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Pet-friendly vacation rentals in Summerland Key
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Top-rated pet-friendly home rentals in Summerland Key
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Summerland Key pet-friendly home rentals
Pet-friendly house rentals
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Key West Paradise
This place was fantastic, had 5 people, very comfortable. Pool was very close and very enjoyable. Everything was very clean and tidy. In a gated community, that was a bonus. No matter where you want to go it isn’t more than 15 min tops. There are a few good restaurants on Stock island, the rest you only have to go a few miles. Very good place to stay.
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Dock Pool Ramp Jacuzzi Ocean Views Kayaks
Fantastic location and lovely house.
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Waterfront Oasis w/Private Pool-Dockage-Beach
Incredible property. Perfect gathering space for my entire family of 6. Private yet close to commerce like Publix and local gym to work out. Great memories made.
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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!!
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Waterfront Home 37.5-ft dock, Cabana Club Included
the home was spotless. modern and up to date. Quiet area and street. includes access to a beach club down the street. restaurants and shops nearby. my wife enjoyed the fresh seafood. it's a 10
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Waterfront Private Home w/Pool-Family&Pet Friendly
Jose was a very responsive host and we appreciated his communication. The house matches the description well and was very clean upon arrival. The location is off the main highway, which is great, but is across from the back of the post office distribution center so can be a little noisy at times. It is quite walkable to the grocery store and some restaurants/ shops. We also brought our 2 dogs (with permission of the owner) and the yard is very well set up for that as it is fully fenced in, except for the dock area.

The Guest House - Sugarloaf Beach Key West
We loved our stay at the beach house! It was exactly what we were looking for. Very peaceful and right on the beach. The house was exactly like what the pictures showed. Tom was very friendly and helpful with anything we needed. We will probably stay there again in the future.
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The Snapper House 3/2.5 45' dock sleeps 8+ pets OK
Looks just like the photo’s. Unfortunately weather was a little chilly the first couple of days. When it warmed up we enjoyed the local cabana club with the heated pool, beach and restaurants. The accommodations were spacious and clean.
Pet-friendly home rentals with a pool
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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!
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Pool & Spa, Walk to Beach, Dock, Tiki, Lux Home
We were looking for a great place close to a small beach, an ocean view, which was clean and could house our family comfortably. This place did that and provided a place away from tourist crowds. Very nice place
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Oceanfront mermaid house pool and dock
Greg's place was amazing! I loved being outside, sitting by the water, and looking out at the beautiful view. It is very quiet and peaceful, you feel like you are the only people around. We loved looking for sealife from the dock, and watching the boats go by the canal. The living room was comfortable and clean, and made a cozy place to enjoy the evenings. It was especially nice to have both bedrooms with their own ensuite bathrooms, and suited our two couples perfectly. I would stay here again in a heartbeat!
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Coastal Comfort; Waterfront Luxury Home with priva
We all loved the house. Plenty of space, the outdoor patios were a daily hangout, the views were great, what's not to love. The maintenance of the house itself was excellent and it didn't feel like a "rental". Well decorated, not worn down, a bathroom for everyone, it was great. We rented a golf cart to get back and forth from town which was very easy and barely a ten minute drive. We did have a small issue with the pool while there, which apparently is very unusual. It is Key West so it took a few days to get the parts needed. However, Javier was always easy to reach and while he did eventually fix it it was his 'out of the box' thinking and communication on everything that was superbly professional. I understand he manages several properties and we would gladly stay at any of them. With an AirBNB, if something goes wrong and you're far from home all you have to rely on is the owner/manager and you are in excellent hands with Javier. A++ on customer service
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Spotlessly clean 3 bedroom/3 bathroom family home
Roy was very responsive and helpful. He showed up immediately when we had a problem with the internet router and it was fixed right away. The gated community helped us feel secure. we will stay there again!!
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Comfy 2/2 pool/gym/tennis/hottub
I just finished a 5 week stay at Michael’s place and have nothing but good things to say about the property. I loved the location because it is close to the ocean and is great for those who love to bike and walk. The condo is clean, comfortable, and has everything needed for preparing meals. I worked from the property and never had any issue with Wi-Fi. The heated pool is a big bonus. I hope to stay again.
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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!
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Golf Coast Oasis
This was my second time staying at gulf coast oasis, and it was amazing again. You can tell that the owners take great care of the house and property, and they are super responsive and reach out proactively. It’s a fantastic location in Marathon which is central to restaurants and local activities. The house itself is stocked with everything you need to feel at home. It’s secluded/fully fenced, has tons of amenities (heated pool, putting green, kayaks, bikes, grill, fire pit, comfy indoor and outdoor seating). The kitchen is stocked with everything you need like a Keurig and kcups, pans and gadgets and utensils for cooking, loads of spices. Memory foam beds are comfy. They have extra little touches throughout like toiletries, games, fans, tons of beach towels, pool toys. We saw manatees in the canal, birds and lizards around the property. I can’t say enough good things about this house. My group included 2 couples and 2 dogs. We were comfortable, relaxed, and had a fun stay.
Private, pet-friendly home rentals
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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..
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Honeymoon Hideaway, King bed, Private Deck & Spa!
Quiet, private, clean, close to everything, and great ambience. The hot tub was amazing. Highly recommend.
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Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club
Amazing views from the house. Right on the water. The water is clear and calm, easy to paddle board and kayak. Great sunrises and sunsets. The best view of the sunset was from the kayaks while on the water. All the bedrooms had water views. Plenty of linens. The house was very clean. We enjoyed the cabana club a couple of days. That was a nice addition- warm pool and a sandy beach.
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Martin`s Beach House Coco Plum Dream on Avenue G 4
House was beautiful with a large enough dock for us to bring our boat! Great location for fishing and exploring the Keys! Highly recommend!
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Centrally located 2BR Dog Friendly | Pool | Deck
Our stay at 728 Passover Ln. was amazing. Cannot even explain how breathtaking the pool and sitting area is and the walking path🫶🏻the outdoor shower adds a great element house was plenty big was just two of us, but could’ve definitely handled four with no issues at all was well stocked, very clean.
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Location Location Beach Paradise in the Keys Duval
The location is great. All top sights and restaurants are walkable. Joe was very responsive. We would definitely stay again!
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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
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Apartment in Big Pine
Great little place for 1 or a couple. Beautiful surroundings in Big Pine. 45 min drive to key west, 15 min drive Bahia Honda state park. If you’re looking for a peaceful spot surrounded by nature but still pretty close to some awesome keys attractions, this definitely fits the bill.
Quick stats about vacation rentals that are pet-friendly in Summerland Key
Total rentals
130 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
950 reviews
Family-friendly rentals
90 properties are a good fit for families
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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