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Pet-friendly vacation 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

Superhost

Home in Key West

4.88 out of 5 average rating, 49 reviews

Key West Paradise

SureshRating, 5 stars1 month ago
We had a wonderful stay at this Airbnb in Key West. The home was cozy and well-maintained, with everything we needed for a comfortable visit. The neighborhood was welcoming, and the locals were incredibly friendly. The hosts were highly responsive and made sure we had a seamless experience. One highlight of our stay was the collection of board games Sharon provided – we thoroughly enjoyed spending time with them! Additionally, the location was excellent, with key attractions and essential shops just a short distance away. We truly enjoyed our time here and would highly recommend this place to others!
Guest favorite

Home in Marathon

5 out of 5 average rating, 12 reviews

Waterfront Oasis w/Private Pool-Dockage-Beach

DaveRating, 5 stars1 month ago
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.
Guest favorite

Home in Key West

4.92 out of 5 average rating, 273 reviews

Family House, 2 K BR's, Private Spa/Deck, 2 pools.

LuanneRating, 5 stars3 weeks ago
great location in Key West and can walk to all main attractions in area. rented bikes convenient drop off and pick up...never needed a car . Naomi excellent in communication on all questions and super quick to respond. Loved the house and pool and hot tub and had all we needed for baby too.
Guest favorite

Home in Key Colony Beach

4.94 out of 5 average rating, 49 reviews

Waterfront House - 30' Dock & Pool & Cabana Club

LauraRating, 5 stars3 weeks ago
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!!
Guest favorite

Home in Key Colony Beach

4.94 out of 5 average rating, 106 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

BillRating, 5 stars2 weeks ago
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
Guest favorite

Home in Marathon

4.98 out of 5 average rating, 46 reviews

Waterfront Private Home w/Pool-Family&Pet Friendly

MollyRating, 5 stars3 weeks ago
Loved everything about this house and location and had a wonderful week here. Jose was an awesome host as well!
Guest favorite

Home in Sugarloaf Key

4.79 out of 5 average rating, 102 reviews

Beach House - Sugarloaf Key - Key West

YechielRating, 5 stars1 week ago
**5 Stars - A Peaceful Beachside Paradise!** 🌴 This Sugarloaf Key retreat was perfect. The private beach and dock had incredible views of crystal-clear water, gorgeous sunsets, and so much wildlife. We saw Key deer, pelicans, hermit crabs, and countless sea birds fishing right in front of the house—it felt like our own nature sanctuary. The accommodations were cozy and thoughtfully set up for relaxation. Our host was wonderful—friendly, responsive, and helpful throughout our stay. If you’re looking for tranquility, natural beauty, and a unique getaway, this place is a must. We’ll definitely be back!
Guest favorite

Home in Key Colony Beach

4.92 out of 5 average rating, 132 reviews

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK

AnneRating, 5 stars1 day ago
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

Superhost

Cottage in Key West

4.83 out of 5 average rating, 18 reviews

Colony Sunset- Bright and airy cottage

MaureenRating, 5 stars9 months ago
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!
Superhost

Home in Marathon

4.74 out of 5 average rating, 19 reviews

Sunset Views, Pool and Dock

MikeRating, 5 stars1 month ago
This will be the fourth time we have stayed at this house. We love the house. However it has changed owners and gone a bit down hill over the years. There are repairs that need addressed (and the ones that have been done, have been done poorly) and updates that need done. That aside the only other complaint I have is that the management staff hired is very cheap. Every other place we have rented always includes simple things like more than one roll of toilet paper, a couple of extra trash bags, at least one or two dish washer pods, a couple laundry pods, salt and pepper, etc. or bikes, kayaks, things to use. There is NOTHING in the house but towels and blankets. I had to buy everything which is usually provided. Very cheap management services! Actually every other place that we’ve rented lays us out a bottle of wine and instructions and a number to call and list of things to do in the area, etc. etc. none of this was provided. I don’t expect a bottle of wine but it’s kind of customary
Superhost

Home in Marathon

4.92 out of 5 average rating, 65 reviews

Oceanfront mermaid house pool and dock

HannahRating, 5 stars1 month ago
We had an amazing time in the most beautiful location. We caught many fish off the dock, Marathon is a central location to many great Keys activities. The house was clean, spacious and peaceful. Thank you!
Superhost

