Cutler Bay, FL Vacation Rentals & Ski-in/Ski-out Homes
House
- Miami
- ·
- Cutler Bay
- 1.45 mi to center
10.0Exceptional
(19 Reviews)
4 Bedrooms
2 Baths
8 Guests
Private Pool
Parking
Pool
Balcony/Terrace
US $790/Night
7 Nights - US $5,531
House
- Miami
- ·
- Cutler Bay
- 0.42 mi to center
10.0Exceptional
(26 Reviews)
4 Bedrooms
4 Baths
6 Guests
1991.32 ft²
- Parking
- Pool
- Balcony/Terrace
View
US $896/Night
7 Nights - US $6,273
Villa
- Miami
- ·
- Cutler Bay
- 1.58 mi to center
1 Bedroom
1 Bath
- Parking
Kitchen
Air Conditioner
Internet
US $536/Night
7 Nights - US $3,749
House
- Miami
- ·
- Cutler Bay
- 0.85 mi to center
10.0Exceptional
(14 Reviews)
6 Bedrooms
5 Baths
18 Guests
Hot Tub- Parking
- Pool
- Balcony/Terrace
US $912/Night
7 Nights - US $6,382
House
- Miami
- ·
- Cutler Bay
- 1.54 mi to center
10.0Exceptional
(10 Reviews)
3 Bedrooms
2 Baths
6 Guests
2464.94 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $380/Night
7 Nights - US $2,660
House
- Miami
- ·
- Cutler Bay
- 1.17 mi to center
10.0Exceptional
(14 Reviews)
4 Bedrooms
2 Baths
8 Guests
2756 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $454/Night
7 Nights - US $3,180
House
- Miami
- ·
- Cutler Bay
- 1.39 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
1250 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $409/Night
7 Nights - US $2,860
Apartment
- Miami
- ·
- Cutler Bay
- 1.92 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $383/Night
7 Nights - US $2,679
Villa
- Miami
- ·
- Cutler Bay
- 1.67 mi to center
9.6Exceptional
(20 Reviews)
4 Bedrooms
4 Baths
10 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $779/Night
7 Nights - US $5,453
Luxury Places to Stay in Cutler Bay
Over 154+ Luxury Places to Stay in or Near Cutler Bay
House
- Miami
- ·
- Cutler Bay
- 1.18 mi to center
6.0Good
(2 Reviews)
5 Bedrooms
3 Baths
6 Guests
2500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,310/Night
7 Nights - US $9,169
Villa
- Miami
- ·
- Cutler Bay
- 0.66 mi to center
9.4Exceptional
(23 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $1,184/Night
7 Nights - US $8,287
Villa
- Miami
- ·
- Cutler Bay
- 1.45 mi to center
10.0Exceptional
(6 Reviews)
6 Bedrooms
4 Baths
16 Guests
3498 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,003/Night
7 Nights - US $7,018
Villa
- Miami
- ·
- Cutler Bay
- 0.93 mi to center
9.0Exceptional
(8 Reviews)
5 Bedrooms
4 Baths
12 Guests
- Private Pool
Breakfast- Parking
- Pool
US $921/Night
7 Nights - US $6,450
House
- Miami
- ·
- Cutler Bay
- 1.13 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $919/Night
7 Nights - US $6,431
House
- Miami
- ·
- Cutler Bay
- 1.40 mi to center
9.0Exceptional
(2 Reviews)
7 Bedrooms
4 Baths
16 Guests
1399.31 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $817/Night
7 Nights - US $5,717
New
House
- Miami
- ·
- Cutler Bay
- 1.28 mi to center
6 Bedrooms
4 Baths
16 Guests
2820.14 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- View
US $814/Night
7 Nights - US $5,697
House
- Miami
- ·
- Cutler Bay
- 1.38 mi to center
5 Bedrooms
3 Baths
16 Guests
2346.53 ft²
- Pool
- Balcony/Terrace
- View
- Air Conditioner
US $777/Night
7 Nights - US $5,441
House
- Miami
- ·
- Cutler Bay
- 1.09 mi to center
5 Bedrooms
4 Baths
12 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $759/Night
7 Nights - US $5,314
Top-Rated Vacation Rentals with a Pool in Cutler Bay
Over 64+ Top-Rated Vacation Rentals with a Pool in or Near Cutler Bay
House
- Miami
- ·
- Cutler Bay
- 1.07 mi to center
10.0Exceptional
(19 Reviews)
4 Bedrooms
3 Baths
11 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $593/Night
7 Nights - US $4,150
House
- Miami
- ·
- Cutler Bay
- 0.47 mi to center
10.0Exceptional
(16 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $534/Night
7 Nights - US $3,738
House
- Miami
- ·
- Cutler Bay
- 1.39 mi to center
10.0Exceptional
(11 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $698/Night
