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Pet-friendly holiday rentals in Summerland Key

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Summerland Key pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Marathon
4.96 out of 5 average rating, 24 reviews

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

HaleeRating, 5 stars1 week ago
Thank you so much for such an amazing stay! We loved the gorgeous property and all the lovely decor inside! Property was extremely clean and Sandy was so kind and helpful! We spent almost every evening in the hot tub! The home had everything we neded for an awesome week and was in a great central location, close to everything we wanted to do! We loved TJs Tiki Bar for dinner and a beautiful sunset! Thank you again Sandy! :)
Top Guest favourite
Home in Marathon
4.95 out of 5 average rating, 66 reviews

Coral Lagoon #23- Private Villa Home

ReneeRating, 5 stars4 days ago
Wonderful Stay! Place was super clean and nicely decorated with minimal decor. (Sometimes places are over decorated and busy) Beach Towels were provided. Kitchen was organized & clean. Pool was nice! We brought our small dogs and the grounds were very pet friendly. Jessica’s recommended list of restaurants was spot on! Had a great time eating at several of the places. Would visit again and recommend to others.
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 50 reviews

The Toasted Coconut-Pool-Bikes-Grill-Chic!

LindsayRating, 5 stars3 weeks ago
We loved The Toasted Coconut! Everything about our stay was amazing but what made it above and beyond any place I've ever stayed, were the added accommodations. Since we flew from out of state, we were very limited on the things we could bring. Katie had a high chair and pack and play ready for my little one upon arrival! This was extremely helpful and definitely took some stress off our shoulders! Not to mention, made life easier for our 1 year old! Thank you Katie and Cody for welcoming your home to us!
Guest favourite
Home in Marathon
4.97 out of 5 average rating, 68 reviews

Sombrero beach oasis, great location, many amenities

KendallRating, 5 stars3 weeks ago
Incredible for a family vacation. 🏝️The property feels very private, clean, well decorated, and many amenities. We tried out the paddle boards and spent a lot of time in the pool. When going to the beach, Aileen already had chairs and towels to bring! This property really is a gem. Thank you Aileen!
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 40 reviews

Movie Theater | HotTub | Pool | Boat/RV/EV Parking

AnneRating, 5 stars2 weeks ago
We almost stayed at a hotel, but I saw Christian’s place pop up and it looked like a fun place for the family. It is so awesome! It is exactly as described.and more . He uses every inch of that awesome property for something fun. It’s also a close drive or bike ride to so many things. We took almost all of his suggestions on places to eat and things to do and they were right on. The last night we all chilled outside and projected the Goonies on the outdoor screen and had some good relaxing family time. He is an excellent host and is so helpful. We are all so happy we chose his Airbnb.. Thank you so much, Christian! You are one of a kind and your place is so cool.
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 32 reviews

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

LisaRating, 5 stars1 day ago
Beautiful, well appointed home in the middle of the keys within driving distance to all the tourist attractions and restaurants. We are a 3 generation trip with grandparents and kids, and this house had it all! 3 bedrooms, each with excellent ocean views, great kitchen, kayaks and bikes in the garage, and incredible outdoor seating area! Highly recommended for families.
Guest favourite
Home in Marathon
4.96 out of 5 average rating, 52 reviews

Waterfront Private Home w/Pool-Family&Pet Friendly

LoganRating, 5 stars3 weeks ago
The location and access to the beach and canal was amazing! We had such a fun time with the kayaks while being able to see all the wildlife and sail boats. The house was exactly what we needed. Jose was very helpful and flexible throughout our stay.
Guest favourite
Home in Key West
4.94 out of 5 average rating, 103 reviews

Paradise found

JenniferRating, 5 stars3 weeks ago
The house was clean and a great option for traveling as a large group. It was away from the bustle of Key West, but still easy to get around, and the restaurants nearby are delicious.

