipped with fridge, microwave, air fryer and hot plate. Coffee, hand soap, dish detergent, shampoo and conditioner provided. The bed is full sized. Enclosed side yard. Excellent central location. 10 minutes to the highway, St. John’s Town Center & UNF. 20 minutes to the beaches, downtown & Mayo. No smoking is permitted inside.

Guesthouse in Southwest Jacksonville

A digital map displays a route from the Lakeshore neighborhood to Naval Air Station Jacksonville, indicating a travel time of 9 minutes. The map features streets, landmarks, and nearby establishments to guide navigation.

4.88 out of 5 average rating, 176 reviews

Quiet Private Entrance Backyard Guest Suite

Our small, clean, cozy, guest suite (about 220 sq ft) is located in our fenced backyard. It is detached from our house with a private entrance, in a quiet and safe residential neighborhood. It isn't fancy, but it's a good space for spending a few days while visiting Jax. We offer keyless check-in and free parking is in our driveway. A queen Sealy Posturepedic bed provides ultimate comfort. The suite has a mini-fridge and microwave for simple meals (no full kitchen).

4.96 out of 5 average rating, 248 reviews

A well-appointed sleeping area features a spacious bed with neutral bedding, flanked by two bedside tables. Large windows allow natural light to illuminate the room. Wall accents made of natural wood create a calming backdrop, with light fixtures providing additional ambient lighting.

Guesthouse in Avondale

Avondale Studio

Located in Avondale, Jacksonvilles historic district, this Garage Studio offers everything one needs for a getaway or a business trip. Walking distance to the Shoppes of Avondale. There are multiple restaurants/bars/outdoor cafe dining all within walking distance in either direction. The 2nd story garage apartment offers a balcony with views into Boone Park. Fully renovated in 2021 offering a full kitchen and bathroom. You have a private parking space as well.

4.98 out of 5 average rating, 123 reviews

Guesthouse in Mandarin

Pet Friendly Hub for Summer FUN!

Welcome to Pop's Garage! Nestled in Jacksonville's vibrant Mandarin area, this beautifully renovated property blends modern comforts and rustic charm. As the perfect Northeast Florida retreat, Pop's Garage offers a cozy and convenient stay. 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.