Pet-friendly vacation rentals in Cutler Bay

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.

4.95 out of 5 average rating, 178 reviews

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.

Outdoor spacesLayoutParking

4.89 out of 5 average rating, 345 reviews

Boutique Style House Hot-Tub Mini-Golf BBQ & Games

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

Outdoor spacesPetsParking

4.92 out of 5 average rating, 111 reviews

A bright living area features a large sectional sofa adorned with striped cushions. A wooden coffee table with a tray sits in front, while a tall mirror leans against the wall. The open kitchen area is visible in the background, showcasing modern appliances and seating.

Home in Homestead

The Pass-Through 2 | Cozy 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.

PetsOutdoor spacesHeating

4.8 out of 5 average rating, 173 reviews

Home in Naranja

Resort Style Pool House 5 Bed Mini-Golf Pool Table

Breathtaking Design: The entire private Home is equipped for up to 10 persons. It has 4 bedrooms, 5 beds, 4 bathrooms, and plenty of open natural lighting. Entertainment and family fun are guaranteed with access to a Gorgeous oversized Pool, Huge Backyard, Casino, Retro Games & Mini Golf Course Enjoy this home with its unique style and atmosphere for unforgettable vacations with your family. Ideal for large groups of friends & family looking for an excellent location without breaking the bank.

Outdoor spacesPetsLocation

4.84 out of 5 average rating, 197 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

WalkabilityOutdoor spacesDecor

4.98 out of 5 average rating, 116 reviews

Oasis & Art, Heated Pool, Beach & Mini Golf.

House in Miami, Sleeps 12 Heated Pool/Mini Golf/Kids Playground/BBQ/Cornhole game/Small beach/mini football Ned/Hammocks. Peace, nature, fun and more you will find in our house. The house is decorated with unique original art. Don't miss out on this newly remodeled cozy home, an ideal retreat for a peaceful and rejuvenating vacation. With a spacious living room, dining area, and a fully equipped kitchen, this house has everything you need. Nestled in a secure and tranquil neighborhood.

Outdoor spacesComfortCheck-in

4.96 out of 5 average rating, 105 reviews

A private pool area features a rectangular water space surrounded by lounge chairs and large umbrellas. Lush greenery encloses the yard, while playground equipment is visible in the background. The sky displays a colorful sunset, adding a serene ambiance to the setting.

Home in Homestead

Welcome to Serenity Luxury Villa! - Private Pool & Patio - Playground, BBQ, Fire pit & Outside furniture - 10 min to Redlands Golf Club - 20 min to Homestead Miami Speedway - Farm attractions nearby - 13 PPL (1 KING, 2 QUEEN, 2 full, 3 twin) - WIFI & Dedicated work space - Fully equipped kitchen - Free parking - Safe neighborhood - Washer & Dryer - Kids friendly & Crib included - Beach towels - Self check in & Hosts available 24/7 Text us any questions! We would love to host you!

Outdoor spacesPetsCheck-in

4.85 out of 5 average rating, 163 reviews

South Miami Gem • Mini Golf, Pool table • Pool_BBQ

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!

WalkabilityOutdoor spacesValue

4.88 out of 5 average rating, 317 reviews

Miami Oasis: Chill | Shop | Relax | Charming Home

A spacious and private retreat designed for families and group stays, our home in Palmetto Estates comfortably hosts up to 10 guests. We offer 3 well-appointed bedrooms, 2 full bathrooms, a bright living space, a fully equipped kitchen, laundry area, garage, and a covered patio with a large grassy yard. Located in a quiet neighborhood close to shopping, dining, Miami Zoo, the Everglades, and just 30 minutes from Downtown Miami, it’s an ideal base to explore South Florida.

WalkabilityPetsGetting around

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.

4.91 out of 5 average rating, 139 reviews

Family Oasis Retreat• Heated Pool, Jacuzzi & Grill

Welcome to Forget-me-not Villa, a sanctuary for your family and friends to let loose barefoot and unwind in the private backyard fully fenced, feel the breeze, stargaze at night, and savor the comfort of our exquisite vacation home. The villa features a heated pool and jacuzzi, a grill station, a love seat for romantic moments, a playground for children, an Xbox S for gamers, board games, mini golf, pool volleyball and basketball hoop, Smart TVs& high-speed Wi-Fi.

WalkabilityPetsQuiet

4.97 out of 5 average rating, 430 reviews

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.

Home in Kendall

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.

PetsOutdoor spacesParking

A heated pool featuring a textured stone edge and water feature is surrounded by tropical plants. A spacious deck made of wood provides lounging space, while a shaded outdoor seating area is visible in the background, inviting relaxation and gatherings.

4.96 out of 5 average rating, 102 reviews

Heated pool /Game Room /Mini golf /Guest Favorite

Bring your family or group together at this entertainment-packed Miami retreat, designed for fun, comfort, and memorable stays. Enjoy a private heated pool, mini golf, a full game room, fire pit, outdoor games, and plenty of space to relax and spend time together. The home comfortably accommodates up to 12 guests and features 4 bedrooms, 6 beds, spacious indoor and outdoor areas, and everything you need for a comfortable stay.

