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Pet-friendly vacation rentals in Islamorada

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Islamorada

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Home in Key Largo

4.84 out of 5 average rating, 428 reviews

WATER VIEWS ON J. PENNEKAMP Free Kayaks

Ocean views on Largo Sound, totally renovated home with large TV’s, spacious living area, 2 Large Balconies including roof top great for star gazing, all the amenities of home. Free use of kayaks at the house, Kayak John pennekamp state park steps away from front door. 27 foot boat available 4 all water activities Which I captain.Quiet private street close to all keys activities and restaurants. There is a downstairs space that on a very rare occasion is occupied by myself or family member

Home in Key Largo

4.96 out of 5 average rating, 124 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!

Home in Key Colony Beach

4.91 out of 5 average rating, 127 reviews

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

The Snapper House is a spacious 3/2.5 bed/bath duplex with 45' of canal dock frontage, also Includes the Cabana Club with large pool (food/drinks for purchase) and ocean facing beach. Awning extends to dock from sliding doors. TV package includes 100+ channels Each bedroom and living room has a full size flat screen TV. For best WIFI reception, an extender is available and should be used when in the back bedrooms, it's name is the same as the main house with an "ext" at the end (same pw).

Cottage in Key Largo

4.96 out of 5 average rating, 157 reviews

Charming Key Largo Cottage on the Water w/Kayaks!

Charming "Tiny House" Cottage on a main canal just two units from open water. Amazing location for boaters, fisherman and alike. This is a quaint and close knit RV park where you can keep to yourself or wander around and enjoy happy hour with new local friends. Bar none the best kayak, paddle board and fishing area. Two Tandem (each kayak accommodates two people) Kayaks and two paddle boards included in rental. Great outdoor space to dock your boat, fish off of or enjoy a few cocktails!

Houseboat in Tavernier

4.88 out of 5 average rating, 217 reviews

Clean Fully Remodled Houseboat Luxery on the water

Very spacious, Comfortable and "super clean" Houseboat. Rent daily “Baycation” is a 44'x15' triple level upper deck Houseboat completely remodeled. This is an adventure, unlike any hotel room! Live on the water, in an amazing marina, with so much to do you need to come back! Sleep like you never have before, all my guests tell me that! Bonus Lay on the upper deck and see the amazing star ambiance...... This is for everyone......Couples, families & just friends, Its perfect

Rental unit in Key Largo

4.92 out of 5 average rating, 132 reviews

2/1 Oceanfront Apartment with Dockage

The Seaside Vista is a luxurious ocean front retreat located in Key Largo. Only 1 hour from Miami International Airport, we are located in the heart of the fishing and diving areas of the Florida Keys. From great dining, to water sports, to eco tours, to parasail, to museums, shopping and beaches, allow us to be your base for all of your Florida Keys activities. Freshly remodeled , enjoy our little piece of paradise...minutes from all that the Upper Keys has to offer. MC Permit #: 21302180

Camper/RV in Key Largo

4.96 out of 5 average rating, 106 reviews

Paradise in Key Largo Florida 2

Reconnect with nature at this unforgettable unit with great taste in interior design. This unit has an outdoor tiki hut with BBQ. This amazing place accommodates a total of 6 guests with 2 bedrooms. The first bedroom has a King sized bed with a very comfortable memory foam mattress. The second bedroom has two beds one full and one twin sized bed with a high quality Lucid memory foam mattress. Lot 115 is one of the largest lots in Key Largo Kampground and is located very close to the pool

Townhouse in Key Largo

4.78 out of 5 average rating, 113 reviews

Lovely Key Largo Tropical Paradise 3/3 Townhouse

Beautiful 3 bedroom 3 bath townhome overlooking a tranquil lagoon. Swim or Snorkel the Saltwater Lagoon, relax in the pool. Large area for cooling off or entertaining and great playground for the kids. Living room is equipped with a sleeper sofa. A screened in porch is situated just off the living space on the first floor. On the second floor you'll find the LIVING bedroom with a large open terrace overlooking the lagoon. Also you on third floor in master bedroom you have amazing view.

