Pet-friendly holiday rentals in Florida Keys

Stylish 2 bedroom home with Lakeview

Stylish, centrally-located, lakefront home offers the best of accommodations, including all the comforts of home with beautiful surroundings. This home is conveniently situated near the Gulfstream casino, racetrack, shopping, restaurants, and services. It's 4.5 miles to Hollywood Beach. Memorial Regional Hospital is also 4 miles, and Hallandale Beach Blvd is only 2 blocks away Come experience the amazing lakeview sunrises and sunsets while enjoying the resident ducks and iguanas of the lake.

Dreamy Beach House, 4bd+ Pets Friendly+Parking

Available for a short or long term, stays this Newly renovated Tropical Retreat located just minutes from the calm a waters of Florida's Gulf Coast, miles of white sand beaches, and multiple wildlife preserves, world class dinning and shopping. Your quintessential Floridian beach house is Designed with comfort and tranquility in mind, the beds are hybrid memory foam with hypoallergenic pillows that help a great night sleep after a long relaxing beach day.  PET FRIENDLY Long term discounts!!!

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

NEW VACATION RENTAL. Completely renovated. Open floorplan. New kitchen and bathrooms. New furnishings. Beautiful water views. Game room with pool table. DOGS PERMITTED ($250 FEE PER DOG, 1- 2). YOU MUST TELL ME IF YOU WANT TO BRING A DOG WHEN YOU SUBMIT YOUR REQUEST. Yard with Tiki. Enjoy meals, drinks or shady relaxation. 35 feet of dockage. Cabana Beach and Pool Club included. MUST SIGN KCB AND HOUSE RULES DOCUMENTS WITHIN 48 HOURS OF BOOKING AGE 25 OR OLDER TO BOOK PLEASE

Chic-kee bungalow 3

Enjoy this peaceful charming tropical oasis. Minutes to Naples beaches, Venetian village and downtown. Relax and unwind on your own personal patio or mingle with others around the fire pit. This property has a total of 4 cottages on the premises. Book one for your own personal stay or if you are in town for a family gathering, wedding party, or a bachelor/bachelorette celebration this home can accommodate Each cottage has a king size bed and a pull out sofa. Perfect for children!

Cozy Oasis for 2 w/ Insta-worthy Tropical Pool*

👙 New resort-style tropical pool & hottub 🏠 Super stylish & comfortable 🌆 2 mi to beach & downtown. 🛌🏽 Westin Heavenly Bed; ultimate comfort and sleep ✅ Kitchen is fully stocked; ready for gourmet cooking 🏖️ Beach chairs, towels, & sport-brellas available for you. 🐶 Low pet fee; bring your furry friends! 💻 WFH ready - Super high speed internet. 📺 Large Smart TVs in both bedrooms & living rooms 😊 Hosts with a service heart (we’re here to make your trip perfect!)

601 Beach Haven | Just Minutes to Vanderbilt Beach

The location of this home is great! Located in the Naples Park neighborhood next to Vanderbilt Beach, you have several factors that make this home perfect! 2 Bedrooms, 1 King & 1 Queen. Kitchen has all the necessities needed if you would like to prepare meals at home. ~ less than 1 mile to Vanderbilt Beach ~ 15 minute drive to Downtown Naples ~ beach cart, chairs & umbrella available for your use to walk down to the beach ~ 55" TV w/BT Sound-bar

Family Coastal Home - 1 Mile from Beach

Newly renovated, family-friendly home, a perfect vacation spot. Enclosed yard and private patio. Everything you need for a perfect vacation awaits in this two bedroom home. Only 1.4 miles away from clam pass beach park and the North Gulf Shore beach. And when it’s time to explore you’re a mile from the Villages, a local favourite!

Centrally Located Private Cottage

2/2 Centrally located cottage in private neighborhood 1.5 miles from beach Las Olas and Wilton Drive. Features 6 person 54 jet hot tub common outside dining grill washer and dryer. Free onsite parking and fenced in yard! Come and enjoy great Florida weather and all of the attractions!

Bamboo Oasis B - 5 miles to Beach & Downtown

Renovated duplex in the Art District. Close to everything! 5 miles to Downtown Naples and Beaches! Plenty of shopping & restaurants. Flat screen TV, Fast Internet, Netflix, Air Conditioning. Amazing backyard with loungers, benches, grill, outdoor kitchen.