HouseStay has supported families seeking flexible, temporary housing solutions. For job relocations, snowbirds, and military reassignments, Longboat Key has been a reliable destination for those needing a comfortable place to land.
In recent months, we’ve listed 4 fully furnished rentals, including 2 houses and 2 apartments. These properties were equipped with amenities like No Smoking Allowed, Balcony, and Patio—perfect for creating a space that truly felt like home. Many rentals also included convenient utilities such as Trash Pick Up, WiFi, and Cable TV.
The average monthly rent for a 2 bedroom / 2 bath House in Longboat Key has hovered around $10,632 but have ranged between $5,033 and $18,869, giving future renters a helpful benchmark as they plan ahead. If you like Longboat Key, consider checking out nearby properties in Sarasota, Bradenton, Palmetto, Siesta Key, and St. Petersburg, where similar family friendly monthly housing options may be available. Our listings are always being updated, so be sure to check back soon for new opportunities in Longboat Key!
HouseStay has offered a wide selection of Longboat Key, FL properties that met the evolving needs of digital nomads, remote workers, consultants, and other location-flexible professionals. These past rentals were in popular Longboat Key neighborhoods, and included 2 apartments.
Each property was thoughtfully equipped with amenities that support a productive remote lifestyle—like Balcony, No Smoking Allowed, and Patio—creating an environment that balances work and relaxation. Utilities such as Trash Pick Up, WiFi, and Cable TV were commonly included to make extended stays seamless and stress-free.
The average availability of 4 fully furnished properties in the past reflects Longboat Key’s popularity among traveling professionals seeking temporary housing. Rental pricing for a 2 bedroom / 2 bath Apartment has averaged around $6,422 per month, with prices ranging from $5,033 to $7,810, depending on the property, location, and included features. HouseStay’s transparent pricing has catered to a wide range of budgets, offering flexible rental terms and detailed cost breakdowns to support the needs of digital nomads on the move.
You can explore cities nearby Longboat Key, like Sarasota, Bradenton, Palmetto, Siesta Key, and St. Petersburg where similar monthly furnished rentals may be available. Check back soon—our listings are updated regularly, and Longboat Key continues to be a go-to city for remote work and temporary stays.
HouseStay has featured a variety of homes that offered the perfect blend of comfort, style, and relaxation. From houses, these properties were thoughtfully curated to feel like a true vacation retreat.
Vacationers have enjoyed 4 unique properties located in the Longboat Key neighborhoods, close to popular attractions and entertainment options. Each home was equipped with amenities designed to elevate the leisure experience—like Balcony, No Smoking Allowed, and Patio for added comfort.
Utility packages often included essentials like Trash Pick Up, WiFi, and Premium Cable Channels, ensuring a smooth and enjoyable extended stay for travelers. With average monthly pricing for a 2 bedroom / 2 bath rental around $14,843, guests were able to plan memorable getaways that fit a variety of group sizes and budgets, with rentals from $10,817 to $18,869.
Nearby cities like Sarasota, Bradenton, Palmetto, Siesta Key, and St. Petersburg may offer similar monthly vacation housing options. Our inventory updates regularly, so check back soon for a stylish and stress-free extended stay in Longboat Key.
HouseStay Guarantee
We perform in-depth background checks on Host and Tenants to create a community everyone can trust.
Roommate Free
HouseStay only offers entire accommodations. We don’t offer spare rooms or shared spaces.
Fully Furnished
All accommodations listed on HouseStay are fully furnished and include all utilities in the monthly rate.
Month-to-Month Flexibility
Not sure how long you’ll be staying? All listings are available for a minimum of 30 nights with no maximum.
Longboat Key is a picturesque island city located on the beautiful Gulf Coast of Florida, making it an ideal destination for those looking to book an extended stay furnished rental. For families relocating to the area, Longboat Key offers a peaceful and safe environment with neighborhoods like Bay Isles and Longboat Shores that have top-rated schools such as Anna Maria Elementary School and Manatee High School nearby. The city is also home to popular attractions like the Mote Marine Laboratory & Aquarium and the historic Mar Vista Dockside Restaurant & Pub, providing plenty of opportunities for family-friendly activities.
Digital nomads will appreciate the month-to-month fully furnished rentals available in Longboat Key, allowing them to work remotely while enjoying the city’s laid-back island vibe. With high-speed internet access and coworking spaces like The Studio at Gulf and Pine, digital nomads can easily stay connected while taking advantage of the city’s beaches, parks, and shopping areas like St. Armands Circle. For those looking to unwind after a long day of work, Longboat Key also has world-class hospitals like Sarasota Memorial Hospital nearby.
Vacationers can make the most of their stay in Longboat Key with the city’s monthly short-term rentals that offer all the comforts of home. From lounging on the white sandy beaches of Beer Can Island and Coquina Beach to exploring nature at Joan M. Durante Park and shopping at the upscale St. Armands Circle, there is no shortage of things to do in Longboat Key. Additionally, with Sarasota and Bradenton just a short drive away, vacationers can easily explore the surrounding cities and their cultural attractions like The Ringling museum and University Town Center Mall.