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

Boutique Style House Golf BBQ Hot-Tub Games Casino
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.

Miami Oasis: Chill, Shop & Relax
Dive into Miami's charm at our elegant family oasis, minutes from top shopping and eateries. Nestled in a serene enclave, this home is a fusion of luxury and comfort, ideal for those seeking a unique Airbnb experience. Revel in South Florida's warmth without the city's chaos. Positioned near attractions like the Miami Zoo, 30 mins from Downtown. It's both a haven and a hub. Here, we've perfected the art of hospitality, ensuring a stay that feels just like home, but with an added touch of magic.

Miami Villa w/ Heated Pool, Games & BBQ 5BR
5 bedrooms / 3 bathrooms 2552 interior sq. ft 11,800 sq. ft Heated pool, Pool Table, Outdoor Kitchen with BBQ, Playgroun, Half Basketball Court, Outdoor Dining Table, mini beach, Mega Chess, Mini golf, Foosball, Fire Pit Come enjoy your next vacation in this beautiful modern property. Located in a wonderful and safe area,. The house has a fully equipped kitchen, smart TV in all bedrooms and living room, heated pool for you to enjoy the eternal Florida summer,Visiting Downtown Miami,South beach

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

MIA Oasis: Best Brickell Location, Pool, Spacious!
-Less than 5 minutes to the heart of Brickell (closest you can get with a house) -Easy access to South Beach, Wynwood, Midtown, Coral Gables (all within 10-15 minutes) -Newly renovated with stylish, high-end finishes. Notably two rooms have their own bathrooms, so its a comfortable setup for large groups. -Backyard pool and patio area feels like an oasis. Great place to hangout with friends, grill, or just relax and enjoy the greenery, the sun during the day, and the stars at night.

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.

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! 🌴☀️

Cozy Oasis Pool Home-1 Min from Baptist Hospital
** No parties allowed. ZERO tolerance for loud music, parties, and drugs including marijuana—even if you smoke outside. No over consumption of alcohol in the property. A $250 fee will be charged if there are noise complaints. ** Welcome to our Cozy Oasis with a spectacular pool! Have fun with the whole family at our stylish place. Our home is completely remodeled with 3 bedrooms, 2 full bathrooms, and a half bathroom downstairs.

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.
Popular amenities for house rentals in Cutler Bay
House rentals with a pool

Casa Cascada in Coral Gables Area

Welcome to Waltonhurst

Andy Resort Inc-Flash Sale

Spanish House 3 Bedroom Pool House

Private Pool and Tropical Garden Oasis

Private Paradise between Miami & the Keys

Encanto Family/Heated pool/center of Miami/BBQ

The Finest Pool Jacuzzi Amenities BBQ
Weekly house rentals

Elegant House close to the Keys!

Family retreat oasis, heated pool, jacuzzi & grill

South Miami Gem!

Apartment with 1 bedroom

Casa Luna |Heated Pool |Private Retreat | 4BR

10 PPL | Luxury Farm | 20 Min Keys | Games | Event

Oasis&Art/ArtificialBeach/HeatedPool/MiniGolf

My beautiful home
Private house rentals

Amazing House|6 Beds|Sleeps 10|Near Wedding Venues

Peacock Boho Chic Retreat

Spacious MIAMI private home with pool and parking.

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

Maresma | 14PPL | Pool | Cinema |Sports Field |Gym

Miami Blue Lake Beach House w/Theater & Mini Golf!

CHARMING 2 BEDROOM HOME WITH PARKING AT DOOR STEPS

Pool + Fire Pit + Karaoke
When is the best time to visit Cutler Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $242 SGD | $258 SGD | $264 SGD | $255 SGD | $240 SGD | $236 SGD | $259 SGD | $246 SGD | $245 SGD | $233 SGD | $234 SGD | $242 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 4,050 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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- Kissimmee Holiday rentals
- Family-friendly rentals Cutler Bay
- Rentals with a patio Cutler Bay
- Beachfront rentals Cutler Bay
- Rentals with lake access Cutler Bay
- Rentals with pools Cutler Bay
- Rentals with a firepit Cutler Bay
- Pet-friendly rentals Cutler Bay
- Rentals with outdoor seating Cutler Bay
- Rentals with a washing machine and dryer Cutler Bay
- House rentals Miami-Dade County
- House rentals Florida
- House rentals United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Beach Convention Center
- Hard Rock Stadium
- Everglades National Park
- Haulover Beach
- Port Everglades
- Bal Harbour Beach
- Miami Design District
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Dania Beach
- Ocean Terrace Public Beach
- Broward Center for the Performing Arts
- Jungle Island
- Phillip and Patricia Frost Museum of Science
- Key Biscayne Beach
- Crandon Beach
- Gulfstream Park Racing and Casino
- Miami Beach Golf Club
- Biscayne National Park
- Biltmore Golf Course Miami
- Coral Castle




