
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

Key West Paradise
Great location. Close to Key West without being down in all the chaos the entire time. Lived that CVS, Roostica (good Italian and pizza) and a delicious French bakery were all within walking distance.

Seaside Sunrise. Newly remodeled waterfront
Everything was excellent. Only complaint would be the bicycles. One bike was usable but the seat was loose and we didn’t have tools to fix it. The other adult bike’s chain was rusted so bad it wasn’t usable. We still had an excellent experience.

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.

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.

Family House, 2 K BR's, Private Spa/Deck, 2 pools.
My husband and I spent one week at Center Court Family home. We had a wonderful stay there. Beautiful home with new appliances, TVs, Bluetooth speakers for your entertainment. The house was stocked with anything you needed. Clean and beautifully decorated. Hot tub area was private with plenty of room to relax. After walking all day we enjoyed relaxing in the hot tub. Thank you Naomi, we will be back!

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 have done many AIRBNBS and this was what we expected. Extremely clean, and everything that was advertised. The location was perfect, and close to many local restaurants that we enjoyed. Would consider going back and would highly recommend it to anyone who hasn't been in the area before.

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!
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!

3 BR 2BA + Private Pool + Waterfront
Amazing oasis from the cold up north and from the bustle of town when you need a peaceful moment by the pool. The outdoor kitchen is incredible and the boat dockage is great.

Pool & Spa, Walk to Beach, Dock, Tiki, Lux Home
Great home for a family vacation. Enjoyed the pool and all that Marathon has to offer. Plenty of room for everyone to spread out. Great decks and the tiki hut was a perfect place to hang out when you wanted to be outside but not in the sun. Bert was incredibly helpful and responsive.

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

Spotlessly clean 3 bedroom/3 bathroom family home
Roy’s home was very welcoming. We loved that it was in a quiet little gated community. Roy was very responsive with any questions or concerns we had, he was also quick to let us switch property’s to fit our household. We would really love to stay with Roy in the future.

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
Madelyn's place was a wonderful place for our family vacation. The heated pool and mini golf were a hit with the grand kids! A great deal of thought has went into the property's landscape to insure privacy. We felt completely at home. Plenty of spaces for everyone to go off and have "alone time". Most everything there is self explanatory, however Madelyn was proactive in contact with us should we have had any questions. We are definitely considering this place in future visit to the Keys!

Beach Cottage with pool, Dock and beach access
My family truly enjoyed the week we spent here. The house was perfect for three generations of six adults. All of the beds were comfortable and bedrooms were quiet with ample space. The outdoor space is perfect for enjoying all day. We used the pool, the bikes and the private beach...great extras. We would stay here again in a heartbeat.
Private, pet-friendly home rentals

New Build! Vacation Home w/Private Pool & 60’ dock
Perfect spot for 4 couples- each having our own king bed and bathroom was awesome. The pool is lovely, and plenty of outdoor space to hang. A perfect house for a relaxing vacation. We saw manatees in the canal from the dock! The only drawback of this place is proximity to the airport- there is a lot of air traffic noise during the day. It wasn’t a dealbreaker, but is worth mentioning for those who want absolute quiet. Otherwise, the property is private and peaceful. Lots of good restaurants nearby, and Sombrero Beach is worth a visit, although it does get a little crowded. We would rent again!

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!

Location Location Beach Paradise in the Keys Duval
Great location. Great host! Very secure location and quiet neighbors. The pool is very close by and beautiful surroundings. Duval is a couple blocks. Walk and Uber. Don’t use a car. One afternoon take a walk through Truman Annex. The homes are amazing. Truman’s Whitehouse on the far side. Go to the Green Parrot. Hogs Breath for the music and do NOT miss going The Breakfast Club Too. Joe was a very responsive host! There were 5 of us and we were very comfortable. Plenty of room! If you like hot showers, you will be in heaven. The upper and lower decks were so cozy for morning coffee and breakfast and in the evening to talk about our day. Great place to stay!

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

Rustic 4BR Dog Friendly | Hot Tub | Deck
Houses were nice enough only thing I think they could do better is have some wiggle room on check in /out people were there 30 minutes early trying to come in

Gulf side Gem, 45 ft. dock, pool, Hot tub and more
Literally all you need to bring are yourselves! Everything else is already here! Great location to explore the Keys. Enough space, kitchen utensils including margarita maker, and comfortable beds available. The best part is the backyard. Pool, hot tub, fishing off the canal, grill, etc. available. Manatees swam by almost daily. Gail was amazing...great communication, recommendations, and so helpful. A brief, minor issue with the pool was taken care of immediately. Will not hesitate to return!!

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 Summerland Key
Total rentals
120 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
970 reviews
Family-friendly rentals
80 properties are a good fit for families
Rentals with a pool
80 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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