Holiday rentals with outdoor seating in San Marco

Retreat at Casita Margarita!

Stay at this completely private, bright and stylish casita centrally located on a fully gated acre steps from historic San Marco’s fabulous restaurants, shops & breweries. You’ll love the fantastic backyard, ample kitchen, & meticulously decorated spaces. The bedrooms offer comfortable mattresses w/ premium sheets & plenty of light. Smart TVs will help you unwind from a sunny day at one of our many beaches or a Jags game w/ comfort and privacy. Book now & secure a getaway you’ll always remember!

Wabi-Sabi Inspired Studio w Bikes, Walk to River

Tucked away behind a historic building, is a wabi sabi inspired studio: a blend of natural charm & modernity. A minimalist interior features a warm wooden beam, glass dividing wall, and earthy tones. Modern comforts coexist with aged ceramics and jute rugs. Large windows invite natural light and provide a view of the backyard garden. The space embodies tranquility, celebrating simplicity & imperfection. This harmonious retreat offers a peaceful escape, where past & present beautifully converge.

Carriage House San Marco - a Hip Historic Space

Comfortable for corporate or WFH travelers, short visits & extended stays. A unique Hip Historic space, Carriage House is located within blocks to restaurants, shops, downtown Jacksonville, the sports and entertainment district, and minutes to hospitals! This is a comfy, clean, and stylish upstairs studio apartment boasting 1 bedroom plus 1 full bathroom to accommodate 3 guests (with futon). Close proximity to Jax Water Taxi. Please view our other listings at this address by opening my profile.

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.

Vintage Riverside Cottage w/ King Bed

Welcome to our 1901 "doll house" with timeless charm and contemporary upgrades. From the original cast iron tub that we refinished ourselves, to the brand new butcher block kitchen. You'll find yourself in the Brooklyn area of Riverside and close to 5-points, avondale , murray hill , DT Jax and 4 miles from Daily's Place & Vystar Veterans Arena. Our home has been converted into a Duplex, with this being located in the back and a quiet office located in the front of the building.

Beautiful Retreat in the heart of San Marco

This 1940 charming, brightly lit home has been completely renovated with high end finishes, new furniture, bedding and beautiful hardwood floors throughout. The open gourmet kitchen is fully equipped with stainless appliances and a farmhouse sink. Enjoy relaxing in the screened-in porch. Amazing location within walking distance to St. John's river, San Marco square, the hospitals and monorail to downtown. New laundry room with full size washer and dryer directly off master bath.

The Cozy Basement in San Marco

Make yourself at home in this studio-style apartment located in a quiet neighborhood with a kitchenette and full bathroom that features modern updates. Centrally located, less than 5 minutes from historic downtown San Marco with trendy restaurants and shopping, just minutes away from all the shops and nightlife in the village square. Less than 15 minutes to Riverside and downtown Jacksonville including multiple hospitals. Also only 30 minutes from the airport and beaches.

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.

Luxury Designer San Marco Oasis-Sleeps 6

Welcome home to your home away from home! 2 bedrooms/ Sleeps 6, 9 min. to the Stadium, 5 min. to Baptist/Wolfson Children's/MD Anderson hospital, 8 min to Memorial Hospital, 9 min to St. Vincent's hospital, 3 min to San Marco Square, 24 min to Jax Beaches. This designer home with spacious high ceilings is stocked with all details including a Ninja blender, Air fryer and Insta pot. Enjoying relaxing in the Gazebo in the peaceful backyard and grilling out.

Cozy Cottage in Springfield, Downtown Jax

🤍 We can't wait to host you! The Cottage on 4th is located in the eclectic Historic Springfield neighborhood in Jacksonville's urban core. Situated in close proximity to awesome restaurants, coffee shops, breweries, and entertainment venues. Located 1.5 miles or less from TIAA Bank Field, Daily’s Place, Vystar Veterans Memorial Arena, and 121 Financial Ballpark (Jacksonville Jumbo Shrimp stadium). 13 miles from JAX airport and 16 miles from the beach.

5 Points Riverside home with patio, games and W/D

A bright and airy home in the heart of the Riverside historic district, 5 points neighborhood. This home is welcoming with lots of natural light, modern decor, high speed WI-FI and two TVs available, a free-to-play nostalgic arcade game console, and has all the perks of a short-term or long-term rental. Fully furnished and ready for you to enjoy your stay!

Hip + Modern Florida Hideaway

Located in historic Murray Hill, our Florida hideaway is a fully renovated hip and stylish private guesthouse brimming with natural light and great vibes! Each room is keenly decorated with high-end modern furniture along with curated vintage art and decor. This space is packed with character and provides all the comforts of home.