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Apartment holiday rentals in Big Pine Key

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Top-rated apartment rentals in Big Pine Key

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Top Guest favourite
A bright and welcoming living space features a galley kitchen with a counter and two stools. The refrigerator is visible along with colorful walls in shades of yellow and coral. A TV unit stands nearby, and a red sofa adds a pop of color to the cozy area.
Apartment in Key West
4.98 out of 5 average rating, 523 reviews

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval

1B/1B condo located in Old Town less than 1/2 block from Duval St. & a couple blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita accommodates 2 adults only and features a large porch with chairs & table, living room with leather sofa, galley kitchen with bar seating, king-size bed with Tempurpedic mattress, desk area, bathroom with large walk-in shower, wi-fi, sound machine, 2 Smart TVs, DVD players & BlueTooth stereo system with CD player & radio.

Guest favourite
The living room features two sofas in contrasting colors with decorative cushions. A small white table is centered between them, and light streams in through windows adorned with wooden shutters. A ceiling fan adds to the airy atmosphere.
Apartment in Key West
4.86 out of 5 average rating, 103 reviews

King Bed | Key West *Best Downtown Locations *Cool

AUGUST, SEPTEMBER, OCTOBER – We have significantly lowered our prices for the off-season. Please use part of the discount to purchase travel insurance at the time of booking. AirBnB Cancellations and Major Disruptive Events Policy excludes weather or natural conditions that are common enough to be foreseeable in a given location. Hurricanes are considered common and foreseeable in Florida between June and November, with peak activity typically occurring in August, September, and October.

Superhost
A living area features a light green accent wall adorned with three framed blue art pieces. A light-colored sofa sits against the wall, complemented by a natural fiber rug on the bamboo flooring. A kitchen counter with a glossy black surface and wooden cabinetry is visible.
Apartment in Key West
4.81 out of 5 average rating, 119 reviews

The Green House ❀ Sunset

AUGUST, SEPTEMBER, OCTOBER – We have significantly lowered our prices for the off-season. Please use part of the discount to purchase travel insurance at the time of booking. AirBnB Cancellations and Major Disruptive Events Policy excludes weather or natural conditions that are common enough to be foreseeable in a given location. Hurricanes are considered common and foreseeable in Florida between June and November, with peak activity typically occurring in August, September, and October.

Superhost
A welcoming entrance features a door labeled '8A' and is flanked by two red chairs with blue and white striped cushions. A small table rests between them, surrounded by potted plants. A window offers a glimpse of natural light within the unit.
Apartment in Marathon
4.86 out of 5 average rating, 108 reviews

Cozy Keys Efficiency 8a

Efficiency has a queen size bed, a 3-seat sofa and a small dining table with 2 chairs. Private bathroom. AC will keep you cool. Kitchen is fully equipped with 4 burner stove, microwave, medium size refrigerator with freezer. Enjoy the breezes on your patio, each unit has a gas BBQ grill and a picnic bench outside. Enjoy a swim in our shared pool. Optional boat slip can be rented for $25/night Efficiency has a 2 person maximum occupancy - no exceptions.

Guest favourite
A shaded tiki hut with a thatched roof stands on the sandy shore, overlooking the calm, blue waters of the Atlantic Ocean. Two palm trees frame the structure, creating a serene beach environment, with gentle waves lapping at the rocks in the background.
Apartment in Key Colony Beach
4.85 out of 5 average rating, 126 reviews

Beachside Unit 22 - Private Beach on Atlantic

Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests, Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Guest favourite
A private courtyard is displayed, featuring a hot tub, two chairs, and a small table. The entrance to the suite is visible with elegant French doors that open to the interior. Lush greenery enhances the tranquil ambiance, with a striped awning offering partial shade.
Apartment in Key West
4.92 out of 5 average rating, 296 reviews

Starr's Suite - 2 person K Suite w/Private Spa!

Starr's Suite features a King Pillow-Top Memory Foam mattress. Renovated in 2010, it features a tumbled marble shower, granite counter-tops in kitchen with dishwasher and vanity. Tommy Bahama bath amenities are provided, as well as coffee, creamer and sugar. 56” Smart TV (bring UN/PW for Netflix, Amazon, etc. to watch your favorite shows). Private Solana spa in your private courtyard. Daily housekeeping is provided. Use of 2 heated pools.

