Cutler Bay Vacation Packages

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Your Cutler Bay Vacation

With one of our vacation packages to Cutler Bay, you'll find infinite opportunities for fun and excitement. There's so much to enjoy, including its relaxed vibe and coastal scenery. Fill your itinerary with visits to Zoo Miami, Monkey Jungle and The Falls, some of the top attractions you really should see during a trip to Cutler Bay. Stop daydreaming and start doing. Browse the broad range of options on Expedia today and put your Cutler Bay vacation plans into gear!

Top Cutler Bay Vacation Deals

Price found within the past 48 hours. Click for updated prices.
President Hotel Villa

President Hotel Villa

3.5 out of 5
South Beach
Price was CA $2,581, price is now CA $1,321 per person
CA $1,321
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.2/10 Very Good! (1,001 reviews)
It was close to everything. They actually have a really good breakfast set up! We were on a staycation and it was perfect.

Reviewed on Apr 21, 2026

Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was CA $12,775, price is now CA $5,935 per person
CA $5,935
per person
Jul 5 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
5.8/10 (322 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was CA $33,022, price is now CA $16,466 per person
CA $16,466
per person
Jun 3 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8/10 Very Good! (1 review)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was CA $3,028, price is now CA $1,538 per person
CA $1,538
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.6/10 Excellent! (1,001 reviews)
While our room faced the building next to us, the atmosphere and character of the hotel was top notch. William checked us in with enthusiasm and Alexander made our check out smooth and offfered some hotel history while we waited for the taxi he called for us. Excellent stay, loved the location to the beach and the restaurants on the strip.

Reviewed on Apr 19, 2026

The Landon Bay Harbor - Miami Beach

The Landon Bay Harbor - Miami Beach

3.5 out of 5
Price was CA $6,327, price is now CA $3,354 per person
CA $3,354
per person
Jun 27 - Jul 3
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8.2/10 Very Good! (1,002 reviews)
Property was nice, staff were great. Parking was kinda limited as there is a restaurant connected to the hotel. Our shower could have been cleaned better but overall our stay was good & the price wasn’t bad for the area & I booked it last minute! Beach was right down the street & shops nearby! Overall a wonderful stay!

Reviewed on Mar 27, 2026

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Cutler Bay Hotel Deals

Clarion Inn & Suites Miami International Airport

Clarion Inn & Suites Miami International Airport

2.5 out of 5
5325 NW 36th Street Miami Springs FL
Fully refundable
The price is CA $104 per night from Apr 27 to Apr 28
CA $104
CA $118 total
Apr 27 - Apr 28
includes taxes & fees
7/10 Good! (3,776 reviews)
.

Reviewed on Apr 20, 2026

Clarion Inn & Suites Miami International Airport
Park Central South Beach

Park Central South Beach

4 out of 5
640 Ocean Dr Miami Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $341 per night from May 12 to May 13
CA $341
CA $459 total
May 12 - May 13
includes taxes & fees
8.6/10 Excellent! (1,191 reviews)
Enjoyed it

Reviewed on Apr 21, 2026

Park Central South Beach
Mondrian South Beach

Mondrian South Beach

4.5 out of 5
1100 West Ave Miami Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $279 per night from May 14 to May 15
CA $279
CA $388 total
May 14 - May 15
includes taxes & fees
Mondrian South Beach
See all 9,258 properties in Cutler Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Discover the most popular places to visit in Cutler Bay

Port of Miami Wide

Port of Miami

Explore the waterfront in Miami Beach with a trip to Port of Miami. Amble around this vibrant area's beautiful beaches and enjoy its top-notch restaurants.

Port of Miami
Miami Gardens, USA - 23 February 2026: Aerial view of Hard Rock Stadium bathed in the warm glow of a setting sun, its sleek architecture contrasting with the surrounding lush greenery.

Hard Rock Stadium

Catch an event at Hard Rock Stadium during your trip to Miami Gardens. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Hard Rock Stadium
Ocean Drive

Ocean Drive

Miami’s famous strip is not only a gathering point for partiers but well worth the visit for lovers of 1920s art deco architecture.

Ocean Drive

What to do in Cutler Bay

Double decker bus in Miami at night

Miami Big Bus Panoramic Night Tour

CA $40
per adult
88% of travellers recommend
Miami Big Bus Panoramic Night Tour
Thriller Speedboat Ride

Thrilling Speedboat + Sightseeing Tour of Miami

CA $72
per adult
94% of travellers recommend
Thrilling Speedboat + Sightseeing Tour of Miami
Everglades Holiday Park Airboat Tours & Rides

Everglades Holiday Park Airboat Tours & Rides

CA $65
per adult
98% of travellers recommend
Everglades Holiday Park Airboat Tours & Rides
See all activities in Cutler Bay

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.