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Holiday houses in Cutler Bay

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Top-rated holiday rentals in Cutler Bay

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

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Top Guest favourite
A serene outdoor space includes a swimming pool surrounded by terracotta tiles and lush tropical vegetation. A tiki hut is positioned in the background, with an evening sky showcasing warm tones of orange and yellow. Soft furnishings and a relaxed seating area are visible nearby.
Tiny home in Cutler Bay
4.98 out of 5 average rating, 256 reviews

Quiet tropical Oasis setting with 1 bed and 1 bath

Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

Top Guest favourite
A spacious driveway curves past vibrant tropical plants and palm trees leading to a welcoming entrance of the property. The house features a warm orange exterior with decorative elements and a large garage door, complementing the lush landscaping.
Guest suite in Miami
4.9 out of 5 average rating, 383 reviews

Guest Suite-Exterior Entrance, SelfCheckin.

If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Place for you. We are conveniently located between Key Largo and Downtown Miami, in an upscale community. You’ll feel safe and welcome here! -GATEWAY to the Keys and Everglades -Private entrance -Self Check-in -Free Parking -Fast WIFI -Swimming Pool -Central A/C -Ceiling fan -Kitchenette -Refrigerator -Microwave -Coffee maker -Netflix-HBO TV -Ceramic Tile Floors -Full Closet -Towels/Bath essentials -Iron & Board

Guest favourite
A cozy sleeping area features a spacious bed with a light-colored headboard and soft bedding. Two bedside lamps provide gentle lighting. A comfortable chair and a round coffee table are positioned nearby, creating a welcoming atmosphere. A decorative plant adds a touch of greenery to the room.
Guesthouse in Cutler Bay
4.86 out of 5 average rating, 7 reviews

Hideaway by the Lake

Enjoy this cozy, brand new space in the great neighborhood of Cutler Bay. Nearby main highways that will take you to Miami, Homestead and the Florida Keys! The kitchen includes a full size refrigerator, microwave, coffee maker and more for your convenience. You'll sleep comfortably in a Queen size bed. Enjoy a walk/run down the walking trail around the lake where you’ll catch beautiful sunsets! The community also features a pool and a park for you to relax and enjoy our warm weather.

Top Guest favourite
A spacious sleeping area is furnished with a king-size bed and a smaller twin bed, both adorned with coordinated bedding. Two bedside tables with lamps flank the larger bed. A soft area rug in geometric patterns adds color to the light-colored tiled floor.
Apartment in Homestead
4.98 out of 5 average rating, 52 reviews

Private Entry Cozy Room/Bath Homestead/Florida key

Come stay at this elegant and peaceful get away. Have your own private entrance, private bathroom, king size bed in this spacious, updated suite. It is located minutes away from Black Point Marina, Knaus Berry Farm, pharmacies, shopping centers, supermarkets, and plenty more. This place is also near the Everglades, Homestead Speedway, Schelby's Winery, and Florida Keys. Your home away from home. **Additional cleaning fees apply to guests who stay longer than 14 days**

Top Guest favourite
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.
Guesthouse in Florida City
4.99 out of 5 average rating, 106 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)

Top Guest favourite
A colorful hammock is suspended between two palm trees, inviting relaxation beside a sparkling pool. Lush tropical plants surround the outdoor area, creating a peaceful ambience. The inviting pool area is visible in the background, enhancing the serene outdoor setting.
Guest suite in Homestead
5 out of 5 average rating, 160 reviews

“Have Fun at Hacienda Paraíso” Suite 1 | pool |

Welcome to Room 1, the first addition at Hacienda Paraíso. This suite is conveniently located next to another Airbnb suite, providing flexibility for your stay. It features a private entrance, bathroom, kitchenette, and dining table, ensuring a comfortable and self-contained experience. Enjoy the convenience of hotel-like amenities paired with the added bonus of access to our stunning pool and lush yard, creating a truly relaxing retreat.

Guest favourite
Apartment in Palmetto Bay
5 out of 5 average rating, 9 reviews

Lovely Studio in Palmetto Bay.

Welcome to this charming and fully equipped studio in the heart of Palmetto Bay! Enjoy a private entrance for a hassle-free stay, along with modern amenities, including air conditioning, a comfortable bed, a TV, and high-speed WiFi. Relax in the full bathroom and take advantage of the spacious closet for storage. Located in a peaceful neighborhood with easy access to local attractions, this studio is perfect for short- or long-term stays.