Outdoor spacesGetting aroundGrill

Popular amenities for Cutler Bay pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

An outdoor dining area features a large rectangular table surrounded by four upholstered chairs, complemented by potted greenery at each end. A kitchen area with cabinetry and a countertop is visible in the background, set against a backdrop of brick walls and lush foliage.

4.81 out of 5 average rating, 121 reviews

To the Keys

WalkabilityOutdoor spacesAccess

4.93 out of 5 average rating, 161 reviews

The pool area features a heated pool with gentle waterfalls, illuminated by soft lighting. Surrounded by palm trees, the outdoor dining space is visible in the background, furnished with a table and chairs, creating a serene environment for relaxation.

Home in Westchester

Tuscan Resort | Sleeps 16, Pool, Sauna, Gym, Spa

Outdoor spacesPetsKitchen

The heated swimming pool is surrounded by lush tropical plants and palm trees, under a vibrant sunset sky. The pool's clear water reflects the colorful clouds, while the patio area is furnished for outdoor relaxation.

4.94 out of 5 average rating, 223 reviews

Kendall Keys Oasis w/ HEATED Pool Theater & Arcade

Outdoor spacesWalkabilityBeach

4.83 out of 5 average rating, 131 reviews

Tropical Paradise Between Miami and the FL Keys

PetsBackyardAir conditioning

4.98 out of 5 average rating, 118 reviews

Home in Homestead

10 PPL Private Farm Retreat Pool Games & Near Keys

Outdoor spacesQuietBackyard

4.92 out of 5 average rating, 24 reviews

Private Villa • Pool & Waterfall

Outdoor spacesFamilyPool

4.91 out of 5 average rating, 35 reviews

Beautiful Family Villa Big Outdoor BBQ Pool table

WalkabilityOutdoor spacesBackyard

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.

4.91 out of 5 average rating, 33 reviews

South Miami Gem!

Outdoor spacesWalkabilityNearby

Pet-friendly home rentals with a pool

4.84 out of 5 average rating, 103 reviews

A spacious saltwater pool is enclosed by a screened structure, reflecting warm sunset hues. A bright inflatable pool toy floats on the water's surface. The adjacent area features an inviting outdoor seating space, offering views of the lush backyard.

Home in Kendall

Kid & Pet Friendly Pool Oasis | 15 min Zoo Miami

WalkabilityOutdoor spacesCheck-in

Apartment in Downtown Miami

Breathtaking Views Studio Suite | Downtown Miami

WalkabilityHot tubValue

4.89 out of 5 average rating, 626 reviews

A modern living room showcases marble accents and a large wall-mounted flat screen TV. A plush sectional sofa with bold black and white patterns is arranged around a decorative coffee table. Natural light filters through the window with minimalistic blinds.

4.94 out of 5 average rating, 130 reviews

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport

WalkabilityOutdoor spacesCheck-in

5.0 out of 5 average rating, 222 reviews

Guest suite in Homestead

Hacienda Paraíso | Private Queen Suite |

PetsOutdoor spacesDecor

4.97 out of 5 average rating, 103 reviews

An open-concept living area is showcased with a light grey sofa and an ottoman situated on a plush white rug. Recessed lighting and pendant lamps highlight the space, which flows into a dining area furnished with a wooden table and chairs, framed by large windows.

Townhouse in Miami

The Sunflower Inn

WalkabilityPetsSleep quality

4.94 out of 5 average rating, 64 reviews

Casa Luna | Heated •Pool Outdoor Oasis • Sleeps 12

Outdoor spacesPetsWifi

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.

4.85 out of 5 average rating, 46 reviews

Private Heated Pool | Near Keys & Everglades

Outdoor spacesPoolDecor

5.0 out of 5 average rating, 43 reviews

The exterior showcases a spacious two-story house with a landscaped yard and a striking entrance. A refreshing blue pool and inviting seating area border the outdoor space, while the hot tub and fire pit invite relaxation under the evening sky, enhancing the overall ambiance.

Villa in Cutler Bay

Luxury Escape: Pool, Hot Tub, Mini Golf & More!

WalkabilityOutdoor spacesQuiet

Private, pet-friendly home rentals

4.94 out of 5 average rating, 83 reviews

Tiny home in Cutler Bay

Cutler Bay Cottage

WalkabilityOutdoor spacesNearby

4.88 out of 5 average rating, 68 reviews

Guesthouse in Cutler Bay

Home Sweet Home

PetsIndoor spacesQuiet

5.0 out of 5 average rating, 10 reviews

Resort Style W/ Heated Pool, Games & Lux Services!

Outdoor spacesBathroomAmenities

A serene waterfront view is presented, with clear water reflecting the surrounding greenery and buildings. An elegant dining area features a glass table surrounded by stylish chairs. The staircase leads to well-lit hallways, while a comfortable bedroom displays a spacious bed and decorative furnishings.

4.87 out of 5 average rating, 30 reviews

Perfect 3 bedroom Home for Miami Getaway

Outdoor spacesViewGetting around

4.87 out of 5 average rating, 38 reviews

Family Paradise/12ppl Pool/Soccer/Basketball

Outdoor spacesLocationAccess

Miami Modern Villa Heated Pool, Game Room BBQ

HospitalityAmenities

New place to stay

5.0 out of 5 average rating, 6 reviews

CheckoutCleanlinessFamily