A calm river with boats, lush greenery, and a clear blue sky.

Big Pine Key Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Big Pine Key vacation rentals

1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (351 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is ￥16,686
￥41,508 total
includes taxes & fees
Jul 14 - Jul 15
Old Wooden Bridge Resort and Marina
Interior

🌴 TROPICAL RETREAT 🌴 RV In The Keys

🌴 TROPICAL RETREAT 🌴 RV In The Keys
Big Pine Key
8.8 out of 10, Excellent, (9 reviews)
"The RV was well outfitted with the essentials needed for the 2 days we stayed. It was dated, with some upkeep needed on the shower door and sofa but it was comfortable and clean. Heather was a pleasure to deal with, was responsive and communicated very well."
Canada
Graham B.
The price is ￥14,406
￥43,956 total
includes taxes & fees
Jul 13 - Jul 14
🌴 TROPICAL RETREAT 🌴 RV In The Keys
Interior

Star Room Barnacle Resort

Star Room Barnacle Resort
Long Beach Estates
8.8 out of 10, Excellent, (5 reviews)
"We loved the location - quiet and secluded - away from everything but not so far away that you felt isolated. All very clean and amenities were as described."
United Kingdom
Robert
The price is ￥36,863
￥53,736 total
includes taxes & fees
Aug 11 - Aug 12
Star Room Barnacle Resort
Terrace/patio

LARGE LOT & RV Fisherman Camp

LARGE LOT & RV Fisherman Camp
Big Pine Key
6.4 out of 10, (6 reviews)
"Property was as described, very comfortable and close to family on Summerland Key. Deer walking through the park was a nice perk"
United States
Pauline A.
The price is ￥28,957
￥62,266 total
includes taxes & fees
Jul 19 - Jul 20
LARGE LOT & RV Fisherman Camp
Interior

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West
Sands
8.4 out of 10, Very Good, (12 reviews)
"This place was perfect for our family. Just the right distance between Marathon and Key West. Would definitely recommend it to anyone looking for a place to stay"
United States
Robert C.
The price is ￥53,416
￥120,714 total
includes taxes & fees
Jul 23 - Jul 24
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Interior

Beach View Room Dormitory Room Barnacle Resort

Beach View Room Dormitory Room Barnacle Resort
Long Beach Estates
The price is ￥54,324
￥79,436 total
includes taxes & fees
Aug 11 - Aug 12
Beach View Room Dormitory Room Barnacle Resort
Interior

Treehouse Private Village Barnacle Resort

Treehouse Private Village Barnacle Resort
Long Beach Estates
8.6 out of 10, Excellent, (4 reviews)
"Communication from host is great. They left a bottle of wine and snacks for us to enjoy the beautiful sunsets. This place is so peaceful and clean. I would stay at this place again."
United States
Tina S.
The price is ￥64,995
￥115,717 total
includes taxes & fees
Aug 11 - Aug 12
Treehouse Private Village Barnacle Resort
Smart TV

Fishermen's Paradise | Pool, 220' Dock & Open-Water Views

Fishermen's Paradise | Pool, 220' Dock & Open-Water Views
Big Pine Key
10.0 out of 10, Exceptional, (31 reviews)
"A beautiful house with everything you need to have a great time"
United States
David T.
The price is ￥164,585
￥300,134 total
includes taxes & fees
Jul 12 - Jul 13
Fishermen's Paradise | Pool, 220' Dock & Open-Water Views
Interior

Ocean View Suite Barnacle Resort

Ocean View Suite Barnacle Resort
Long Beach Estates
The price is ￥55,618
￥80,491 total
includes taxes & fees
Aug 11 - Aug 12
Ocean View Suite Barnacle Resort
Premium bedding, soundproofing, iron/ironing board, free WiFi

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,208 reviews)
The price is ￥13,719
￥18,909 total
includes taxes & fees
Jul 26 - Jul 27
Knight's Key Suites
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (985 reviews)
"Very well kept-nice cottage! Would book again!"
United States
Susan
The price is ￥20,857
￥23,465 total
includes taxes & fees
Jul 27 - Jul 28
Tropical Cottages
Exterior

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (335 reviews)
"Very nice. Feels private. Love sitting on the deck watching the fish. Publix is 1/2 block away. We would definitely stay here again"
United States
Glenda
The price is ￥16,988
￥41,944 total
includes taxes & fees
Jul 22 - Jul 23
Yacht Haven Marina
BBQ/picnic area

