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Holiday houses in Big Pine Key

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Popular amenities for Big Pine Key holiday rentals

Stay near Big Pine Key's top sights

No Name Pub54 locals recommend
Boondocks Grille and Draft House and Miniature Golf50 locals recommend
Looe Key Reef Resort & Dive Center33 locals recommend
Kiki's Sandbar Bar & Grille28 locals recommend
National Key Deer Refuge24 locals recommend
Big Pine Rooster16 locals recommend

Other great holiday rentals in Big Pine Key

Guest favourite
Home in Marathon
4.95 out of 5 average rating, 20 reviews

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

MichaelRating, 5 stars2 weeks ago
The place was very nice. It is centrally located in the Keys. It was a hour to Key West and a hour to Key Largo. Perfect location to see the entire Keys. The AC unit in the king bedroom wasn’t the greatest but the night air kept us somewhat cool at night. I would recommend this place to others.
Campervan/RV in Big Pine Key
4.67 out of 5 average rating, 3 reviews

Glamping in the Keys

VanRating, 5 stars4 months ago
Donna was an amazing host! She was incredibly responsive and addressed any questions I had promptly, which made the stay even more enjoyable. The location was exactly as described and is within driving distance of many great attractions, making it very convenient for exploring the area. The full kitchen (minus an oven) was a great perk and allowed for easy meal preparation. Overall, I had a fantastic experience and would highly recommend staying here!
Holiday home in Big Pine Key
5 out of 5 average rating, 5 reviews

Boater dream home 75ft wide crystal clear canal

KathyRating, 5 stars13 months ago
My husband and I, along with some friends, stayed the month of March. The description of the house is accurate; clean, homey, comfortable beds, nice furnishings and decorated nicely. A few minor issues came up while we were there and Kelly & Walter responded very quickly to resolve! We kayaked/paddle board with manatees in the canal right outside our front door, to include different kinds of fish. I enjoyed my morning runs on the bike/walking trail at the end of our street. Also, met many nice neighbors as well while walking our dog. The weather was beautiful, only rained 3 days the entire time we were there. The boat lift and pool were a plus, after a day of boating we would come back and cool off in the pool. We enjoyed our stay so much, we have already booked March of next year!!! Thank you Kelly & Walter for sharing your home with us!
Guest favourite
Houseboat in Key West
4.95 out of 5 average rating, 122 reviews

Full houseboat with large observation deck

LewisRating, 5 stars3 days ago
This place was exactly what we were looking for. Michael was wonderful to deal with getting to and from the boat house. He was also extremely friendly and knowledgeable about the area. We will be back for sure. I would highly recommend staying here.
Guest favourite
Home in Cudjoe Key
4.9 out of 5 average rating, 40 reviews

Relaxing and Inviting home with 35' dock

MelissaRating, 5 stars1 month ago
What a nice place. We enjoyed our stay and will def be back. Highly recommended.
Campervan/RV in Big Pine Key
4.82 out of 5 average rating, 11 reviews

Island Girl Big Pine Key

RussellRating, 5 stars2 weeks ago
It was a great place to stay at . It wasn't what we thought we was renting but corinne was wonderful and the RV was nice . It was just such a small place far as camper to camper really no personal space outside because neighbor window opens up into the only outside private part we had wear they could hear us and see us . But besides that it was great . Its more of a live in camper place than a vacation RV resort place . We didnt have ac in both rooms just the living room so it was hot while we was sleeping. There was only room to park 1 car there. we had to park other car by pool witch was no were by us and the regulars that live there didn't like us using the extra space said it was reserved for people lived there but we managed . But besides that it was a great place to stay . We had a great time we had everything we needed in the RV thank you. corinne was great on handling everything and fast responding.
Superhost
Home in Cudjoe Key
4.88 out of 5 average rating, 24 reviews

Waterfront FL Keys Cottage @ Venture Out

TimRating, 5 stars5 days ago
We enjoyed our time at Venture Out! The pool is great and so was having access to a kayak and bicycles. Would highly recommend.
Top Guest favourite
Home in Big Pine Key
5 out of 5 average rating, 9 reviews

Hibiscus House

ChelseaRating, 5 stars2 weeks ago
Hibiscus House was such a tranquil and beautiful place to stay. The nature is so up close and personal and watching the sunrise and sunset from the wildlife refuge is a real treat. Margret was an amazing host providing a cozy stay. She relayed a quick response with any questions regarding the property that allowed us to have the best stay. If you plan your adventure here, treat the Key Deer with respect, visit The Blue Hole and enjoy the front porch sitting in the Florida Keys sunshine. Thanks again to Margret and Hibiscus House!

Quick stats about holiday rentals in Big Pine Key

  • Total rentals

    260 properties

  • Nightly prices starting at

    $78 AUD before taxes and fees

  • Total number of reviews

    4.9K reviews

  • Family-friendly rentals

    190 properties are a good fit for families

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with a pool

    130 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Big Pine Key