Cutler Bay Vacation Rentals & Ski-in/Ski-out Homes
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 $392/Night
7 Nights - US $2,744
House
- Miami
- ·
- Cutler Bay
- 1.54 mi to center
10.0Exceptional
(10 Reviews)
3 Bedrooms
2 Baths
6 Guests
2464.94 ft²
Oceanfront- Parking
Pool
Ocean View
US $380/Night
7 Nights - US $2,660
Villa
- Miami
- ·
- Cutler Bay
- 1.58 mi to center
1 Bedroom
1 Bath
- Parking
- Kitchen
- Air Conditioner
Internet
US $541/Night
7 Nights - US $3,788
House
- Miami
- ·
- Cutler Bay
- 1.59 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
360 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $279/Night
7 Nights - US $1,951
House
- Miami
- ·
- Cutler Bay
- 1.07 mi to center
10.0Exceptional
(8 Reviews)
4 Bedrooms
3 Baths
11 Guests
1646.88 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $563/Night
7 Nights - US $3,939
House
- Miami
- ·
- Cutler Bay
- 1.49 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1650 ft²
Private Pool- Parking
- Pool
- Balcony/Terrace
US $218/Night
7 Nights - US $1,526
Condo
- 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 $443/Night
7 Nights - US $3,099
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 $199/Night
7 Nights - US $1,390
Apartment
- Miami
- ·
- Cutler Bay
- 0.96 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
View
US $135/Night
7 Nights - US $947
Luxury Places to Stay in Cutler Bay
Over 135+ 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 $1,367/Night
7 Nights - US $9,568
House
- Miami
- ·
- Cutler Bay
- 1.30 mi to center
6 Bedrooms
4 Baths
20 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $1,067/Night
7 Nights - US $7,466
Villa
- Miami
- ·
- Cutler Bay
- 1.45 mi to center
10.0Exceptional
(6 Reviews)
6 Bedrooms
4 Baths
16 Guests
3498 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,003/Night
7 Nights - US $7,018
House
- Miami
- ·
- Cutler Bay
- 0.85 mi to center
10.0Exceptional
(11 Reviews)
6 Bedrooms
5 Baths
18 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $912/Night
7 Nights - US $6,382
House
- Miami
- ·
- Cutler Bay
- 1.17 mi to center
9.6Exceptional
(25 Reviews)
7 Bedrooms
4 Baths
19 Guests
3000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $880/Night
7 Nights - US $6,159
House
- Miami
- ·
- Cutler Bay
- 1.30 mi to center
9.6Exceptional
(55 Reviews)
5 Bedrooms
3 Baths
10 Guests
2500 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $843/Night
7 Nights - US $5,902
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 $841/Night
7 Nights - US $5,887
New
Villa
- Miami
- ·
- Cutler Bay
- 0.66 mi to center
9.6Exceptional
(22 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $792/Night
7 Nights - US $5,547
House
- Miami
- ·
- Cutler Bay
- 1.45 mi to center
10.0Exceptional
(18 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $790/Night
7 Nights - US $5,527
Top-Rated Vacation Rentals with a Pool in Cutler Bay
Over 59+ Top-Rated Vacation Rentals with a Pool in or Near Cutler Bay
House
- Miami
- ·
- Cutler Bay
- 1.07 mi to center
10.0Exceptional
(16 Reviews)
4 Bedrooms
3 Baths
11 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $516/Night
7 Nights - US $3,615
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
- Ocean View
US $416/Night
7 Nights - US $2,912
House
- Miami
- ·
- Cutler Bay
- 0.36 mi to center
10.0Exceptional
(13 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $755/Night
7 Nights - US $5,282
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 $461/Night
7 Nights - US $3,229
House
- Miami
- ·
- Cutler Bay
- 1.46 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
2 Guests
355.21 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $184/Night
7 Nights - US $1,285
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 $492/Night
7 Nights - US $3,441
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 $387/Night
7 Nights - US $2,708
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
- Air Conditioner
