
Pet-friendly vacation rentals in Big Pine Key
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Top-rated pet-friendly home rentals in Big Pine Key
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Popular amenities for Big Pine Key pet-friendly home rentals
Pet-friendly house rentals

Key West Paradise
Sharon was an excellent host that answered any of our questions promptly. The place was even better than what the photos showed. Comfortable enough for 7 people to stay for a long weekend. We didn't use the pool, but it was nice to have the option. Easy to get into the gated community, and we didn't struggle to find parking with our rental car. Easy to get to many different popular spots around Key West with rideshare. Convenient to have some convenience stores like CVS within walking distance, and a Publix not too far via car. Only thing I would improve is having more toilet paper and hand soap refills in each bathroom, especially with 7 people staying over a long weekend.

Dock Pool Ramp Jacuzzi Ocean Views Kayaks
House was nice and clean. Great location perfect for getting to open water. Frank was very helpful and responded quickly with any questions we had. I would recommend this place and would stay here again.

Family House, 2 K BR's, Private Spa/Deck, 2 pools.
We loved our stay and will definitely recommend to friends and family. Hope to return someday soon!

Waterfront House - 30' Dock & Pool & Cabana Club
We will be back! We loved it! Clean, comfortable with lots of room. We loved being able to keep our boat behind the house and the trailer in the driveway. We loved walking around Keys Colony. The Cabana Club and Sparkys Restaurant were both within walking distance. The kitchen had every gadget you could imagine. The dining table was perfect for dinners and card playing. The beds were comfy. No allergies whatsoever! Thank you so much!!

Waterfront Home 37.5-ft dock, Cabana Club Included
We loved our stay! The house was super clean and the back patio was beautiful. We loved the back canal area and saw lots of very cool wildlife and enjoyed fishing right there. Having the kayaks to use was also great. Beds were very comfy and the rooms were spacious. The house had everything we needed. We loved the key colony area. The cabana club was a great space and the house is in walking distance to Sunset Beach, which was beautiful. The whole area is super close to fun things to do and great restaurants. We would absolutely stay here again!

Waterfront Private Home w/Pool-Family&Pet Friendly
This was an awesome home for our family of 4 + dog. We felt right at home for the week! The pool was perfectly warm, and the kids had so much fun playing by the dock. We rented a pontoon boat and were able to dock it easily. Honestly, we hardly used the other amenities in the home because the weather was so nice, but if it rained we probably would have loved the game room too! Overall this was a great home for our family. The neighborhood isn’t super walkable, but the grocery store was just down a little footpath, allowing us to walk to get groceries as needed. Loved this!

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK
We didn't know anything about Key Colony so based our reservation strictly on reviews and price. Well worth every penny that was spent. What a wonderful tropical getaway! Can't wait to visit the Keys again with my 4 children and husband. If you're looking for a great place to spread out and enjoy family this should be your rental.

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV
We had a wonderful time staying at Tim’s place! He was an excellent host who was always available if I had a question. The house is in a beautiful location. We enjoyed sitting on and fishing off the dock. The house had everything we needed for a fantastic stay and a very enjoyable vacation. I can’t say enough good things about our experience at the home. We were able to meet Tim and he was a lovely host. Thank you for a great vacation! We hope to come back in the future!
Pet-friendly home rentals with a pool

Colony Sunset- Bright and airy cottage
What a great find! Everything we needed was there! Quick walk to everywhere: beach, Duval street fun, restaurants and grocery store. So glad we went with this air bnb and not the hotel we normally go to. Saved so much money. Loved the privacy!

Harbor hideaway 50’dock 3Br/2Ba All amenities
Loved our stay here! Very private pool and the tiki bar/outside ice maker, was amazing. The house was clean and comfortable with the most comfortable beds ever! The only down side was the location for boating. The dock was excellent and the trip to the 7 mile bridge to fish was conveniently close, however, to do any ocean boating or fishing, the distance thru the sailboat/houseboat harbor was long and we encountered some not so friendly types through there. Over all, to stay and enjoy the privacy of the canal and pool, this was top notch!!!

