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Apartment vacation rentals in Big Pine Key

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Vacation rentals for every style

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Popular amenities for Big Pine Key apartment rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly apartment rentals

Guest favorite
Apartment in Key West
4.83 out of 5 average rating, 72 reviews

Blue Room at the Grand Maloney

A comfortable room features a spacious bed with crisp white linens, positioned against a coral-themed accent wall. Natural light streams through a window with white shutters. A small dining table and chairs complement a kitchenette area, while a large mirror enhances the sense of space.
Apartment in Key West
4.87 out of 5 average rating, 1,562 reviews

At Mine | Lovely Suite steps from Duval Street

Superhost
A spacious living area displays a blue sectional sofa, accented with patterned throw pillows. A wooden coffee table is positioned in front, featuring a small potted plant and a woven basket. The open-concept kitchen is visible in the background, equipped with modern appliances.
Apartment in Stock Island
4.91 out of 5 average rating, 70 reviews

"Key Lime" 1 bedroom at Leo's

A welcoming entrance pathway, lined with lush greenery, leads to a light green exterior of the studio condo. A porch is visible at the front, featuring a blue chair. The area is subtly accented by tropical plants and decorative stones.
Apartment in Key West
4.6 out of 5 average rating, 10 reviews

Coconut Mallory Studio-401

Guest favorite
A spacious living area is presented, featuring a comfortable sectional sofa adorned with decorative pillows. A light-colored coffee table sits in front, complemented by a small plant. Large sliding glass doors allow natural light and provide views of the outdoor space.
Apartment in Marathon
4.94 out of 5 average rating, 16 reviews

Relax with the whole family at this peaceful place

A cozy living space features a blue sofa adorned with colorful throw pillows, set against a vibrant area rug with floral patterns. Decorative artwork and a staircase with a unique railing design add character to the room, while additional art pieces decorate the walls.
Apartment in Key West
4.87 out of 5 average rating, 54 reviews

1BR with balcony & lighthouse view, steps to Duval

An aerial view captures the serene oceanfront complex, featuring a large, clear swimming pool surrounded by palm trees. Docks and chickees dot the shoreline, while well-maintained grass areas and modern townhomes are visible, all set against the backdrop of expansive ocean views.
Apartment in Marathon
4.6 out of 5 average rating, 10 reviews

New Townhome in the heart of Marathon!

A refreshing pool area is surrounded by green palm trees and blue umbrellas. Lounge chairs are arranged neatly around the pool, while tables with chairs provide seating for guests. The clear blue sky enhances the inviting atmosphere of the community space.
Apartment in Key West
4.87 out of 5 average rating, 106 reviews

Penthouse in Paradise

Private apartment rentals

Guest favorite
A warm-toned room features wood-paneled walls accented by natural light from two windows. A spacious bed with an orange bedspread is positioned alongside a cozy seating area comprising two cream-colored couches facing a small round table.
Apartment in Key West
4.85 out of 5 average rating, 820 reviews

Duval Balcony - Street Suite

Guest favorite
A bright and airy bedroom features a spacious bed with a checked blanket. A white dresser sits against the wall beside a decorative fish and tall red accents. Natural light enters through double doors that lead to a small balcony, enhancing the tranquil atmosphere.
Apartment in Key West
4.83 out of 5 average rating, 291 reviews

Sunrise - Best Downtown Locations

Guest favorite
A decorative wooden sign is mounted on a white post, featuring the text 'Center Court Historic Inn & Cottages' in bold letters. Lush tropical greenery surrounds the area, with palm trees and vibrant plants visible, creating a welcoming entrance to the property.
Apartment in Key West
4.95 out of 5 average rating, 333 reviews

Honeymoon Hideaway, King bed, Private Deck & Spa!