US $311/Night
7 Nights - US $2,177
Pet-Friendly Vacation Rentals in Cutler Bay
Over 61+ Pet-Friendly Vacation Rentals in or Near Cutler Bay
House
- Miami
- ·
- Cutler Bay
- 1.40 mi to center
7.8Very Good
(21 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $132/Night
7 Nights - US $925
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
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
House
- Miami
- ·
- Cutler Bay
- 2.80 mi to center
2 Bedrooms
1 Bath
5 Guests
- Air Conditioner
- Internet
- Pet Friendly
Bedding/Linens
US $112/Night
7 Nights - US $784
Apartment
- Miami
- ·
- Cutler Bay
- 0.30 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
7 Guests
1097.92 ft²
- Parking
- View
- Air Conditioner
- Internet
US $231/Night
7 Nights - US $1,617
House
- Miami
- ·
- Cutler Bay
- 0.90 mi to center
10.0Exceptional
(15 Reviews)
3 Bedrooms
2 Baths
8 Guests
1560 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $419/Night
7 Nights - US $2,933
Villa
- Miami
- ·
- Cutler Bay
- 1.67 mi to center
9.6Exceptional
(17 Reviews)
4 Bedrooms
4 Baths
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $717/Night
7 Nights - US $5,016
House
- Miami
- ·
- Cutler Bay
- 1.41 mi to center
9.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
14 Guests
- Air Conditioner
- Internet
- Pet Friendly
Child Friendly
US $736/Night
7 Nights - US $5,152
House
- Miami
- ·
- Cutler Bay
- 0.21 mi to center
8.4Excellent
(6 Reviews)
3 Bedrooms
2 Baths
8 Guests
1340 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $321/Night
7 Nights - US $2,248
Large Vacation Homes & Villas in Cutler Bay
Over 41+ 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
- Oceanfront
- Hot Tub
- Parking
US $757/Night
7 Nights - US $5,302
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
- Air Conditioner
US $231/Night
7 Nights - US $1,620
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 $433/Night
7 Nights - US $3,033
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
- 1.15 mi to center
9.6Exceptional
(66 Reviews)
4 Bedrooms
2 Baths
10 Guests
2500 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $470/Night
7 Nights - US $3,290
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 $766/Night
7 Nights - US $5,359
House
- Miami
- ·
- Cutler Bay
- 1.39 mi to center
7.4Very Good
(3 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Breakfast
- Parking
- Pool
- Ocean View
US $567/Night
7 Nights - US $3,966
House
- Miami
- ·
- Cutler Bay
- 1.21 mi to center
5 Bedrooms
3 Baths
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $712/Night
7 Nights - US $4,982
New
House
- Miami
- ·
- Cutler Bay
- 1.31 mi to center
8.4Excellent
(6 Reviews)
5 Bedrooms
3 Baths
16 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $617/Night
7 Nights - US $4,321
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
House
- Miami
- ·
- Cutler Bay
- 0.42 mi to center
4 Bedrooms
4 Baths
6 Guests
1991.32 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $636/Night
7 Nights - US $4,449
Hotel
- Miami
- ·
- Cutler Bay
- 1.81 mi to center
4.8Average
(1153 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $92/Night
7 Nights - US $647
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
- 1.81 mi to center
3.9Average
(903 Reviews)
8 Baths
204.51 ft²
- Parking
- Pool
- Air Conditioner
- Internet
US $78/Night
7 Nights - US $549
Cutler Bay Resorts and Airbnb Homes Under $200
Over 28+ Cutler Bay Resorts and Airbnb Homes Under $200
House
- Miami
- ·
- Cutler Bay
- 1.29 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $116/Night
7 Nights - US $810
House
- Miami
- ·
- Cutler Bay
- 2.92 mi to center
9.1Exceptional
(60 Reviews)
1 Bedroom
2 Baths
2 Guests
204.51 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $75/Night
7 Nights - US $525
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
- 1.18 mi to center
9.0Exceptional
(40 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $165/Night
