
Pet-friendly holiday rentals in Florida Keys
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Top-rated pet-friendly home rentals in Florida Keys
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Oceanfront Rooftop Views w/ 75ft of Dockage
Welcome aboard Captains Rooftop, Your 4BR Rooftop Deck Hot Tub Oasis on a direct ocean access canal with 75ft of dockage. This three story stilted rooftop home provides a unique unforgettable Florida Keys experience for your entire family. 🏊♂️ 2 Luxury jet Hot Tubs (One on the roof, one in the backyard) ⛵ Private 75ft dock surrounded by a mangrove jungle 🕹️ Foosball Table 🍳 Rooftop patio with BBQ grill & open ocean view dining 💻 High-speed Wi-Fi for streaming & remote work 🛏️ Comfortable
Outdoor spacesCleanlinessGetting around

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
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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!
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Beautiful Waterfront book now 2026 filling up fast
This property is like having your own private resort. We are on the Gulf of Mexico with a Million-dollar waterfront view & sunsets. 4BR + bonus room w/queen bed & futon. 2 full bathrooms 4 TVs. Pool, Private Dock. Watch the Dolphins daily. We a located next to the World-Famous Dolphin Research Center. House has wrapped around deck plenty of seating inside/out. Large private yard with plenty of room for all your needs. Walking distance to restaurant, marina. Kayaks/Paddleboards mostly available.
Outdoor spacesPetsBeach

Tiny Home Aqua Lodges 2/1
This memorable place is anything but ordinary. Stay in our fully equipped aqua lodge with private surroundings. This lodge has 1 queen bed, 1 full bed, a sofa sleeper full size on the main floor, and 1 twin in the loft. It has a full kitchen, mini split ac, and full bathroom with hot water. This location has great sunset views and private BBQ waterfront area. All lodges have all bedding and dishes and cooking utensils. You will also have access to the Cabana Club located in Key Colony Beach.
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Tropical Keys Retreat | Pool | Hot Tub | Cinema
Welcome to Paradise Palms: ⭑ 1750 sqft liveable space on 10,500 sqft estate ⭑ Private home, deck, patio & backyard, overlooking a beautiful scenic landscape ⭑ Crystal pool, hot tub, movie theater, remote workspace, game room with arcade & more ⭑ Secure parking for up to six vehicles, boat trailer parking, RV and EV charging ⭑ 10 min to sombrero beach & just minutes to all island attractions ⭑ Fully stocked kitchen ⭑ Extremely safe neighborhood License #VACA-24-20 License #VACA-24-32
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My Little Oasis2 Waterfront Retreat, Key Largo
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. 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). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.
Outdoor spacesCheckoutNearby

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.
WalkabilityOutdoor spacesFamily

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!
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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.
Outdoor spacesWalkabilityGetting around

Private Pool! Luxury Paradise Pointe, Pet Friendly
Beautiful Key Colony Beach waterfront duplex with a private pool! Featuring a newly updated, 3/2, spacious 1440 sf home, deep water private boat slip & lift, Tiki Hut w/TV, kayaks, pet friendly, ice machine, bait freezer, large kitchen, Cabana Club, restaurant, and beach access. Family friendly location w/Golf, a playground, and dog park. Sit under the tiki hut, enjoy the outdoor TV after a day on the water, & grill your catch. Relax on the upper deck sunbathe and enjoy the vistas!
WalkabilityPetsAir conditioning

Private Pool, 40’ Dock, Tiki Hut, Open Water Views
Mana-Tiki Bay Stop! You’ve found it. This is the one. Mana-Tiki Bay checks all the boxes! Named after the mammals that frequently visit and can be spotted from the tiki hut, this home is centrally located near the best Marathon has to offer. This stylish 3/2 canal front home features a private swimming pool large enough for the kids to play and open water views that can be enjoyed while swimming or soaking in the sun from one of the outdoor loungers.
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Popular amenities for Florida Keys pet-friendly home rentals
Pet-friendly house rentals

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys
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Tropical Retreat Miami 5BR w/Pool, BBQ & GameRoom
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Everglades-Homestead. Tropical Retreat. Miami-Keys
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Duval Vibes • Pool • 10 Guests
WalkabilityOutdoor spacesBathroom

Luxury Family Retreat W/heatedPool, Sports Fields
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Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool
Outdoor spacesWalkabilityBarbecue

Water, Water Everywhere! "The Wheel House"
Outdoor spacesPetsIndoor spaces

FL Keys Ocean Front Escape
WalkabilityOutdoor spacesBathroom
Pet-friendly home rentals with a pool

Paradise Point - Oceanfront Luxury w/ Pool & Dock
Outdoor spacesQuietBeach

Luxurious house with pool and recreational areas.
PetsOutdoor spacesLaundry

Soothing Nest
WalkabilityOutdoor spacesNearby

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s
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Heated Pool Oasis • 12 Guests •Midway Keys & Miami
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Waterfront House - 30' Dock & Pool at Cabana Club
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Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club
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Cielo's Del Mar 1 - Pool / Dock / Beach Luxury in KCB
WalkabilityPetsHot tub
Private, pet-friendly home rentals

Adventurers escape breathtaking off-grid houseboat
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Villa Nueva
Outdoor spacesPetsCleanliness

Key Largo's Best Kept Secret!
Outdoor spacesWalkabilityHospitality

Waterfront Cottage Walk to World Famous Lorelei
WalkabilityOutdoor spacesBathroom

Searenity Vacation Rental! Pool, Tiki Hut, Dockage
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Ocean~View w/ Dock, Pool, Kayaks, King Bed
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Waterfront Paradise Key Largo. Casa Luna
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Miami Blue Lake Beach House w/Theater & Mini Golf!
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- Bayfront Park
- Everglades National Park
- Brickell City Centre
- University of Miami
- Dolphin Mall
- Sombrero Beach
- Kaseya Center
- LoanDepot Park
- Bayside Marketplace
- Florida International University
- John Pennekamp Coral Reef State Park
- Zoo Miami
- CG Cosmetic Surgery
- Key Biscayne Beach
- Biscayne National Park
- Dadeland Mall
- Crandon Beach
- Biltmore Golf Course Miami
- Schnebly Redland's Winery & Brewery
- Calusa Campground
- Coral Castle
- Mia Aesthetics Miami
- Miami International Mall
- Homestead-Miami Speedway
- Things to do Florida Keys
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- Things to do United States
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