Guest house holiday rentals in Southeast Jacksonville

A cozy living area is presented with a gray sofa adorned with red pillows, paired with a checkered accent chair. Natural light enters through multiple windows, and a ceiling fan is visible above. A small wooden table sits in front of the sofa, accompanied by a flat-screen TV on the wall.

4.99 out of 5 average rating, 114 reviews

Charming Pet-Friendly Guesthouse in Avondale

Charming guesthouse centrally located in Jacksonville's historical Avondale area. The guesthouse has been recently renovated with queen bed, sofa bed, well equipped kitchen, and full size bathroom with tub/shower, washer and dryer on property. Super dog friendly. Walk to restaurants Iguana on Park & Orsay, convenient store, and laundry facilities, and Boone Park. The Shoppes of Avondale 0.6mi, St. Vincent's Med Ctr 1.4mi, Sports Complex 4.8mi, Vystar Memorial Area 4.4mi, and Metro Park 4.8mi.

4.98 out of 5 average rating, 145 reviews

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.

Guest house in Venetia

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 studio guest suite features a queen bed with decorative pillows and a lightweight blanket. A work desk with a bar stool and a mounted TV are visible against the wall. Light wood flooring complements the soft blue wall, while a woven wall hanging adds texture to the space.

4.92 out of 5 average rating, 333 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.

A well-appointed kitchen features a retro teal refrigerator and modern appliances set against dark blue cabinetry. White countertops provide ample prep space. A dining area with wooden bar stools invites casual meals, while a vibrant artwork on the wall adds a touch of character to the room.

4.96 out of 5 average rating, 193 reviews

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.

A bright kitchen features open shelving and stylish cabinetry with a farmhouse sink. A dining table is set for two, showcasing elegant dishware. Soft light is provided by a gold pendant light overhead, highlighting the clean lines and modern design.

4.98 out of 5 average rating, 265 reviews

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.

The kitchen features white cabinetry with ample storage and a spacious countertop. Stainless steel appliances, including a double oven and dishwasher, are visible. A window allows natural light to illuminate the workspace, and a small area rug adds a touch of warmth.

4.98 out of 5 average rating, 395 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.

4.96 out of 5 average rating, 190 reviews

A red multi-story house is depicted, surrounded by lush greenery and trees. The front porch is adorned with plants, and several parked cars are visible along the driveway. A white picket fence frames the scene, creating a welcoming neighborhood atmosphere.

Guest house in Riverside

The Funk House-A Retreat

The perfect place to call home, long term stays are welcome and all stay include unlimited YMCA access during your stay. Feel free to send an inquiry if you have any questions prior to requesting to book. The Retreat is separate from the main house (The Funk House) it is located in the back, on the top floor garage apartment. It has been completely renovated and furnished into a comfortable place to "Retreat". Please inquire before requesting to book. Looking forward to your stay!l

A well-lit bedroom features a spacious bed with soft linens, complemented by stylish lighting and neutral wall tones. The bathroom showcases a walk-in shower with clear glass doors, coupled with modern fixtures. The kitchenette is equipped with essential appliances and a small dining table, enhancing functionality.

4.96 out of 5 average rating, 202 reviews

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.

4.95 out of 5 average rating, 665 reviews

The living space features a modern design with a comfortable sofa and an armchair, complemented by a glass coffee table. A mounted flat-screen TV is positioned against a wooden accent wall. A spiral staircase leads to the upper level, and a small dining area is visible.

Guest house in Fairfax

The Captain's Quarters o|--)

This two story loft garage is detached and is set in the back of the property 45 feet from the main house. The first floor has the kitchen and living space, then walk up the spiral staircase to the bedroom with cathedral ceiling with track lights and ensuite bathroom. I love dogs and allow them with permission first. No pets without prior approval (pet fee is min $50 per stay or $10 per day which ever is greater) My location is a short walk to Starbucks and other restaurants.

4.98 out of 5 average rating, 141 reviews

Guest house in Mandarin

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

Guest house in Southside Estates

A spacious studio guest house is showcased with modern decor. The full-sized bed is dressed in dark bedding, and a light area rug adds texture to the tiled floor. A kitchenette area is visible in the background, providing essential appliances and a warm atmosphere.

4.96 out of 5 average rating, 123 reviews

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.

A well-appointed studio apartment features an open layout with a combined kitchen and living area. Warm wood tones mingle with soft white walls, while leather seating surrounds a coffee table. A spacious bed with crisp linens is positioned near large windows, allowing natural light to fill the space.

4.94 out of 5 average rating, 284 reviews

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.

Popular amenities for guest house rentals in Southeast Jacksonville

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

A circular pool is surrounded by a wooden deck, featuring several lounge chairs. Lush greenery and flowering bushes are visible in the background, creating a serene atmosphere under a bright blue sky with fluffy clouds.

4.82 out of 5 average rating, 89 reviews

Charming Retreat – Welcome to La Casita

Guest house in Middleburg

A serene dock house is positioned on stilts over calm waters, with a wooden walkway leading to its entrance. Soft colors of the evening sky are visible above, while clouds drift past, creating a tranquil atmosphere surrounding the retreat.