7 Nights - US $1,152
House
- Miami
- ·
- Cutler Bay
- 1.20 mi to center
8.1Excellent
(51 Reviews)
1 Bedroom
1 Bath
3 Guests
495.14 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $86/Night
7 Nights - US $599
Apartment
- Miami
- ·
- Cutler Bay
- 1.31 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $184/Night
7 Nights - US $1,291
Condo
- Miami
- ·
- Cutler Bay
- 0.76 mi to center
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $145/Night
7 Nights - US $1,013
Apartment
- Miami
- ·
- Cutler Bay
- 1.36 mi to center
1 Bedroom
1 Bath
2 Guests
200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $122/Night
7 Nights - US $856
Apartment
- Miami
- ·
- Cutler Bay
- 1.33 mi to center
1 Bedroom
1 Bath
6 Guests
- Child Friendly
Security/Safety
US $73/Night
7 Nights - US $510
Instantly Bookable Vacation Homes in Cutler Bay
Over 56+ Instantly Bookable Vacation Homes in or Near Cutler Bay
Apartment
- Miami
- ·
- Cutler Bay
- 1.39 mi to center
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $222/Night
7 Nights - US $1,555
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 $212/Night
7 Nights - US $1,485
Condo
- 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 $238/Night
7 Nights - US $1,665
House
- Miami
- ·
- Cutler Bay
- 1.66 mi to center
9.4Exceptional
(57 Reviews)
4 Bedrooms
2 Baths
8 Guests
1400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $304/Night
7 Nights - US $2,130
House
- Miami
- ·
- Cutler Bay
- 1.25 mi to center
8.6Fabulous
(34 Reviews)
3 Bedrooms
2 Baths
8 Guests
2000 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $500/Night
7 Nights - US $3,497
Apartment
- Miami
- ·
- Cutler Bay
- 0.30 mi to center
6.0Good
(3 Reviews)
3 Bedrooms
2 Baths
7 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $477/Night
7 Nights - US $3,336
House
- Miami
- ·
- Cutler Bay
- 1.20 mi to center
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Air Conditioner
- Internet
- Pet Friendly
US $553/Night
7 Nights - US $3,872
House
- Miami
- ·
- Cutler Bay
- 0.91 mi to center
3 Bedrooms
2 Baths
6 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $308/Night
7 Nights - US $2,155
House
- Miami
- ·
- Cutler Bay
- 1.41 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
1600 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $394/Night
7 Nights - US $2,760
Book a Last Minute Place to Stay in Cutler Bay
About Cutler Bay Vacation Rentals
Explore over 144 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 843.74 ft² of space, and are priced at an average of US $405 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 | 103 |
| Holiday Apartments | 20 |
| Villas | 12 |
| 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.
- Villa Elena - Private Pool
- Family Retreat Sleeps 11, Heated Pool, Mini Golf, Kayak Experience, Waterfront
- Paradise Miami Home
- Peaceful Exotic Family Home on Cul-de-sac -Minutes from most tourist attractions
- Welcome to Casa Luna – Your Private Oasis with Heated Pool!
- Cozy Blue Door Duplex, Central in Cutler Bay
- Luxury Escape: Pool, Hot tub, Mini Golf & More!
- Waterfront Oasis, The Lake House "Casa De Lago"
- Charming 3-bedroom house with HEATED pool, Near Stadium ⚽ FIFA World Cup 2026
- Chic-ness Oasis
How many vacation rentals have private pools in Cutler Bay?
Uncover 21 vacation rentals boasting private pools near Cutler Bay. Explore top-rated RBO homes offering access to a swimming pool:
- Sun filled 'Heated Pool’ Home in Miami-Cutler Bay.
- Vacation home just 10 minutes from Zoo Miami
- Flip Flop Bungalow - Family Home With Pool
- Luxury Retreats with Pool & Entertainment Amenities
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.™
- Cozy studio with WiFi and AC in charming Miami
- Vacation QJR
- Sun filled 'Heated Pool’ Home in Miami-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 144 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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