Pet-friendly holiday rentals in Cutler Bay

4.9 out of 5 average rating, 289 reviews

Home in Homestead

Boutique Style House Golf BBQ Hot-Tub Games Casino

Come enjoy this beautiful vacation townhouse with 3 bedrooms, 2.5 bathrooms in Homestead - Miami with a large parking driveway. This is a tropical paradise close to everything needed to live the good life! Great location close to Miami Zoo, Homestead Speedway, and US1 to the Florida Keys The property sleeps up to 8 guests and is ideal for a group of friends or family looking to experience all the sunshine and fun that South Florida has to offer. Property is located in 137 Avenue and 260th Lane

4.96 out of 5 average rating, 148 reviews

A refreshing outdoor pool is framed by palm trees and a surrounding patio of laid stones. Two loungers are positioned partially submerged in the water, complemented by a large umbrella for shade. The clear sky is visible above.

Home in Cutler Bay

King Bed Home by the Bay FAST WI-FI & Coffee

Whether you are visiting the Florida Keys, the beaches of Miami, or looking for a comfortable staycation, discover what South Florida has to offer while feeling at home. You'll be located near Southland Mall, The Falls Shopping Center, Black Point Marina, Miami Metro Zoo, Deering Estates, the Dennis C. Moss Arts Center and more! ❧ 48 minutes from the Florida Keys. ❧ 37 minutes from Miami Beach. ❧ 33 minutes from the Everglades. Message us about long stay, military, & first responder discounts.

4.99 out of 5 average rating, 157 reviews

An outdoor space is highlighted by a wooden picnic table and a cozy sofa underneath a large umbrella. String lights are illuminated above, creating a warm ambiance. Stepping stones set in dark rocks lead through the greenery, providing a tranquil setting for relaxation.

Villa in Homestead

The Pass Through - Brand New 2 | 1 Modern Villa

The Pass-Through is a cozy home located off of Florida’s Turnpike. Perfect if you’re looking for a pit stop when headed down to the Florida Keys or if you want to stay for a few days to explore Miami. Only a few minutes from Black Point Marina, where you can enjoy waterfront ambiance with outdoor seating, food, drinks, live band, and take your boat out for a ride to Biscayne Nat'l Park or Everglades Nat'l Park.Close to Florida’s Outlet Mall, authentic restaurants, wineries, freshfarms, and more.

4.84 out of 5 average rating, 111 reviews

The common area features a blue sectional sofa adorned with patterned cushions, paired with a wood dining table and chairs. A decorative wall shelf holds various items, while a mirror and wall art contribute to the space's modern country aesthetics. Natural light enters through the window with blinds.

Guest house in Homestead

Keys Porch Experience New and Beautiful Unit 1

Modern country decoration, separate bedroom, bathroom, fully equipped kitchen, common area with sofa bed, washer and dryer, patio with barbecue and seats for your enjoyment. Everything you need to feel at home! This convenient location is near to the beautiful Everglades and Biscayne National Parks ( The largest subtropical wilderness in the United Sates) and many great beaches and entertaining night life in the Florida Keys! Location is a perfect choice for those traveling to Miami or the Keys!

4.9 out of 5 average rating, 275 reviews

A cozy seating area is positioned by large windows, allowing views of lush greenery outside. A light sofa is complemented by decorative pillows, while a modern chair alongside a small table adds to the tranquil setting.

Loft in Coconut Grove

The Garage. Charming loft. Self check-in. Parking.

Charming & differentiated NorthCoconut Grove loft/studio. Immersed in the green, which you will enjoy in the private patio. Recently renovated, with all the amenities and top-end appliances. Ideal for 2. Sleeps up to 4 (Queen bed + sofa bed). Easy, quick access to I-95, MIA Airport, Coral Gables, Brickell, Wynwood & Downtow. Free parking in front of the unit. Close to the Metro Rail Pets are welcome! Please inform us when you book. Additional fee is $100 per stay per pet. — No smoking allowed

A light-filled living area features a comfortable sectional sofa in white, complemented by a circular coffee table. A flat-screen TV is mounted on the wall, and a ceiling fan adds to the airy feel. A large window provides views of the greenery outside.

