Sign in
EN - Travel

9 Charming And Cheap Cottages To Rent With Your BFFs This Fall In Florida

Just because the summer's over doesn't mean we have to stop adventuring!
9 Charming And Cheap Cottages To Rent With Your BFFs This Fall In Florida

Just because the summer's over doesn't mean we can't go on a weekend adventure with our boo or BFFs. If the only thing stopping you from taking that road trip is the lodging price tag, the only solution is to pool together your funds and split the cost. Thankfully, Florida is scattered with cheap stays if you do a little digging.

Luckily we've done some digging for you. On this list, you'll find glamp-worthy cabins, charming seaside cottages, lakeside homes that include kayaks and some creatively colorful themed tiny spaces - and all of them are super affordable.

Whether you're looking to take a little glamping stay-cation to visit the coast and inland springs or are road-tripping through the Sunshine State, you can afford them all with these charming, and cheap Florida cottage rentals.

The Suwanee River Bird House

Price per night: $50/night for up to 5 guests - that's only $10/person

Location: West of Gainesville on the Suwanee River.

Why you need to go: A unique 360 degree screened glamping cabin takes your glamping experience to the next level. The open air space has 3 beds and a half bath, right on the river for the best river views. There's also a charcoal grill, so don't forget to pack the steaks!

Book Here

Weeki Wachee Waterfront Stay

Price per night: $78/night to sleep up to 6 people - that's only $13 each.

Location: Weeki Wachee - perfect for planning a river paddling weekend.

Why you need to go: This gorgeous home offers a lot for the price - sleeping up to 6. You'll also have access to 3 kayaks - 2 single and 1 tandem if you want to take a paddle adventure. You're right on the lake surrounded by the forest and wildlife. Only moments away from Weeki Wachee river.

Book Here

Frida’s Casita Azul

Price per night: $55/night for up to 2 people - that's only $27.50/person.

Location: Buena Vista - Miami

Why you need to go: Adorable little cottage moments away from the artistic cityscape of murals in Wynwood and Hialeah - and since you're in Miami, you might as well hit up Bacon Bitch for some Bacon or get your ice cream in an edible cereal bowl at Midtown Creamery. After exploring the city, come back and relax on the hammock and watch the sky change colors at sunset.

Book Here

Sandy Cove Cottage

Price per night: $89/night for up to 3 people - that's only $29.70/person.

Location: Naples

Why you need to go: A gorgeous modern cottage with upscale finishes and stunning patio space for enjoying the Sunshine. Guests have access to bikes and helmets, fishing gear, and other beach items upon notifying the host. You're only about an hour from Sanibel and Captiva, but while you're in Naples you can take the ferry to Keewaydin Island to hunt for shells and get ice cream and burgers from a boat - gotta make use of that beach gear!

Book Here

Cottage by the Sea

Price per night: $70/night for up to 2 people - that's only $35/person.

Location: Less than an hour north of Naples.

Why you need to go: This adorable under the sea themed cottage is perfect for a relaxing couples retreat. Tons of little extras from the host, smart tv with Netflix & Hulu access, wifi, and unique decor everywhere you look. Gorgeous backyard space for lounging in the hammock too. You're also super close to Sanibel and Captiva's gorgeous islands, and whimsical restaurants like The Bubble Room and Mad Hatter.

Book Here

Mermaid Cottage

Price per night: $83/night and sleeps up to 5, that's only $16.60/person

Location: Matlacha, on the way to Pine Island.

Why you need to go: An adorable Mermaid themed cottage decorated with sea trinkets. Lots of lovely shells in a light and airy space. You'll have shared use of a canopied deck space lit up with cute fairy lights at night. Sit on the picnic tables on the Matlacha Canalside and enjoy the view.

Book Here

Flamingo Tiny

Price per night: $98/night for up to 5 people - that's only $19.60/person

Location: Matlacha, on the way to Pine Island.

Why you need to go: An absolutely adorable flamingo themed tiny that can sleep up to 5 on 2 queen beds and 1 couch. Bright and fun colors, smart TV, bbq grill, deck, right on the gorgeous Matlacha Canal.

Book Here

Relaxing Treehouse Retreat

Price per night: $49/night for up to 2 guests - that's only $24.50/person.

Location: Approximately 35 minutes south of Orlando.

Why you need to go: This unique treehouse is the ultimate glamping stay for 2. Make it a BFF trip or a couples retreat. You'll have skylight views of the nighttime sky, and are close to Orlando to hit up all the unique hideaways - there's a lot of free stuff to do there too, you don't have to drop a ton on Disney or Universal. Bring a hammock to lounge underneath for a super zen escape.

Book Here

Santa Fe Creek Cabin

Price per night: $103/night to sleep the full 6 - that's only $17.16/person. You get 2 cabins for the price of 1.

Location: A short distance North of Gainseville on the Santa Fe River

Why you need to go: Sleep up to 6 across 2 cabins; the main cabin has an adorable bear theme and both include AC. You'll be nestled among the trees right on the Santa Fe River - perfect for a kayaking adventure. Wifi, smart TV, and they even include firewood for the firepit for the 1st night of stay. You're also moments away from the beautiful blue oases of Ichetucknee Springs State Park, Ginnie Springs, and Blue Springs too!

Book Here

If you're looking for more places to rent on the cheap in the Tampa area, check out these affordable stays.

Starting price does not include taxes & cleaning fees and may be subject to change depending on selected booking dates and demand. We recommend reviewing the listing for additional information.

We strongly advise that before you go swimming or visit a potentially hazardous location, you check for the most recent updates on potential hazards, security, water quality, and closures. If you do plan to visit a location, respect the environment.