The interior of a studio room is displayed, featuring a comfortable sofa, a small dining area with two chairs, and a compact kitchen. A queen bed is positioned in the background, separated by light curtains. Natural light enters through a nearby window, enhancing the space.
Apartment in Key West
4.61 out of 5 average rating, 263 reviews

Queen Studio

Guest favorite
A well-lit bedroom features wooden paneling and a spacious bed with a patterned blanket. Shelves filled with books are situated beside the bed. A sliding glass door leads to an outdoor area, while warm lighting enhances the cozy atmosphere.
Apartment in Key West
4.89 out of 5 average rating, 35 reviews

Apartment at Safe Harbor Marina

Top guest favorite
A comfortable living area features a patterned sofa and matching loveseat, organized around a glass-top dining table with woven placemats. The space is illuminated by natural light from two windows, while a wall-mounted air conditioning unit provides climate control.
Apartment in Key West
4.88 out of 5 average rating, 747 reviews

Duval Balcony - Suite Mischief

An open-concept living room features large glass sliding doors that provide unobstructed ocean views. A comfortable sectional sofa and accent chairs are arranged around a coffee table, while a television is mounted on the wall. Natural light fills the space, enhancing the bright and airy atmosphere.
Apartment in Key Colony Beach
5 out of 5 average rating, 4 reviews

Nautical Oceanfront Townhouse

A well-lit living area features a comfortable beige sofa and a wooden TV stand positioned above a tiled floor. A dining table is visible in the background, accompanied by large windows that allow natural light to fill the space.
Apartment in Marathon
4.69 out of 5 average rating, 45 reviews

Remodeled Sombrero Beach Waterfront Duplex with Dock

Apartment rentals with a hot tub

Superhost
Apartment in Key West

Key West Condo Fantasy Fest

Guest favorite
A bright living area features light-colored furniture, including a comfortable sofa and armchair. A wooden coffee table is centrally placed. Art displays adorn the walls, enhancing the inviting ambiance. Nearby seating accommodates dining for four, with large windows allowing natural light to flow in.
Apartment in Key West
4.91 out of 5 average rating, 78 reviews

Castaway Cove: Pet-friendly 2/2 condo near beach!

Guest favorite
A modern living area is presented with a comfortable grey sofa and two patterned chairs facing a large sliding door. Natural light fills the space, illuminating a textured wood coffee table and a side table with a lamp. A mounted television displays vibrant sunset imagery.
Apartment in Key West
4.98 out of 5 average rating, 52 reviews

Newly Renovated 2/2 Bath Condo, with shared pool

Guest favorite
A charming entrance is framed by lush tropical plants and palm trees. The light green door complements the inviting beige exterior of the home. A cozy seating area is situated on the porch, and brick pathways lead through a landscaped yard filled with vibrant foliage.
Apartment in Key West
4.94 out of 5 average rating, 33 reviews

Heron Hideaway

Guest favorite
The property is positioned near the shoreline, featuring a modern design with multiple balconies. Lush palm trees frame the exterior, while a landscaped garden adds greenery. The serene ocean can be seen in the background under a twilight sky.
Apartment in Key West
5 out of 5 average rating, 5 reviews

Hyatt Windward Pointe! Great Location!

Guest favorite
A bright living area features a coral-colored sofa, rattan seating, and a flat-screen TV. Natural light floods the space through large sliding glass doors leading to a private balcony with outdoor seating. The adjoining bedroom is visible through an open doorway.
Apartment in Key West
4.88 out of 5 average rating, 8 reviews

The Samana Cay | Tropical, Airy Retreat w/ Private

Guest favorite
A spacious pool area features a large swimming pool surrounded by lounge chairs and vibrant blue umbrellas. Lush palm trees provide shade, and ocean views are visible in the background, enhancing the tranquil atmosphere of the outdoor space.
Apartment in Key West
5 out of 5 average rating, 7 reviews

Henry's Penthouse On The Ocean

Superhost
A spacious living area is furnished with a comfortable sofa and armchair, complemented by a wooden coffee table. A large entertainment center features a television, while soft lighting enhances the room's ambiance. The space is adorned with tasteful decor and tiled flooring.
Apartment in Key West

The Galleon Resort - Key West

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