Become a host

Cottage vacation rentals in Florida Keys

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Florida Keys

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

%{current} / %{total}1 / 1
Guest favorite
Lush tropical plants surround a winding brick pathway leading to the cottage entrance. Ferns, colorful foliage, and ornamental features create a serene garden environment. The entrance is framed by trees and offers glimpses of the cottage's sliding glass doors.
Cottage in Miami
4.98 out of 5 average rating, 111 reviews

Design District Tropical Garden Cottage

See Miami from the perspective of a local. We’re in Historic Buena Vista EAST. Lux older homes-tree lined streets, & a 2 block walk to the Design District’s A+shopping, art, restaurants. The cottage is a perfect home base to explore the best of Miami. 10-15 min to airport, beach, and Wynwood. 1 bedroom w king bed, extra daybed, lux shower. Guests rave about our location, the tropical garden, & zen-like waterfall. Free parking but suggest walking & Uber. PLEASE NOTE: children infant age only

Top guest favorite
A serene waterfront view showcases clear turquoise waters under a bright blue sky. A boat can be seen cruising along the horizon, while a patio with seating is visible at the forefront, adjacent to a dock lined with black posts.
Cottage in Cudjoe Key
4.94 out of 5 average rating, 159 reviews

King MSTR, SS Quartz Kitchen, Bikes Kayaks, VIEWS!

Updated waterfront 2BR/2BA with King Master, 2nd Queen and pullout couch. 35' seawall—bring your boat! Enjoy a fully stocked quartz kitchen with stainless appliances. Located in Venture Out, a quiet, family‑friendly gated resort with fishing, lobstering, pools, hot tub, pickleball, tennis, basketball, rec center, bikes, kayaks, and SUPs. Between Key West (20 mi) and Marathon. Free WiFi; Roku TVs in both bedrooms and living room. Kayaks, SUPs and storage area with extra fridge and bait freezer.

Guest favorite
Cottage in Marco Island
4.94 out of 5 average rating, 162 reviews

Goodland Water view Cottage

Experience the breathtaking beauty of a sunrise from our charming coastal cottage in Goodland FL. With a stunning direct view of the water right from the living room, you can immerse yourself in the tranquility of island life. Our cottage is thoughtfully equipped to meet all your basic needs, ensuring a comfortable stay for up to three guests. Enjoy the convenience of boat dockage and trailer parking, making it easy to explore the surrounding waters and embrace the natural beauty that awaits you

Guest favorite
The living room features a light-colored couch and love seat, complemented by decorative pillows. A coffee table sits in the center, and a Smart TV is mounted on the wall. Natural light is provided by the sliding glass doors, leading to an outdoor space.
Cottage in Cudjoe Key
4.96 out of 5 average rating, 104 reviews

Beautiful Cottage & Amenities in Gated Community

Our comfortable, beautifully decorated two bedroom/two bathroom home with full sized kitchen is located in the Venture Out gated community. This is the perfect place if you are looking for peace in a quiet, family friendly, safe environment. Amenities include on-site convenience store, saltwater pool, spa, tennis courts, pickleball courts, a marina with marine fuel, double wide boat ramps, pool table, ping-pong, and much more, in a gated 24-hour security resort. All guests must be registered.

Guest favorite
A serene pool area is framed by lush palm leaves, highlighting a sparkling pool with a bubbling spa. Sun loungers are arranged around the pool, complemented by a large blue umbrella providing shade.
Cottage in Islamorada
4.97 out of 5 average rating, 133 reviews

Charming 2BR cottage in prime keys location w/pool

Your slice of Islamorada awaits at Key Lime Cottage! Step inside this 2-bedroom retreat and you’ll instantly feel at home. Tucked in a quiet neighborhood yet right in the heart of the Florida Keys, it’s the perfect blend of relaxation and convenience. Enjoy a full kitchen, access to a beautiful pool shared with just six homes, outdoor seating with a grill and fire pit and paddle boards. Whether you’re here to unwind, explore, or fish, everything you need for a perfect Keys getaway is right here.

