Pet-friendly vacation rentals in Vaca Key

A spacious bedroom is highlighted by a comfortable wooden bed with patterned linens. A bedside lamp casts a warm glow. Floor-to-ceiling windows offer views of the beach, with outdoor seating visible on the patio. Tropical decor adds a subtle touch of elegance.

4.89 out of 5 average rating, 28 reviews

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

Oasis in The Keys, as the name implies, is a haven for guests looking to escape the everyday and enjoy the relaxing peace and beauty of The Florida Keys. Sit back and relax in this spacious and luxurious amenity filled waterfront home with floor to ceiling views of the turquoise blue Caribbean waters. This home has everything you need to enjoy your vacation without having to go far, though should you venture out it's central location makes it ideal for anyone looking to explore the middle keys!

4.74 out of 5 average rating, 137 reviews

Home in Key Colony Beach

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

Top guest favorite

Houseboat in Tavernier

4.88 out of 5 average rating, 229 reviews

Clean Fully Remodled Houseboat Luxery on the water

Very spacious, Comfortable and "super clean" Houseboat. Rent daily “Baycation” is a 44'x15' triple level upper deck Houseboat completely remodeled. This is an adventure, unlike any hotel room! Live on the water, in an amazing marina, with so much to do you need to come back! Sleep like you never have before, all my guests tell me that! Bonus Lay on the upper deck and see the amazing star ambiance...... This is for everyone......Couples, families & just friends, Its perfect

4.93 out of 5 average rating, 128 reviews

An outdoor tiki hut is displayed with a thatched roof and two ceiling fans. Bright green walls are adorned with colorful fish and a turtle, creating a vibrant atmosphere. A wooden dining table is positioned underneath, offering a casual dining space surrounded by nature.

Camper/RV in Key Largo

Paradise in Key Largo Florida 2

Reconnect with nature at this unforgettable unit with great taste in interior design. This unit has an outdoor tiki hut with BBQ. This amazing place accommodates a total of 6 guests with 2 bedrooms. The first bedroom has a King sized bed with a very comfortable memory foam mattress. The second bedroom has two beds one full and one twin sized bed with a high quality Lucid memory foam mattress. Lot 115 is one of the largest lots in Key Largo Kampground and is located very close to the pool

A heated pool is framed by two thatched umbrellas, offering shade and relaxation. Surrounding the pool are several wooden lounge chairs, inviting comfort in the sun. Lush greenery is visible in the background, enhancing the serene ambiance of the outdoor space.

5 out of 5 average rating, 33 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

4.84 out of 5 average rating, 171 reviews

A contemporary living space features a blue sofa adorned with decorative pillows and a unique wooden coffee table. The dining area includes a round table with black chairs, while the kitchen is visible in the background, equipped with modern appliances and natural light streaming in through the windows.

Townhouse in Duck Key

Vibrant Beachfront Villa

Welcome to Beachfront Villa that has recently been renovated. The 2 bedroom 1.5 bath luxury villa is located in the popular area of Duck key alongside of Hawks Cay Resort. Duck Key marina is located across the street where you can dock your boat or charter a boat for the day. Enjoy stunning sunset views from the back porch. Kitchen includes all amenities including silverware ,plates , cups , and pots. Linens and towels provided. *** Pets welcome with host approval and pet fee. ****

4.86 out of 5 average rating, 7 reviews

A two-story home is set along a deep canal, featuring wooden decks that overlook the water. Lush palm trees and shrubbery frame the property, while a swimming pool and a boat can be seen nearby, enhancing the serene waterfront setting.

Home in Islamorada

Venetian Tropics private heated pool at 82 degrees

Vacation Rental License No VR-001 WEEKLY RENTAL Located on the peaceful upper Keys, in Islamorada, neighborhood of Venetian Shores MM 86. Immediate access to ocean and Bay side off of Snake Creek. Islamorada is is just 75 miles from Miami and 86 miles from Key West. Two story home private home is equipped with many extras including this heated (at 80-82 degrees) swimming pool that is partially shaded so you can enjoy floating with a cool drink leisurely. WIFI ready.

4.95 out of 5 average rating, 21 reviews

A sandy shoreline is bordered by swaying palm trees, providing a peaceful oceanfront view. A yellow kayak rests on the beach, while a hammock is visible nearby, adding to the tranquil setting. The distant jetty extends into the calm sea, enhancing the serene atmosphere.

Guesthouse in Marathon

The Pink Dolphin House.

Weekly rental only. Saturday to Saturday. Relax with the whole family at this peaceful home with beautiful views. Ocean front Duplex shared with the owners, this quiet neighborhood is an ocean lovers dream. The Jetty offers tranquility, sunshine and sea. Drink your morning coffee there as you plan you day. Bring man’s best friend and enjoy the water. Paddle boarding and kayaking awaits you oceanside. A pool, and an outside patio area/dining room with a gas grill

4.88 out of 5 average rating, 26 reviews

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

We have a lovely oceanside cottage in Marathon Key, Florida, close to everything with many amenities. The cottage has a large yard and plenty of room to park boats, RVs, and wave runners. This modernized cottage is for you if you all need a great place to stay. This quaint and cozy home offers good value and features new furniture and brand-new state-of-the-art stainless steel appliances. There is one bedroom and a pull-out queen-size sofa bed.

A spacious bedroom features a comfortable bed draped in striped bedding. Sliding glass doors provide access to the outdoors, while a large flat-screen TV is mounted on the wall. A floor lamp and a decorative piece enhance the room's inviting layout.

4.94 out of 5 average rating, 32 reviews

Waterfront w/pool and hot tub

Professionally decorated, spacious, canal view keys home located in Key Colony Beach, the “Gem” of the Florida Keys. Featuring 2BR 2BA accommodating up to 6 ppl in a large & open living room & backyard, provided w/2 bikes, 2kayaks, grill, and 2 minutes walk to Sunset park, it is the perfect Florida Keys getaway for your family. This location is in the heart of the Florida Keys only 45 minutes from Key West and 35 minutes to Islamorada.

4.92 out of 5 average rating, 12 reviews

An aerial view showcases a private dock with a boat alongside a heated pool. Lounge chairs are positioned near the pool, complemented by vibrant palm trees and neatly arranged outdoor furniture. The tranquil waters reflect the bright surroundings, enhancing the overall relaxing atmosphere.

Home in Key Colony Beach

Paradise Cove!30ft Dock Pool BBQ

Our stunning new property located in the heart of the Florida Keys in Key Colony Beach! This exquisite retreat offers everything you could ever dream of for a perfect getaway – from a heated pool and breathtaking water views to a private dock for your boat! Step into luxury as you enter our meticulously designed home, where every detail has been crafted to create the perfect haven for relaxation and adventure. **Small Pets Only**