4.9 out of 5 average rating, 213 reviews

Miami Oasis: Chill, Shop & Relax

Dive into Miami's charm at our elegant family oasis, minutes from top shopping and eateries. Nestled in a serene enclave, this home is a fusion of luxury and comfort, ideal for those seeking a unique Airbnb experience. Revel in South Florida's warmth without the city's chaos. Positioned near attractions like the Miami Zoo, 30 mins from Downtown. It's both a haven and a hub. Here, we've perfected the art of hospitality, ensuring a stay that feels just like home, but with an added touch of magic.

Tiny home in Coconut Grove

An outdoor shower area is depicted, featuring natural stone flooring and wooden privacy slats. A large tree is integrated into the design, providing a unique backdrop. A tropical plant is visible nearby, and an overhead lantern adds soft lighting to the space.

4.96 out of 5 average rating, 113 reviews

Coconut Grove Tiny House w Outdoor Shower near UM

Treat yourself to a solo retreat in this ULTRA TINY 10x10 ft house — possibly the smallest in the world! 🌿 Perfect for an adventurous traveler who enjoys cozy, minimal spaces surrounded by lush tropical greenery & chirping birds. Includes a kitchenette, small washer/dryer, outdoor private shower, free parking & access to a shared hammock lounge, tiki hut, & fire pit. One guest only. No outside visitors allowed. Walk to Grove cafés, parks, & bayfront paths — minutes to UM, Coral Gables & MIA.

4.9 out of 5 average rating, 171 reviews

An outdoor patio area features comfortable seating arrangements under a shaded pergola, overlooking a large swimming pool. The vibrant green lawn is bordered by palm trees, while the sunset colors softly illuminate the sky in the background.

Villa in Miami

NEW! "Villa Paradise" ~ Lux Gem ~ Pool ~ Game Room

Bring your family to the luxurious 3BR 2Bath Villa Paradise in the tranquil and friendly neighborhood in southern Miami, FL. Visit the exciting attractions, natural landmarks, restaurants, shops, and much more, and then retreat to the lavish oasis that will leave you in awe with its stylish design, private backyard, and rich amenity list. ✔ 3 Comfortable BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Heated Pool ✔ Game Room ✔ Smart TVs ✔ Smart House ✔ High-Speed Wi-Fi ✔ Free Parking

4.86 out of 5 average rating, 142 reviews

Home in Cutler Bay

Stylish 7BR Retreat: Heated Pool, Near Beach & Zoo

Discover the pinnacle of modern living in this newly remodeled 7-bedroom, 4-bath masterpiece. With sleek architecture and designer touches, this South Miami retreat offers a private heated pool and resort-style amenities for a truly unforgettable stay. Perfectly situated near stunning beaches, the Miami Zoo, Southland Mall, and top attractions, it’s your gateway to the best of South Florida. Experience unmatched comfort and sophistication—this one-of-a-kind home awaits you!

Guest house in Florida City

A modern two-story residence is shown, featuring a neutral façade of light and dark materials. Large windows are visible on the upper level, and a sleek garage door is positioned on the right. A minimalist landscape design includes young trees and a scooter parked on the driveway.

4.99 out of 5 average rating, 100 reviews

Luxury Loft

Kick back and relax in this calm, stylish space. A private suite with your own entrance, your personal parking space and no shared space with others! Safe neighborhood close to the Florida Keys, Outlet mall, Miami, the Everglades and so much more. Equipped with all the essential to make your stay comfortable. Just 3 minutes away from Walmart, 25 minute drive to the Keys & 27 to Miami! Nearby Everglades (5 min ) Key Largo (30 min) Miami (20 min) Hospital ( 10 min)

A spacious pool area is surrounded by vibrant greenery and palm trees. Seating arrangements with cushions are positioned near the water, complemented by a shaded area under an umbrella. The pool features a rock formation and is accented by colorful lounge chairs.