Home in Islamorada

4.97 out of 5 average rating, 177 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.

Cottage in Little Torch Key

4.9 out of 5 average rating, 155 reviews

Waterfront Cozy Cottage with Boat Ramp & Dock!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

Townhouse in Duck Key

4.85 out of 5 average rating, 150 reviews

Vibrant Beachfront Villa

Welcome to Beachfront Villa that has recently been renovated. The 2 bedroom 1.5 bath luxury villa is located in the popular area of Duck key alongside of Hawks Cay Resort. Duck Key marina is located across the street where you can dock your boat or charter a boat for the day. Enjoy stunning sunset views from the back porch. Kitchen includes all amenities including silverware ,plates , cups , and pots. Linens and towels provided. *** Pets welcome with host approval and pet fee. ****

Tiny home in Key Largo

4.9 out of 5 average rating, 153 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

Vacation rentals for every style

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Popular amenities for Islamorada pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly home rentals with a pool

Home in Marathon

4.91 out of 5 average rating, 32 reviews

Private Pool, 40’ Dock, Tiki Hut, Open Water Views

Home in Marathon

4.89 out of 5 average rating, 37 reviews

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

Condo in Key Largo

4.94 out of 5 average rating, 79 reviews

Gorgeous lagoon-front 2BR Townhouse with 2 pools

Townhouse in Key Largo

4.92 out of 5 average rating, 72 reviews

5 O'clock Somewhere - Key Largo

Bungalow in Islamorada

4.98 out of 5 average rating, 40 reviews

Dream in Paradise! Private Spa, Tiki Bar&Grill

Home in Marathon

4.92 out of 5 average rating, 63 reviews

Oceanfront mermaid house pool and dock

Home in Key Colony Beach

4.94 out of 5 average rating, 100 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

Home in Key Colony Beach

4.94 out of 5 average rating, 48 reviews

Waterfront House - 30' Dock & Pool & Cabana Club

Pet-friendly home rentals with a hot tub

Camper/RV in Key Largo

4.94 out of 5 average rating, 234 reviews

New Tinyhouse RV, Kayak, Beach, Fish, Marina, Pool

Home in Marathon

4.84 out of 5 average rating, 57 reviews

7 Mile Ocean Bliss

Home in Marathon

5 out of 5 average rating, 30 reviews

Luxury Boating Paradise+Pool+Steps to Snorkeling

Home in Key Largo

4.91 out of 5 average rating, 98 reviews

Sunsets In Palms Paradise

Townhouse in Marathon

4.81 out of 5 average rating, 133 reviews

Plunge Pool Villa on Blue Water Lagoon

Townhouse in Key Largo

4.86 out of 5 average rating, 58 reviews

Family Key Largo Townhome for Fun Sun & Relaxation

Home in Marathon

4.97 out of 5 average rating, 30 reviews

Dock Pool Home by Sombrero Beach

Home in Key Largo

4.97 out of 5 average rating, 72 reviews

The Purple Pelican Inn/Private Hot Tub

Pet-friendly house rentals

Home in Marathon

5 out of 5 average rating, 41 reviews

Coral Lagoon #23- Private Villa Home

Home in Marathon

5 out of 5 average rating, 32 reviews

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

Home in Key Colony Beach

4.93 out of 5 average rating, 14 reviews

Pelagic Paradise on Canal. Spacious, Pool club too

Home in Marathon

4.94 out of 5 average rating, 86 reviews

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes

Home in Key Largo

4.83 out of 5 average rating, 36 reviews

Largo Sound Cottage

Home in Florida city

4.98 out of 5 average rating, 47 reviews

Luxury Blue House/Gameroom/The Keys/Everglades/Mia

Home in Key Colony Beach

4.98 out of 5 average rating, 96 reviews

Waterfront House with 37 ft Dock & Cabana Club

Quick stats about vacation rentals that are pet-friendly in Islamorada

Total rentals
370 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
230 properties are a good fit for families
Rentals with a pool
290 properties have a pool
Rentals with dedicated workspaces
280 properties have a dedicated workspace

Destinations to explore