Pet-friendly holiday rentals in Monroe County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Monroe County

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

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Guest favourite

Home in Key West

4.94 out of 5 average rating, 271 reviews

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!

Romantic Retreat is an Historic, free standing cottage which, in the 1800's, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon UN/PW's). Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.

20–27 Sep

$684 SGD per night

Superhost

Cottage in Florida

4.82 out of 5 average rating, 173 reviews

Gateway to the Everglades, The Cottage

The Cottage is located about 45 min. South-West of Downtown Miami in the Redland Farming district along the eastern boarder of the Everglades National Park. Roughly the size of a two-bedroom apartment, it stands alone in the south-east corner of the property. Surrounded by trees, and many types of orchids, Bromeliads, and other exotic plants. Privet, and off the beaten path, the Cottage is perfect for those who wish to stay away from town, yet be close for day trips to most all attractions.

6–13 Oct

$190 SGD per night

Guest favourite

Farm stay in Homestead

4.95 out of 5 average rating, 154 reviews

Beautiful getaway in the heart of the Redlands

Come and enjoy the tranquility of the agricultural Redlands, FL. located just minutes away from everything. Your relaxing oasis is located on a 5 acre tropical fruit farm, with over 10 different varieties of tropical and exotic fruit trees. During your stay you will be able to sample some of the exotic fruits that are in season such as longan, lychee, sugar apples, starfruit, watercoconuts, and avocados just to name a few . So come and Forget your worries in this spacious and serene space.

18–25 Nov

$211 SGD per night

Guest favourite

Cottage in Key Largo

4.96 out of 5 average rating, 146 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!

8–15 Oct

$488 SGD per night

Guest favourite

Flat in Key Largo

4.94 out of 5 average rating, 247 reviews

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi

Escape to Northern Key Largo for a relaxing vacation! Discover great restaurants, beautiful state parks, and marine life. This bright, modern studio boasts excellent views of Manatee Bay, free kayaks and paddle boards, and a full kitchen. With access to a swimming pool and docks, there’s always something to do. 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!

28 Oct – 4 Nov

$241 SGD per night

Superhost

Houseboat in Key West

4.81 out of 5 average rating, 254 reviews

Key West Houseboat Paradise

56 foot houseboat (1987), Fully Rebuilt in 2022. On a old 15 slip dock on Stock Island, 15 min drive to Key West. Big living room, Full Kitchen, Queen Bdrm + sofa bed. The dock is very local, 'old Key West' sort of vibe with mostly older live-aboard boats. The property has an fairly industrial feel to it with a 2-bay local garage/taxi company on site so Shore Side is nuthin' fancy but the back deck looks out on mangrove islands dotting Boca Chica Channel with two 12' Sea Kayaks ready to go.

9–16 Mar

$531 SGD per night

Guest favourite

Cottage in Little Torch Key

4.91 out of 5 average rating, 145 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!

25 Apr – 2 May

$737 SGD per night

Superhost

Villa in Marathon

4.89 out of 5 average rating, 145 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!

8–15 Apr

$600 SGD per night

Guest favourite

Flat in Homestead

4.82 out of 5 average rating, 120 reviews

Historical property 30min from beautiful KEY LARGO

Relax in our lovely private studio Apt. Located in a historical down town Homestead FL. We are also conveniently located 30min between the Keys and Miami. So whether you plan on exploring the fun city of Miami or enjoy the gorgeous Florida Keys, you will be in a great location! Our studio Apt has a full size Murphy bed, Smart TV. with wi-fi and Bluetooth speaker in bath room. Everything you need to feel relaxed and regenerated after a fun day of exploring.

19–26 Mar

$107 SGD per night

Guest favourite

Flat in Miami

4.9 out of 5 average rating, 246 reviews

Tropical Bungalow Hideaway, Spacious Patio

Your studio in this peaceful bungalow is nestled in a lush tropical patio. It is separated from the rest of our home with private entrance in our little paradise! Want to start that book, rest or walk to the bay at dusk? Great for walking/biking. Children's and dog park nearby. Our village three blocks away has eateries, theatres, shops, gyms, boutiques, food markets, and sailing. Fridge/microwave/coffee/toaster. Private guest bath. Pets OK. Free parking.

9–16 Sep

$120 SGD per night

Guest favourite

Home in Miami

4.96 out of 5 average rating, 319 reviews

The Miracle Cottage & Pool on Acre Miami Florida

Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

3–10 Feb

$234 SGD per night

Guest favourite

Guest house in South Miami

4.98 out of 5 average rating, 102 reviews

South Miami Cottage

Welcome to Casita Bella. We are excited to have you! Our charming cottage with kitchen is in the centrally located and beautiful City of South Miami. Our sweet neighborhood is just blocks from South Miami's city center, filled with shops, restaurants and night life. We are also minutes from the South Miami metrorail station. After a fun day in the Magic City, come home to the privacy and comfort you deserve.

29 Sep – 6 Oct

$109 SGD per night