
Holiday houses in Big Pine Key
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Top-rated holiday rentals in Big Pine Key
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Guest favourite

Home in Key Colony Beach
5 out of 5 average rating, 5 reviewsHuge Swim Spa~ Incredible Special Fall Pricing
MatthewRating, 5 stars1 month ago
We really enjoyed our stay. The host, Sherry, gave timely information and quickly responded to messages. We were pleasantly surprised by the number of amenities that were available to us at the house. The Cabana Club was a real hit with my teenage daughters. It had reasonably priced drinks and lunch type meals. They enjoyed just laying by the pool or beach and sun tanning. We saw manatees one of the evenings right in the backyard of the home.
Guest favourite

Apartment in Key West
5 out of 5 average rating, 7 reviewsCasa Caribe 2bed2bath sleeps 6 beautiful decorated
Robert JoeyRating, 5 stars6 days ago
The condo was great! Clean and decorated tastefully. It was priced fairly and only 5 miles from downtown. Grocery stores and shopping was nearby. The only negative was a few blocks east of the condo were some trashy trailer court neighborhoods that I would avoid on the way to the Hogfish Grill (good food). Otherwise we felt safe.
Guest favourite

Dome in Marathon
5 out of 5 average rating, 7 reviewsYour vacation Dome is here!
JrRating, 5 stars1 month ago
sylvia's property has been a dream come true loved every single part of it beautiful arquitecture, one of a kind sylvia is the kindest human being ever, very polite and helpful all items in house where described as onsite this is the perfect vacation home to book to sumarize in just one word... outstanding thank you very much

Home in Marathon
4.9 out of 5 average rating, 20 reviewsVilla Casa Cayo
AmyRating, 5 stars3 months ago
This home was just what my family needed for our vacation! We all loved relaxing in the outdoor living room surrounded by greenery. We also enjoyed swimming in the pool and kayaking through the canals and Boot Key. We made most of our meals due to dietary restrictions, and the kitchen here was adequate. The location in Marathon is excellent! It was just a 5-minute walk to Sombrero Beach, so we never had to worry about parking. We could easily drive to all the activities we wanted to do in the area, too.
Guest favourite

Villa in Marathon
4.95 out of 5 average rating, 136 reviewsPrivate 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
StefanieRating, 5 stars2 weeks ago
My family and I stayed for a week and the house had everything we needed and more! The space was clean, comfortable and had lots of extras for the outside like pool floats, bikes, paddle boards, kayaks and more. The added touches inside like dish soap, hand soap, cleaning supplies, shampoo and conditioner was unexpected and a huge help. I was slightly surprised that this was an attached home, but there was still plenty of privacy and the location was extremely convenient. The hosts were very friendly and responsive and we would definitely recommend to others.
Superhost

Home in Marathon
4.6 out of 5 average rating, 5 reviewsCoastal Paradise: 5-Bed Retreat
TrishRating, 5 stars3 weeks ago
We loved our latest stay in Marathon. We traveled with two families (2 teens, 2 older children). The house layout was perfect for our group. It was nice to have the kitchenette downstairs by the patio slider for pool snacks (small microwave) and clean-up from beach days/pool days. The beds were all newer, stylist beach decor, & ample space. There is lots of indoor and outdoor (covered and uncovered) table/conversation seating. The pool and hot tub were great. We spent many nights in the hot tub looking at the stars and relaxing. Although, you on a canal with other houses, it’s very quiet. The canal had fish, sharks, and even a cute manatee that visited in the morning. Our kids loved fishing daily. As for location, it’s perfect. You’re only a few miles from Sombero Beach, Sunset Beach, and 7 mile bridge. Publix, bait shops, restaurants all within a short drive. You cannot walk to beaches, but we didn’t mind this. There is a bike trail on Aviation Rd. Near the house.
Superhost

Home in Marathon
4.75 out of 5 average rating, 4 reviewsSeaEsta! Bring your boat & 1 block to the beach!
KellyRating, 5 stars1 month ago
Our stay at John's place was amazing. The location was perfect as we went up and down the Keys spending time in Islamorada and a day in Key West. We walked the neighborhood and to Sombrero Beach. The set up for our boat was fabulous. We were able to leave it in the water to use everyday. The best part of John's house was the outdoor area in back. We stayed out there more than anywhere, of course the weather was perfect. Thank you for sharing your place with us John. We hope to be back!
Guest favourite

Home in Key Colony Beach
5 out of 5 average rating, 10 reviewsSleeps 8, 3 bedroom, 4 full bath, pool, 37.5' dock
JeffreyRating, 5 stars7 months ago
Excellent location in a quiet upscale neighborhood. The house was like new, everything was clean and fresh. Very well equipped kitchen and baths. Lots of space indoors and out, with a beautiful small pool! Would definitely recommend this property for a peaceful getaway in the heart of the Florida Keys!!!
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
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