Pet-friendly Vacation Rentals in Florida Keys

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Florida Keys vacation rentals
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The Best Pet-friendly Vacation Rentals in Florida Keys

Oceanside, Pet Friendly, 2/2 Smart Home With Paddle Equip.-sups, Kayaks - Florida Keys
9.9 97 reviews
Florida Keys
17/07 – 24/07
$280/nighttotal: $1960 (7 )

Oceanside, Pet Friendly, 2/2 Smart Home With Paddle Equip.-sups, Kayaks

2 5
house, Marathon
Boasting an oceanside location in Marathon, this smart home is conveniently situated an 8-minute walk from Florida Keys Aquarium Encounters and an 18-minute walk from Captain Hook's Marina Dive Center, with Bahia Honda State Park 25.75 kilometres away.
This pet-friendly house offers 96 square meters of living space, featuring two bedrooms and two bathrooms, complete with a kitchen equipped with a fridge, freezer, and microwave oven, plus paddle equipment including SUPs and kayaks for guests to enjoy.
Holiday Inn Key Largo By Ihg - Florida Keys
8.0 3464 reviews
Florida Keys
30/05 – 06/06
$267/nighttotal: $1869 (7 )

Holiday Inn Key Largo By Ihg

1 1
resort, Key Largo
Holiday Inn Key Largo is located in Key Largo, just 5.2 kilometres from John Pennekamp State Park and a 4-minute drive from Dolphin Plus Bayside.
This pet-friendly resort offers a relaxing stay with two swimming pools, a hot tub, on-site water sports, a restaurant, a tiki bar, and complimentary WiFi, ensuring a fun-filled holiday for you and your dog.
Casa Lux - Florida Keys
Florida Keys
24/07 – 26/07
$497/nighttotal: $994 (2 )

Casa Lux

1 8
house, Florida City
Casa Lux is a pet-friendly house situated in Florida City, conveniently located 3.1 kilometres from Florida Keys Factory Shops and 6.3 kilometres from Everglades Alligator Farm.
This accommodation welcomes pets and offers free private parking, including an electric vehicle charging station, alongside complimentary WiFi and a fully equipped kitchen for a comfortable self-catering stay.
Waterfront Duck Key Villa - Sleeps 8 - Florida Keys
9.6 148 reviews
Florida Keys
24/07 – 26/07
$1119/nighttotal: $2238 (2 )

Waterfront Duck Key Villa - Sleeps 8

3 8
apartment, Duck Key
Boasting direct waterfront access on Duck Key, this apartment is conveniently located in Marathon, Florida, just a short distance from the Atlantic Ocean and Gulf of Mexico, offering excellent opportunities for boating and water activities.
This pet-friendly apartment accommodates up to 8 guests and features 3 bedrooms and 2 bathrooms, with a 35-foot dock included, making it ideal for families and those travelling with their dogs.
Fairfield By Marriott Inn & Suites Marathon Florida Keys - Florida Keys
8.8 2174 reviews
Florida Keys
24/07 – 26/07
$758/nighttotal: $1516 (2 )

Fairfield By Marriott Inn & Suites Marathon Florida Keys

2 8
resort, Marathon
Just 500 metres from Key Colony Beach, this resort in Marathon offers a fantastic seaside escape and is dog-friendly.
Guests can enjoy on-site watersports including snorkelling and kayaking, with Sparky's Landing waterside restaurant and bar, two outdoor pools, and a 24-hour fitness centre also available.
Casa Mabella Retreat/escape Near Keys & Everglades - Florida Keys
10 2 reviews
Florida Keys
24/07 – 26/07
$439/nighttotal: $878 (2 )

Casa Mabella Retreat/escape Near Keys & Everglades

1 8
apartment, Florida City
Just a 5-minute drive from Everglades National Park and 30 minutes from the Florida Keys, this pet-friendly apartment in Florida City offers a peaceful escape.
This dog-friendly accommodation boasts 3 bathrooms, accommodates up to 8 guests, and provides essential amenities like air conditioning and a kitchen for a comfortable stay.
Cabins At Bonefish Bay - Florida Keys
9.4 433 reviews
Florida Keys
24/07 – 26/07
$962/nighttotal: $1924 (2 )

