
Holiday rentals 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.

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.

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.

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.

Cozy Suite -Exterior Entrance, SelfCheckin
If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Room 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 -Bathroom with 2 sinks -SWIMMING POOL -Central A/C -HBO TV -Refrigerator -Ceiling Fan -Closet Space -Ceramic Tile Floors -Iron & Board -Towels & Bath essentials -Hair dryer

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)

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.

“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.

The Glamping Barn - on a beautiful 5 acre farm!
When you come and stay with us, it’s a deeply immersive experience with our horses and chickens. Often you will find them in your front door or window. There is something profoundly impactful about being around horses and sharing close-quarters with them. You are in their energy field, receiving all that they have to offer. Without even realizing it, your energies are being grounded and regulated through their presence.

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.

Sukyia Charming House! Japanese Garden in SW Miami
🌿 Relax at Sukiya Tiny House! Stay in our cozy tiny house inside an award-winning garden in SW Miami-Dade’s beautiful Redlands! 🏡✨ 🐟 Explore ponds with exotic koi fish & enjoy stunning garden views 🌸 Walk through breathtaking natural scenery 🛡️ Private entrance & secure parking for your convenience A peaceful, unforgettable escape awaits! 💚

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.

Private 1bd/1bath guest suite.
We are a great location for day trips to Key Largo and the rest of the Keys as well as the Everglades. Cozy 1 bedroom studio apartment with a private entrance, bathroom, and kitchen. It is located in a very quiet area of Cutler Bay, between Key Largo and Downtown Miami. This space is perfect for travelers that prefer a peaceful retreat.
Popular amenities for Cutler Bay holiday rentals
Other great holiday rentals in Cutler Bay

Hidden Gem. Luxe 1BR w/Patio

Brand new efficiency Parking,independent entrance.

Sleeps 11• Heated Pool • Mini Golf Near Everglades

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

La Paloma

Private Entry Cozy Room/Bath Homestead/Florida key

Hideaway by the Lake

The Palms Residence
When is the best time to visit Cutler Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £132 | £135 | £148 | £131 | £120 | £112 | £132 | £112 | £112 | £122 | £117 | £135 |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
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 house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 house rentals 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 house rentals in Cutler Bay?
Four-legged friends are welcome in Cutler Bay. Choose from more than 40 house 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 wifi, over 80 homes with a kitchen, over 90 homes with air conditioning, over 90 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly house rentals in Cutler Bay?
Cutler Bay has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there house rentals with a dedicated workspace in Cutler Bay?
Yes! Work meets play with ease at over 50 house 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 £15 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
130 of Cutler Bay holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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- Miami Design District
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