
Pet-friendly holiday rentals in Plantation Key
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Top-rated pet-friendly home rentals in Plantation Key
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Sunrise Escape - Ocean Front Villa - Sleeps 10
Wake up to the sunrise over the ocean and unwind with sunset views from your private jetty. This marina-front, ocean-view townhouse in Kawama Yacht Club puts you steps from kayaking, snorkeling, and the best of the Keys. Spacious, stylish, and designed for unforgettable family and friend getaways. Breathtaking sunrises from one of two private terraces, coffee in hand, overlooking the marina and the Atlantic Ocean. Located in an exclusive, quiet section of Kawama Yacht Club, this beautifully po
WalkabilityOutdoor spacesTV
4.87 out of 5 average rating, 182 reviews
Baycation Houseboat • Florida Keys Waterfront Stay
Escape to the laid-back luxury of the Florida Keys aboard your own floating oasis. This fully equipped houseboat offers the perfect blend of comfort, adventure and true waterfront living. Wake up to breathtaking sunrises, sip your morning coffee as the marine life glide by, and fall asleep to the gentle sway of the water. Whether you’re celebrating something special or simply craving a one-of-a-kind getaway, this houseboat is the ideal home base for both keys adventures and peaceful retreats 💫
WalkabilityOutdoor spacesTV
4.9 out of 5 average rating, 281 reviews
Tiny Home on Waterfront | Bay Views | Deck | Pool
Down by the waters of Manatee Bay, you’ll find this idyllic tiny home for 6. With a full kitchen, three comfy beds,and access to a community pool, this is a prime location to enjoy the best of Key Largo. Sit on the deck and dip your toes in the water or explore the bay using the available kayaks and paddle boards. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!
PetsWalkabilityHeating
4.91 out of 5 average rating, 208 reviews
Gorgeous lagoon-front 2BR Townhouse with 2 pools
Kawama Yacht Club is situated between an extension of John Pennekamp Coral Reef State Park and a salt-water, filtered, tidal snorkeling lagoon! Two pools, tennis courts, private beach, a waterfront (lagoon) will keep you busy on site, while the neighborhood offers boating, many great restaurants and you may even swim with dolphins just outside the gates to the community. The townhouse comes equipped with two bicycles and two kayaks. All brand new appliances throughout + extra lg washer/dryer.
WalkabilityPetsQuiet
4.91 out of 5 average rating, 171 reviews
Perfect escape to the ocean
Enjoy the sounds of nature when you stay in this unique place. What awaits you is fun filled days living and exploring out on the fabulous florida keys waters in your own private floating paradise that is completely solar powered and all the amenities run 24/7! This fabulous floating home was build in 2025 and very nice, update and comfortable, it is 100% solar powered and eco friendly All the amenities run off batteries and solar power so you'll be able to enjoy cold ac, fridge, tv , 24/7
Outdoor spacesPetsLocation
4.79 out of 5 average rating, 68 reviews
Flakey's
Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to the best restaurants, bars, beaches and shops this island has to offer. On Morada Way in the middle of the Art and Culture district. Everything at Flakeys is brand NEW! All new appliances, furniture and decor. Shabby Island Chic! Affordable, super clean and you can't beat the location.
WalkabilityPetsKitchen
4.97 out of 5 average rating, 220 reviews
My Little Oasis3 Waterfront Retreat Key Largo
Best of the Best, very exclusive, located on the oceanfront with a million dollar view, this tiny house is on a higher level than the others, is comfortable and cozy. It is ideal for a couple who want to escape. The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees
Outdoor spacesAmenitiesAccuracy
4.99 out of 5 average rating, 113 reviews
Marathon Oceanfront 4BR Private Pool 60’ Boat Dock
Wake up to open-water views at your private oceanfront retreat in Marathon. Bring the boat, step into your private pool, Perfect for families and boating groups.Your private 60' dock offers direct water access, freshwater for rinsing gear and flushing engines, while parking accommodates up to 4 vehicles. • Direct oceanfront setting • Private swimming pool • Private 60' boat dock • Complimentary kayaks • Sleeps up to 10 • Parking for 4 vehicles • Wi-Fi + dedicated workspace
KitchenCleanlinessFamily
5.0 out of 5 average rating, 6 reviews
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!
PetsWalkabilityAccess
4.86 out of 5 average rating, 620 reviews
Gorgeous Ocean View Home!
Beautiful family friendly ocean view home centrally located in the heart of Marathon (only 10min from Sombrero Beach) were you’ll be able to do many things like snorkeling, fishing, boating, Scuba, museums, visit the aquarium, and/or the dolphin research center, and even dine on the water with many restaurants selections near by. This property does NOT have dock space for a boat or trailer parking. Licensed and inspected by the city of Marathon Lic.# VACA-23-144
Outdoor spacesPetsFamily
4.84 out of 5 average rating, 100 reviews
Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s
Sleeps 5 adults. 3rd bed is si sofa bed with a queen mattress. Indulge in the ultimate tropical retreat at our captivating bungalow Castaway Island, showcasing over 120 perfect guest reviews across multipl venues. Your hosts' extensive hospitality experience is evident in the restoration and thoughtful amenities, guaranteeing an exceptional vacation experience. Discover your ideal home away from home, where every detail is carefully designed to surpass expectations.
WalkabilityOutdoor spacesNearby
4.96 out of 5 average rating, 79 reviews
Modern beach tiny house/Tiki hut/ boat dock 20ft
Modern beach 'Tiny House" cottage on Canal in key largo. Great location for boaters, fisherman and includes 20ft private dock. Great area to kayak, paddle board or fish. Private Tiki hut just steps from the water. Two kayak's included for your use. This is great community which includes private ramp and associotion pool for homeowners. Very close to private beaches only accessible by boat. Well behaved pets allowed
PetsWalkabilitySolo travel
4.89 out of 5 average rating, 219 reviewsPopular amenities for Plantation Key pet-friendly home rentals
Pet-friendly house rentals

