Big Pine Key Vacation Rentals

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Vacation Rentals in Big Pine Key

Our top choices for Big Pine Key vacation rentals

Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (257)
"River boat houses, pool, kayak rentals. "
Old Wooden Bridge Resort and Marina
Sunshine Key RV Resort & Marina
Kayaking

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (156)
"I loved staying at Sunshine key"
Sunshine Key RV Resort & Marina
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Smart TV

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

The price is ￥30,447
￥87,197 total
includes taxes & fees
Aug 28 - Aug 29
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Yacht Haven Marina
42-inch Smart TV with digital channels, Netflix, Hulu

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (197)
"We loved our weekend stay here. "
Yacht Haven Marina
Cabins at Bonefish Bay
Deluxe Bungalow | Terrace/patio

Cabins at Bonefish Bay

3.0 star property
9.8 out of 10, Exceptional, (60)
"Awesome cabins!"
Cabins at Bonefish Bay
Tropical Cottages
Exterior

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (856)
"Wish check in was sooner but made out well, very quiet, personal parking, food truck near by and was all around a good stay"
The price is ￥11,796
￥13,271 total
includes taxes & fees
Sep 10 - Sep 11
Tropical Cottages
Skipjack Resort & Marina
Marina

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1199)
"Great stay"
Skipjack Resort & Marina
Private Island ~Oceanfront-Fishing-Diving~ FL Keys
Exterior

Private Island ~Oceanfront-Fishing-Diving~ FL Keys

10.0 out of 10, Exceptional, (20)
"We had a great relaxing and quiet vacation with great views and daily visits by dolphins, turtles and resident iguanas. Great place to get away from it all."
Private Island ~Oceanfront-Fishing-Diving~ FL Keys
Knight's Key Suites
1 bedroom, premium bedding, soundproofing, iron/ironing board

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1142)
"Nice roomy accommodations and helpful staff I would stay here again "
The price is ￥10,341
￥14,810 total
includes taxes & fees
Sep 8 - Sep 9
Knight's Key Suites
The Hammocks at Marathon
Outdoor pool, pool umbrellas, sun loungers

The Hammocks at Marathon

2.5 star property
9.0 out of 10, Wonderful, (98)
"Very nice and clean nice pool area nice tity bar an restant easy to get in and out good gym area"
The Hammocks at Marathon
Aqua Lodge Rentals At Coconut Cay
BBQ/picnic area

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (178)
"Very very nice place"
Aqua Lodge Rentals At Coconut Cay
Aqua Lodges at 47th Street Gulfside
Deluxe Cabin, Lagoon View | Private kitchen | Toaster, dining tables

Aqua Lodges at 47th Street Gulfside

3.0 star property
8.6 out of 10, Excellent, (50)
"10/10 property and boat was clean. It was perfect for my family with 2 littles. "
Aqua Lodges at 47th Street Gulfside
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

9.6 out of 10, Exceptional, (78)
"Took the team down to the keys for a little R&R"
Old Florida Style, wrap around porch, boat basin for dockage, open water
Fishing and Family Fun paradise Oceanfront 60'ft dock 3 bed 2bath private pool
Outdoor pool, a heated pool

Fishing and Family Fun paradise Oceanfront 60'ft dock 3 bed 2bath private pool

10.0 out of 10, Exceptional, (32)
"We had a wonderful time watching marine life from the sea wall. Manatees cruised by daily!Part of the outdoor area is covered so if you need to get out of the sun it is perfect.The host communication was above and beyond too."
Fishing and Family Fun paradise Oceanfront 60'ft dock 3 bed 2bath private pool
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool
Property grounds

Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

9.4 out of 10, Exceptional, (72)
"Property was great for our group. 2 miles to grocery stores. Pool was great! Used the bikes and had a great time here. "
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach
A heated pool

Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

8.8 out of 10, Excellent, (29)
"So enjoyed our stay here with a couple friends. Place has everything you need, is immaculate, fantastic view, and so close to either the beach in one direction and grocery stores in the other. Also located in a very nice residential neighborhood. Plan on returning! Thanks for the lovely stay!! "
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Private beach, sun loungers, beach towels

One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!

10.0 out of 10, Exceptional, (202)
"The property was very clean and tidy. We thoroughly enjoyed our stay. The neighborhood was very quiet yet conveniently located near restaurants and other attractions. Highly recommend."
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Fridge, microwave, oven, stovetop

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.0 out of 10, Wonderful, (85)
"My husband and I stayed with our son in the cottage and it was everything we needed. Great location, beautiful pool on the water, and just enough space. "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Direct Oceanfront Cottage-Sunrise View- #2,
On the beach

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (190)
"Quiet area, ocean view, roomy place for family of 3. Will stay again, thank you! "
Direct Oceanfront Cottage-Sunrise View- #2,
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
Beach towels

🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

9.2 out of 10, Wonderful, (45)
"The property supported our needs to a “T”! We travel to the Keys annually and need a place that is on the water, has a dock, a pool, is clean, and has the necessary amenities. This place had all of that and had lots of wildlife in and out of the water. We will stay here again if available on our next visit to the Keys."
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
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

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

10/10 Excellent
"The staff was very hospitable from the guy walking around the grounds (in charge of boats) to the desk staff. "
Patricia 2-night trip
Posted 2 days ago
Captain Pips Marina & Hideaway

Find out more about Big Pine Key

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:

  • View our selection of featured holiday rentals in Big Pine Key
  • Use the map to find apartments and other holiday homes in the Big Pine Key neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Big Pine Key while they last

Look no further and take a look at our great range of rental properties in Big Pine Key!

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?

Old Florida Style, wrap around porch, boat basin for dockage, open water: This vacation home near Big Pine Key is located by the ocean and offers a garden, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family.

How many vacation rentals are there in Big Pine Key?

With 143 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 Calusa Beach and Florida Keys Beaches 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.