7 Nights - US $4,886
House
- Miami
- ·
- Cutler Bay
- 1.54 mi to center
10.0Exceptional
(10 Reviews)
3 Bedrooms
2 Baths
6 Guests
2465 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $462/Night
7 Nights - US $3,236
House
- Miami
- ·
- Cutler Bay
- 1.07 mi to center
10.0Exceptional
(8 Reviews)
4 Bedrooms
3 Baths
11 Guests
1646.88 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $394/Night
7 Nights - US $2,756
House
- Miami
- ·
- Cutler Bay
- 1.59 mi to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
360 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $234/Night
7 Nights - US $1,639
New
Apartment
- Miami
- ·
- Cutler Bay
- 1.80 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
205 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $101/Night
7 Nights - US $710
New
Apartment
- Miami
- ·
- Cutler Bay
- 1.80 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
205 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $101/Night
7 Nights - US $710
New
Apartment
- Miami
- ·
- Cutler Bay
- 1.80 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
205 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $85/Night
7 Nights - US $594
Pet-Friendly Vacation Rentals in Cutler Bay
Over 74+ Pet-Friendly Vacation Rentals in or Near Cutler Bay
House
- Miami
- ·
- Cutler Bay
- 1.21 mi to center
5 Bedrooms
3 Baths
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $727/Night
7 Nights - US $5,087
Villa
- Miami
- ·
- Cutler Bay
- 1.27 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
3498.27 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $311/Night
7 Nights - US $2,177
Apartment
- Miami
- ·
- Cutler Bay
- 0.31 mi to center
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $374/Night
7 Nights - US $2,619
House
- Miami
- ·
- Cutler Bay
- 0.30 mi to center
10.0Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
6 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $383/Night
7 Nights - US $2,678
Apartment
- Miami
- ·
- Cutler Bay
- 1.47 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
215.28 ft²
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $203/Night
7 Nights - US $1,423
New
Apartment
- Miami
- ·
- Cutler Bay
- 1.80 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
205 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $85/Night
7 Nights - US $594
New
Apartment
- Miami
- ·
- Cutler Bay
- 1.80 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
205 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $79/Night
7 Nights - US $556
New
Apartment
- Miami
- ·
- Cutler Bay
- 1.80 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
205 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $79/Night
7 Nights - US $555
New
Apartment
- Miami
- ·
- Cutler Bay
- 1.80 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
205 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $85/Night
7 Nights - US $594
Large Vacation Homes & Villas in Cutler Bay
Over 44+ Large Vacation Homes & Villas in or Near Cutler Bay
Villa
- Miami
- ·
- Cutler Bay
- 1.49 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
8 Guests
2970 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $437/Night
7 Nights - US $3,056
House
- Miami
- ·
- Cutler Bay
- 1.18 mi to center
9.9Exceptional
(7 Reviews)
4 Bedrooms
2 Baths
12 Guests
2002.09 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $397/Night
7 Nights - US $2,782
Villa
- Miami
- ·
- Cutler Bay
- 1.63 mi to center
1 Bedroom
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $360/Night
7 Nights - US $2,522
House
- Miami
- ·
- Cutler Bay
- 1.41 mi to center
8.4Excellent
(5 Reviews)
4 Bedrooms
3 Baths
14 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $448/Night
7 Nights - US $3,138
Apartment
- Miami
- ·
- Cutler Bay
- 1.73 mi to center
9.5Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
10 Guests
1496.18 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $218/Night
