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Vacation rentals with beach access in Big Pine Key

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Popular amenities for Big Pine Key beach access rentals

Apartment rentals with beach access

Superhost
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, 114 reviews

Beachside Unit 22 - Private Beach on Atlantic

JamesRating, 5 stars2 weeks ago
Very nice condo in key colony beach, affordable, great stay for a family. Clean rooms, nice pool, nice private beach area, will bring family down again.
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
4.84 out of 5 average rating, 797 reviews

Duval Balcony - Street Suite

DeborahRating, 5 stars2 weeks ago
What a fabulous location right on Duval Street! Thomas Philip’s Suite Mischief was everything he described, and more. Based upon the great suggestions he gave us, we were able to find free street parking practically around the corner. Very convenient! The apartment was well-equipped, and had such charm. We own a house that is over 100 years old, so felt right at home here! Everything we wanted to visit was within walking distance, and at the end of the evening, we enjoyed a nightcap while sitting on the private balcony watching all of the Duval action below. It was absolutely delightful! The next day, we were transferring to another of his units, and Thomas Philip was very accommodating — arranging for the seamless transfer of our luggage to the new unit, which gave us more time to explore and enjoy the beauty that is Key West.
Top guest favorite
A scenic outdoor area features a thatched-roof gazebo overlooking the ocean. Palm trees sway gently in the breeze, and a paved pathway leads to the waterfront. The blue waters reflect the sky, creating a tranquil coastal atmosphere.
Apartment in Marathon
5 out of 5 average rating, 20 reviews

#1 Island Hideaway 89 - OCEAN FRONT

SamanthaRating, 5 stars1 week ago
It was the perfect location that we wanted away from a high tourist area. The neighbors were very nice and welcoming. Everything was clean and beautiful. I would stay here again! It was perfect for us exploring both the southern and northern keys and beaches since it's about middle of the 2. Loved it!
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, 5 reviews

Henry's Penthouse On The Ocean

WilliamRating, 5 stars3 weeks ago
The Condo was spacious, beautiful, well furnished, very clean and the location was perfect. Henry was great to work with. We rented a golf cart and traveled almost everywhere in Key West by golf cart.
Superhost
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
4.86 out of 5 average rating, 50 reviews

Little Venice in Marathon (in the Beautiful Keys)

AlisonRating, 5 stars2 weeks ago
We (two couples) enjoyed a great week here. Being on the canal was nice, outside sitting spots were great. The house had plenty of cooking supplies needed. Was a tad bit smaller than I expexted, but worked out just fine. Remember to bring your shampoo, body wash etc as it's not provided. Comfortable and bright, was quiet even with boats going by. Would definitely stay here again!
Superhost
A vibrant sunset casts warm hues over the beach, where two figures stand with arms outstretched, silhouetted against the colorful sky. The calm ocean reflects the golden light, with a sailboat visible in the distance and grasses framing the foreground.
Apartment in Key West
4.68 out of 5 average rating, 120 reviews

Heart of Old Town Key West

KileyRating, 5 stars2 weeks ago
LOCATION! Highly recommended. We rented Jack’s place for my husband’s 40th birthday trip. Walkable to all the restaurants, bars, activities, yet perfectly tucked away. Loved how there were two locked gates making this space feel nice and private and safe when we weren’t out and about. We shared the space with a friend couple and it was perfect. Great kitchen - all you need.
Guest favorite
A spacious balcony offers sweeping views of the waterfront, framed by palm trees. A set of four outdoor chairs surrounds a small table, inviting relaxation. Natural light floods the tile floor, creating a bright and airy atmosphere while the ocean gently laps at the shore below.
Apartment in Key West
4.9 out of 5 average rating, 29 reviews

