Big Pine Key Vacation Rentals

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Vacation Rentals in Big Pine Key

Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (126)
"Family trip. We loved this hidden gem in Big Pine Key. The cabins on land are beautiful, spacious and confortable. The pictures don’t make them justice. New and well equipped. You’ll be surrounded by nature with frequent encounters with Key Deer. They add uniqueness to the quiet ambience. Key West is about 40 min away. I highly recommend Old Wooden Bridge! "
The price is CA $190
CA $350 total
includes taxes & fees
Jun 2 - Jun 3
Old Wooden Bridge Resort and Marina
Sunshine Key RV Resort & Marina
Sundeck
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (130)
"Nice place, very clean and quiet. The chair and sofa bed was peeling and the kitchen ledge is uneven so we almost fell."
Sunshine Key RV Resort & Marina
Keys 3 Bedroom Corner Home near Beach & Key West
Fridge, microwave, oven, stovetop
Keys 3 Bedroom Corner Home near Beach & Key West
9.4 out of 10, Exceptional, (3)
"Absolutely lovely property. The only thing we regretted was not having more time to spend there. We loved the nearby restaurant called “The Boardwalk Pub & Grill. They have a very friendly staff and they’re very accommodating in the changes they make to their menu."
The price is CA $490
CA $1,087 total
includes taxes & fees
Jun 25 - Jun 26
Keys 3 Bedroom Corner Home near Beach & Key West
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Tropical Caribbean Wonderland
Pool
Tropical Caribbean Wonderland
9.2 out of 10, Wonderful, (73)
"We are pop up campers, so the RV was quite a step up and a perfect match for us. Only really spent the nighttime and morning hours in the RV. Bed was super comfy and CLEAN (a big plus for me as I am very picky). Quiet neighborhood. Slept like a baby. Was confused about the toilet and paper so we used the resort’s restroom. Would definitely book here again."
Tropical Caribbean Wonderland
Skipjack Resort & Marina
Outdoor pool, sun loungers
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1097)
"No ice machines available, have to go to office for ice, a bit inconvenient "
The price is CA $282
CA $366 total
includes taxes & fees
Jun 3 - Jun 4
Skipjack Resort & Marina
Aqua Lodge Rentals At Coconut Cay
Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (104)
"Right on the water. Very neat place. "
The price is CA $208
CA $427 total
includes taxes & fees
Jun 9 - Jun 10
Aqua Lodge Rentals At Coconut Cay
Tropical Cottages
Superior Bungalow, Ensuite (Cottage 04) | Exterior
Tropical Cottages
3.0 star property
8.4 out of 10, Very good, (688)
"Weather was prefect. There’s a lot of bugs and cottage 9 does NOT have a stove. Most street noise but nothing to loud "
The price is CA $162
CA $183 total
includes taxes & fees
Jun 11 - Jun 12
Tropical Cottages
Knight's Key Suites
Outdoor pool, sun loungers
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1030)
"The view of the water and east access to the 7-mile bridge"
The price is CA $162
CA $212 total
includes taxes & fees
Jun 3 - Jun 4
Knight's Key Suites
Yacht Haven Marina
Standard Bungalow | Living area
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (50)
"The house boat was beautiful, clean and the patio over looking the lagoon was very relaxing. There are manatees that visit too. :) The neighbors are very friendly, as is the staff. The kayaks and bicycles are included in the rental, which is fantastic. The location s very close to groceries and local parks. We took an airplane scenic ride which was the highlight of the trip. The small airport is only 3 miles away. We will come back to Yacth Haven !"
The price is CA $205
CA $402 total
includes taxes & fees
Jun 2 - Jun 3
Yacht Haven Marina
Cabins at Bonefish Bay
Exclusive Cabin | Living area
Cabins at Bonefish Bay
3.0 star property
10.0 out of 10, Exceptional, (9)
"Our group arrived not knowing what to expect after a long days travel, as soon as we pulled into the office to get our keys we were amazed at quaint cabin that awaited us. It was super easy to get the keys after hours. The cabin itself was perfect!!!! Plenty of room for a group of 5. The towels provided were perfect for the relaxing pool area. Every thing we would need for cooking was already in the cabin. The rooms were clean and bright with natural wood. The area was quiet and very well...
Cabins at Bonefish Bay
34’ Catamaran Sailboat
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (25)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
Beach nearby
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
10.0 out of 10, Exceptional, (191)
"We just wanted a short vacation getaway. It was great. We rented a boat and spent our time in the water. Great time with friends."
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Balcony
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very good, (90)
"Good place. 3 bed rooms all with Queen size beds. It was perfect for us. We sat on the porch mostly when we were there and played games. Not a long ride to Key West. Overall- we were happy and would stay there again."
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Property grounds
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (204)
"Beautiful and quiet location. Close to Key West yet just far enough to be away from the crowds. Family thoroughly enjoyed it. Everything is as pictured and immaculately clean, truly a gem. Melanie was friendly, always available and always responsive."
The price is CA $477
CA $601 total
includes taxes & fees
Jun 19 - Jun 20
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Old Florida Style, wrap around porch, boat basin for dockage, open water
Property grounds
Old Florida Style, wrap around porch, boat basin for dockage, open water
9.8 out of 10, Exceptional, (45)
"Great stay! Enjoyed location and property. Just a heads up may have an electrical issue in kitchen and small bedroom with electrical outlets. We had a blast other than that. Would recommend staying."
Old Florida Style, wrap around porch, boat basin for dockage, open water
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
A heated pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (186)
"Highly recommend"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Cozy, Perfect Conch Cottage!
Pool
Cozy, Perfect Conch Cottage!
9.0 out of 10, Wonderful, (30)
"Our stay was great! The description is accurate. We enjoyed our 6 Mid-March days at "Cozy Perfect Conch Cottage." Yes, it's technically camping, but it's very NICE camping...in a campground...but a very NICE campground. The bed we used (there were only 2 of us) was super comfortable. The WiFi worked great. It was awesome having a full kitchen and washer/dryer. The towels were plentiful, soft and luxurious. Linens were also very soft and comfortable. Everything needed for basic cooking was...
Cozy, Perfect Conch Cottage!
One of the very few beach houses with a daily, rental license in the Keys.
Exterior
One of the very few beach houses with a daily, rental license in the Keys.
9.0 out of 10, Wonderful, (48)
"Great place in an unbelievable location. Nice and clean with all the amenities we needed."
The price is CA $817
CA $1,812 total
includes taxes & fees
Jun 16 - Jun 17
One of the very few beach houses with a daily, rental license in the Keys.
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Exterior
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
9.8 out of 10, Exceptional, (217)
"My daughter and I stayed in Cudjoe Key to be close to Key West. The location was good. The unit had everything we needed both inside and out. We grilled and cooked which was great. The beds were comfortable. Unfortunately, the weather did not cooperate and excursions were cancelled so we spent more time in Key West than we had planned. But the unit had lots of games and the TV had the tennis channel which was very nice. All in all, it was a good time."
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Southern Diversion Estate-see our reduced rates
Property grounds
Southern Diversion Estate-see our reduced rates
10.0 out of 10, Exceptional, (82)
"We were celebrating my wife’s 40th birthday. There were 17 people in our group. Adults and children. Something for everyone to do. We enjoyed relaxing at the property by the pools, fishing from the dock, kayaking and paddle boarding. We went scuba diving with better than most scuba, deep sea fishing on the tail walker. We hired chef Heather for several dinners. It was an amazing trip."
Southern Diversion Estate-see our reduced rates
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See all available properties in Big Pine Key
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.