Cabins At Bonefish Bay

2 8
resort, Marathon
Located in Marathon, this resort is conveniently situated approximately 2.4 kilometres from Sunset Park Beach and within a 6-minute walk of A Deep Blue Dive Center.
This pet-friendly resort offers complimentary bicycles and a swimming pool, with some units featuring a kitchenette, ensuring a comfortable stay for you and your dog-friendly companions.
Tropical Cottages - Florida Keys
8.8 3126 reviews
Florida Keys
30/05 – 06/06
$259/nighttotal: $1813 (7 )

Tropical Cottages

1 1
house, Marathon
Just 500 metres from the Gulf of Mexico, this pet-friendly house in Marathon offers excellent access to Sombrero Beach, Crane Point Museum and Nature Centre (8 kilometres away), and The Dolphin Research Centre (16 kilometres away).
This accommodation boasts a tiki bar, food truck, and barbecue facilities, with rooms, suites, and cottages featuring kitchenettes or full kitchens, alongside bicycle and kayak rentals nearby.
Amazing Key Largo Tropical Paradise 3/3 Townhouse With Water Lagoon View - Florida Keys
9.4 161 reviews
Florida Keys
17/07 – 24/07
$825/nighttotal: $5775 (7 )

Amazing Key Largo Tropical Paradise 3/3 Townhouse With Water Lagoon View

3 5
apartment, Key Largo
Direct saltwater lagoon access for swimming and snorkelling is available at this pet-friendly Key Largo townhome, situated near the Caribbean Club Bar and Christ of the Abyss.
This 149 square meter apartment, perfect for 6 guests, offers 3 bedrooms, a swimming pool, a playground, and a screened-in porch, ensuring a fantastic family holiday with pets allowed.
**Turtle Cove Views @ Venture Out** 2br/2ba Cottage +35 Private Slip | 80 Pool - Florida Keys
9.7 125 reviews
Florida Keys
17/07 – 24/07
$737/nighttotal: $5159 (7 )

**Turtle Cove Views @ Venture Out** 2br/2ba Cottage +35 Private Slip | 80 Pool

2 5
cottage, Cudjoe Key
Boasting prime waterfront views of Turtle Cove and direct open water access, this pet-friendly cottage is located in Summerland Key, a mere 40-kilometre drive from Key West and Marathon.
This recently renovated two-bedroom cottage, sleeping six, offers a fully equipped kitchen, Smart TVs, air conditioning, and complimentary kayaks and paddleboards, all within the Venture Out community's extensive amenities including a heated pool and tennis courts.
Waterfront Duck Key Villa - Sleeps 8 (7058) - Florida Keys
9.7 130 reviews
Florida Keys
24/07 – 26/07
$1275/nighttotal: $2550 (2 )

Waterfront Duck Key Villa - Sleeps 8 (7058)

1 8
house, Duck Key
House rental for up to 8 guests with an excellent rating of 97% based on 130 reviews. Your accommodation will be based in Duck Key.
Facilities and services include air conditioning, an iron and a coffee place. Take advantage of the garden in this house!
Private Cozy Studio Close To The Keys - Florida Keys
9.8 206 reviews
Florida Keys
05/06 – 09/06
$150/nighttotal: $600 (4 )

Private Cozy Studio Close To The Keys

1 2
apartment, Florida City
Centrally located in Florida City, this independent studio offers excellent access to the Florida Keys and Miami's attractions within 48 kilometres.
This pet-friendly studio, ideal for couples, boasts a comfortable full-size bed, private air conditioning, and 24/7 host support with no cleaning fee.

Best Dog-Friendly Vacation Rentals in Florida Keys with Parking

In Florida Keys, finding dog-friendly vacation rentals with parking makes your trip seamless. Whether you prefer the comfort of a unique hotel or seek affordable alternatives to budget friendly hotels, these options ensure convenience for both you and your pet.