Guest favourite
A pool area is featured, surrounded by lush greenery and palm trees. Sun loungers are positioned next to the inviting pool, with a shaded seating area under an umbrella visible in the background. The structure has large glass doors that provide access to the interior.
Home in Cutler Bay
4.96 out of 5 average rating, 27 reviews

4BR Home with Pool, Playground & Boat/RV Parking

Beautiful Cutler Bay pool home with large backyard, boat/rv parking, and playground. Whether you're planning a getaway to the Florida Keys, soaking up the sun on the beaches of Miami, or just looking for a cozy staycation, this home is your perfect launchpad for everything South Florida has to offer. • The Florida Keys – 48 minutes • Miami Beach – 37 minutes • Everglades National Park – 33 minutes

Guest favourite
A well-lit studio room features a full-size bed with light bedding topped by two pillows. A small dining area with two chairs and a round table is positioned near the window, which is covered by bright, modern shades. Storage is provided by a closet.
Guesthouse in Miami
4.96 out of 5 average rating, 227 reviews

Alma

This completely new studio has a private entrance and private outdoor space to enjoy your stay in Miami. Located at Palmetto Bay, in a very quiet area between Key Largo and Downtown Miami, perfect for travelers that planning visiting Miami, Everglades, the Keys, and our great Beaches. This cozy space is perfect for couples, solo adventures, and business travelers.

Guest favourite
Guesthouse in Miami
4.88 out of 5 average rating, 147 reviews

Modern Private Room | Super Clean and Quiet Stay

Modern, private, and cozy studio in Miami! Enjoy your own entrance, private bathroom, and a comfy Queen bed. Fully remodeled with Smart TV, microwave, coffee maker, large fridge, blender, and dishware. Just minutes from Zoo Miami and close to major highways, with free private parking. Perfect for couples, business travelers, or a weekend getaway.

Guest favourite
A modern studio apartment features an open layout with a well-equipped kitchen and seating for two at a sleek countertop. A cozy couch sits across from a queen bed, with a light rug underfoot. Natural light enters through a window framed by horizontal blinds.
Condo in Palmetto Bay
4.91 out of 5 average rating, 305 reviews

Bright Modern Studio Apartment

Find yourself at this slick Studio Apartment professionally designed, top of the art appliances with a unique modern touch. Based in a quiet and peaceful neighborhood. Located close to Downtown Miami and also to The Florida Keys. Nearby shoppings centers, restaurants and supermarkets. All you need to enjoy a charming getaway.

Superhost
The room features a spacious bed with a white headboard, adorned with blue accent pillows. On either side, white nightstands hold lamps that emit a soft glow. A plant adds a touch of greenery, complementing the muted blue walls.
Guest suite in Princeton
4.83 out of 5 average rating, 143 reviews

Modern Private Room (Not Shared )

Kick back and relax in this quite, and beautifully decorated private room. You’ll feel like you’re in a hotel room! It is cozy, clean and welcoming. Our amazing master bedroom has a private bathroom and a private entrance to give you privacy. Perfect to relax in our Queen bed after a long day 🙂

Popular amenities for Cutler Bay holiday rentals

When is the best time to visit Cutler Bay?

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Avg. price$301 NZD$308 NZD$339 NZD$300 NZD$274 NZD$257 NZD$303 NZD$257 NZD$257 NZD$279 NZD$269 NZD$308 NZD
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Frequently Asked Questions

  • Do house rentals in Cutler Bay have air conditioning?

    Absolutely! We offer over 90 house rentals with air conditioning in Cutler Bay. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Cutler Bay?

    Experience the best of Cutler Bay with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Cutler Bay vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Cutler Bay, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Cutler Bay have a kitchen?

    Absolutely! We offer over 80 house rentals with a kitchen in Cutler Bay. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Cutler Bay?

    Four-legged friends are welcome in Cutler Bay. Choose from more than 60 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for House Rentals in Cutler Bay?

    Enhance your stay in our House Rentals with the most popular amenities: over 90 homes with air conditioning, over 80 homes with a kitchen, over 90 homes with wifi, over 90 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Cutler Bay?

    Cutler Bay has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Cutler Bay?

    Yes! Work meets play with ease at over 70 vacation rentals in Cutler Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Cutler Bay have wifi?

    Absolutely! We offer over 90 house rentals with wifi in Cutler Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cutler Bay have free parking?

    Absolutely! We offer over 90 house rentals with free parking in Cutler Bay. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Cutler Bay

  • Total holiday rentals

    Explore 140 holiday rentals in Cutler Bay

  • Nightly prices starting at

    Cutler Bay holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,910 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Cutler Bay holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Cutler Bay rentals

  • 4.7 Average rating

    Cutler Bay stays receive an average rating of 4.7 out of 5 from guests

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