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Cottage vacation rentals in Florida

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Top-rated cottage rentals in Florida

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Cottage in Cudjoe Key

4.91 out of 5 average rating, 133 reviews

ATLANTIS...Ocean Front Cottage Retreat!

ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!

Mar 2 – 9

G$181,881 GYD per night

Cottage in Hawthorne

4.86 out of 5 average rating, 111 reviews

Live Oak Oasis on Morris Lake

Unspoiled nature greets your every turn at this charming 650 SF lakefront retreat. A short distance from 10 of Florida's finest 1st magnitude springs, ranging from 30 - 90 minute drive, makes the location a perfect basecamp for adventure travel. Rest beneath the shade of Live oaks that pull the breeze ashore. Enjoy Sand hill cranes and hummingbirds from the cabana. Incredible sunsets from new dock. Paddle boat & paddle boards available for adventures. WiFi, Netflix, Laundry, HOT outdoor shower!

Sep 24 – Oct 1

G$19,200 GYD per night

Cottage in Key Largo

4.96 out of 5 average rating, 146 reviews

Charming Key Largo Cottage on the Water w/Kayaks!

Charming "Tiny House" Cottage on a main canal just two units from open water. Amazing location for boaters, fisherman and alike. This is a quaint and close knit RV park where you can keep to yourself or wander around and enjoy happy hour with new local friends. Bar none the best kayak, paddle board and fishing area. Two Tandem (each kayak accommodates two people) Kayaks and two paddle boards included in rental. Great outdoor space to dock your boat, fish off of or enjoy a few cocktails!

Oct 8 – 15

G$74,878 GYD per night

Cottage in Islamorada

4.85 out of 5 average rating, 127 reviews

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON

Tucked away in the vibrant Florida Keys, is our pristine paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing get away, look no further. On site, you will have the luxury of renting your own private boat. Boat rentals are 20% off for guests! Unfortunately, we do not have spare slips for private boats at this time. A 5% lodging tax will be charged on arrival.

Nov 20 – 27

G$40,886 GYD per night

Cottage in Panama City Beach

5.0 out of 5 average rating, 106 reviews

NEW cozy beach cottage 3 blocks from beach!

Welcome to your home away from home! Our fully renovated & modern beach cottage is the perfect place to relax & reset, whether that's lounging in our bright, cozy living room, spending the day at the beach (a quick 3 block walk) or sipping on your drink of choice by the fire pit in the backyard. We are centrally located between 30a & Pier Park with plenty of amazing restaurants, shops & nightlife to experience. Come stay with us, we're always open! Follow us on IG @its.alwaysopen

Jul 3 – 10

G$73,297 GYD per night

Cottage in St. Augustine

4.91 out of 5 average rating, 107 reviews

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

May 1 – 8

G$84,353 GYD per night

Cottage in Santa Rosa Beach

4.95 out of 5 average rating, 150 reviews

Vibe: Coastal living experience. Screened pool.

Want a true coastal experience? Vibe isn’t just another stale beach rental. It's a coastal living experience! Vibe's designer-renovation features hand-cut shiplap ceilings and local artisan hand-painted furnishings create a beach cottage feel that warms the soul. Take the free included 6 seater golf cart through Vibe's charming neighborhood to the sugar sand beach in under 3 minutes. Then return home to relax in your private screened seasonally heated pool and hot-tub.

Aug 15 – 22

G$179,126 GYD per night

Cottage in Davenport

4.92 out of 5 average rating, 129 reviews

$79! Cozy Cottage + Outdoor Fun -Close to Disney!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet ⚡️ •Outdoor Movie Theater 🎥 •Ping Ping Table/Pool Table 🏓🎱 •Complimentary Coffee & Breakfast ☕️ •Safe Gated Location •Large Enclosed Covered Patio •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •And Much More! Book with us now!

Jul 10 – 17

G$19,784 GYD per night

Cottage in Bradenton Beach

4.99 out of 5 average rating, 124 reviews

Bradenton Beach Sunsets 2, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Jan 1 – 8

G$61,217 GYD per night

Cottage in Kissimmee

4.83 out of 5 average rating, 218 reviews

Private Cottage. Only 5 miles from Disney.

Welcome to our private cottage on a 4 star resort only 5 miles from Disney World in Kissimmee, Florida. This home has some smart home features such as Alexa, smart thermostat that Alexa can control. It has a smart lock that makes it convenient for you when you stay your are given a confidential code for your stay only. The cottage is a one bedroom one bathroom with a queen size bed. Also the sectional couch turns into a full size bed.

Jan 21 – 28

G$19,402 GYD per night

Cottage in Kissimmee

4.94 out of 5 average rating, 402 reviews

Entire cottage for 5, close to Disney, Universal!

Great cottage for 5, come stay! One bedroom with a adjustable com-fee queen bed, and a 19" flat screen TV. Loft 1 queen, 1 twin, don't bump your head. Located only minutes from Disney and Universal. Heated pool! Our place is completely updated, new furniture , appliances etc. we also have on property three other cottages Bitty Bungalow. Bitty Bliss, and the Bitty blossom. All are Smoke free, pet free.