Townhouse in Key West

4.92 out of 5 average rating, 204 reviews

Spotlessly clean 3 bedroom/3 bathroom family home

PatriciaRating, 5 stars3 weeks ago
Our host Roy was very thorough in his instructions of how to enter in the gate and house. He responded very quickly to our correspondence which was appreciated. The townhouse was quite beautiful and the area was serene. We felt right at home, bedrooms very comfortable and we loved the balconies! We sat outside every chance we could and even grilled. We had a lovely time.
Guest favorite

Apartment in Key West

4.91 out of 5 average rating, 86 reviews

Comfy 2/2 pool/gym/tennis/hottub

JenniferRating, 5 stars2 weeks ago
Great location for privacy, comfort, and only a short drive from activities. The accommodations were excellent and I would love to stay here again!
Guest favorite

Home in Key Colony Beach

5 out of 5 average rating, 9 reviews

Key Colony Beach-POOL & DOCK

AustinRating, 5 stars6 months ago
We stayed here for a whole week and it was very awesome everything way exceeded our standards and we cant wait to come back!
Guest favorite

Home in Marathon

4.87 out of 5 average rating, 15 reviews

Golf Coast Oasis

ShannonRating, 5 stars3 weeks ago
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.
Superhost

Home in Cudjoe Key

4.92 out of 5 average rating, 12 reviews

Blue Palms Retreat

CorinneRating, 5 stars6 months ago
Great place to stay. We brought our boat and was able to dock it out back. Had some issues with the pool but Amy did everything she could to resolve it quickly. Overall my family had a great time.

Private, pet-friendly home rentals

Guest favorite

Home in Marathon

5 out of 5 average rating, 8 reviews

New Build! Vacation Home w/Private Pool & 60’ dock

RyanRating, 5 stars6 months ago
Nicole is a pro. Amazing time felt right at home.

Home in Key Colony Beach

4.78 out of 5 average rating, 18 reviews

2BR Oceanview Dog Friendly | Pool | Dock | Deck

LilianaRating, 5 stars13 months ago
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..

Cabin in Key West

4.57 out of 5 average rating, 114 reviews

Downtown 2BR Dog Friendly | Hot Tub | Deck

KenRating, 5 stars1 month ago
Cozy cottage with easy walking to the local shops. For the parking at this property, its a shared two space very tight area. We brought a 2024 Tacoma so we backed it in and left it there the whole trip.
Guest favorite

Home in Marathon

4.9 out of 5 average rating, 21 reviews

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

AngelaRating, 5 stars2 months ago
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.
Superhost

Townhouse in Key West

4.78 out of 5 average rating, 54 reviews

Location Location Beach Paradise in the Keys Duval

LynRating, 5 stars2 weeks ago
We had a great time! Joe was polite, responsive, and told us exactly what we needed to know. Highly recommend Joe and this beautiful place at Key West!

Home in Key Colony Beach

4.75 out of 5 average rating, 16 reviews

Waterfront Key Colony Beach Home w/ Golf Cart!

AmberRating, 5 stars2 weeks ago
Great place to stay! Cozy and clean, it had everything we needed for a 9 day visit. The neighborhood was very quiet and safe. The pool club and golf cart were a big hit with the family!
Guest favorite

Home in Big Pine Key

4.9 out of 5 average rating, 10 reviews

Island time on Big Pine

ThomasRating, 5 stars4 weeks ago
So much could be said for Stephanie’s Big Pine Key property but simply put “spectacular” or “special” would do! The property was more than welcoming and fit with equipment for all types of fun, bring a boat if you really want to enjoy the keys because they have an easily accessible canal and tie up right behind the house. More can be said for the hosts themselves though! Thoughtful, responsive, and diligent are some of the most commendable aspects of a host and both Stephanie and her husband went above and beyond to help with any minor issues that arose. Even if it was just for the location of little items they always made sure we were looked after. Your friends, family, and everyone in between would more than enjoy their stay here.
Guest favorite

Home in Marathon

4.94 out of 5 average rating, 18 reviews

Gulf side Gem, 45 ft. dock, pool, Hot tub and more

CatherineRating, 5 stars3 weeks ago
We had a great time at the mango house! Bikes and kayaks were great, the pool and dock were great spots to hang out without having to go to a beach or anything. The living space was extremely spacious, with lots of different spot to eat.

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

  • Total rentals

    130 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 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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