4.97 out of 5 average rating, 391 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.

4.84 out of 5 average rating, 274 reviews

A contemporary bedroom features a queen bed with a patterned bedspread under a high, wooden ceiling. A large wall-mounted TV and a comfortable seating area, including a bright yellow chair, complement the space. Natural light enters through a high window, illuminating an area rug.

Flat in Palmetto Bay

Modern apartment in Palmetto Bay

Welcome to my contemporary one bedroom, one bathroom apartment located in Palmetto Bay. Private entrance. Fully renovated. Equipped Kitchen. Modern bathroom, Very peaceful neighborhood. Close to the US 1 and Turnpike Hwy. Parking spot. - 20 minutes from Miami International Airport. - 2 minutes away from The Falls Mall. - 15 minutes away from UM (University of Miami) - Few blocks away from Jackson South Hospital.

Popular amenities for Cutler Bay pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.88 out of 5 average rating, 124 reviews

A spacious living area is highlighted by a unique stone wall that adds a natural touch. Soft, neutral-toned furnishings create a cozy seating arrangement. Large windows allow natural light to fill the space, providing views of the lush greenery outside.

Home in Buena Vista

Casa Ishi: a gallery of stone @_lumicollection

4.93 out of 5 average rating, 15 reviews

A private pool is surrounded by tropical palms and a well-maintained outdoor space. Relaxing seating areas are positioned under a sheltered patio. The pool features a decorative waterfall and is complemented by lush green landscaping along the perimeter.

Home in Homestead

Family Villa w/ Heated Salt Pool • Near Key Largo

A serene outdoor space is highlighted by a heated saltwater pool surrounded by lush palm trees. Poolside seating includes elegant iron chairs and tables. Soft lighting enhances the tranquil ambiance, creating a welcoming atmosphere for relaxation and enjoyment.

4.92 out of 5 average rating, 199 reviews

Private Pool and Tropical Garden Oasis

The outdoor area features a heated pool surrounded by colorful murals, with a jacuzzi nearby. Poolside loungers and a basketball hoop are visible, offering a vibrant space for relaxation and fun under a clear blue sky.

4.97 out of 5 average rating, 93 reviews

Family retreat oasis, heated pool, jacuzzi & grill

The exterior of the modern house is showcased, featuring a paved driveway and a well-maintained front yard with greenery. A large palm tree stands prominently near the entrance, while the inviting facade displays neutral tones and large windows, framed by landscaped borders.

4.98 out of 5 average rating, 332 reviews

Luxury Oasis: Private Grill Hot Tub and Serenity

5 out of 5 average rating, 21 reviews

An open living area features a spacious, modern sofa in warm tones, complemented by a stylish coffee table. Natural light fills the space, highlighting the glossy tiled floor. A dining table is positioned nearby, with glass doors offering views of the outdoor area.

Home in Cutler Bay

South Miami Gem!

4.9 out of 5 average rating, 178 reviews

The Finest Pool Jacuzzi Amenities BBQ

A tranquil salt-water pool is illuminated in soft hues of blue, surrounded by lush greenery and palm trees. Soft lighting enhances the outdoor space, with seating visible and a scenic lake view in the background, providing a peaceful atmosphere for relaxation.

4.98 out of 5 average rating, 107 reviews

3B/2B Tropical Oasis w Salt-Water Pool! Lake views

Pet-friendly home rentals with a pool

Apartment in Sunny Isles Beach

A sleek living area is highlighted by polished porcelain floors and reflective stretch ceilings. A grand piano adds elegance, while white sofas and a glass coffee table enhance the spaciousness. The open layout connects seamlessly to a modern kitchen in the background.

4.93 out of 5 average rating, 123 reviews

Luxury Beach & City View Condo 5 min walk to beach

An aerial view showcases a waterfront property at night, featuring a softly illuminated pool adjacent to the house. Green lights reflect in the water, highlighting the dock and surrounding greenery. The property is framed by a serene landscape, emphasizing its tranquil atmosphere.

