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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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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
4.96 out of 5 average rating, 156 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
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, 257 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 contemporary living space is depicted, featuring a red chair next to a beige couch. A flat-screen TV is mounted on the wall across from the seating area. Light green curtains frame the windows, and a sleek kitchen island with white cabinetry is visible in the foreground.
Apartment in Miami
4.98 out of 5 average rating, 456 reviews

Serenity Oasis, Garden Retreat with Koi pond

Come and create unforgettable memories at our newly renovated luxury guest house. It boasts a private entrance, separate from the main house, which shares a wall with it. Nestled in a safe neighborhood, it’s conveniently located near everything, including the expressway. Miami Beach is just a 25-minute drive away, the Dolphin Mall is a 10-minute drive, and the Florida Keys are a 45-minute drive. Fiu University is just a 5-minute drive away.Our backyard is shared with us,and a beautiful koi pond!

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, 384 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.

Superhost
A spacious studio is presented, featuring a king-size bed with soft linens and decorative pillows. Two windows allow natural light to illuminate the room, complemented by a yellow accent chair and various indoor plants. A small table with a bottle of wine and glasses enhances the setting.
Apartment in Allapattah
4.85 out of 5 average rating, 312 reviews

King Bed Comfort – 5 Mins to Miami Hotspots

- TOTALLY PRIVATE BEAUTIFUL STUDIO Beautiful studio near everything!!! 5 minutes from the Airpot, Wynwood, Design District, South Beach, Port, Brickell, AAA, - King Size Bed - Private parking -Fully stocked kitchen also wifi, Smart Tv - 6 star hospitality - Washer and Dryer on premises to use for free - Property is 1 of 4 Airbnb on the property -$100 Pet fee -per stay. -NOTE: two pets, would be $150 per stay ( not apply for long-term stays)

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, 164 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
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.
Apartment in Palmetto Bay
4.84 out of 5 average rating, 282 reviews

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.

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, 231 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.

Top Guest favourite
Guesthouse in Miami
4.88 out of 5 average rating, 154 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 living room is depicted, featuring a large white sofa adorned with patterned cushions. A round coffee table sits on a decorative rug featuring swirling patterns. A wall-mounted television displays an image of a serene scene, while a small plant adds a touch of greenery.
Home in Cutler Bay
4.91 out of 5 average rating, 53 reviews

Paradise Home/Ideal Families /Grill / Bar

1- 3 Bedrooms (Sleeps 8 People) (1 King Bed, 1 Bunk Bed, 1 Twin Bed) 2- 25 Min to Key Largo 3- 25 Min to Miami Beach 4- 10 Min to Miami Metro Zoo 5- Homestead Speed Way 6- Private Parking 2 Cars 7- Fast Wifi 8- Laundry In Unit 9- Barbecue and Bar 10- Outdoor Dinning Area 11- Fully Equipped Kitchen 12- Ideal for Families

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, 149 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

KitchenWi-FiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Cutler Bay

Guest favourite
A spacious pool area is set in a serene backyard, featuring a clear blue pool surrounded by lounge chairs. A covered seating space is visible to the side, complemented by vibrant greenery and tall trees that provide shade.
Private room in Cutler Bay
4.95 out of 5 average rating, 198 reviews

Tropical Oasis-Miami Private Room

Guest favourite
Private room in Miami
4.8 out of 5 average rating, 414 reviews

Two Beds, bright room, in large house.

A modern kitchen features a large granite island with seating for four. Stainless steel appliances are positioned alongside light cabinetry, while natural light enters through sliding glass doors that open to an outdoor space. A comfortable and functional atmosphere is created for cooking and socializing.
Home in Cutler Bay
4.65 out of 5 average rating, 119 reviews

Miami Family Lake House 3BD/2BTH 3Beds 6 Guests

Guest favourite
Guesthouse in Cutler Bay
4.86 out of 5 average rating, 7 reviews

Dulce Hogar

Top Guest favourite
Private room in Miami
4.95 out of 5 average rating, 291 reviews

The De Loly House

Apartment in Cutler Bay
5 out of 5 average rating, 4 reviews

Elegant Miami South Stay!

Guest favourite
Private room in Cutler Bay
4.86 out of 5 average rating, 139 reviews

Adorable bedroom vacation home with private entry

Guest favourite
A master bedroom features a queen bed dressed in white bedding with a textured gray throw. A small desk and chair are positioned nearby. Wall art adds character, and light filters through sheer curtains, illuminating the space.
Guest suite in Miami
4.91 out of 5 average rating, 98 reviews

Elegant Suite | Private Patio | Perfect Relaxation

When is the best time to visit Cutler Bay?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$263 AUD$269 AUD$296 AUD$262 AUD$239 AUD$224 AUD$265 AUD$224 AUD$224 AUD$244 AUD$235 AUD$269 AUD
Avg. temp20°C22°C23°C25°C27°C28°C29°C29°C28°C27°C24°C22°C

Frequently Asked Questions

  • What are the best places to stay in Cutler Bay?

