Book Holiday Homes in Big Pine Key

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Featured Holiday Homes in Big Pine Key

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay

3.5 out of 5
7200 Aviation Blvd, Marathon, FL
Stay at this 3.5-star vacation home in Marathon. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
Aqua Lodge Rentals At Coconut Cay
Old Florida Style, wrap around porch, boat basin for dockage, open water

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

Little Torch Key
Stay at this vacation home in Summerland Key. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Big Pine Key Flea Market ...
Old Florida Style, wrap around porch, boat basin for dockage, open water
Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

Marathon
Book a stay at this golf vacation home in Marathon. Enjoy free WiFi, a garden, and patios. Popular attractions Sombrero Beach and San Pablo Catholic Church are ...
Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water
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Finest location in Coral Lagoon.  End unit with bay views and boat slip!

Finest location in Coral Lagoon. End unit with bay views and boat slip!

Marathon
Stay at this vacation home in Marathon. Enjoy free WiFi, a garden, and concierge services. Popular attractions Sombrero Beach and San Pablo Catholic Church are ...
Finest location in Coral Lagoon. End unit with bay views and boat slip!
 Amazing Sombrero Beach house-Pool, Kayaks, Bikes & More, great vacation home!

Amazing Sombrero Beach house-Pool, Kayaks, Bikes & More, great vacation home!

Marathon
Stay at this vacation home in Marathon. Enjoy free WiFi, private pools, and a garden. Popular attractions Sombrero Beach and Florida Keys Country Club are located ...
Amazing Sombrero Beach house-Pool, Kayaks, Bikes & More, great vacation home!
Oceanfront, Private Pool, Kayaks, 110’ Dock, Pet Friendly!

Oceanfront, Private Pool, Kayaks, 110’ Dock, Pet Friendly!

Marathon
Book a stay at this beach vacation home in Marathon. Enjoy private pools, a beach locale, and a garden. Popular attractions Sombrero Beach and Shady Palm Art ...
Oceanfront, Private Pool, Kayaks, 110’ Dock, Pet Friendly!
Beachside @ Torchview Waterfront Retreat

Beachside @ Torchview Waterfront Retreat

Summerland Key
Book a stay at this beach vacation home in Summerland Key. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Blue Hole and Crab Key are located ...
Beachside @ Torchview Waterfront Retreat
P22 - Updated 3 bedroom 2 bath duplex with private pool and deep water dockage.

P22 - Updated 3 bedroom 2 bath duplex with private pool and deep water dockage.

Key Colony Beach
Stay at this vacation home in Key Colony Beach. Enjoy free WiFi, private pools, and tennis courts. Popular attractions Sombrero Beach and Sunset Park Beach are ...
P22 - Updated 3 bedroom 2 bath duplex with private pool and deep water dockage.
World class ocean views on a sugar sand beach!

World class ocean views on a sugar sand beach!

Marathon
Book a stay at this beach vacation home in Marathon. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Sombrero Beach and Coco Plum Beach ...
World class ocean views on a sugar sand beach!
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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.

Big Pine Key Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Big Pine Key vacation homes are the perfect way for you to wing it.

Holiday houses in Big Pine Key let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Big Pine Key in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Big Pine Key adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Big Pine Key with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Big Pine Key vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Big Pine Key Holiday Homes essential information

Accommodation
1331 Holiday Homes
Lowest Price
NZ$779
Highest Price
NZ$779
Popular accommodation
Aqua Lodge Rentals At Coconut Cay, Old Florida Style, wrap around porch, boat basin for dockage, open water, Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water, Finest location in Coral Lagoon. End unit with bay views and boat slip! , Amazing Sombrero Beach house-Pool, Kayaks, Bikes & More, great vacation home!, Oceanfront, Private Pool, Kayaks, 110’ Dock, Pet Friendly!, Beachside @ Torchview Waterfront Retreat , P22 - Updated 3 bedroom 2 bath duplex with private pool and deep water dockage., World class ocean views on a sugar sand beach!

Top trending hotels in Big Pine Key

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL
Fully refundableReserve now, pay when you stay
Stay at this cottage in Big Pine Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Blue ...
Old Wooden Bridge Resort and Marina
Barnacle Bed and Breakfast

Barnacle Bed and Breakfast

3 out of 5
1557 Long Beach Dr, Big Pine Key, FL
Stay at this 3-star beach B&B in Big Pine Key. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Coupon Bight Aquatic Preserve and Cook ...
Barnacle Bed and Breakfast
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

2 out of 5
38801 Overseas Highway, Big Pine Key, FL
Enjoy a private beach, a marina, and laundry facilities. Popular attractions Bahia Honda State Park and Sandspur Beach are located nearby.
Sunshine Key RV Resort & Marina
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Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard, MM 47, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is NZ$779 per night from 29 Jan to 30 Jan
NZ$779
includes taxes & fees
29 Jan - 30 Jan
Stay at this 5-star luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Isla Bella Beach Resort & Spa
Don't see what you're looking for?
See all available properties in Big Pine Key
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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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^Subject to availability and chosen travel dates.