5 out of 5 average rating, 59 reviews

Waterfront Miami Oasis w/ Kayaks | Heated Pool

4.98 out of 5 average rating, 42 reviews

Flat in Downtown Miami

Modern 1BD Penthouse with Stunning Bay View

An inviting outdoor space is featured, showcasing a serene infinity pool bordered by a sun deck and comfortable lounge chairs. Lush greenery surrounds the area, complemented by a shaded gazebo and an expansive lawn. The backdrop includes trees, enhancing the tranquil atmosphere.

4.92 out of 5 average rating, 12 reviews

A swimming pool is shown illuminated in blue light, with a person swimming gracefully. Surrounding the pool, outdoor furniture includes a dining set and several lounge chairs. The backyard features well-maintained grass and palm trees, creating a tranquil setting for relaxation.

4.97 out of 5 average rating, 68 reviews

Oasis&Art/ArtificialBeach/HeatedPool/MiniGolf

Guest suite in Coconut Grove

A tranquil pool area is surrounded by lush greenery and tropical plants, creating a serene atmosphere. The rectangular swimming pool is framed by terracotta tiles and features potted plants on the edges, offering spaces for relaxation in the sun.

4.96 out of 5 average rating, 279 reviews

"Casa Mia's" pool & BBQ bungalow

4.92 out of 5 average rating, 203 reviews

A comfortable outdoor seating area is framed by lush tropical greenery. A light-colored, cushioned sofa is positioned near a hanging, woven chair, creating a relaxing space with views of a private pool in the background.

Home in Upper Eastside

Private tropical oasis - Mimo Bungalow

4.99 out of 5 average rating, 161 reviews

An outdoor area features a private heated pool surrounded by well-kept greenery and seating. Comfortable lounge chairs with striped cushions provide relaxation options under the shade of a large umbrella and palm trees, creating a welcoming space for relaxation.

Home in Coral Way

The Poolside Sanctuary 4B 4B Heated Pool 1 Gb/s

Private, pet-friendly home rentals

4.99 out of 5 average rating, 67 reviews

A side view of the property is presented, showcasing lush greenery and tropical plants along the exterior. A sturdy tree offers shade near the white house, with vibrant flowers adding a touch of color to the garden area.

Home in South Miami

Peacock Boho Chic Retreat

5 out of 5 average rating, 5 reviews

Flat in Miami

Miami Nest

4.9 out of 5 average rating, 67 reviews

Home in Homestead

The Dream Studio

5 out of 5 average rating, 6 reviews

A serene studio space is showcased, featuring a spacious bed with white bedding. A small television is positioned against the wall, and a sleek dresser stands nearby. A door opens to an outdoor area, and a mirror reflects the soft light in the room.

Flat in Miami

Cozy studio in West Kendall

A sparkling pool is surrounded by a white-tiled deck, gently leading to a shaded seating area with comfortable chairs. Lush greenery lines the perimeter, providing a sense of privacy. The clear water reflects sunlight, creating a serene atmosphere for relaxation.

5 out of 5 average rating, 5 reviews

My beautiful home

5 out of 5 average rating, 14 reviews

An air-conditioned tent interior is illuminated softly, showcasing a spacious bed with decorative pillows and a patterned blanket. A bedside lamp and a patterned rug enhance the cozy ambiance, while potted plants add a touch of nature to the inviting setup.

Tent in Cutler Bay

Glamping Paradise in Cutler Bay

4.96 out of 5 average rating, 69 reviews

A comfortable seating area features a beige sofa adorned with a decorative pillow. A wooden desk with a coffee maker and floral decorations is positioned nearby. Wall art depicting a sailboat and a beach scene adds visual interest to the light-colored walls.

Guest suite in Homestead

Private suite mins from nat’l parks & upper Keys

A serene outdoor space features a sparkling pool surrounded by palm trees. Lounge chairs are arranged on a deck, offering a relaxing spot under the sun. The home entrance showcases a modern door and an inviting hallway, leading to an open living area visible in a separate image.