Guest favorite
The living area features a light blue sofa and a dark blue armchair, complemented by a small table with a potted plant. A spacious kitchen with wooden cabinetry and modern appliances is visible, along with four bar stools by the counter. Natural light enters through a nearby window.
Cottage in Homestead
4.91 out of 5 average rating, 469 reviews

Redlands Bungalow

Newly remodeled guest house with private entrance,yard with privacy fence,patio with gas grill and dining,detached from main house.10 mins walk to RF Orchids.15 mins drive to Everglades or Biscayne Ntl Park,40 mins to the Keys and 45mins to Miami and the beaches. Featuring 2 bdrms with superior quality mattress and TVs, with Netflix. New bathroom, washer/ dryer.The kitchen is equipped with a cook top,NO OVEN,microwave, dishwasher and a full size refrigerator. Outdoor security cameras. 600 SQ FT

Guest favorite
A wooden dock juts out over calm water, flanked by mangrove vegetation. Two adirondack chairs are positioned for relaxation, offering unobstructed views of the water. A cozy cottage is visible in the background, surrounded by palm trees, under a clear blue sky.
Cottage in Everglades City
4.98 out of 5 average rating, 173 reviews

The Cypress Cottage!

Welcome to the Cypress Cottage! A home designed with sportsmen & nature enthusiast in mind. Whether you are exploring inland in Big Cypress or Navigating through the Everglades & Ten-Thousand Islands you'll have a comfortable place to re-charge with panoramic views of mangrove jungle. Cypress Cottage offers parking for (4) vehicles with room left over for your boat or kayak trailer. Our dock offers the perfect place to keep your boat so you can make the most of your Everglades Adventure.

Top guest favorite
A serene view of a canal features lush palm trees lining wooden docks. A white boat is moored nearby, while a clear blue sky with scattered clouds reflects the peaceful surroundings.
Cottage in Key Largo
4.96 out of 5 average rating, 181 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!

Superhost
A waterfront property is surrounded by lush palm trees, with a gravel area leading to a private dock. The home is painted in soft blue tones, reflecting a comfortable coastal vibe. The expansive water views offer shimmering reflections under the clear sky.
Cottage in Little Torch Key
4.89 out of 5 average rating, 177 reviews

Waterfront Cozy Cottage with Boat Ramp & Dock!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

Guest favorite
Cottage in Marco Island
4.96 out of 5 average rating, 129 reviews

Coastal Paradise! Kayaks+Bikes+Fishing+Boat Dock

Direct back bay access+ boat dock & lift+ kayaks + bikes. 1 mile to Everglades National Park! Minutes to shops & dining! Adorable spacious home- perfect for a seaside retreat!. Designed for dockside enjoyment: hammocks, swing chairs, outdoor dining - 5 minute boat ride to beach -12 minute car ride to beach -Walk to waterfront dining & live music -Kayak in the Everglades -Fish off the dock -Cool, rustic Old Florida vibe -Bring your boat or rent one

Top guest favorite
A cozy living area features a spacious sectional sofa arranged around a circular table. Large windows allow natural light to fill the space, opening to a view of the deck. A simple art piece hangs on the wall, adding a touch of color.
Cottage in Coconut Grove / Miami
4.9 out of 5 average rating, 391 reviews

Boutique Grove Cottage | Walk to Marina & Cafés

Experience natural luxury at this boutique cottage in the heart of Coconut Grove — a private tropical retreat surrounded by lush palms and vibrant gardens. Walk to the Marina, cafés, bayfront parks & CocoWalk. Perfect for couples or solo travelers, it offers a full kitchen, washer/dryer, free gated parking & a spacious deck with string lights. A top-rated, stand-alone escape near UM — your serene, central Miami hideaway for relaxation & connection.

Guest favorite
A window reveals a lush garden filled with tropical plants and flowers. The words 'Keys Life' are displayed on a wooden sign above the window, enhancing the connection to the surrounding nature.
Cottage in Key Largo
4.9 out of 5 average rating, 391 reviews

Cottage By The Sea

Cottage By The Sea....Your home away from home in the Florida Keys!!! Our 2 bedroom Guest House is located on the Oceanside of Key Largo in a quaint and quiet neighborhood, with a huge yard surrounded by exotic flowers and trees. Be sure to meet Frank out 120 pound Sulcata tortoise.Minutes from either Oceanside or Bayside boat ramps. It is walking distance to a famous local's Tiki Bar and Restaurant as well as Jet ski and Kayak rentals

Popular amenities for Florida Keys cottage rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Beachfront cottage rentals

