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Top cities with Cottages to explore in Florida

Key West
Cottages
Top Cottages in Florida

Old Wooden Bridge Resort and Marina
1791 Bogie Drive Big Pine Key FL
$241 nightly
The price is $271 total per night
$271 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
A marina and an outdoor pool are featured at this cottage. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and express check-in are also on offer.
Pool
Pet friendly

Tropical Cottages
243 61st Street Gulf Marathon FL
$95 nightly
The price is $107 total per night
$107 total
Dec 15 - Dec 16
Total with taxes and fees
A restaurant and a bar/lounge are featured at this cottage. Free self parking, a garden, and a snack bar/deli are also offered.
Parking included
Restaurant

Beach Place Guesthouses
1445 South Atlantic Avenue Cocoa Beach FL
Free Cancellation
Reserve now, pay when you stay
$172 nightly
The price is $193 total per night
$193 total
Dec 14 - Dec 15
Total with taxes and fees
A terrace, a garden, and a library are available at this cottage. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A business center, a picnic area, and concierge services are also on offer.
Kitchen
Air conditioning

Lake Ida Beach Resort
2524 Lake Alfred Rd Winter Haven FL
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $84 total per night
$84 total
Dec 14 - Dec 15
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this cottage. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Pool
Kitchen

The Inn On Siesta Key
515 Beach Road Siesta Key FL
$528 nightly
The price is $597 total per night
$597 total
Dec 28 - Dec 29
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this cottage. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Pool
Kitchen

Pet friendly, but please check traveling with pets, with short walk to town.
St Augustine FL
A gym is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer

Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
Englewood FL
This cottage includes a garden and laundry facilities.
Kitchen
Washer

Paradise Suite
Fort Lauderdale FL
$145 nightly
The price is $161 total per night
$161 total
Dec 15 - Dec 16
Total with taxes and fees
This cottage includes a garden and laundry facilities.
Kitchen
Dryer

Encore Swanky
411 Lasso Drive Kissimmee FL
$824 nightly
The price is $934 total per night
$934 total
Dec 29 - Dec 30
Total with taxes and fees
An outdoor pool is featured at this cottage, along with a terrace and a garden. Families will appreciate the arcade/game room and barbecue grills.
Pool
Kitchen

The Purple Flower - 30 Second walk to the Beach. Free parking.
Clearwater FL
$209 nightly
The price is $233 total per night
$233 total
Dec 18 - Dec 19
Total with taxes and fees
This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer

tropical poolside cottage -minutes from beaches & downtown
West Palm Beach FL
$272 nightly
The price is $302 total per night
$302 total
Dec 12 - Dec 13
Total with taxes and fees
This cottage features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Florida Cottages essential information
Accommodation | 7867 Cottages |
|---|---|
Lowest Price | $84 |
Highest Price | $934 |
Popular accommodation | Old Wooden Bridge Resort and Marina, Tropical Cottages, Beach Place Guesthouses, Lake Ida Beach Resort, The Inn On Siesta Key, Pet friendly, but please check traveling with pets, with short walk to town., Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi, Paradise Suite, Encore Swanky, The Purple Flower - 30 Second walk to the Beach. Free parking., tropical poolside cottage -minutes from beaches & downtown, Quaint cottage tucked away in Crystal River. 1 Bedroom 1 Bath. |
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