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Cottage vacation rentals in Sunset Key

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Sunset Key cottage rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Cottage rentals with a hot tub

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, 69 reviews

Turtle Cove Views at Venture Out

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, 100 reviews

OCEANIA... water front cottage retreat ~

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
4.88 out of 5 average rating, 40 reviews

Tidewater Views at Venture Out

An aerial view presents a light blue cottage alongside a canal, with white lounge chairs positioned on the deck. A kayak rests in the water, surrounded by lush palm trees and calm, clear waters reflecting a bright blue sky.
Cottage in Cudjoe Key
4.78 out of 5 average rating, 64 reviews

NAUTILUS...ocean front cottage retreat ~

Pet-friendly cottage rentals

Superhost
The exterior view features a charming cottage framed by lush greenery and tropical plants. French doors open onto a wooden deck, inviting guests into the living space. A stone pathway leads to the entrance, while seating is offered nearby under the natural shade of palm trees.
Cottage in Key West
4.8 out of 5 average rating, 20 reviews

Colony Sunset- Bright and airy cottage

Superhost
The outdoor deck provides a spacious area for dining and relaxation, framed by lush greenery. Two flags flutter gently in the breeze, while a mix of natural wood and beige gravel enhance the serene atmosphere of this tropical retreat.
Cottage in Key West
4.89 out of 5 average rating, 9 reviews

The Southern Cross

Superhost
A charming outdoor space is shown with a small circular table and two chairs set on a stone patio. Lush greenery surrounds the area, and wooden steps lead to the entrance of the cottage. A tree provides shade, enhancing the serene ambiance.
Cottage in Key West
4.84 out of 5 average rating, 86 reviews

Hidden Oasis @ the Colony ~ Great location

Superhost
An open studio layout features high ceilings and light blue walls. A queen bed is positioned near the window, with a comfortable couch and a coffee table in the seating area. French doors lead to an outdoor deck, enhancing natural light in the room.
Cottage in Key West
4.67 out of 5 average rating, 33 reviews

Osprey @ Colony

A charming cottage exterior features light blue siding and is accented by vibrant pink Adirondack chairs. Lush greenery surrounds the entrance, and flowering plants add color to the setting. A clear blue sky and tropical palm trees complete the welcoming atmosphere.
Cottage in Marathon
4.63 out of 5 average rating, 128 reviews

Tropical Cottages - Cottage # 10

The spacious cottage interior showcases two queen size beds with light bedding, set against soft blue walls. A ceiling fan adds to the airiness, while a small dining table with black chairs sits nearby. A kitchenette area is visible in the background.
Cottage in Marathon
4.43 out of 5 average rating, 223 reviews

Tropical Cottages - Cottage # 03

Superhost
The inviting exterior of the cottage showcases a sage-green facade with white trim and large windows. Surrounded by lush tropical landscaping, a stone pathway leads to the entrance, flanked by palm trees and mature foliage, creating a serene atmosphere.
Cottage in Key West
5 out of 5 average rating, 4 reviews

Tropical Cottage

Guest favorite
The entrance showcases a charming front porch with two comfortable chairs and decorative green shutters on either side of the door. A welcoming white door is framed by ornamental trim, complemented by a tasteful wreath. Lush greenery adds to the tranquil atmosphere.
Cottage in Key West
4.86 out of 5 average rating, 65 reviews

Eyebrow Suite @ Eyebrow House

Private cottage rentals

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
4.88 out of 5 average rating, 171 reviews

Waterfront Cozy Cottage with Boat Ramp & Dock!

Superhost
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
4.9 out of 5 average rating, 10 reviews

Ocean Breeze at Venture Out 537

Superhost
A charming entrance features double French doors framed by lush greenery. The brick pathway leads to the entrance, with soft lighting from wall sconces accentuating the space. Latticework indicates nearby outdoor areas, while bike racks complete the inviting entry.
Cottage in Key West
4.76 out of 5 average rating, 17 reviews

Colony Poolside: A charming bungalow near Duval

Guest favorite
A kidney-shaped pool glistens under a partly cloudy sky, surrounded by lush tropical greenery. The pool features built-in seating areas and is framed by a clean white border. Nearby, wooden decking provides space for lounging and enjoying the serene outdoor environment.
Cottage in Key West
5 out of 5 average rating, 34 reviews

Pete's West Cottage steps from Duval

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
4.93 out of 5 average rating, 135 reviews

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks

Top guest favorite
A charming outdoor patio area features a circular table with two chairs set on stone pavers surrounded by lush tropical plants. A canopy of palm trees provides shade, while the bright yellow exterior of the cottage is visible in the background.
Cottage in Key West
4.9 out of 5 average rating, 10 reviews

NEW! - The Jolly Rooster Cottage - Walk to Duval

Superhost
Cottage in Key West
5 out of 5 average rating, 4 reviews

Key West Cottage Du Soleil w/ Pool!

Superhost
A living room features soothing blue and green tones, complemented by a vibrant green accent chair and decorative pillows. French doors open to the lush courtyard, allowing natural light to enhance the space, while a decorative rug and a glass coffee table provide a cozy gathering area.
Cottage in Key West
4.86 out of 5 average rating, 50 reviews

Namaste: A blissful one bedroom cottage

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