Guest favorite
The tranquil canal is illuminated by soft lights reflecting off the crystal-clear waters. Lush palm trees line the banks, and tiki huts with ambient lighting add to the serene atmosphere. The scene captures a peaceful nighttime setting with boats moored along the dock.
Cottage in Key Largo
4.94 out of 5 average rating, 95 reviews

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

A charming blue exterior of the rental is complemented by a wooden deck, creating an inviting entrance. Lush palm trees and surrounding greenery enhance the outdoor space, while large windows provide ample natural light to the interior.
Cottage in Key Largo
4.81 out of 5 average rating, 31 reviews

Keys Cottage with Sleeping Loft Sleeps 6

A serene swimming pool is surrounded by lush tropical foliage, including tall palm trees and vibrant greenery. Sun loungers are arranged near the pool, with a view of the beach and water visible in the background. Bright sunlight illuminates the tranquil scene.
Cottage in Key Largo
4.45 out of 5 average rating, 11 reviews

Tropical House By The Shore at Largo Resort

A guest room features a queen-sized bed adorned with a floral comforter. Two wooden nightstands with lamps flank the bed. French doors open to the outdoor garden, while light-colored curtains soften the sunlight filtering in from the windows.
Private room in Key Largo
4.58 out of 5 average rating, 767 reviews

Cottage Sunroom Waterfront Retreat 2 ppl

A welcoming bedroom features a spacious bed adorned with tropical-themed linens and decorative pillows. Natural light fills the room through a doorway leading to an outdoor area. Colorful beach towels are neatly arranged at the foot of the bed, and nautical decor enhances the ambiance.
Cottage in Key Largo
4.77 out of 5 average rating, 31 reviews

Cottage w/ Bay View FREE Kayaks, Snorkel & More

A bright window offers views of the canal and vibrant outdoor scenery. Two stools are positioned in front of the window, inviting guests to relax and enjoy the surroundings. Colorful decorations add a charming touch to the space, enhancing the coastal atmosphere.
Cottage in Cudjoe Key
4.69 out of 5 average rating, 173 reviews

Calypso Cottage

An American flag is displayed on a balcony, gently waving in the ocean breeze. The calm waters are reflected under a cloudy blue sky, creating a serene atmosphere. White railings and chairs frame the view, emphasizing the oceanfront location.
Cottage in Cudjoe Key
4.89 out of 5 average rating, 162 reviews

ATLANTIS...Ocean Front Cottage Retreat!

Guest favorite
A charming coastal rental is depicted, featuring blue and beige siding with large windows. The setting is by the water, offering a serene view. Outdoor seating options are visible nearby, along with palm trees and decorative plants enhancing the inviting exterior.
Cottage in Key Largo
4.81 out of 5 average rating, 27 reviews

Waterfront Keys Cottage w/Sleeping Loft Sleeps 6

Private cottage rentals

Guest favorite
A modern two-story home is surrounded by lush tropical vegetation. The exterior features a blend of white and blue walls, with large windows enhancing natural light. A pebble pathway leads towards the entrance, and the landscape is accented with various shrubs and palm trees.
Cottage in Miami
4.89 out of 5 average rating, 148 reviews

Coconut Grove - 1925 Historic Water Tower

Top guest favorite
A cozy bedroom features a queen size bed with luxurious bedding and a decorative pillow. A stylish lamp illuminates the space, while a ceiling fan offers airflow. Light-colored walls complement the patterned area rug, and a wooden wardrobe adds storage options.
Cottage in Miami
4.88 out of 5 average rating, 86 reviews

The Cottage

Top guest favorite
A comfortable living area is highlighted by a light-colored sofa with textured cushions, accompanied by a woven coffee table. Natural light enters through multiple windows, revealing touches of coastal decor and a glimpse of a bedroom in the adjacent space.
Cottage in Islamorada
4.97 out of 5 average rating, 97 reviews

Islamorada bungalow 2 bed & pool

Guest favorite
A sailboat is moored near a wooden dock, surrounded by palm trees. The orange glow of sunset is visible in the background, reflecting on the calm water. The scene captures a tranquil moment along the bay.
Cottage in Marathon
4.96 out of 5 average rating, 28 reviews

