Guesthouse holiday rentals in Southeast Jacksonville

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 :)

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.

Stylish Bungalow Near Dining,Parks & Entertainment

Welcome to our highly-rated charming bungalow in Jacksonville's historic Avondale neighborhood. Perfect for couples or small families, enjoy a cozy queen bed, high-speed Wi-Fi, and a 50-inch HDTV with Roku. The fully-equipped kitchen boasts retro appliances and a delightful dining area. Step outside to our pet-friendly garden with a spacious deck for relaxation. With award-winning restaurants and beautiful parks just a stroll away, this is your ideal retreat for both adventure and relaxation.

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.

Luxury Avondale Guest House, Walk to Shops

Featured in the Jacksonville Home Magazine! The Luxury Avondale Guest House is in the exquisite historic neighborhood of Avondale. Ten minutes from downtown sports & entertainment complexes, and several major health care facilities, St. Vincent's Hospital, Baptist Medical Center and the world renowned MD Anderson Cancer Center. Three short blocks to “The Shoppes of Avondale,” with an outstanding array of restaurants and venues to enjoy a streetside café-style meal, cocktail and desserts.

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

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.

Private, Modern And Cozy Guesthouse

Kick back and relax in this calm, stylish space. Enjoy the privacy of this recently renovated unit which includes a queen-sized bed, and a small living room with a sleeper sofa, so the place can comfortably accommodate up to three. Also included, a 50-inch smart TV, kitchenette, bathroom/shower, closet, and keypad lock for easy access in and out. Please note that we have an exterior security camera on the front to enhance your safety. Conveniently situated 1 mile off Highway 295.

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

The Little House 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.

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.

Large 1 bedroom Cottage with full kitchen

This is a full size one bedroom house with full brand new kitchen and private entrance. The entire place was renovated late 2021. A king size bed (inc tv) awaits you. The kitchen has a full sized brand new oven, stove, microwave, dishwasher and fridge and is stocked with utensils etc so you can easily make full meals or stay for an extended time. There's one free off-street parking spot available and plentiful free street parking.