Guest favourite
The expansive outdoor pool is framed by palm trees and surrounded by lounge chairs with blue umbrellas. The area is well-lit and features a shaded pavilion. The surrounding building showcases tropical landscaping, providing a relaxing atmosphere for guests.
Apartment in Key West
4.9 out of 5 average rating, 153 reviews

Key West Beachside 1400sf, 2 Bedroom Condo

Welcome to our Key West Condo. This spacious well appointed 2 bedroom, 2 bath condo sleeps 6 and is next to the best beach on Key West. This condo is the perfect alternative to staying in a hotel. It gives you a true island experience. Great for Couples and Families We have a Website specific to our Condo where we offer special pricing, discounts and additional pictures Search-keywestbeachsidecondo

Guest favourite
A light-filled living room features a blue sofa, a comfortable chair, and a glass coffee table. Large sliding doors open to a balcony with ocean views. A soft area rug lies on the tiled floor, adding warmth to the space, while sunlight illuminates the room.
Apartment in Marathon
4.97 out of 5 average rating, 108 reviews

Beachfront Condo w/ Ocean Views in Marathon

Beautifully decorated 2nd floor end unit with stunning panoramic ocean views from the balcony, living room and master bedroom. Two bedrooms / two full bathrooms and washer and drier in unit. Full kitchen. Directly on the beach! Beach chairs, umbrellas and towels provided for you. Guests have access to the heated swimming pool, tennis court and beach. Master bedroom king-size memory foam mattress

Guest favourite
An open concept studio apartment features a modern kitchen with stainless-steel appliances, including a coffee maker and oven. A dining table with black chairs is positioned near the kitchen. In the background, a spacious bed is visible, illuminated by natural light from large windows.
Apartment in Key West
4.85 out of 5 average rating, 245 reviews

Studio Near Downtown - The Bartlum

Welcome to the Bartlum, a historic and luxurious studio apartment just steps to Duval Street. This studio, located on Caroline St, has been designed with comfort in mind, offering large windows for natural sunlight and plenty of space to spread out. Enjoy an updated kitchen, spacious bathroom, open concept layout, and all the hot spots of Key west within walking distance!

Guest favourite
The entrance to a charming village is marked by an archway adorned with colorful lettering and a distinctive emblem. Lush palm trees line the quiet street, which is paved with bricks, and features colorful buildings along either side.
Apartment in Key West
4.91 out of 5 average rating, 142 reviews

Duval Street Suites with full kitchen heated pool,

Mile Zero Suite is a one bedroom (queen) 1 bath suite with a sleeper sofa (queen) and kitchen. Overlooking Duval street in historic Old Town, Key West. Free parking available and the pool is privately located behind the building . Located in the middle of everything yet quiet and away from it all. This space is truly unique and sure to please all ages.

Superhost
A modern kitchen is equipped with stainless steel appliances, including a refrigerator, stove, and microwave. Light-colored cabinetry contrasts with the granite countertops, while a window adorned with patterned curtains allows natural light to brighten the space.
Apartment in Big Pine Key
4.86 out of 5 average rating, 73 reviews

New Deluxe Duplex Unit, 1 Queen Bed, Unit C

This is a Brand New One Bedroom Duplex unit with central AC, Dishwasher, garbage Disposal, etc. This unit has a queen bed in the bedroom, and a queen sofa sleeper in the living room. It is elevated and has absolutely Gorgeous views of Old Wooden Bridge Marina. All furnishings are brand new. This property is not pet friendly.

Superhost
Apartment in Key West
4.85 out of 5 average rating, 302 reviews

Duval St. Duplex w/Balcony W/ Parking (Adult Only)

Private two story duplex with balcony on Duval Street. Fantastic location in the heart of Old Town within easy walking distance of restaurants, live music, and historic sights. *Please note you must be 21 or older to make a reservation on this property and all guests must be at least 18 years old.*

Popular amenities for Big Pine Key apartment rentals

Kitchen
Wi-Fi
Pool
Free parking on premises
Air conditioning

Weekly apartment rentals

Guest favourite
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, 1,575 reviews

At Mine | Lovely Suite steps from Duval Street

A spacious living area features a light-toned sectional sofa arranged around a central coffee table. A large television is positioned on a wooden stand. Soft lighting is provided by lamps, and decorative artwork adorns the walls, enhancing the open and airy feel of the space.
Apartment in Marathon
4.75 out of 5 average rating, 51 reviews

Sombrero Beach 2 bedroom apartment close to Beach!