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (227 reviews)
"Cleanness relaxing location, nice views, good air conditioning"
United States
Hakan
The price is ￥19,698
￥47,112 total
includes taxes & fees
Jul 22 - Jul 23
Aqua Lodge Rentals At Coconut Cay
Outdoor pool, sun loungers

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,279 reviews)
"The room was clean and the staff was very accommodating! The resort was in a great location."
United States
Tracey
The price is ￥25,772
￥35,542 total
includes taxes & fees
Aug 2 - Aug 3
Skipjack Resort & Marina
Outdoor dining

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.4 out of 10, Exceptional, (173 reviews)
"Great place "
United States
David
The price is ￥32,740
￥61,975 total
includes taxes & fees
Jul 15 - Jul 16
Cottage with Pool and Dockage, just minutes to Key West
Beach

Bright 2BR 2BA in Cudjoe Key| Sleeps 6 | WiFi | Washer Dryer | Near Water & Key West

Bright 2BR 2BA in Cudjoe Key| Sleeps 6 | WiFi | Washer Dryer | Near Water & Key West
Cudjoe Key
The price is ￥36,499
￥100,885 total
includes taxes & fees
Jul 17 - Jul 18
Bright 2BR 2BA in Cudjoe Key| Sleeps 6 | WiFi | Washer Dryer | Near Water & Key West
Outdoor pool

Marina View Escape with Pool, Tiki & Breakfast

Marina View Escape with Pool, Tiki & Breakfast
Marathon
10.0 out of 10, Exceptional, (3 reviews)
"Great area"
United States
Jennifer W.
The price is ￥26,302
￥64,658 total
includes taxes & fees
Jul 12 - Jul 13
Marina View Escape with Pool, Tiki & Breakfast
Outdoor pool, pool umbrellas, sun loungers

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.2 out of 10, Wonderful, (140 reviews)
"This was the perfect place, right on the ocean and a full kitchen so you can cook your own meals. The room was very clean, I loved that they had a laundry basket and laundry detergent in the room for you, came in handy seeing as we stayed for 7 days. Amazing place to watch the sunset from a hammock and we got lucky enough to see some nurse sharks at the docks right outside of our hotel."
United States
Andrew Jackson
The price is ￥40,428
￥50,049 total
includes taxes & fees
Jul 20 - Jul 21
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
A heated pool

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
10.0 out of 10, Exceptional, (1 review)
The price is ￥27,162
￥91,351 total
includes taxes & fees
Jul 12 - Jul 13
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Marina

Resort Suite with Marina Views, Pool & Free Breakfast

Resort Suite with Marina Views, Pool & Free Breakfast
Marathon
The price is ￥32,129
￥71,757 total
includes taxes & fees
Jul 17 - Jul 18
Resort Suite with Marina Views, Pool & Free Breakfast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Big Pine Key Hotel Reviews

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

10/10 Excellent
"This is luxury at its finest with a great staff and next level amenities! Once you Check in there’s no reason to leave."
Caleb 4-night trip
Posted 6 hours ago
Isla Bella Beach Resort & Spa

Find out more about Big Pine Key

Search for holiday rentals in Big Pine Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Big Pine Key using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Big Pine Key?

Yes, there are vacation rentals in Big Pine Key close to Blue Hole, or you can go with a more secluded option if you're looking for a relaxing stay. Big Pine Key is known for its beaches.

What are some of the best vacation rentals that Big Pine Key has to offer?

Sugarloaf Key RV Resort & Cottages: This vacation home rental near Big Pine Key is located near a metro station and offers an outdoor pool, air-conditioning, and free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Big Pine Key?

With 140 Expedia vacation rentals, you're sure to find just the right place for your Big Pine Key stay.

What can I see and do in Big Pine Key?

Family-friendly attractions include Blue Hole and Big Munson Island, whereas Florida Keys Beaches and Calusa Beach are a couple of great spots to enjoy the outdoors. Other places in town to visit include Bahia Honda State Park and Big Pine Key Flea Market.

What are vacation rentals like in Big Pine Key?

Vacation rentals are privately owned properties you can stay in for several days or more in Big Pine Key. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family trips.