Nov 13 – 20

G$18,579 GYD per night

Cottage in Destin

4.94 out of 5 average rating, 241 reviews

Two blocks to the beach! Bikes included!

Newly remodeled ⭐️Private beach bungalow in Crystal Beach! ⭐️This property is a private guest house two blocks from the beach! You will have your own entrance and parking for one car. Downstairs you will find living area, full kitchen, washer/dryer, and bathroom. The loft has 2 queen beds. Small courtyard for outdoor seating & outdoor shower. Wonderful neighborhood with sidewalks for biking or walking!

Mar 14 – 21

G$43,897 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for Florida cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a pool

Cottage in Santa Rosa Beach

4.96 out of 5 average rating, 156 reviews

It’s Just Darling

Sep 29 – Oct 6

G$78,599 GYD per night

Cottage in Santa Rosa Beach

4.98 out of 5 average rating, 174 reviews

Beach Cottage South of 30a -Steps to Beach & More!

Mar 20 – 27

G$90,529 GYD per night

Cottage in Panama City Beach

4.96 out of 5 average rating, 117 reviews

Beach Cottage at the Heart of the Best of 30A

Apr 13 – 20

G$81,280 GYD per night

Cottage in Kissimmee

4.98 out of 5 average rating, 140 reviews

Runaway Beach Resort Pet Friendly: Magic Kingdom

Sep 16 – 23

G$26,911 GYD per night

Cottage in Santa Rosa Beach

4.96 out of 5 average rating, 106 reviews

Summer! Public beach-easy beach access, bikes!

Feb 11 – 18

G$63,512 GYD per night

Cottage in Kissimmee

4.86 out of 5 average rating, 395 reviews

Yay! Cool Tiny Home Near All the Parks (98)

Feb 5 – 12

G$22,123 GYD per night

Cottage in Port St. Joe

4.98 out of 5 average rating, 121 reviews

2 mins to beach, Poolside + Hot Tub, Fully Stocked

Apr 10 – 17

G$45,612 GYD per night

Cottage in West Palm Beach

4.93 out of 5 average rating, 217 reviews

Tangerine Dream at The Citrus Cottage, heated pool

Nov 3 – 10

G$76,845 GYD per night

Cottage rentals with free parking

Cottage in Port St. Joe

4.85 out of 5 average rating, 124 reviews

Sun Kissed Cottage on the beach

Oct 8 – 15

G$61,240 GYD per night

Cottage in Little Torch Key

4.91 out of 5 average rating, 146 reviews

Waterfront Cozy Cottage with Boat Ramp & Dock!

Apr 25 – May 2

G$113,080 GYD per night

Cottage in Cocoa

4.95 out of 5 average rating, 128 reviews

Coconut Cottage-Cruise Ports, Beaches, & Launches!

Sep 27 – Oct 4

G$46,648 GYD per night

Cottage in Sarasota

4.83 out of 5 average rating, 150 reviews

Charming Beach Cottage

Jul 16 – 23

G$28,549 GYD per night

Cottage in Naples

4.9 out of 5 average rating, 190 reviews

The LUV Shack! · Close to Beaches·Dining·Shopping

Jul 10 – 17

G$35,117 GYD per night

Cottage in Astor

4.83 out of 5 average rating, 326 reviews

St John's Cottage Astor- escape to the forest!

Sep 14 – 21

G$14,016 GYD per night

Cottage in West Palm Beach

4.96 out of 5 average rating, 254 reviews

Downtown Cottage-Quiet-Private-Close to Everything

Nov 4 – 11

G$26,247 GYD per night

Cottage in St. Augustine

4.92 out of 5 average rating, 185 reviews

Bluefish Bungalow, Funky Little Beach House

Aug 8 – 15

G$41,935 GYD per night

Cottage rentals with a hot tub

Cottage in Orlando

4.97 out of 5 average rating, 103 reviews

Lake House

Jan 14 – 21

G$48,625 GYD per night

Cottage in Kissimmee

4.81 out of 5 average rating, 142 reviews

Cozy cottage close to Theme parks and shopping.

Oct 24 – 31

G$23,243 GYD per night

Cottage in Monticello

4.96 out of 5 average rating, 112 reviews

The Cottage at Grand Oaks Plantation

May 25 – Jun 1

G$53,850 GYD per night

Cottage in Weeki Wachee

4.96 out of 5 average rating, 162 reviews

Coastal Cottage Getaway

Feb 16 – 23

G$24,043 GYD per night

Cottage in Cape Canaveral

4.96 out of 5 average rating, 105 reviews

Direct Oceanfront House on the Sand

Jan 13 – 20

G$65,631 GYD per night

Cottage in Keystone Heights

4.84 out of 5 average rating, 193 reviews

"Love Shack"

May 22 – 29

G$21,685 GYD per night

Cottage in Indian Rocks Beach

4.96 out of 5 average rating, 293 reviews

Private Heated pool/spa home!

Feb 23 – Mar 2

G$94,348 GYD per night

Cottage in St. Augustine

4.98 out of 5 average rating, 151 reviews

3BR/2 Bath/Outdoor Kitchen/Hot Tub/Ocean 3 blocks

Oct 29 – Nov 5

G$50,994 GYD per night

Destinations to explore