
House holiday rentals in Cutler Bay
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Top-rated house rentals in Cutler Bay
Guests agree: these houses are highly rated for location, cleanliness and more.

Boutique Style House Hot-Tub Mini-Golf BBQ & Games
Come enjoy this beautiful vacation townhouse with 3 bedrooms, 2.5 bathrooms in Homestead - Miami with a large parking driveway. This is a tropical paradise close to everything needed to live the good life! Great location close to Miami Zoo, Homestead Speedway, and US1 to the Florida Keys The property sleeps up to 8 guests and is ideal for a group of friends or family looking to experience all the sunshine and fun that South Florida has to offer. Property is located in 137 Avenue and 260th Lane

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.

Apartment Up to 4 people in Miami
You will be in a welcoming first floor private apartment with private entrance on the side of the house. High end amenities include: Queen memory foam mattress, Futon sofa bed, large walk in closet, clean sheets and linens, bathroom toiletries, full equipped kitchen, umbrella, chairs, and extra towel to take to the beach, patio with relaxing sit-in area, Wifi,TV with local channels and Netflix,one parking space on driveway, complimentary coffee and tea Video system in the gate entrance.

Private duplex in the center of Miami.
1 bed/1bath Duplex located in the heart of Miami. Outdoor space is communal with free street parking. 2 minute WALK to Magic City Casino, 5 minutes away from Miami international airport, 5 minutes from restaurants and nightlife in Coral Gables & calle ocho, 10 minutes from downtown Miami, bayside, etc. Perfect for anyone with long layover at Miami Int Airport, or awaiting a cruise departure from port of Miami (Port of Miami is 10 minutes away). FREE wifi & cable included during your stay.

Miami Falls Area Large Beautiful Studio/Apartment
Very beautiful and comfortable large studio/apartment with plenty of sunlight in the heart of the Falls area. Private entrance with parking space. Queen size bed (60" W x 80" L) with a living room, full bathroom and Kitchenette (NO STOVE), TV and internet. Close to Shopping Centers. Check In Time: after 3 PM; Check Out Time: 11 AM; Valid Picture ID will be requested to show upon arrival. ONLY PEOPLE IN THE RESERVATION WILL BE ALLOWED IN THE PROPERTY - NO EXCEPTIONS - Magnificent area!

Sanctuary Salt water heated pool BBQ Grill Oasis
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

Miami Oasis: Chill | Shop | Relax | Charming Home
A spacious and private retreat designed for families and group stays, our home in Palmetto Estates comfortably hosts up to 10 guests. We offer 3 well-appointed bedrooms, 2 full bathrooms, a bright living space, a fully equipped kitchen, laundry area, garage, and a covered patio with a large grassy yard. Located in a quiet neighborhood close to shopping, dining, Miami Zoo, the Everglades, and just 30 minutes from Downtown Miami, it’s an ideal base to explore South Florida.

CozyHome Near National Parks Between Miami & Keys
This cozy, family friendly, 3 bedroom 2 bathroom house is located in Historic Downtown Homestead. It is in close proximity to two National Parks (Everglades & Biscayne) in addition to other local attractions such as the Florida Keys Outlet Mall, Homestead-Miami Speedway, Fruit and Spice Park, and more. In only an 9 minute walk away, you can also enjoy movies, bowling and an arcade at Hooky Entertainment or the performance arts at the Historic Seminole Theatre.

Elegant Casita, Heart of Miami
Enjoy our beautiful and central house in the heart of the 305! With two bedrooms with queen-sized beds, 1.5 bathrooms, fully equipped kitchen, washer and dryer and custom laundry area, it is the ideal spot for your next trip to Miami. Conveniently located 10mn away from the airport and down the street from the entrance to the Palmetto Expressway leading to the junction with the Dolphin expressway, it is quite literally in the beating heart of the City!

Luxury Guayabita’s House
Luxury Guayabitas House is a spacious single-family house located in the prestigious Coral Gables neighborhood, 9.6 km from downtown Miami and 5 km from the international airport. It offers a spacious living room with a flat-screen TV, one bedrooms, an equipped kitchen with a dining area, and a bathroom with free toiletries and a hairdryer. The garden area has an area to enjoy a nice snack surrounded by nature with access to private parking.

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.

Light and bright starlit apartment
Completely remodeled property with ceiling fans and LED lights with remote control, a modern bathroom with a custom sink and walk-in shower, and the convenience of an in-unit washer and dryer. The bedroom features blackout curtains for restful sleep, while the fully equipped kitchen (including microwave) has everything you need to feel at home. Enjoy a comfortable stay and make the most of the beautiful warm weather in Miami! 🌴☀️
Popular amenities for house rentals in Cutler Bay
House rentals with a pool

Kendall Keys Oasis w/ HEATED Pool Theater & Arcade

Private Pool and Tropical Garden Oasis

Beautiful Spacious 4 Bedroom Heated Pool

Encanto Family/Heated pool/center of Miami/BBQ

Spectacular Luxury Villa in Miami/Pool/BBQ/Games

3B/2B Tropical Oasis w Salt-Water Pool! Lake views

Tropical Paradise Between Miami and the FL Keys

Centrally Located Resort Style Miami home
Weekly house rentals

Anjole Luxury Villa | 12PPL | Pool | Games | BBQ

King Bed • Spacious • Boutique-Style Stay

Family retreat oasis, heated pool, jacuzzi & grill

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

South Miami Gem!

Tropical POOL Gateway! Midway to the Keys/ Miami

Casa Luna | Pool |Private Retreat | 4BR

Chic-ness Oasis
Private house rentals

Spacious MIAMI private home with pool and parking.

The Dream Studio

Casa Coconut Grove 2

Cozy house

Private Villa • Pool & Waterfall

Oasis&Art/ArtificialBeach/HeatedPool/MiniGolf

Cozy studio in Miami with private access.

CHARMING 2 BEDROOM HOME WITH PARKING AT DOOR STEPS
When is the best time to visit Cutler Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $240 SGD | $255 SGD | $262 SGD | $253 SGD | $237 SGD | $233 SGD | $256 SGD | $244 SGD | $242 SGD | $231 SGD | $232 SGD | $240 SGD |
| 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 |
Quick stats about house rentals in Cutler Bay

Total holiday rentals
Explore 90 holiday rentals in Cutler Bay

Nightly prices starting at
Cutler Bay holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 3,840 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 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
Destinations to explore
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- Rentals with a patio Cutler Bay
- Pet-friendly rentals Cutler Bay
- Rentals with pools Cutler Bay
- Family-friendly rentals Cutler Bay
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- South Beach
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- Miami Design District
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