
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.

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.

BellaMoon Oasis Miami
Experience unparalleled modern luxury in South Miami Heights with this beautiful 5 bedroom, 3.5 bathroom single-family home. The interior showcase elegant porcelain flooring, pristine white quarts countertops, and contemporary italian cabinetry. Step outside to discover a private retreat with custom pergolas and meticulously landscape gardens. You'll be captivated by the stunning 28 x 40 custom heatedpool with saltwater system featuring three beach- style entries and a magnificent jacuzzi

Private Backyard Oasis • Pool, Jacuzzi & Grill
Welcome to Forget-me-not Villa, a sanctuary for your family and friends to let loose barefoot and unwind in the private backyard fully fenced, feel the breeze, stargaze at night, and savor the comfort of our exquisite vacation home. The villa features a pool and jacuzzi, a grill station, a love seat for romantic moments, a playground for children, an Xbox S for gamers, board games, mini golf, pool volleyball and basketball hoop, Smart TVs& high-speed Wi-Fi & electric car connection.

Spacious Home by the Bay FAST Wi-Fi & Coffee
You will be steps away from Old Cutler Road and an abundance of unique dining and recreational options. Pay a visit to nearby attractions such as Southland Mall, The Falls Shopping Center, Black Point Marina, Deering Estates, Dennis C. Moss Cultural Center, Miami Metro Zoo, and more! ❧ 48 minutes away from the Florida Keys. ❧ 37 minutes away from Miami Beach. ❧ 33 minutes away from the Everglades National Park. Message us about long stay, military, & first responder discounts.

Escape to Miami/Heather+Pool/9pl/BBQ/pool table.
🏡 Spacious Home with Heated Pool, BBQ & Game Room 🎉 Enjoy this perfect getaway for families and groups! 🛏 4 bedrooms: King, 2 Queen, and a bunk bed (Full + 2 Twin). 🚿 2.5 bathrooms. 🎱 Game room with pool table. 📺 TVs in all rooms, living room & patio. 👶 Crib & high chair available. 🍽 Fully equipped kitchen. 🏊♂️ Private heated pool 🔥. 🍖 BBQ & 🌿 2 hammocks in the patio. 🏠 Spacious, cozy, and perfect for relaxation. Book now for an unforgettable stay! ✨

“Explore at Hacienda Paraíso” Suite 2 | pool |
Welcome to Room 2, the second addition at Hacienda Paraíso. This beautiful suite is conveniently located next to another Airbnb suite, offering flexibility for your stay. We are happy to offer you a much larger space with a king size bed and queen size pullout couch making it easier to accommodate up to four people. The bathroom is very spacious with double sinks. You’ll also enjoy a beautiful view of the green front of the property and pool access.

Casa Luna | Heated Pool |Private Retreat | 4BR
Welcome to Casa Luna – Your Private Oasis with a Heated Pool! Unwind in this stylish 4-bedroom, 3-bathroom home featuring a private pool, perfect for relaxing swims any time of year. Located in a quiet, family-friendly neighborhood in Cutler Bay, you're perfectly positioned between the Florida Keys and Downtown Miami. Whether you're here for adventure or relaxation, Casa Luna is the ideal home base for your South Florida getaway!

Beauty Miami Villa w/Heated Pool, Playground & BBQ
Modern Miami villa with 5 bedrooms and 3 bathrooms, designed to offer comfort and style. With over 2,500 sq. ft. of interior space and a spacious 11,800 sq. ft. lot, this property features a heated pool, outdoor kitchen with BBQ, and unique entertainment areas such as a pool table, mini golf, and giant chess. Enjoy a private oasis with outdoor spaces perfect for relaxing and sharing unforgettable moments.

Serene Bougainvillea Paradise
Do you need an escape from your worries and daily stress? You do not need to look any further. Bougainvillea will not only be your home away from home, but it also offers the peace only found in paradise. This spacious home is located in a secure and quiet cul-de-sac and features an incredible backyard that will make you forget that you are just minutes away from the beach and shopping plazas.

To the Keys
Your family will be close to all these places if you stay in this centrally located accommodation to shop in stores with more than 50% discounts on the best brands, around the Southland Mall shopping centers, near Miami Zoo, Monkey Jungle, Pintos Farm, Brothers Farms, etc. As well as restaurants and more entertainment around it, you can contact me for more details if you wish

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.

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
Popular amenities for Cutler Bay holiday rentals
Other great holiday rentals in Cutler Bay

Home away from Home!

Holliday's Getaway/Private Duplex House/ Parking

Heated Pool/Jacuzzi Paradise: Cozy Miami Retreat

Central location

Waterfront Miami Villa | Pool, Kayaks, Mini Golf

Vacation QJR

Cutler Bay Guest House

Good Vibes Oasis, 2 Story Townhome in Cutler Bay
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 | £133 | £112 | £112 | £112 | £135 | £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
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 £15 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 & 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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