
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.

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.

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!

Guest Studio apt, Private entrance, Patio, Parking
Take it easy at this unique and tranquil getaway in our 1930's Spanish Villa in the center of Little Havana and Coral Gables in the heart of Shenandoah. Your Guest Suite is equipped with a private entrance, private garden, and parking. Casita Amorcita is designed to give you the feeling of 'home' and 'love,' with the guest experience in mind. All linens are 100% cotton. Here you will have all that you need to rest, recover, recharge, and enjoy. We look forward to welcoming you home.

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

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)

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)

“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.

Villa Samsara - on a beautiful 5 acre farm
When you come and stay with us, it’s a deeply immersive experience with our horses. 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.

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.
Popular amenities for Cutler Bay vacation rentals
Cutler Bay oceanfront vacation rentals

Millionnaire Rows Charm!

Key Biscayne little beach place

★★★★★Ocean front Bal Harbour Resort 2 Balcony

Fontainebleau Sorrento Jr. Suite w/ Balcony

Modern Beach Lake-Front House in Miami !

Wall 2 Wall Paradise Direct Ocean front Penthouse

Lovely 1-Bedroom unit steps to the ocean

W HOTEL South Beach Luxury Ocean View Studio
Other great vacation rentals in Cutler Bay

Modern Boutique-Style Studio Ideal for Travelers

Miami Oasis: Chill, Shop & Relax

Luxurious house with pool and recreational areas.

Hidden Gem. Luxe 1BR w/Patio

Las Palmas | 8PPL | Jacuzzi | Excellent Location | BBQ

Chic-ness Oasis

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

Studio Private Entry close to Blackpoint Marina
When is the best time to visit Cutler Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 151 | € 155 | € 170 | € 150 | € 137 | € 129 | € 152 | € 129 | € 129 | € 140 | € 135 | € 155 |
| 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
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 vacation rentals in Cutler Bay

Total vacation rentals
Explore 130 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 5,610 verified reviews to help you choose

Family-friendly vacation rentals
70 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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