Blackfin Resort And Marina - Florida Keys
8.3 3401 reviews
Florida Keys
05/06 – 09/06
$316/nighttotal: $1264 (4 )

Blackfin Resort And Marina

1 2
resort, Marathon
Directly accessible to a private ocean swim area, this resort in Marathon is a mere 5-minute drive from Sombrero Beach and within walking distance of the Crane Point Museums and Nature Center.
This pet-friendly resort offers rooms with air conditioning, flat-screen TVs, refrigerators, and microwaves, alongside on-site laundry facilities and a dive shop for underwater enthusiasts.
Ocean Shores Home Key Largo - Florida Keys
9.8 20 reviews
Florida Keys
19/10 – 21/12
$299/nighttotal: $18837 (63 )

Ocean Shores Home Key Largo

3 1
apartment, Key Largo
Boasting a prime waterfront position in Upper Key Largo at mile marker 100, this pet-friendly apartment is just a short walk from popular restaurants, dive and fishing tours, a seafood market, and the swim with dolphins centre, with Jacobs Aquatic Centre 1.6 kilometres away and John Pennekamp Coral Reef State Park 3.2 kilometres distant.
This spacious 111 square metre apartment comfortably accommodates up to eight guests with its three bedrooms and two bathrooms, offering a private swimming pool, a large garden, ample parking, a fully equipped kitchen, and two kayaks, all whilst being a convenient 45-minute drive from Miami International Airport.
Coconut Cay Resort - Florida Keys
8.4 2513 reviews
Florida Keys
24/07 – 26/07
$578/nighttotal: $1156 (2 )

Coconut Cay Resort

2 8
resort, Marathon
Located on Florida's gulf-side in Marathon, this Bahamian-style resort is just over 1.2 kilometres from Sombrero Beach and 1.1 kilometres from the Seven Mile Bridge.
Coconut Cay Resort is a pet-friendly option offering complimentary kayaks, bicycles, paddle boards, and fishing poles, alongside an on-site swimming pool and sun terrace.
Captain Pip's Marina & Hideaway - Florida Keys
8.7 2416 reviews
Florida Keys
24/07 – 26/07
$1149/nighttotal: $2298 (2 )

Captain Pip's Marina & Hideaway

3 8
resort, Marathon
Waterfront resort Captain Pip's Marina & Hideaway in Marathon offers a pet-friendly escape, situated just 1.4 kilometres from the iconic Seven Mile Bridge and 6.9 kilometres from the sandy shores of Sombrero Beach.
This resort provides direct access to water activities, including kayak and paddleboard rentals, with an on-site restaurant and bar, making it an ideal choice for travellers seeking a seaside adventure with their dogs.
Chesapeake Beach Resort - Florida Keys
9.0 2554 reviews
Florida Keys
24/07 – 26/07
$1504/nighttotal: $3008 (2 )

Chesapeake Beach Resort

2 8
resort, Islamorada, Village of Islands
Oceanfront in Islamorada, this resort is just a 3-minute walk from the History of Diving Museum and a 4-minute drive to the Theater of the Sea, offering a prime location for exploring the Village of Islands.
This pet-friendly resort welcomes your furry companions and features an outdoor swimming pool with an ocean view, complimentary WiFi, and is conveniently located 3.2 kilometres from Windley Key Fossil Reef Geological State Park.
Two Authentic Conch Houses With Private Beach On Fl Bay - Florida Keys
10 50 reviews
Florida Keys
24/07 – 26/07
$2475/nighttotal: $4950 (2 )

Two Authentic Conch Houses With Private Beach On Fl Bay

3 8
apartment, Tavernier
Enjoy exclusive use of two authentic Conch houses on 0.49 hectares of tropical landscaping with a private beach on the Florida Bay, offering direct waterfront access for fishing, boating, snorkelling, and kayaking, just a short walk to a Circle K and Dairy Queen.
This pet-friendly apartment boasts 111 square metres of living space, featuring 3 bedrooms and 3 bathrooms to accommodate up to 10 guests, with a jacuzzi offering stunning sunset views and a variety of water toys available for use.
Sunny's Paradise: Discover Waterfront Bliss In Marathon, Dockage, Dog-friendly, Close To Everything! - Florida Keys
9.8 81 reviews
Florida Keys
30/05 – 06/06
$439/nighttotal: $3073 (7 )

Sunny's Paradise: Discover Waterfront Bliss In Marathon, Dockage, Dog-friendly, Close To Everything!