Oceanfront Condo in Key West

ScottRating, 5 stars1 month ago
It doesn't get much better than this condo. Located right on the ocean, it offers privacy while being conveniently close to all the excitement of Key West without the hustle and bustle. The condo was immaculate upon our arrival, and the amazing views lived up to the photos. The balcony was perfect for mid-afternoon naps with the soothing sounds of the wind in the palm trees and the gentle ocean waves right below. Jenna was incredibly responsive both before and during our stay. This is where we want to be the next time we visit Key West.
Superhost
A view from the balcony captures vibrant green lawns and palm trees, leading to a sandy beach and the ocean beyond. Waves can be seen gently lapping at the shore under a clear blue sky, creating a serene coastal atmosphere.
Apartment in Marathon
5 out of 5 average rating, 4 reviews

*New* Turtles Pace-Private Beach

SandyRating, 5 stars1 month ago
We just loved our stay in Key Colony. Everything about Yuni’s home was perfect. Very comfortable beds with lovely linens. The 2 bathrooms are beautiful with plenty of towels. Soft beach towels and coolers were provided which saved space in suitcases not having to pack. The private beach area has soft sand and plenty of chairs too. Yuni has a storage unit with additional chairs and beach gear that made out beach trip to Bahia Honda that much easier. The amazing coffee maker saved me hundreds on not needing to buy coffee out everyday for all of us. Morning cup of coffee in the comfortable lounge chairs and dinner on the balcony with the beautiful view is something you must experience. The location was great, close to state parks, the turtle hospital, 7 mile bridge, Amazing restaurants and grocery stores. You can not go wrong booking with Yuni and staying at Turtles Pace. Highly recommend and can’t wait to go back!!

House rentals with beach access

Guest favorite
A modern interior showcases a spacious living area with a sectional sofa adorned with decorative cushions. Adjacent, a bright kitchen is visible, alongside a dining table. A cozy bedroom features a bed with plush linens. Outdoor seating is arranged on a covered patio, surrounded by greenery.
Home in Marathon
4.9 out of 5 average rating, 162 reviews

Waterfront Cozy Modern Retreat w/Deep Canal

TheresaRating, 5 stars1 week ago
Christy was the best host! She was always available for quick questions and gave us great information as well. Her home was gorgeous! Beautifully decorated, flooring was luxurious and the space was perfect for the 2 us and our boat. The back porch was comfortable and the gas grill was a work of art! The boat ramp was a 1 mile away, Publix and Winn Dixie right around the corner and many restaurants all around made the location perfect for us. We had such a great stay and would definitely stay here again!! Thank You Christy for sharing your beautiful home with us!
Top guest favorite
A spacious outdoor area features a round table surrounded by chairs and a long wooden bench. Lush palm trees sway gently in the breeze, providing shade. A serene canal with docked boats is visible in the background, reflecting the clear blue sky.
Home in Key Colony Beach
5 out of 5 average rating, 45 reviews

Florida Keys Retreat / Completly remodeled

SeanRating, 5 stars1 month ago
Perfect for our family of 5. Great outdoor area at the house for fishing and relaxing. The layout was great for us because of the separation from the master to the kitchen/living room…our baby could sleep and we didn’t have to worry about making noise and waking up the baby. KCB is in a great central location for exploring the Keys. We were also pleasantly surprised at the quality of restaurant’s nearby. The Cabana Club was crowded and has a small beach. Drinks there were good. I have nothing overly negative to say, other than that I wouldn’t look to stay in KCB or this property if you just want to hang at the pool and beach all day. But it was fine for a few easy afternoons between other activities in the area. We highly recommend and would stay again!
Top guest favorite
A vibrant sunset paints the sky in shades of orange and pink, reflecting off the tranquil canal water. Palm trees frame the scene, while nearby boats are anchored along the dock. The peaceful ambiance captures the essence of coastal living in Key Colony Beach.
Home in Key Colony Beach
4.98 out of 5 average rating, 124 reviews

Paradise found!Key Colony Beach,Cabana Club.

