Hot Southwest Florida Cottage Rates
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Cottages in Southwest Florida
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Adorable Guest house with 2 bedrooms-Great Location
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!
Venetian Vacation! Close To Beaches, Restaurants & Shopping!
Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
Chic cottage, Vamo area, close to beaches, pet friendly, INTACT after storm
Charming cottage in quiet area, close to beach & bay.
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida
Southwest Florida Budget-Friendly Cottage Accommodation
Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Southwest Florida will have you feeling like your SO is the peanut butter to your jelly again in no time.
We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Southwest Florida definitely fit the bill.
Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)
Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Southwest Florida, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.
Southwest Florida Cottages essential information
Accommodation | 21 Cottages |
---|---|
Lowest Price | AU$282 |
Highest Price | AU$850 |
Popular accommodation | 2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill, Adorable Guest house with 2 bedrooms-Great Location, Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!, Venetian Vacation! Close To Beaches, Restaurants & Shopping!, Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe! , Chic cottage, Vamo area, close to beaches, pet friendly, INTACT after storm, Charming cottage in quiet area, close to beach & bay. , Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool, Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida |
Cottages in Southwest Florida
Popular Cottages in 2025
- Maleny Cottages
- Margaret River Cottages
- Byron Bay Cottages
- Daylesford Cottages
- Stanthorpe Cottages
- Bright Cottages
- Beechworth Cottages
- Apollo Bay Cottages
- Adelaide Cottages
- Olinda Cottages
- Mudgee Cottages
- Healesville Cottages
- Hobart Cottages
- Sydney Cottages
- Dandenong Cottages
- Katoomba Cottages
- Lorne Cottages
- Sunshine Coast Cottages
- Swansea Cottages
- Montville Cottages
More accommodations in Southwest Florida
Top trending hotels in Southwest Florida
Hyatt Regency Sarasota
Kompose Boutique Hotel
Naples Grande Beach Resort
Hilton Naples
More ways to explore Southwest Florida
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.