2 2
apartment, Marathon
Enjoy a pet-friendly apartment in Marathon, offering direct open water access and a 75-foot seawall for boat docking, conveniently located just over 6.4 kilometres from Sombrero Beach and approximately 6.9 kilometres from Coco Plum Beach.
This 116 square metre apartment features two bedrooms and two bathrooms, air conditioning, a well-equipped kitchen with a dishwasher, and a balcony with sunrise views, comfortably accommodating up to six guests and providing excellent amenities for a seaside getaway.
Seashells Getaway - Boat Slip, Ramp, Pool - Florida Keys
10 7 reviews
Florida Keys
30/05 – 06/06
$257/nighttotal: $1799 (7 )

Seashells Getaway - Boat Slip, Ramp, Pool

1 1
apartment, Marathon
Located in Marathon's tranquil Coco Plum neighbourhood, this waterfront apartment offers convenient access to the Marathon Air Museum and Crane Point Museum and Nature Center, just a short distance away.
This pet-friendly apartment allows pets under 20 lbs and features a well-equipped kitchen, air conditioning, a communal swimming pool, and boat/trailer parking for an additional fee, making it ideal for a seaside getaway.

Top Selection of Vacation Rentals with Balcony in Florida Keys

Enjoy the comfort of a private balcony during your stay in Florida Keys by choosing from top vacation rental options. Whether you’re looking for a condo vacation rental or a short term vacation rental, these selections provide a relaxing outdoor space.

Exec Bay W/heated Pool, Marina, Beach, Pets Ok, Tennis/pickleball - Florida Keys
9.4 18 reviews
Florida Keys
19/10 – 21/12
$209/nighttotal: $13167 (63 )

Exec Bay W/heated Pool, Marina, Beach, Pets Ok, Tennis/pickleball

3 1
house, Islamorada, Village of Islands
Located in Islamorada at mile marker 87, this Executive Bay Club townhouse offers direct access to a private beach area and fishing dock, with complimentary use of Founder's Park's beaches and trails just 1.6 kilometers away.
This dog-friendly townhouse, boasting 127 square meters of living space, accommodates up to 6 guests and features a fully equipped kitchen, air conditioning, a communal heated pool, and is ideal for water activities like snorkeling and kayaking.
Rose All Day Updated 2bed/2bath Half Duplex In Kcb With Dockage & Cabana Club Access - Florida Keys
9.2 47 reviews
Florida Keys
30/05 – 06/06
$446/nighttotal: $3122 (7 )

Rose All Day Updated 2bed/2bath Half Duplex In Kcb With Dockage & Cabana Club Access

2 2
apartment, Key Colony Beach
This waterfront apartment in Key Colony Beach boasts a private dockage for boats up to 7 metres and is a truly pet-friendly option for your holiday.
Enjoy a spacious open-plan living area with vaulted ceilings, a 65-inch flat-screen TV, and an outdoor entertaining space complete with a bar and two propane grills, all within easy reach of Captain Hooks Marina and Dive Centre and Florida Keys Country Club.
Waterfront Luxury Villa 43 With Spectacular Sunset Views And Boat Slip Townhouse - Florida Keys
9.8 463 reviews
Florida Keys
17/07 – 24/07
$805/nighttotal: $5635 (7 )

Waterfront Luxury Villa 43 With Spectacular Sunset Views And Boat Slip Townhouse

3 5
house, Marathon
Boasting a prime waterfront position in Marathon, this house offers spectacular sunset views and direct boat slip access, situated just an 8-minute walk from Florida Keys Aquarium Encounters and an 18-minute walk from Captain Hook's Marina Dive Centre.
This pet-friendly house provides three bedrooms and three bathrooms, complete with a fully equipped kitchen, air conditioning, a swimming pool, and on-site parking, making it ideal for families and dog-friendly holidays.
Baker's Cay Resort Key Largo, Curio Collection By Hilton - Florida Keys
8.5 1688 reviews
Florida Keys
24/07 – 26/07
$1789/nighttotal: $3578 (2 )