ColinRating, 5 stars2 days ago
We had a great week at Kari's place. We were blown away by the view from the terrace. The apartment was well appointed and had everything we needed. The use of the nearby Cabana club was a real bonus. Colony Key is about an hour from Key West, so it was well located for all sorts of activities. Would love to return one day. Thanks Kari. Colin & Lynne Moore. Buckinghamshire, UK
Guest favorite
A rattan chair with a rounded backrest is positioned against a striped wall. The chair displays decorative pillows and a light throw blanket. A small side table holds a lamp and a decorative item, contributing to a relaxed atmosphere.
Home in Marathon
4.92 out of 5 average rating, 50 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

MaxsenaRating, 5 stars1 month ago
Super nice place to stay. Very comfortable.
Guest favorite
A patio area features bright blue chairs arranged along the railing, offering a view of the sandy beach and calm ocean. Palm trees sway gently in the background, with a wooden dock extending into the water, providing a serene coastal atmosphere.
Home in Marathon
4.95 out of 5 average rating, 60 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

DanielRating, 5 stars2 weeks ago
Our 7 day stay was the most relaxing vacation we’ve had in years. The location was somewhat remote but only a short drive into Marathon. We hope to come back soon!!!
Guest favorite
The image captures a sandy beach scene with clear turquoise waters. Sunbathers and beachgoers are seen enjoying the sun on the shore, while lush palm trees line the beach. A beachfront villa is visible in the background, enhancing the coastal setting.
Home in Marathon
4.91 out of 5 average rating, 179 reviews

Beachfront Villa - Florida Keys

MorganRating, 5 stars3 weeks ago
We had a great stay at Loretta’s place. The location offered a good jumping off point to explore the keys. The beach nearby along with canal access and kayaks was a huge plus. The garden area was nice though the mosquitos were intense. The place accommodated our group of 7 ppl well and everything was clean and well furnished. Overall, the place worked great for our group and we’d stay again!
Guest favorite
Home in Marathon
4.91 out of 5 average rating, 34 reviews

Viamarhe House-Private beach, Kayak, yard games

AmandaRating, 5 stars1 week ago
Loved our week-long stay at Marjorie’s! As pictured and described. Checked out the other reviews for useful tips.
Top guest favorite
A sandy beach is lined with lounge chairs under tall palm trees, facing a calm turquoise sea. A pier extends into the water, and a few beachgoers are sunbathing on the shore. The sky is partly cloudy, providing a serene atmosphere.
Home in Key Colony Beach
4.98 out of 5 average rating, 105 reviews

Waterfront House with 37 ft Dock & Cabana Club

MarciaRating, 5 stars1 month ago
This was a great place for our family. We had plenty of space to relax. The home is well stocked with linens, kitchen items and paper goods. We only had to buy groceries. The tvs had streaming services and there are two types of coffee makers!

Condo rentals with beach access

Superhost
A living room is shown with a red accent wall featuring a logo. A white chair and a red sofa with patterned cushions provide seating. A round coffee table sits in front and green plants are placed throughout the room, complemented by warm wooden flooring.
Condo in Key West
4.83 out of 5 average rating, 275 reviews

La Dolce Vita, Old Town Steps to Duval! 3 blks bch

MichaelRating, 5 stars2 weeks ago
Right next to Duval Street, easily walkable to major attractions, restaurants, bars.. Host was super responsive, friendly, and really worked with us on anything we needed.. Great place!
Superhost
A serene beach scene features soft sand leading to calm waters. A solitary tree provides shade, and lush greenery surrounds the area. In the distance, a line of utility poles is visible against a clear blue sky, enhancing the tranquil ambiance.
Condo in Duck Key
4.88 out of 5 average rating, 107 reviews

Villa 5027 on Duck Key BOAT SLIP available

AlexisRating, 5 stars1 month ago
The place was perfect. The patio views were amazing to just sit and watch the sunset. The marina across the street was very convenient to launch our boat from. Very peaceful location. Angler and ale restaurant across the street was delicious
Superhost
A covered balcony featuring several green rocking chairs provides a relaxing space overlooking the Atlantic Ocean. The view includes palm trees swaying in the breeze, with vibrant blue and green water stretching into the horizon.
Condo in Key West
4.85 out of 5 average rating, 55 reviews