Waterfront Home 37.5-ft dock, Cabana Club Included
PetsWalkabilityEV charging
4.95 out of 5 average rating, 146 reviews
4-Bedroom Coastal Retreat *Special Fall Rates*
WalkabilityOutdoor spacesFamily
5.0 out of 5 average rating, 11 reviews
Islamorada Cay Home Elegant Canal home
Outdoor spacesGetting aroundHospitality
5.0 out of 5 average rating, 4 reviews
Keys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More
Outdoor spacesWalkabilityFamily
4.94 out of 5 average rating, 62 reviews
Waterfront Key Largo Home - Tropical Paradise
PetsOutdoor spacesLaundry
4.85 out of 5 average rating, 41 reviews
Water, Water Everywhere! "The Wheel House"
WalkabilityOutdoor spacesLayout
4.93 out of 5 average rating, 76 reviews
Luxury in Largo
WalkabilityPetsLayout
4.93 out of 5 average rating, 41 reviews
Sandy's Tropical Retreat- HotTub- BBQ & More
PetsWalkabilityParks
4.93 out of 5 average rating, 28 reviewsPet-friendly home rentals with a pool

2 bedroom & 25' Boat Dock Waterfront Atlantic Side
Outdoor spacesPetsAir conditioning
4.93 out of 5 average rating, 104 reviews
The Driftwood Den Your Keys Tropical Oasis
WalkabilityOutdoor spacesCheck-in
4.9 out of 5 average rating, 51 reviews
Tropical Keys Retreat | Pool | Hot Tub | Cinema
PetsWalkabilityLayout
5.0 out of 5 average rating, 81 reviews
🏝BEAUTIFUL🏖WATER VIEW🌅POOL🏊♀️GYM🏋️Room Private⛵️Dock⚓️
Outdoor spacesPetsHeating
4.96 out of 5 average rating, 56 reviews
Free Dock/Ramp Near By/Pool, Games & Fishing Poles
ParkingHospitalityAmenities
5.0 out of 5 average rating, 7 reviews
Aqua Villa Houseboat "Dolphin" with upper deck
Outdoor spacesPetsAmenities
4.88 out of 5 average rating, 34 reviews
Key Largo Paradise: Pool, kayaks, bicycles
Outdoor spacesPetsComfort
4.9 out of 5 average rating, 70 reviews
Searenity Vacation Rental! Pool, Tiki Hut, Dockage
Outdoor spacesPetsSleep quality
5.0 out of 5 average rating, 5 reviewsPrivate, pet-friendly home rentals

The Nest Villa & Marina in the heart of Islamorada
WalkabilityPetsBackyard
4.9 out of 5 average rating, 20 reviews
Waterfront Cottage Walk to World Famous Lorelei
WalkabilityOutdoor spacesAccess
4.97 out of 5 average rating, 72 reviews
Tiny Home Aqua Lodges 2/1
WalkabilityOutdoor spacesCleanliness
4.77 out of 5 average rating, 162 reviews
Dive Into Comfort – 2BR Key Largo Retreat
PetsOutdoor spacesLong stay
4.95 out of 5 average rating, 66 reviews
Off-Grid Islamorada Houseboat
Outdoor spacesViewHospitality
5.0 out of 5 average rating, 9 reviews
Keys Getaway- 2 bedrooms w/Boat Dock, Pet Friendly
Outdoor spacesAccessNearby
4.93 out of 5 average rating, 27 reviews
Waterfront Tiny Home Pool Dock Kayaks Paddleboards
PetsWalkabilityBathroom
4.8 out of 5 average rating, 231 reviews
Entire private two family water front home.
Outdoor spacesFamilyLocation
5.0 out of 5 average rating, 6 reviewsDestinations to explore
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Homestead-Miami Speedway
- Schnebly Redland's Winery & Brewery
- Coral Castle
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Key Largo Kampground And Marina
- Deering Estate
- Theater of the Sea
- Ernest F. Coe Visitor Center
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Monkey Jungle
- Founder's Park
- History Of Diving Museum
- Homestead Bayfront Park
- Calusa Campground