Guest favourite
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

The street view showcases a vibrant atmosphere, featuring a sign for 'Old Town Suites' and directional signage toward Duval Street. Palm trees line the sidewalk, and a bus is seen passing, indicating easy access to local attractions. Bright blue skies frame the scene.
Apartment in Key West
4.8 out of 5 average rating, 249 reviews

Old Town Suites - 2 Bedroom Suite #2

A modern kitchen is displayed, featuring dark blue cabinetry and stainless steel appliances. A sleek countertop hosts a sink and modern stove, while a microwave is mounted above. Natural light enters from a nearby window, enhancing the kitchen's functional layout.
Apartment in Key West
5 out of 5 average rating, 3 reviews

Rare Beach Front Resort Key West- 2BD/2BA

A spacious common area features high ceilings and large windows allowing natural light to fill the room. A wooden dining table seats six, complemented by light blue chairs. A plush sofa is arranged with textured cushions. French doors open to the balcony, enhancing the indoor-outdoor connection.
Apartment in Key West
4.9 out of 5 average rating, 109 reviews

Balcony & Near Downtown - Sky Suite on Duval

Guest favourite
A waterfront view captures a serene canal lined with tropical greenery and residential boats. The white boat is positioned on the dock, with steps leading to an inviting home painted in a soft yellow. Clear blue skies enhance the tranquil atmosphere.
Apartment in Marathon
4.87 out of 5 average rating, 55 reviews

Little Venice in Marathon (in the Beautiful Keys)

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!

Private apartment rentals

A bright living area showcases light-colored walls and modern furnishings. A comfortable seating arrangement features tropical-patterned chairs, while a large flat-screen TV is mounted on the wall. Natural light fills the space through multiple glass doors leading to a patio area.
Apartment in Key West
4.8 out of 5 average rating, 15 reviews

Shipyard 208-6 condo in Truman Annex-2 bed 2 bath

Guest favourite
A spacious bedroom features a large bed with a plaid blanket, accented by a collection of framed artwork on a bright blue wall. Wood flooring complements the overall decor, while a nearby closet provides convenient storage.
Apartment in Key West
4.78 out of 5 average rating, 378 reviews

Key West - Sunrise ❀ The Green House

Superhost
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
4.84 out of 5 average rating, 827 reviews

Duval Balcony - Street Suite

Superhost
A light and airy living area features a modern blue sofa adorned with patterned throw pillows. A wooden coffee table sits in front, complemented by a tall indoor plant. A full-length mirror reflects the space, while natural light brightens the room through the patio door.
Apartment in Key West
4.85 out of 5 average rating, 20 reviews

Duval Corner - Pet friendly with Balcony

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
4.64 out of 5 average rating, 11 reviews

Coconut Mallory Studio-401

Guest favourite
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, 337 reviews

Honeymoon Hideaway, King bed, Private Deck & Spa!

A light-filled living area features a comfortable gray sofa and two accent chairs, arranged around a coffee table. A media console with a television is placed against the wall. Large sliding glass doors lead to a private screened-in porch, with views of palm trees.
Apartment in Key West
4.67 out of 5 average rating, 3 reviews

Welcome to Your Tropical Key West Island Getaway

Top Guest favourite
A light-filled living space features a teal sleeper sofa and a small dining table with two white chairs. A textured area rug adds warmth to the wood floor. Decorative wall art and a ceiling fan enhance the relaxed atmosphere.
Apartment in Key West
4.94 out of 5 average rating, 125 reviews

Duval Street Suites full kitchen, free parking, &

Apartment rentals with a hot tub

Top Guest favourite
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
4.9 out of 5 average rating, 83 reviews

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

Guest favourite
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, 54 reviews

Newly Renovated 2/2 Bath Condo, with shared pool

Superhost
Apartment in Key West
New place to stay

Condo at the Galleon Resort

Guest favourite
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!

Superhost
An inviting outdoor lagoon pool is surrounded by lush tropical landscaping and tall palm trees. A spacious deck with sun loungers provides ample space for relaxation. The pool area is well-maintained, showcasing clear blue water under bright skies.
Apartment in Key West

2 BR @ Hyatt Beach House Resort

Superhost
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
4.88 out of 5 average rating, 8 reviews

Henry's Penthouse On The Ocean

Superhost
The exterior of the resort is displayed along a waterfront, featuring a charming building with multiple balconies. Lush palm trees sway beside the property, and clear blue waters are visible in the marina, enhancing the relaxing coastal ambiance.
Apartment in Key West
5 out of 5 average rating, 10 reviews

Downtown KeyWest 2Bed Oceanfront

Superhost
A private balcony features a round table surrounded by four chairs, providing a comfortable space to enjoy the ocean view. Lush greenery and palm trees are visible in the background, with the tranquil ocean further enhancing the outdoor setting.
Apartment in Key West
5 out of 5 average rating, 3 reviews

Oceanview condo w/pool, jacuzzi

Quick stats about apartment rentals in Big Pine Key

  • Total holiday rentals

    Explore 10 holiday rentals in Big Pine Key

  • Nightly prices starting at

    Big Pine Key holiday rentals start at $77 AUD per night before taxes and fees

  • Verified guest reviews

    Over 520 verified reviews to help you choose

  • Wi-Fi availability

    10 of Big Pine Key holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Big Pine Key rentals

  • 4.7 Average rating

    Big Pine Key stays receive an average rating of 4.7 out of 5 from guests

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