
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.

Enjoy our Beautiful Home on a Fun Canal! Hot tub!
Beautiful & Modern 4/3 Canal House! completely renovated. Go Kayaking through the Canals.. Enjoy the views of the backyard and canal with jumping fish all day, House is in a centric and quiet neighborhood. Amazing backyard & terrace with a BBQ, 2 Kayaks provided for Guest. Home is near nice restaurants and close to main Highways.. ✔️15min from Miami International airport ✔️25min - Downtown Miami ✔️ 30min - Miami Beach ✔️10-15min - Dadeland Mall & Merrick Park Come Relax at our Paradise Home!

Modern Miami Home 2BR 1BA Free Parking
Centrally located and newly renovated, this 2 bedroom 1 bathroom home offers a king size bed in one bedroom and a queen size bed in the second bedroom. Perfect for 4 guests. The open layout provides natural light, a full sized kitchen with new stainless steel appliances and a living room with an HD Smart TV. Located in a quiet neighborhood just minutes from Coconut Grove & Coral Gables. It's a quick 15-20 min drive to Brickell, Wynwood, Key Biscayne, South Beach and other Miami hot spots.

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!

Luxury Oasis: Private Grill Hot Tub and Serenity
Come make memories at 3/2 !!! 2 king size beds 1 queen size and 1 twin size ! A spacious house with modern amenities close to all tourist places in miami ! Very close to prestigious Coral gables,the University of Maimi, Venetian Pool ,Downtown Miami, and South Beach .. The place is one block away from shopping center , many famous restaurants !This house was built 2019 so you will a enjoy all the amenities of a modern designed House ..Also Salt water Jacuzzi for 8 people to relax

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!

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

The River House Miami

Poolside Haven 4/2, Htd pool, oudr ktch by freeway

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

Luxury Villa | Spa - Pool |Top Location| Pets |BBQ

Heated Pool/Basketball Court/Ping Pong Table/Golf
Weekly house rentals

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

King Bed • Spacious • Boutique-Style Stay

Family retreat oasis, heated pool, jacuzzi & grill

Royal Palm Gateway - Modern 4BR Homestead Retreat

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

The Luxe Villa Miami Area/Private Pool/BBQ /Games

South Miami Gem!

Tropical POOL Gateway! Midway to the Keys/ Miami
Private house rentals

Spacious MIAMI private home with pool and parking.

SW Miami Oasis w/playroom & basketball hoop

The Dream Studio

Casa Luna | Pool |Private Retreat | 4BR

Cozy house

Private Villa • Pool & Waterfall

Oasis&Art/ArtificialBeach/HeatedPool/MiniGolf

Amazing 1/1, GREAT Location!
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
- Seminole Holiday rentals
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- Beachfront rentals Cutler Bay
- Rentals with lake access Cutler Bay
- Rentals with a washing machine and dryer Cutler Bay
- Rentals with a patio Cutler Bay
- Pet-friendly rentals Cutler Bay
- Rentals with pools Cutler Bay
- Family-friendly rentals Cutler Bay
- Rentals with outdoor seating Cutler Bay
- Rentals with a firepit Cutler Bay
- House rentals Miami-Dade County
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- House rentals United States
- South Beach
- Fort Lauderdale Beach
- Miami Design District
- Bayfront Park
- The Tides on Hollywood Beach
- Sea Air Towers Condominium Association
- Brickell City Centre
- Bayside Marketplace
- Miami Beach
- Miami Beach Convention Center
- Ritz-Carlton
- Kaseya Center
- Hard Rock Stadium
- Midtown
- Everglades National Park
- Fortune House Hotel
- Port Everglades
- Lummus Park
- University of Miami
- Haulover Beach
- Ocean Reserve Condominium
- Sawgrass Mills
- Las Olas Beach
- Lauderdale-By-The-Sea Beach