Baker's Cay Resort Key Largo, Curio Collection By Hilton

2 8
resort, Key Largo
Baker's Cay Resort Key Largo, a pet-friendly resort, offers direct access to the Gulf of Mexico, situated just 17.7 kilometres from John Pennekamp National Marine Sanctuary and 33.8 kilometres from Theater of the Sea.
This resort boasts two outdoor swimming pools, a modern fitness centre, and a variety of water sports, making it an excellent choice for families and dog-friendly holidays near the beach.
Waterfront Home - Florida Keys
8.8 185 reviews
Florida Keys
05/06 – 09/06
$495/nighttotal: $1980 (4 )

Waterfront Home

2 2
cottage, Cudjoe Key
Direct waterfront access on a wide canal in Venture Out on Cudjoe Key, just 32 kilometres from Key West, offers boaters easy access to the Atlantic Ocean and Gulf, with trailer storage and proximity to essential services.
This pet-friendly, two-bedroom, two-bathroom cottage sleeps four and boasts a well-equipped kitchen, air conditioning, a screened porch overlooking the canal, and access to resort amenities like a swimming pool and tennis courts.
2 Bedroom Suite W/ Kitchenette, Outdoor Pool, Free Parking & Pet Friendly! - Florida Keys
10 2 reviews
Florida Keys
24/07 – 26/07
$1486/nighttotal: $2972 (2 )

2 Bedroom Suite W/ Kitchenette, Outdoor Pool, Free Parking & Pet Friendly!

2 8
resort, Islamorada, Village of Islands
Set in Matecumbe, Islamorada, this resort offers direct access to a private beach and is conveniently located near Indian Key Historic State Park and the Hurricane Monument, approximately 0.8 kilometers away.
This pet-friendly resort boasts spacious 125 square meter, 2-bedroom suites accommodating up to 8 guests, featuring a kitchenette, air conditioning, a balcony, and access to heated pools and water sport rentals, ensuring a comfortable stay for you and your dog.
Damari Soto - Florida Keys
7.7 9 reviews
Florida Keys
24/07 – 26/07
$482/nighttotal: $964 (2 )

Damari Soto

5 8
house, Florida City
Conveniently located in Florida City, this spacious holiday home is just 3.2 kilometres from the Florida Keys Factory Shops, 6.7 kilometres from the Everglades Alligator Farm and 9.3 kilometres from Homestead Miami Speedway.
This pet-friendly holiday home offers ample space for up to 21 guests across five bedrooms, featuring a fully equipped kitchen with a dishwasher, air conditioning, and a private balcony and terrace for outdoor enjoyment.
West Kendall Retreat Everglades Miccosukee - Florida Keys
Florida Keys
24/07 – 26/07
$1174/nighttotal: $2348 (2 )

West Kendall Retreat Everglades Miccosukee

1 8
house, The Hammocks
This pet-friendly house in The Hammocks offers a peaceful retreat, conveniently located approximately 17.7 to 19.3 kilometres from Dolphin Mall, Miami International Mall, and the University of Miami.
Enjoy a spacious 600 square meter home with air conditioning, a full kitchen, and private parking, ideal for accommodating up to 23 guests and their pets.

Find dog-friendly places to stay nearby

Best Family-friendly Vacation Rentals in Florida Keys

Finding family-friendly vacation rentals in Florida Keys ensures everyone enjoys a comfortable and convenient trip. From spacious vacation home rentals to a short term vacation rental, these options are perfect for families seeking memorable stays together.

Islander Resort - Florida Keys
9.0 2441 reviews
Florida Keys
24/07 – 26/07
$2126/nighttotal: $4252 (2 )

Islander Resort

2 8
resort, Islamorada, Village of Islands
Directly on the beach in Islamorada, Village of Islands, this resort offers a pet-friendly escape with easy access to world-class snorkeling, scuba diving, and deep-sea fishing.
This resort boasts a beachfront location and welcomes pets in select rooms, ensuring a comfortable stay near excellent local attractions.
Parmer's Resort - Florida Keys
8.8 1873 reviews
Florida Keys
30/05 – 06/06
$317/nighttotal: $2219 (7 )