Waterfront cottage w/ MotherInLaw suite&boat slip

Superhost
The living area features a vibrant blue sofa with decorative pillows, complemented by a soft gray armchair. A white coffee table sits in the center, surrounded by a gallery wall of beach-themed art. A circular dining table with light chairs is visible in the corner.
Cottage in North Miami
4.8 out of 5 average rating, 60 reviews

Florida beach house with tropical garden

Guest favorite
The cottage is framed by lush tropical greenery, with a private brick path leading to a charming front deck. Large windows allow natural light to fill the inviting space, while palm trees and vibrant plants create a serene atmosphere in the surrounding garden.
Cottage in Miami
4.91 out of 5 average rating, 58 reviews

El chiringuito

Top guest favorite
An outdoor lounge area features comfortable seating arrangements with cushioned chairs and a sectional. A striped rug covers the deck, while a thatched roof provides shade. The adjacent waterway is visible, lined with boats and marina structures in the background.
Cottage in Key Largo
4.92 out of 5 average rating, 99 reviews

THE PARADISE

Top guest favorite
The exterior of a small white cottage is surrounded by lush greenery and colorful plants. Decorative elements include a star and an arched window. A paved walkway leads to the entrance, with tiled patterns embedded in the pavement, providing a welcoming atmosphere.
Cottage in Miami
4.91 out of 5 average rating, 225 reviews

Calle Ocho Cottage

Cottage rentals with a hot tub

Guest favorite
A modern living area features a gray sofa with a white throw blanket, positioned on a plush rug. A flat-screen TV showcases a serene ocean view. The kitchen area includes sleek white cabinetry, stainless steel appliances, and a small dining table with bar stools, creating a functional and inviting space.
Cottage in Miami
4.92 out of 5 average rating, 13 reviews

Cottage@MIA Design District |Hot tub|FreeParking

Superhost
An outdoor dining area is situated on a covered porch overlooking expansive water views. A large table is set with colorful dishware in blue and turquoise. Yellow kayaks are visible on the dock, complementing the serene backdrop of the water and sky.
Cottage in Cudjoe Key
4.87 out of 5 average rating, 77 reviews

Turtle Cove Views at Venture Out

Guest favorite
A coastal view features multiple white houses with balconies situated along the waterfront. Palm trees sway gently in the breeze, and clear blue skies create a serene backdrop. Vehicles are parked in the driveways, emphasizing accessibility to the beachfront.
Cottage in Cudjoe Key
4.96 out of 5 average rating, 23 reviews

Ocean Breeze @ VO - Kayaks, Bikes, 30 Min from KW

Superhost
An outdoor seating area features a round table surrounded by iron chairs, overlooking tranquil waters. Lounge chairs are positioned along the railing. The covered porch provides shade, with lush greenery visible across the waterway, enhancing the serene setting.
Cottage in Cudjoe Key
4.89 out of 5 average rating, 44 reviews

Tidewater Views at Venture Out

The exterior of the Conch Cottage features a light green facade with large windows allowing natural light. Palm trees frame the entrance, and a clear driveway leads to the door marked with the number 315. A window air conditioning unit is also visible.
Cottage in Cudjoe Key
3.8 out of 5 average rating, 5 reviews

Cozy, Perfect Conch Cottage! - VO315

A bright living area features light-colored furnishings with nautical accents. Large windows offer views of the water, while a flat-screen TV is positioned on a stylish stand. The adjoining dining area showcases a white table with matching chairs surrounded by plants, enhancing the airy environment.
Cottage in Cudjoe Key
4.81 out of 5 average rating, 106 reviews

OCEANIA... water front cottage retreat ~

The exterior of a mid-rise home is shown, featuring a light-colored facade and a set of stairs leading to an elevated porch. The porch area is equipped with a table and umbrella, surrounded by tropical landscaping and a gravel driveway.
Cottage in Cudjoe Key
4.63 out of 5 average rating, 123 reviews

VO Community 501 Midrise 2Bd/1.5Ba Large Open Deck

Two charming cottages are showcased, each featuring a distinct porch and vibrant green shutters. A white picket fence encloses the front yards, adorned with tropical plants. Bright blue skies enhance the inviting atmosphere of this welcoming neighborhood.
Cottage in Key West
4.72 out of 5 average rating, 101 reviews

Rustic 4BR Dog Friendly | Hot Tub | Deck

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Florida Keys
  5. Cottage rentals