    Stays around lakeside neighborhoods, near parks, and in residential areas of Cutler Bay are frequently suggested for a peaceful experience. Many guests choose homes with easy access to outdoor spaces.

  • What are the best things to do in Cutler Bay with kids?

    Families often explore playgrounds, splash pads, and nature trails in Cutler Bay. Black Point Park and Marina is frequently suggested for spotting birds, learning about local wildlife, and enjoying waterfront activities.

  • What are some of the best things to do in Cutler Bay?

    Visitors explore local parks, kayak or boat in Biscayne Bay, and visit farmers markets on weekends. Many enjoy discovering neighborhood art and taking guided nature walks.

  • How is the weather in Cutler Bay?

    Cutler Bay has warm, humid weather almost year-round, with temperatures ranging from 61–91°F (16–33°C). Rain is most frequent from late spring through early autumn, so an umbrella or rain jacket can be helpful.

  • When is the best time to visit Cutler Bay?

    Late autumn and winter are often suggested for visiting Cutler Bay, as temperatures are milder and rainfall tends to be lower. Spring draws visitors with blooming gardens and outdoor events.

  • What are the best places to visit in Cutler Bay?

    Cutler Bay has lush parks, community gardens, and access to Biscayne Bay for water activities. Popular spots often include Black Point Park and Marina, winding trails, and spaces for picnics or birdwatching.

  • What are some hiking trails in Cutler Bay?

    Cutler Bay has walking and hiking paths in local parks such as Cutler Ridge Park and Black Point Park and Marina, where visitors wander through mangrove areas and scenic waterfront routes.

  • What are some family activities we can do in Cutler Bay?

    Families explore local parks, playgrounds, and take part in community recreation programs in Cutler Bay. Visiting Black Point Park and Marina is also often recommended for wildlife spotting and waterfront fun.

  • What are some of the best day trip ideas from Cutler Bay?

    Explore nearby nature preserves, take a trip to cultural attractions around Miami, or unwind at area beaches. The region also has gardens, wildlife centers, and local art galleries to discover.

  • Are there any pet friendly accommodations available in Cutler Bay?

    Cutler Bay has pet-friendly accommodations, including homes with fenced yards and rentals near green spaces. Neighborhood parks around the area make visiting with pets convenient.

  • What are some local tips for visiting Cutler Bay?

    Locals suggest exploring parks early to avoid midday heat and bringing sun protection for outdoor adventures. Sampling regional seafood and supporting area markets often adds to the experience.

  • What is Cutler Bay known for?

    Cutler Bay is known for its coastal setting, local parks, and family-friendly neighborhoods. The area frequently draws visitors for boating, fishing, and exploring its green spaces.

  • What are the best hidden gems to explore in Cutler Bay?

    Visitors often enjoy local nature trails, community art installations, and quiet waterfront picnic spots around Cutler Bay. Neighborhood farmers markets are a frequent weekend find.

  • What are the best foods to try in Cutler Bay?

    Regional seafood dishes, Cuban-inspired cuisine, and tropical fruit smoothies are frequently suggested in Cutler Bay. Locally owned cafes and restaurants often serve specialties made with fresh area ingredients.

  • What should I bring for a trip to Cutler Bay?

    Pack lightweight clothing, comfortable shoes for walking, and sun protection such as hats and sunscreen. A reusable water bottle is useful, especially during warmer months.

  • What is the nightlife in Cutler Bay like?

    Cutler Bay has a laid-back nightlife scene with neighborhood bars, locally owned restaurants, and occasional live music. Many venues feature outdoor seating and a casual atmosphere.

  • What are the most popular events or festivals in Cutler Bay?

    Cutler Bay’s calendar regularly features community celebrations, outdoor concerts, and neighborhood art fairs, especially during spring and early summer. Holiday parades and family-oriented festivals are also popular.

  • Are there family friendly vacation rentals in Cutler Bay?

    Cutler Bay has many family-friendly vacation rentals, ranging from houses in quiet neighborhoods to condos near parks and playgrounds. Listings often highlight spacious layouts and amenities for children.

Quick stats about holiday rentals in Cutler Bay

  • Total holiday rentals

    Explore 130 holiday rentals in Cutler Bay

  • Nightly prices starting at

    Cutler Bay holiday rentals start at $30 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 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

Destinations to explore

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