
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.

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes
Perfectly situated in KCB w/ 37.5' of dockage on a wide and pristine canal that leads easy access to both the Ocean & the Gulf, our newly listed 1/2 duplex is newly renovated w/ brand new AC, appliances, fixtures, furniture, mattresses, & decors. Featuring 3BR 2BA accommodating up to 8 ppl in a large & open living room & backyard, provided w/ multi-game table, bikes, kayaks, 6-burners grill, 2 mins walk to Sunset park, & Cabana Club access, it is the perfect Florida Keys getaway for your family.

Florida Keys Dockside Paradise, Luxury Houseboat
Escape to the laid-back luxury of the Florida Keys aboard your own floating oasis. This fully equipped houseboat offers a unique blend of comfort, adventure, and waterfront living. Wake up to breathtaking sunrises, sip your morning coffee with all the marine life, and fall asleep to the gentle movement of the boat. Whether your celebrating something special or simply want a one of a kind getaway-it's the perfect home base for Keys adventures or peaceful retreats. An amazing experience Free park

Sunrise Escape - Ocean Front Villa - Sleeps 10
Enjoy the sunrise while sitting on one of two terraces and sipping your morning coffee in the exclusive part of Kawama Yacht Club overlooking the Marina and Ocean. Enjoy the many choices for the day: Kayaking/paddle boarding just 20 steps from your door, walking to the south beach just 100 yards away, or walking to the beach jetty just across the marina. Or take a swim/snorkel in our swimmable lagoon or one of our two pools. Then bring a glass of wine to watch the breathtaking sunsets from our o

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!

Waterfront House with 37 ft Dock & Cabana Club
Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.

Large Waterfront Home, w/Efficiency, Pool, Kayaks
Large Waterfront home completely renovated in gated upscale community. 2/2 upstairs and complete efficiency downstairs. You're 12 houses away from the Bay and near many restaurants and attractions. BRAND NEW POOL along with new GAZEBO and BBQ area (Not shown it some pictures). Enjoy sunset cruises, island hopping and dock-side dining. 60' of waterfront, large dock and 2 kayaks available. Ask me about discounted pontoon rental rates, to be used bay side only. Must be 25 or older to book.

Romantic cozy peaceful Guesthouse beach Sunsets.
Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *This Guesthouse is on bayside not Bayfront ! Same property but private from the residence! "No pets, Airbnb-granted pets Exemption cus allergies reasons"

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.

Waterfront Home 37.5-ft dock, Cabana Club Included
Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

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!

Waterfront Cozy Modern Retreat w/Deep Canal
Welcome to our beautiful waterfront home in Marathon! Our smoke-free property is modern, clean and features a 37ft long concrete dock, perfect for boating and fishing enthusiasts. With easy access to the movie theater, Sombrero Beach, Turtle Hospital, Publix, Walgreens, and delicious restaurants, you'll have everything you need right at your fingertips. We can't wait for you to experience the peacefulness and convenience of our lovely home.

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
Popular amenities for Islamorada pet-friendly home rentals
Pet-friendly home rentals with a pool

Ocean View Duplex Penthouse | Pool | Vista Two

Waterfront Escape -VACA-23-408

Waterfront Tiny Home w/ Pool, Beach, Dock, Kayaks

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

Soothing Nest

Waterfront Key Largo Home - Tropical Paradise

Waterfront 2-bedroom Home w/Pool and Spa

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
Pet-friendly house rentals

Seaside Sunrise. Newly remodeled waterfront

“Ocean Breeze Retreat Key Largo”

Key Colony Beach-POOL & DOCK

2BR/2BA Retreat in the heart of Marathon! 3 beds

Cielo's Del Mar 1 - Pool / Dock / Beach Luxury in KCB

Extra Lux Grouper House w/4 Master Suites, 6 BA,

Pet Friendly Half-Duplex Cottage w/40' Slip Option

Waterfront Paradise Key Largo. Casa Luna
Private, pet-friendly home rentals

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

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

Cottage 30 min from Key West, free parking, pool

The Pink Dolphin House.

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

Blue Ocean Bungalow NOV/DEC discounts, AVAIL DATES

Vista Del Mar~ Pool Home w/ Ocean Views, 45' Dock!

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 280 | € 292 | € 309 | € 301 | € 490 | € 301 | € 282 | € 319 | € 288 | € 304 | € 285 | € 319 |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
Quick stats about vacation rentals that are pet-friendly in Islamorada

Total vacation rentals
Explore 410 vacation rentals in Islamorada

Nightly prices starting at
Islamorada vacation rentals start at € 78 per night before taxes and fees

Verified guest reviews
Over 3,860 verified reviews to help you choose

Family-friendly vacation rentals
270 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
320 properties feature pools

Rentals with dedicated workspaces
320 properties have a dedicated workspace

Wi-Fi availability
400 of Islamorada vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Islamorada rentals

4.7 Average rating
Islamorada stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Rentals with an EV charger Islamorada
- Rentals with outdoor seating Islamorada
- Luxury rentals Islamorada
- Rentals with a fireplace Islamorada
- Rentals with a kayak Islamorada
- Family-friendly rentals Islamorada
- Apartment rentals Islamorada
- Beach condo rentals Islamorada
- Beach house rentals Islamorada
- Rentals with beach access Islamorada
- Townhouse rentals Islamorada
- Fitness-friendly rentals Islamorada
- Rentals with breakfast Islamorada
- Resort rentals Islamorada
- Waterfront rentals Islamorada
- Rentals with pools Islamorada
- Rentals with a fire pit Islamorada
- Villa rentals Islamorada
- Rentals with a washer and dryer Islamorada
- House rentals Islamorada
- Condo rentals Islamorada
- Rentals with a hot tub Islamorada
- Rentals with a patio Islamorada
- Beachfront rentals Islamorada
- Pet-friendly rentals Monroe County
- Pet-friendly rentals Florida
- Pet-friendly rentals United States
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Biscayne National Park
- Coral Castle
- Cocoa Plum Beach
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- Theater of the Sea
- Far Beach
- Everglades Alligator Farm
- Conch Key
- Sea Oats Beach
- Monkey Jungle
- Long Key State Park
- Horseshoe Beach
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Long Beach
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Sandspur Beach
- Keys' Meads