Ocean front 1BR/1BA Suite w/ kitchen & living rm

NoraRating, 5 stars1 month ago
We had an amazing few days to disconnect. The resort exceeded my expectations - the property is on a private beach with beach chairs, umbrellas, primitive shower to rinse off, a decent size pool, and tall coconut palm trees. So dreamy! The property is very clean, staff is friendly. The apartment is well stocked with kitchen essentials like plates, cups, silverware, pots, etc. We are definitely coming back!
Guest favorite
An Olympic size pool is highlighted in the image, surrounded by palm trees and lounge chairs. The building in the background offers several balconies, and a well-maintained garden area is visible, enhancing the outdoor setting next to the beach.
Condo in Key West
4.78 out of 5 average rating, 299 reviews

Affordable Beachfront Luxury Condo Sleeps 6

SharonRating, 5 stars1 month ago
Traci’s condo was great in every way! Everything was very clean and the view was amazing. We could enjoy watching the turquoise water and swaying palm trees from almost every room – both bedrooms, living room, kitchen, dining area, or relaxing on the large balcony. Some of the furniture is different in the photos, but my group agrees it is even better now than what you see. Having our own parking space in the garage was much appreciated, too. Traci responded quickly; clear check-in instructions. We would definitely stay here again.
Guest favorite
A charming two-story building with light pastel-colored siding and white railings is shown. The entrance features a circular window and a welcoming porch with comfortable seating. Lush greenery and a white picket fence frame the entrance, enhancing the inviting exterior.
Condo in Key West
4.89 out of 5 average rating, 166 reviews

A Perfect Getaway

HeidiRating, 5 stars2 weeks ago
Loved the gated community, very quiet, no through traffic. The pool was very nice and clean. The condo was close to restaurants and the park with a great beach. I loved the area and would love to return someday.
Guest favorite
A modern living area features a spacious layout with a comfortable seating arrangement and a large flat-screen TV mounted on the light green wall. Natural light floods in through expansive glass doors, revealing views of the outdoors. A stylish kitchen island with sleek countertops complements the space.
Condo in Key West
4.95 out of 5 average rating, 151 reviews

Fully renovated 2/2 bath condo w/ shared pool!

NancyRating, 5 stars1 week ago
Enjoyed our time at Chris’s place. Plenty of towels and the kitchen was well furnished. Wonder if an air purifier might help as a few of our allergies kicked in when we were inside. All in all a great vacation
Guest favorite
An oversized balcony is featured, equipped with black metal chairs and a textured lounge chair. A view of the ocean and coastal greenery is visible, with soft clouds scattered in the blue sky. The setting promotes relaxation and enjoyment of the outdoor scenery.
Condo in Tavernier
4.89 out of 5 average rating, 19 reviews

Tropical Escape | Sea Gulls 407 ~ Weekly Rental

SherrieRating, 5 stars1 month ago
We enjoyed our stay in this lovely condo on the ocean side with access to kayak. There is a wonderful and large pool with great seating and shade on property. Many additional fun spaces to explore. Our space was clean, neat and easy to use. It's private and well maintained. Definitely on our list to consider for a future visit.
Top guest favorite
Condo in Marathon
5 out of 5 average rating, 20 reviews

*NEW* Private Beach, pool & fully loaded kitchen

JamesRating, 5 stars1 month ago
Our first time visiting the Keys and Celia’s place made it wonderful! Located in a very nice, quiet, and safe community her condo is like new and so well cared for. Perfect size for our two couples. The decor and furniture is very nice, bright and clean. Had all the amenities we needed and then some. We enjoyed the heated pool everyday and the private beach was nice for a more natural experience. The furnished patio had a great view of the pool and ocean. Celia is a wonderful host! Very helpful and a great communicator.

Quick stats about vacation rentals with beach access in Big Pine Key

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$20,982 GYD before taxes and fees

  • Total number of reviews

    430 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    20 properties have a pool

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