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House holiday rentals in Cutler Bay

Find and book unique houses on Airbnb

Top-rated house rentals in Cutler Bay

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite
Home in Homestead
4.9 out of 5 average rating, 317 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

Guest favourite
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
4.95 out of 5 average rating, 167 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.

Top guest favourite
Home in Goulds
4.95 out of 5 average rating, 115 reviews

Cozy house

Welcome to Your Tranquil Getaway! Discover a serene escape at our unique and tranquil retreat, perfect for families and friends seeking relaxation and adventure. This beautifully designed property features a sparkling private pool, ideal for enjoying sunny days and creating lasting memories. Nestled in a prime location, you’re just minutes away from top attractions such as Monkey Jungle, the Miami Metro Zoo, Black Point Marina, and the Florida Keys. Explore nearby gems like Gilbert’s Resort.

Guest favourite
Home in Miami
4.94 out of 5 average rating, 228 reviews

Miami Getaway - Heated Pool, Hot tub, BBQ

Be our guest and have a wonderful stay in this beautiful Miami home designed to create great memories. 3 bedrooms 2 bathrooms with enough space to sleep 10 guests. Heated pool & seperate HotTub to enjoy even during winter season. Conveniently located within a short distance from all of Miami's main attractions. Restaurants, shopping malls, nightclubs, bar/pubs, art centers, bicycle trails, beautiful parks and bay views between 5 - 10 minutes away. Only 50 minutes away from the Florida keys.

Top guest favourite
A spacious backyard is showcased, featuring a clean saltwater pool surrounded by lounge chairs and tropical landscaping. A covered patio area is visible, with a stone countertop and decorative plants. The bright blue sky complements the serene outdoor setting.
Home in Miami
5 out of 5 average rating, 439 reviews

Sanctuary Salt water heated pool BBQ Grill Oasis

Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

Guest favourite
Home in Miami
4.86 out of 5 average rating, 271 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.

Superhost
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.
Home in Miami
4.93 out of 5 average rating, 114 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.

Top guest favourite
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 Miami
4.97 out of 5 average rating, 408 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.

Top guest favourite
Home in Miami
4.98 out of 5 average rating, 101 reviews

Las Palmas | 8 Guests | Jacuzzi | Near the Metro Zoo | BBQ

• 5 minutes to Miami Zoo • Designed for 8 guests (1 King bed, 1 Queen bed, 3 twin beds + air mattress) • Free on-site parking (3 cars) • Fully equipped kitchen • Coffee included • Fast Wi-Fi • Dedicated workspace • Washer & dryer • Quiet and safe area • Private patio with outdoor dining & BBQ • 2 Smart TVs • Pack and Play • Family games included • Beach supplies included • Self check in & 24/7 host available

Guest favourite
The image displays a single-story home framed by a well-maintained lawn and hedges. The neutral-colored exterior features large windows and a welcoming entrance. A driveway leads to the house, with a mailbox positioned near the curb. The sky is bright with scattered clouds.
Home in Homestead
4.92 out of 5 average rating, 111 reviews

Serene Bougainvillea Paradise

Do you need an escape from your worries and daily stress? You do not need to look any further. Bougainvillea will not only be your home away from home, but it also offers the peace only found in paradise. This spacious home is located in a secure and quiet cul-de-sac and features an incredible backyard that will make you forget that you are just minutes away from the beach and shopping plazas.

Superhost
A serene outdoor area features a heated pool surrounded by lush landscaping. Lounge chairs are positioned near the water, while palm trees gently sway above. The vibrant sunset casts warm hues across the sky, creating a peaceful backdrop for relaxation.
Home in Cutler Bay
4.82 out of 5 average rating, 157 reviews

Family Oasis • Heated Pool 10 min to Zoo & Marina

With a prime location, this elegant 4BR/2BA home offers comfort, privacy, and a memorable stay from the moment you arrive. Its inviting atmosphere encourages relaxation, while thoughtfully designed spaces provide both comfort and practicality. Outdoors, enjoy comfortable seating areas perfect for unwinding, socializing, and experiencing Miami’s weather in a private, relaxing setting.

Top guest favourite
Home in Miami
4.96 out of 5 average rating, 141 reviews

Miami Lux Lake Front Retreat

A destination on its own: 1. Spacious home- over 5500 sqft of living space. 2. Gym with sauna and steam shower. 3. Pool table 4. Gourmet kitchen. 5. Formal dining room. 6. Large TV room with leather sectional, all recliner. 7. Karaoke 8. Kayaks to enjoy the lake 9. Heated Pool 10. Outdoor ping pong 🏓 table 11. Gym 12. Sauna and steam Room

Popular amenities for house rentals in Cutler Bay

When is the best time to visit Cutler Bay?

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Avg. price$260 SGD$251 SGD$272 SGD$250 SGD$234 SGD$230 SGD$253 SGD$241 SGD$239 SGD$216 SGD$239 SGD$262 SGD
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Quick stats about house rentals in Cutler Bay

  • Total holiday rentals

    Explore 80 holiday rentals in Cutler Bay

  • Nightly prices starting at

    Cutler Bay holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,130 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    80 of Cutler Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cutler Bay rentals

  • 4.8 Average rating

    Cutler Bay stays are highly rated by guests – averaging 4.8 out of 5!

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