Big Pine Key Vacation Rentals

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Vacation Rentals in Big Pine Key

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (256)
"River boat houses, pool, kayak rentals. "
Old Wooden Bridge Resort and Marina

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

The price is CAย $286
CAย $818 total
includes taxes & fees
Aug 24 - Aug 25
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Keys 3 Bedroom Corner Home near Beach & Key West

9.4 out of 10, Exceptional, (9)
"Great location, right in the middle keys, easy access to everything. "
The price is CAย $304
CAย $847 total
includes taxes & fees
Sep 8 - Sep 9
Keys 3 Bedroom Corner Home near Beach & Key West

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (195)
"We loved our weekend stay here. "
The price is CAย $148
CAย $362 total
includes taxes & fees
Aug 25 - Aug 26
Yacht Haven Marina

Cabins at Bonefish Bay

3.0 star property
9.8 out of 10, Exceptional, (59)
"Awesome cabins!"
Cabins at Bonefish Bay

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (849)
"Super cute little cottage with a great location, would definitely stay again!"
The price is CAย $118
CAย $133 total
includes taxes & fees
Aug 24 - Aug 25
Tropical Cottages

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1198)
"Great stay"
The price is CAย $198
CAย $279 total
includes taxes & fees
Sep 1 - Sep 2
Skipjack Resort & Marina

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 CAย $96
CAย $137 total
includes taxes & fees
Sep 7 - Sep 8
Knight's Key Suites

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 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

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (178)
"Very very nice place"
The price is CAย $161
CAย $394 total
includes taxes & fees
Sep 1 - Sep 2
Aqua Lodge Rentals At Coconut Cay

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (77)
"Took the team down to the keys for a little R&R"
Old Florida Style, wrap around porch, boat basin for dockage, open water

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

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

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,

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

Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access โ€“ Boaters Welcome!

10.0 out of 10, Exceptional, (4)
"We had an amazing stay at this home in Marathon! The property was clean, comfortable, and perfectly set up for a week on the water. Having our boat right at the dock made it so easy to head out fishing or explore the Keys each day. The location was quiet yet close to everything we needed. Highly recommend for anyone looking for a great boating getaway!"
Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access โ€“ Boaters Welcome!

Private Oceanfront 3 bedroom 2 Bath conch house with new 2024 Swim Spa

10.0 out of 10, Exceptional, (143)
"Our family of 5 had a great time - the tiki hut and swim spa were a huge hit! We loved the view and location. The house had everything we needed - thank you for a wonderful stay!"
Private Oceanfront 3 bedroom 2 Bath conch house with new 2024 Swim Spa

๐ŸŒŠ Private Oasis With Pool Spa Dock and Ocean right in your backyard ๐ŸŒŠ allow pets

9.2 out of 10, Wonderful, (45)
"Great sunsets; quiet street; fantastic marine life. Frank was very responsive. The property is not brand new but delivered on what we needed: pool, great dock for fishing and keeping boat during day. Booked again for next year. "
๐ŸŒŠ Private Oasis With Pool Spa Dock and Ocean right in your backyard ๐ŸŒŠ 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

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.