Escape winter for a month or more. Fully furnished homes in Naples, Fort Myers & Bonita Springs — no Airbnb fees, real local support.
Every year, hundreds of thousands of northerners make the same smart decision: trade January sleet and February grey skies for the warm Gulf Coast sunshine of Southwest Florida. Naples, Fort Myers, and Bonita Springs are among the most popular snowbird destinations in the entire country — and for good reason. The weather is reliably beautiful, the Gulf water is warm and clear, and the region's amenities rival those of any major resort area in the world.
For extended-stay visitors, a monthly vacation rental is far and away the best way to experience Southwest Florida. Rather than squeezing an experience into a rushed week, a monthly stay lets you settle in, find your favorite coffee shop, discover the best local fishing spots, make friends at the farmers market, and truly live like a Florida local for a month or an entire season.
At SWFLORIDASTAYS, we specialize in making extended stays seamless. Our monthly rental homes are fully furnished, fully equipped, and move-in ready. You arrive with your suitcase — everything else is already there. And because you book directly with us rather than through Airbnb or VRBO, you save 12–20% on your total stay cost, which on a 30-night booking can be a significant amount.
Monthly availability in prime season books out quickly. Contact us at 239-595-5157 or info@livingnaples.com to check availability for your dates.
November through April — 70°F+ days while the north freezes
Monthly rates offer significant per-night savings
Move-in ready homes — everything you need is already there
Our team is here throughout your entire stay
A monthly rental isn't just a longer trip — it's a fundamentally different and better way to experience Southwest Florida. Here's what makes extended stays so popular with returning guests.
Monthly rates deliver a much lower per-night cost than booking 30 individual nights. Add in the 12–20% you save booking direct versus Airbnb, and a monthly rental with SWFLORIDASTAYS becomes an outstanding value.
With a fully equipped kitchen at your disposal, you can grocery shop, meal prep, and eat like a local. This alone saves hundreds of dollars over a month compared to eating every meal out.
Monthly visitors discover what weekly guests miss — the best morning beach walks, the quiet fishing spots, the neighborhood cafes, and the rhythms that make SW Florida feel like a second home.
Extended stays allow you to genuinely connect with the local snowbird community, join golf leagues, fitness classes, or social clubs that enrich the experience beyond any vacation itinerary could offer.
Many monthly rentals include private pools — something you'd never book for just a week but which transforms a month-long stay. Imagine starting every Florida morning with a private pool swim.
All SWFLORIDASTAYS properties are pet friendly. Extended stays are especially great for dogs, who thrive in the SW Florida climate. See our pet-friendly rentals for details.
Southwest Florida is a year-round destination, but extended-stay visitors overwhelmingly prefer the November through April window — and with good reason.
Peak season Shoulder season Off season
Peak Season (November – April) is when Southwest Florida truly shines for extended-stay visitors. Daytime temperatures range from the mid-60s to the mid-80s°F, evenings are comfortable, humidity is low, and rain is rare. This is when snowbirds from the Northeast, Midwest, and Canada arrive in large numbers to enjoy what the Gulf Coast does best.
December, January, and February are the most sought-after months. Demand is highest and inventory tightest during this window. Guests who plan to visit during these peak months should reach out to us 6–12 months in advance to secure their preferred property.
Shoulder Season (October and May) offers a genuine bargain for flexible travelers. The weather is still very pleasant, the beaches are quieter, and monthly rates reflect the lower demand. October in particular is a favorite among experienced snowbirds who want to beat the crowds.
Summer (June – September) brings warmer and more humid conditions, with frequent afternoon thunderstorms typical of Florida's rainy season. The Gulf water is wonderfully warm, beach crowds thin considerably, and monthly rates drop significantly. Summer is ideal for remote workers, retirees who don't mind occasional rain, or families whose schedules are determined by school calendars.
No matter when you plan to visit, SWFLORIDASTAYS has monthly rental options available. Our team will help you find the best property for your dates, preferences, and budget. Extended stays are our specialty — and we take pride in making sure every guest feels genuinely at home throughout their entire visit.
Call us at 239-595-5157 to discuss your ideal dates and we'll walk you through current availability.
Our monthly rental homes are fully equipped for comfortable long-term living. Here's what awaits you when you arrive.
Everything in our monthly rentals is set up for real, comfortable living — not a stripped-down version of a vacation home. You'll find a fully stocked kitchen with everything from a coffee maker to a blender, a proper dining table, comfortable furnishings, and outdoor space that genuinely invites you to spend time in it.
For snowbirds making the annual migration south, our homes function as a true home away from home. Many extended-stay guests bring a few personal items and settle right in — there's no need to ship anything or buy duplicates of household essentials.
We're also available throughout your entire stay for anything you need — whether that's a maintenance request, a local recommendation, or help arranging an activity. Our goal is for you to feel genuinely supported from the moment you arrive to the day you head home.
Choose your preferred SW Florida base for an extended stay. Each city offers its own distinct character and lifestyle.
Naples is the crown jewel of SW Florida monthly rentals. Upscale dining, world-class golf, pristine beaches, and a sophisticated small-city energy make it the top choice for discerning extended-stay visitors.
Naples Monthly Rentals →Fort Myers offers exceptional value for monthly stays with a lively downtown riverfront, easy beach access, and a wide variety of property types from waterfront canal homes to comfortable inland residences.
Fort Myers Monthly Rentals →Perfectly positioned between Naples and Fort Myers, Bonita Springs offers a relaxed pace, beautiful beaches, and a welcoming year-round community that's especially popular with snowbirds seeking a quieter extended stay.
Bonita Springs Monthly Rentals →Monthly rentals in Naples, Fort Myers, and Bonita Springs fill fast. Contact us today to check availability for your dates and find your perfect extended-stay home.
Browse Monthly Rentals →