7 Nights - US $1,528
House
- Miami
- ·
- Cutler Bay
- 0.93 mi to center
7.4Very Good
(3 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $376/Night
7 Nights - US $2,635
House
- Miami
- ·
- Cutler Bay
- 1.04 mi to center
9.6Exceptional
(66 Reviews)
4 Bedrooms
2 Baths
10 Guests
2500 ft²
- Private Pool
- Breakfast
- Parking
- Pool
US $478/Night
7 Nights - US $3,344
House
- Miami
- ·
- Cutler Bay
- 0.34 mi to center
10.0Exceptional
(3 Reviews)
5 Bedrooms
3 Baths
12 Guests
1660 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $575/Night
7 Nights - US $4,026
House
- Miami
- ·
- Cutler Bay
- 1.17 mi to center
9.8Exceptional
(27 Reviews)
7 Bedrooms
4 Baths
19 Guests
3000 ft²
- Private Pool
- Parking
- Pool
Ocean View
US $886/Night
7 Nights - US $6,205
Wheelchair Accessible Vacation Homes in Cutler Bay
Over 5+ Wheelchair Accessible Vacation Homes in or Near Cutler Bay
Apartment
- Miami
- ·
- Cutler Bay
- 0.99 mi to center
3.0Average
(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Private Pool
Oceanfront- Pool
- Ocean View
US $279/Night
7 Nights - US $1,953
Hotel
- Miami
- ·
- Cutler Bay
- 1.81 mi to center
3.9Average
(903 Reviews)
8 Baths
204.51 ft²
- Parking
- Pool
- Air Conditioner
- Internet
US $91/Night
7 Nights - US $636
Hotel
- Miami
- ·
- Cutler Bay
- 1.81 mi to center
5.0Average
(1190 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $81/Night
7 Nights - US $568
House
- Miami
- ·
- Cutler Bay
- 1.79 mi to center
1 Bedroom
1 Bath
4 Guests
301 ft²
- Breakfast
- Pool
- Kitchen
- Air Conditioner
US $221/Night
7 Nights - US $1,550
Hotel
- Miami
- ·
- Cutler Bay
- 1.87 mi to center
7.6Very Good
(1007 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $112/Night
7 Nights - US $783
Cutler Bay Resorts and Airbnb Homes Under $200
Over 34+ Cutler Bay Resorts and Airbnb Homes Under $200
House
- Miami
- ·
- Cutler Bay
- 1.14 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $103/Night
7 Nights - US $718
House
- Miami
- ·
- Cutler Bay
- 1.20 mi to center
8.5Fabulous
(54 Reviews)
1 Bedroom
1 Bath
3 Guests
495.14 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $86/Night
7 Nights - US $599
House
- Miami
- ·
- Cutler Bay
- 2.92 mi to center
8.8Fabulous
(16 Reviews)
1 Bedroom
1 Bath
- Parking
- Internet
Child Friendly
Bedding/Linens
US $65/Night
7 Nights - US $455
Apartment
- Miami
- ·
- Cutler Bay
- 1.60 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $200/Night
7 Nights - US $1,397
House
- Miami
- ·
- Cutler Bay
- 0.30 mi to center
8.0Excellent
(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
796.53 ft²
- Parking
- View
- Air Conditioner
- Internet
US $173/Night
7 Nights - US $1,210
Apartment
- Miami
- ·
- Cutler Bay
- 1.18 mi to center
9.0Exceptional
(41 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Ocean View
- View
US $153/Night
7 Nights - US $1,073
Apartment
- Miami
- ·
- Cutler Bay
- 1.15 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $140/Night
7 Nights - US $980
House
- Miami
- ·
- Cutler Bay
- 1.40 mi to center
7.8Very Good
(23 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $130/Night
7 Nights - US $907
Condo
- Miami
- ·
- Cutler Bay
- 0.76 mi to center
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $146/Night
7 Nights - US $1,021
Instantly Bookable Vacation Homes in Cutler Bay
Over 70+ Instantly Bookable Vacation Homes in or Near Cutler Bay
House
- Miami
- ·
- Cutler Bay
- 1.25 mi to center
8.6Fabulous
(34 Reviews)
3 Bedrooms
2 Baths
8 Guests
2000 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $561/Night
7 Nights - US $3,930
House
- Miami
- ·
- Cutler Bay
- 1.63 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $429/Night
7 Nights - US $3,005
Apartment
- Miami
- ·
- Cutler Bay
- 1.03 mi to center
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $221/Night
7 Nights - US $1,548
House
- Miami
- ·
- Cutler Bay
- 1.17 mi to center
6.8Good