Pet-friendly home rentals with a pool

Guest favourite
Apartment in Key West
4.89 out of 5 average rating, 55 reviews

Castaway Cove: Pet-friendly 2/2 condo near beach!

ScottRating, 5 stars3 weeks ago
Nice cozy spot while visiting Key West.
Superhost
Campervan/RV in Big Pine Key
4.55 out of 5 average rating, 20 reviews

Bring your own RV. Our lot your Camper B5 No Tents

KevinRating, 5 stars3 months ago
It is a great place just a little tight getting the camper in The neighbors are all very friendly and helpful
Guest favourite
Guesthouse in Marathon
4.95 out of 5 average rating, 21 reviews

The Pink Dolphin House.

PatrickRating, 5 stars2 months ago
Beautiful ocean views and great local recommendations from the host! Some aspects of the interior were a bit dated, but with multiple areas to enjoy the outdoors (offering full shade to full sun and everything in between), we didn't do much inside except sleep. Kids spent hours per day in the pool and adults most enjoyed lounging on the jetty with 345 degrees of ocean views. Board games (and a ps3) were available for the occasional down time. The location allows for a feeling of privacy on the ocean while offering many hidden gems for dining and activities nearby.
Guest favourite
Bungalow in Islamorada
4.96 out of 5 average rating, 54 reviews

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

BenRating, 5 stars3 weeks ago
Regina and Captain Rob were great hosts! They gave us local recommendations and communicated well! We had such a great time using the tiki bar and the pool. It was our first trip with our baby and the place even had a crib for us to use. Would definitely return!
Guest favourite
Townhouse in Marathon
4.96 out of 5 average rating, 143 reviews

Boater’s Paradise 3br/2.5ba at Coral Lagoon

ChrisRating, 5 stars3 weeks ago
Larry was an excellent host who did everything to make the stay enjoyable. I would highly recommend staying at Larry's place and will definitely stay again if in the Marathon area.
Superhost
Townhouse in Key West
4.83 out of 5 average rating, 77 reviews

Location Location Beach Paradise in the Keys Duval

SamiRating, 5 stars5 days ago
This place was absolutely beautiful! It gave you the perfect vacation vibe! The little area we were in was great and felt very safe even when walking around at all times of the day and night! The house had great beds/ bedrooms, great bathrooms and the living room and kitchen were perfect! The location was amazing , was walkable to everything, the beach, restaurants, bars, island tours and many stores and attractions and landmarks! It was amazing to stay and Joe was very helpful with everything when it came into the check in process and all the way to the end with check out! If we are ever in Key West again we DEFINITELY be staying here!!
Top Guest favourite
Home in Key West
5 out of 5 average rating, 14 reviews

Kittyhouse on Catherine, Tropical Pool, Parking

MelanieRating, 5 stars1 week ago
We loved our stay! It rained most of the time, but Alan’s place made up for that with a lovely pool and gorgeous views of the tropical landscape from the patio. The spaces were comfortable and very clean and the washer/dryer access was a major plus for us. The location was excellent with walkable restaurants and short drives to all of the major things to do and see. Alan was an extremely courteous and responsive host. I would highly recommend his place to others!
Superhost
Home in Cudjoe Key
4.83 out of 5 average rating, 23 reviews

Waterfront 2BR w/ Dock, Kayaks & Pool Access

AlyxRating, 5 stars1 week ago
Loved the house and location, neighborhood was very cute and quiet, easy to get in, we had no issues at all! Everything was perfect EXCEPT for the security that works the park1 they are rude and not tolerant to the kids in the park- which isn't a reflection of Bluescape- just of the park. We would still come back.