Other types of properties in Big Pine Key you may be interested in

Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (126)
"Family trip. We loved this hidden gem in Big Pine Key. The cabins on land are beautiful, spacious and confortable. The pictures don’t make them justice. New and well equipped. You’ll be surrounded by nature with frequent encounters with Key Deer. They add uniqueness to the quiet ambience. Key West is about 40 min away. I highly recommend Old Wooden Bridge! "
The price is CA $190
CA $350 total
includes taxes & fees
Jun 2 - Jun 3
Old Wooden Bridge Resort and Marina
Sunshine Key RV Resort & Marina
Sundeck
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (130)
"Nice place, very clean and quiet. The chair and sofa bed was peeling and the kitchen ledge is uneven so we almost fell."
Sunshine Key RV Resort & Marina
Barnacle Bed and Breakfast
Property grounds
Barnacle Bed and Breakfast
2.0 star property
8.0 out of 10, Very good, (15)
"The location of the property was great and we saw the key deer on property and nearby. The room and bathroom were very nicely decorated and clean. The bed was comfortable. The beach front area had some trash that needed to be picked up and the home could use some landscaping. We did not stay for the continental breakfast so can not speak to that. Check in was a little challenging; I did not receive the e-mail day before check-in that I was expecting but did receive a phone call. However,...
The price is CA $306
CA $344 total
includes taxes & fees
Jun 12 - Jun 13
Barnacle Bed and 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.

Everything you need to know about Big Pine Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Big Pine Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Big Pine Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Big Pine Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Big Pine Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Big Pine Key vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Big Pine Key vacation rentals we have selected for you start as low as CA $162 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Big Pine Key rentals

At Expedia, we put the best Big Pine Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Big Pine Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Big Pine Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Big Pine Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find vacation rentals in Big Pine Key?

Yes, there are vacation rentals in Big Pine Key close to Key West Visitors Center, 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?

Aqua Lodge Rentals At Coconut Cay: This vacation home rental near Big Pine Key is located near the beach and offers an outdoor pool, air-conditioning, and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

How many vacation rentals are there in Big Pine Key?

With 146 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 Key West Visitors Center and Blue Hole, whereas Calusa Beach and Bahia Honda State Park are a couple of great spots to enjoy the outdoors. Other places in town to visit include Florida Keys Beaches 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.

Recent reviews of Big Pine Key properties
Expedia verified reviews

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

5/5 Excellent
"Great!"
A verified traveller stayed at Sugarloaf Key Hotel at KOA Resort
Posted 1 day ago
Sugarloaf Key Hotel at KOA Resort