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $214/Night
7 Nights - US $1,496
House
- Miami
- ·
- Cutler Bay
- 1.58 mi to center
6.0Good
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $420/Night
7 Nights - US $2,943
Apartment
- Miami
- ·
- Cutler Bay
- 1.41 mi to center
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $130/Night
7 Nights - US $910
Apartment
- Miami
- ·
- Cutler Bay
- 1.36 mi to center
1 Bedroom
1 Bath
2 Guests
200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $130/Night
7 Nights - US $908
New
Apartment
- Miami
- ·
- Cutler Bay
- 1.00 mi to center
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $119/Night
7 Nights - US $831
House
- Miami
- ·
- Cutler Bay
- 2.80 mi to center
2 Bedrooms
1 Bath
5 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $112/Night
7 Nights - US $784
Book a Last Minute Place to Stay in Cutler Bay
About Cutler Bay Vacation Rentals
Explore over 163 vacation rentals in Cutler Bay with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Cutler Bay for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Cutler Bay. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Cutler Bay tailored to your preferences. On average, these rentals offer 805.01 ft² of space, and are priced at an average of US $397 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Cutler Bay at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Cutler Bay
| Type | Count |
|---|---|
| Vacation Homes | 109 |
| Holiday Apartments | 31 |
| Villas | 14 |
| Cottages | 1 |
| Unique Vacation Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Cutler Bay
★ Pro Tip: Discover Your Ideal Vacation Rental in Cutler Bay with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Cutler Bay, FL
View the weather forecast for Cutler Bay before booking your Cutler Bay Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Cutler Bay, FL
Sunski offers a large selection of top attractions around Cutler Bay . Research things to do on your vacation before you visit Cutler Bay.
Complexes around Cutler Bay, FL
Frequently Asked Questions About Cutler Bay?
What are the top vacation rentals in Cutler Bay?
When organizing your trip to Cutler Bay, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Cutler Bay. Peruse our collection of highly-rated properties and secure your reservation today.
- Miami Paradise Escape-Htd Pool, Mini Golf, Playground, BBQ,baby items,8 Mi to the Beach
- Villa Elena - Private Pool
- Family Retreat Sleeps 11, Heated Pool, Mini Golf, Kayak Experience, Waterfront
- Welcome to Casa Luna – Your Private Oasis with Heated Pool!
- Paradise Miami Home
- Luxury Escape: Pool, Hot tub, Mini Golf & More!
- Peaceful Exotic Family Home on Cul-de-sac -Minutes from most tourist attractions
- Cozy Blue Door Duplex, Central in Cutler Bay
- Waterfront Oasis, The Lake House "Casa De Lago"
- Charming 3-bedroom house with HEATED pool
How many vacation rentals have private pools in Cutler Bay?
Uncover 24 vacation rentals boasting private pools near Cutler Bay. Explore top-rated RBO homes offering access to a swimming pool:
- ANDY RESORT IN CUTLER BAY FL USA
- Sun filled 'Heated Pool’ Home in Miami-Cutler Bay.
- ANDY Resort accommodation is good for couples, business
- STERLING POOL HOUSE RESORT- HEADED POOL- FREE-WIFI- BOAT ⛵ PARKING AVAILABLE nn
Which vacation homes or resorts in Cutler Bay are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Cutler Bay. Enjoy great views, locations and save money with SunSki Resorts.™
- Tranquil Studio
- Hidden Garden: A Serene Miami Escape
- Good Vibes Oasis, 2 Story Townhome in Cutler Bay
How many SunSkiResorts vacation rentals or resorts are available in Cutler Bay?
Discover the ideal vacation rental in Cutler Bay with SunSki Resorts™. We provide an extensive selection of over 163 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Cutler Bay.
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