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Vacation rentals in Cutler Bay

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Top-rated vacation rentals in Cutler Bay

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

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Guest favorite
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, 150 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! ā§ 48 minutes from the Florida Keys. ā§ 37 minutes from Miami Beach. ā§ 33 minutes from the Everglades. Message us about long stay, military, & first responder discounts.

Top guest favorite
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, 255 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 favorite
A spacious studio features a wooden sleigh bed complemented by two ceiling fans above. A small dining table is visible nearby, along with a wooden nightstand next to the bed. The elegant granite floor reflects the soft lighting from the simple wall fixtures.
Guest suite in Homestead
4.99 out of 5 average rating, 330 reviews

GATED king studio on 5 acres/22OV TESLA charging

Close to Everglades National Park, Biscayne National Park, FL Keys, located in the Redland tropical agricultural area. This is a gated property with secure parking for campers, boats, trailers, etc. The studio is totally renovated with the highest quality of materials. Fruit is available to guests when in season and there is usually something in season during the year. TESLA charging is available at parking area (guest must bring their TESLA charging cable). No children under 12 yrs. old.

Guest favorite
The entrance of the property is framed by mature palm trees and lush landscaping, showcasing vibrant greenery. A large half-circle driveway leads up to the house, highlighted by a smooth, paved surface. The warm-toned exterior of the home is visible, inviting guests into a tranquil setting.
Guest suite in Miami
4.91 out of 5 average rating, 421 reviews

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

Top guest favorite
A modern two-story residence is shown, featuring a neutral faƧade 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, 102 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 favorite
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, 393 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 favorite
A group of horses stands near a white fence under a colorful sunset. The scene captures a brown foal in the foreground, while three other horses, including a white one, are seen closer to the fence. The sky is painted with shades of orange and pink.
Barn in Homestead
4.9 out of 5 average rating, 211 reviews

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.

Superhost
Guest suite in Homestead
4.89 out of 5 average rating, 451 reviews

Tranquil Retreat with Vintage Charm

🌓 Retreat to a private guest suite in one of the area’s safest communities, just north of Key Largo. With a plush bed, upscale amenities, and a Smart TV, you’ll enjoy boutique comfort in a prime location—minutes from Everglades and Biscayne National Parks, and a short drive to Miami or the Florida Keys. Perfect for travelers who want both style and convenience. ✨ šŸ’

Guest favorite
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.

Superhost
Home in Cutler Bay
4.83 out of 5 average rating, 148 reviews

Miami House Heated Pool BBQ & Family Fun

Enjoy a luxury stay in this beautiful 4BR/2BA Miami home. Relax in the heated pool or cook up a feast on the BBQ. The outdoor seating area is perfect for unwinding, and the foosball table offers fun for everyone. Every detail of this serene escape is designed for your comfort and enjoyment. Make unforgettable memories in this perfect Miami retreat!

Guest favorite
Guesthouse in Miami
4.87 out of 5 average rating, 142 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.

Superhost
A cozy sleeping area features a spacious bed covered with a light quilt. Soft lighting is provided by two bedside lamps on turquoise tables. A large framed artwork of a serene ocean scene hangs above the bed, complemented by a stylish black and white patterned closet door.
Guest suite in Miami
4.82 out of 5 average rating, 540 reviews

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 vacation rentals

When is the best time to visit Cutler Bay?

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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 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 vacation rentals in Cutler Bay

  • Total vacation rentals

    Explore 140 vacation rentals in Cutler Bay

  • Nightly prices starting at

    Cutler Bay vacation rentals start at € 17 per night before taxes and fees

  • Verified guest reviews

    Over 5,910 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation 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 vacation rentals include wi-fi 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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