Parmer's Resort

1 1
resort, Big Pine Key
Located in Little Torch Key, Parmer's Resort is situated 40 kilometres from Florida Keys Aquarium Encounters and 46 kilometres from Ernest Hemingway Home and Museum, with Key West International Airport 42 kilometres away.
This pet-friendly resort offers direct beach access and features an outdoor swimming pool, a private beach area, and a bar, making it an excellent choice for travellers with pets.
Tiny Fish Haus - Florida Keys
9.9 103 reviews
Florida Keys
30/05 – 06/06
$302/nighttotal: $2114 (7 )

Tiny Fish Haus

1 1
cabin, Big Pine Key
Directly adjacent to the National Key Deer Refuge, this pet-friendly cabin in Big Pine Key is ideally located in the lower Keys, just 45 kilometres from Key West and 13 kilometres from Bahia Honda State Park.
This dog-friendly cabin offers a large swimming pool, a covered patio, and complimentary high-speed WiFi, with two bedrooms accommodating up to four guests and premium organic bedding for a comfortable stay.
Ocean Breeze Home - Florida Keys
9.9 88 reviews
Florida Keys
19/10 – 21/12
$223/nighttotal: $14049 (63 )

Ocean Breeze Home

1 1
apartment, Key Largo
Just 200 metres from the ocean, this pet-friendly apartment in Key Largo offers excellent access to fishing and diving.
This dog-friendly apartment features a California King bed, a pull-out queen, a Jacuzzi, and ample parking for trailers and jet skis, making it ideal for families and groups.
Cottage With Pool  And Boat Dockage Just Minutes To Key West! - Florida Keys
8.6 163 reviews
Florida Keys
19/10 – 21/12
$333/nighttotal: $20979 (63 )

Cottage With Pool And Boat Dockage Just Minutes To Key West!

1 1
cottage, Cudjoe Key
Perfectly situated on Summerland Key, this waterfront cottage offers direct water access and is just 32 kilometres from Key West's attractions.
This pet-friendly cottage boasts a full kitchen, screened patio, and is adjacent to the swimming pool, with on-site coin laundry and dock access for boating and fishing enthusiasts.
Old Wooden Bridge Resort & Marina - Florida Keys
8.4 952 reviews
Florida Keys
05/06 – 09/06
$335/nighttotal: $1340 (4 )

Old Wooden Bridge Resort & Marina

1 2
house, Big Pine Key
Offering sea views from its Big Pine Key location, this pet-friendly house is situated 40 kilometres from Florida Keys Aquarium Encounters and 31 kilometres from Seven Mile Bridge.
This accommodation provides a swimming pool, a terrace, a bar and on-site parking, with kitchens equipped for self-catering and opportunities for nearby hiking and fishing.
Gulf Views W/scenic Elevated Sundeck, Heated Shared Pool, Boat Dock Availability - Florida Keys
9.2 108 reviews
Florida Keys
19/10 – 21/12
$391/nighttotal: $24633 (63 )

Gulf Views W/scenic Elevated Sundeck, Heated Shared Pool, Boat Dock Availability

3 1
apartment, Marathon
Boasting direct waterfront access and a heated gulf-side pool, this pet-friendly apartment is situated near Sombrero Beach and Curry Hammock State Park, just 3.2 kilometers from Marathon Air Museum.
This exceptional three-bedroom apartment, accommodating up to eight guests, offers a remarkable 700 sq ft rooftop deck with panoramic gulf views, a private dockage for a 25ft boat, and a ground-level tiki bar, making it ideal for dog-friendly holidays by the seaside.
Seashells Getaway - Pool, Boat Slip/parking/ramp - Florida Keys
10 14 reviews
Florida Keys
30/05 – 06/06
$264/nighttotal: $1848 (7 )

Seashells Getaway - Pool, Boat Slip/parking/ramp

1 1
apartment, Marathon
This ground-floor apartment in Marathon's Coco Plum neighbourhood is just 1.6 kilometres from Sombrero Beach and 2.4 kilometres from the Seven Mile Bridge, offering a convenient seaside base.
This pet-friendly apartment accommodates up to four guests and features a coastal-themed interior, a well-equipped kitchen with dual coffee makers, air conditioning, a swimming pool, and on-site laundry, making it ideal for a dog-friendly holiday.
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