Private, pet-friendly home rentals

Guest favourite
Home in Marathon
5 out of 5 average rating, 17 reviews

Seaside Sunrise. Newly remodeled waterfront

JonathynRating, 5 stars3 months ago
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.
Top Guest favourite
Cottage in Islamorada
4.95 out of 5 average rating, 41 reviews

Waterfront Cottage Walk to World Famous Lorelei

JustinRating, 5 stars3 weeks ago
What an amazing place! My wife and I have stayed in Airbnb properties all over the world, and this was one of our favorites. Exactly as described. Very clean, safe, and comfortable. The location and layout of the property is absolutely perfect and private. This was our first time to Islamorada and this place made it an even better experience. We had a manatee sighting and the deck over the water was my favorite part. Perfect place to have a drink and watch the sunset. If you are planning a trip to the keys, do yourself a favor and stay here.
Home in Summerland Key
5 out of 5 average rating, 4 reviews

A month in paradise pool home.

LOUISERating, 5 stars10 months ago
We spent a month at this beautiful home. From open water the view, to the boating access, the amazing sunset and the pool, the place was perfect for us! We love the lower keys and this was the ideal place to spend a month. Tracy was always responsive answering any questions we had. I can't recommend enough. We hope to return in the future!
Guest favourite
Home in Key Colony Beach
4.94 out of 5 average rating, 33 reviews

Water, Water Everywhere! "The Wheel House"

JohnRating, 5 stars1 week ago
My parents, wife, and I booked a three day run at this spot. It was awesome! The location was perfect and Leila recommended a lot of places around to visit and eat. Fishing is active off of the back dock and most of the surrounding areas have lights set up, so there were plenty of fish to target all day. It is a quick drive to Key West and had some nice beaches within a 5 minute drive. One big plus is that the cut that this home is located on had minimal seaweed compared to most of the other areas. Overall, this is the perfect spot. We will definitely be back.
Top Guest favourite
Townhouse in Marathon
5 out of 5 average rating, 9 reviews

7-Mile Bungalow

KarlRating, 5 stars1 week ago
Would give this place 6 stars if possible. Exceptionally responsive host. Well priced for the area. Clean, comfortable, peaceful, and well equipped for a family vacation.
Superhost
Apartment in Marathon
4.86 out of 5 average rating, 51 reviews

Little Venice in Marathon (in the Beautiful Keys)

AlisonRating, 5 stars3 weeks ago
We (two couples) enjoyed a great week here. Being on the canal was nice, outside sitting spots were great. The house had plenty of cooking supplies needed. Was a tad bit smaller than I expexted, but worked out just fine. Remember to bring your shampoo, body wash etc as it's not provided. Comfortable and bright, was quiet even with boats going by. Would definitely stay here again!
Guest favourite
Home in Marathon
4.88 out of 5 average rating, 24 reviews

Golf Coast Oasis

AmandaRating, 5 stars1 month ago
This was the most perfect Airbnb for our vacation. First of all, Marathon is the perfect location if you are looking to explore multiple parts of the Keys. 1 hour to Key Largo, 1 hour to Key West. We could not have asked for a better location. The home looks just like the photos and was perfect for our family of 4 + our pup. The beds were comfortable, the living space had plenty of room for our crew, but the real show stopper was the pool. If we weren't out and about exploring the Keys, we were definitely in/by the pool! A few added bonuses: (1) K-cups for our use for that first morning. This kept us from having to worry about an emergency grocery store trip the evening of our arrival (2) pool floats available for our use (3) bikes & kayaks for everyone (4) EVERYTHING. We couldn't have asked for better - we will definitely be back!
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 32 reviews

Oceanview Oasis! Screened Porch & Outdoor Theater

AmberRating, 5 stars2 weeks ago
The home was beautiful, clean, well stocked, and comfortable. It had everything we could possibly need and more. The beds were comfortable and the couch was huge and cozy. The view is spectacular, we spent every morning out on the patio with our coffee. The property is in the perfect location as well, making everything in Marathon no more than 8 minutes away. It was the perfect get away for our little family (fur baby included).

Quick stats about holiday rentals that are pet-friendly in Summerland Key

  • Total rentals

    120 properties

  • Nightly prices starting at

    $66 NZD 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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