4.77 out of 5 average rating, 48 reviews

Dock House

4.83 out of 5 average rating, 29 reviews

Guest house in San Jose

Spring Deal~KingStudio |SanMarco Nightlife &Dining

5 out of 5 average rating, 74 reviews

A cozy living space features a comfortable gray sofa adorned with decorative pillows. A medium-sized coffee table holds a decorative bowl, while a kitchen area with bar stools is visible in the background. Natural light filters through the window, enhancing the bright atmosphere.

Guest house in Ortega

Treetop Carriage Apartment

4.9 out of 5 average rating, 71 reviews

A modern kitchen is displayed with sleek cabinetry and stainless steel appliances, including a refrigerator and an oven. Natural light fills the space through the windows, highlighting a neutral color palette. Open shelving showcases dishware, while a patterned rug adds warmth to the tiled floor.

Guest house in Fairfax

Serene Getaway at the White House

4.8 out of 5 average rating, 5 reviews

Oasis/King bed/Mayo/UNF/beaches

4.96 out of 5 average rating, 90 reviews

Avondale/Riverside Cottage in Private Backyard

A spacious room features two well-made beds adorned with crisp white linens and accent pillows. Natural light pours in through the window, illuminating modern decor that includes a small blue stool and a kitchenette in the background, enhancing the functional and stylish atmosphere.

4.86 out of 5 average rating, 22 reviews

Cozy Private Tiny Guest House

Guest house rentals with a patio

Guest house in Jacksonville Beach

Aerial view of the property reveals a well-maintained lawn surrounded by tall palm trees. A pathway leads to a private guesthouse, with a red roof and white doors. A tranquil pond with stones adds a natural element to the landscaped garden.

4.98 out of 5 average rating, 253 reviews

Tropical guest house a few blocks from the beach

A spacious sleeping area features a large wooden bed with a soft blue quilt and matching pillows. Natural light filters through two windows with curtains. A wooden dresser with a mirror and a decorative vase add a touch of elegance to the room.

4.93 out of 5 average rating, 227 reviews

Adorable 2 Bedroom Cottage

5 out of 5 average rating, 6 reviews

Zelda's Tree House

Guest house in Ponte Vedra Beach

A spacious swimming pool is enclosed by a screened structure, offering privacy and shade. Two umbrellas provide shelter over lounge chairs for relaxation. The backdrop features a porch with seating, surrounded by lush greenery that enhances the serene atmosphere.

4.9 out of 5 average rating, 94 reviews

Palm Valley Pool House

4.94 out of 5 average rating, 145 reviews

The Treehouse - Murray Hill

A modern outdoor area features a round table with four green chairs, surrounded by gravel and greenery. A raised planter box displays various plants, while a small building with large glass doors complements the peaceful setting, enclosed by a wooden fence.

4.88 out of 5 average rating, 370 reviews

The Moody Loft (Murray Hill)

An outdoor seating area is presented under a wooden pergola, offering shade and comfort. Paved stone flooring enhances the space, and two benches are positioned beside the walkway. A welcoming entrance to the guest house is visible, framed by lush greenery in the background.

4.81 out of 5 average rating, 100 reviews

Mother-in-law suh-WEET

Guest house in Ponte Vedra Beach

4.91 out of 5 average rating, 164 reviews

Guesthouse/TPC/Guana Views/Walk Beach/Hot Tub

Guest house rentals with a washing machine and dryer

4.9 out of 5 average rating, 30 reviews

Peachtree Pad

4.92 out of 5 average rating, 64 reviews

La Casita Chiquita Near Events & Entertainment!

A modern kitchen features ample counter space with quartz countertops and a marble backsplash. Stainless steel appliances include a refrigerator, oven, and dishwasher. A large sink is positioned beside light wooden cabinetry, with decorative pendant lights illuminating the area.

4.87 out of 5 average rating, 326 reviews

Charming Carriage House with Private Balcony

Guest house in Orange Park

The exterior of the guest house is showcased, featuring a welcoming porch with red doors flanked by white railings. Lush greenery surrounds the pathway, while a lighted pergola is visible to the side, creating inviting outdoor spaces in a tree-lined setting.

4.92 out of 5 average rating, 179 reviews

Graceful Southern Guesthouse + Outdoor Living Area

The exterior view showcases a two-story blue carriage house surrounded by lush greenery. A saltwater pool lies in the foreground, accompanied by paved seating areas featuring comfortable chairs. The fenced yard offers privacy, with mature trees providing ample shade.

4.96 out of 5 average rating, 138 reviews

Spacious 2/1 in historic walkable neighborhood

A modern kitchen space features a round dining table with woven chairs, set with dishes and glassware. A soothing green wall and natural light from the window enhance the atmosphere. Open shelves display kitchenware, while a stainless steel refrigerator adds a contemporary touch.

4.99 out of 5 average rating, 161 reviews

Hip + Modern Florida Hideaway

4.95 out of 5 average rating, 204 reviews

Il Rifugio waterfront retreat on the ICW by Mayo!

A light-filled living area features a comfortable black sofa adorned with textured cushions. A round dining table with wooden chairs sits nearby. Natural elements are introduced through a potted plant and a woven light fixture, while a piece of artwork adds a touch of color to the wall.