The HMH House
Our stay at this cozy Airbnb was absolutely wonderful! The space was filled with so many thoughtful and adorable details — everywhere we looked, there was something that made it feel extra special. It really felt like a mini retreat. Heathermarie was incredible — so friendly, accommodating, and went above and beyond to make sure we were comfortable. She even let us check in early, which made a huge difference for us. Her hospitality was truly next level. I can’t recommend this place enough — if you’re looking for a charming spot with a host who genuinely cares, this is it. We can’t wait to come back!

Spotlessly clean 3 bedroom/3 bathroom family home
This was a cute little place in a gated complex. It was well decorated to feel like a Key West getaway and a great place for sibs get-together. We liked the quiet, but be aware you will need to drive to get to Key West.

Key Colony Beach-POOL & DOCK
We stayed here for a whole week and it was very awesome everything way exceeded our standards and we cant wait to come back!

Golf Coast Oasis
We really enjoyed our week at Gulf Coast Oasis! The house was lovely, well-stocked, and great for our family of 5. We very VERY much enjoyed the pool and appreciated being able to heat it. Loved using the bikes and kayaks. Ate on the screened in porch. Madelyn was very helpful and responsive both in advance of and during our trip. Great stay! The only "negative" was the noise from the nearby airport -- not disruptive but worth noting.

Sunset keys villa w/Den, pool, Firepit &Boat space
Everything about Lazaro’s stay was 5 Star!! He was easy and friendly to communicate with and went above and beyond to make our stay a delight. The property itself was perfect. Everything is brand new and it was one of the best stocked places I have stayed, from the decor to the spacious layout to the stocked cabinets. The fully fenced yard was perfect for our dogs who enjoyed it very much. The location is on a quiet street in the heart of Marathon with so much close by. Ideal!! Truly a 5 star stay and highly recommended.

Islamorada Reef Canal & Pool home off Tav Creek-
Isa was an amazing host! The house is beautiful and pristine! We loved the pool and how close the house is to everything. Our only regret is we couldn’t stay longer!!!! Thank you so much!
Private, pet-friendly home rentals

Beautiful FL keys Home-Free Bike to use
Nice place to stay in Key Largo, close to Tavernier end of Key. Long ride if going to Key West. Nice little patio in back on second floor. Easily sleeps 6. Nice kitchen. Easy to park in front Yard. Nice stay. Snappers restaurant easy walk across Rt 1. Joe L.

2BR Oceanview Dog Friendly | Pool | Dock | Deck
We had the perfect vacation! Love the location and the amenities of Key Colony Beach. The place was great for relaxing. I only wish we brought our dog..

Coral Quay-III Canal waterfront,access BEACH club!
We had an amazing time at this property. The location was couldn't get any better. We brought our boat and property was perfect for that. We are already starting to plan for next year!

Walkable 1BR | Deck | Pool | Dog Friendly
We loved the townhome. The gardens were beautiful. The location was amazing. The directions were spot on. We did everything in Key West and enjoyed all of our time there. Thank you for opening your townhome and we would highly recommend staying there.

Location Location Beach Paradise in the Keys Duval
We felt at home at Joe’s house! Check in/check out directions were simple and easy. The house was clean with plenty of extra linens. Its location was ideal! Definitely would stay at Joe’s again!

Walk to Beach 4BR | Dock | Dog Friendly | Pools
Just want to write an updated review since most of these are older. The previous reviews about the house AC being hot in the downstairs bedrooms has been fixed. The house has two brand new AC units. House was immaculate and in the perfect location with all the amenities you’d need. Only issue we ran into is the Wi-Fi does not work. They are actively working on it but the Sonos speakers did not work outside and the TVs were in and out. All in all this house had everything we needed and more

Gulf side Gem, 45 ft. dock, pool, Hot tub and more
We truly enjoyed our stay. Gail was very communicative and the house had everything we needed to relax and enjoy our time. We saw some manatees from the dock, iguanas, and of course fish. Friendly quiet neighborhood, grocery store close by.

4BR Oceanview Dog Friendly | Dock | Deck | W/D
Excellent location in town. Nice clean home on a beautiful canal. Good for fishing. Recommend more toilet paper and front door is very hard to lock.
Quick stats about vacation rentals that are pet-friendly in Big Pine Key
Total rentals
120 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
2.7K reviews
Family-friendly rentals
100 properties are a good fit for families
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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