Cutler Bay Vacations from $444

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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!

The Latest Cutler Bay vacation packages

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $865, price is now $444 per person
$444
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (1,002 reviews)

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 $42,134, price is now $20,902 per person
$20,902
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

501 First Studio Balcony by Palermo Home

501 First Studio Balcony by Palermo Home

2 out of 5
Downtown Miami
Price was $1,595, price is now $803 per person
$803
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
No reviews

Avi Lux Stay

Avi Lux Stay

4.5 out of 5
East Fort Lauderdale
Price was $1,177, price is now $629 per person
$629
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
7.6/10 Good! (10 reviews)
If you are looking for a quiet place to stay this suite is NOT recommended. You can hear motorcycles and racing cars at all hours of the night. Valet is $60 per night mandatory payment required upon check in for the entire length of your stay tips not included. This is not stated in the description prior to booking. BEWARE.

Reviewed on Aug 28, 2025

Miami Vacation Rentals Downtown with Pool

Miami Vacation Rentals Downtown with Pool

2.5 out of 5
Downtown Miami
Price was $2,237, price is now $1,198 per person
$1,198
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
No reviews

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Stay near popular Cutler Bay attractions

Regal Southland Mall

This 16-screen theater offers comfortable stadium seating and the latest blockbusters within Southland Mall. Combine your movie experience with shopping and dining options for a complete entertainment outing.
See properties

What to do in Cutler Bay

Miami Millionaires Sightseeing Cruise

Miami Millionaires Sightseeing Cruise

$18
per adult
92% of travellers recommend
Miami Millionaires Sightseeing Cruise
Evening Boat Cruise through Downtown Ft. Lauderdale

Evening Boat Cruise through Downtown Ft. Lauderdale

$55
per adult
88% of travellers recommend
Evening Boat Cruise through Downtown Ft. Lauderdale
spectacular views only from the water

Miami Sunset and City Lights Cocktail Cruise with Open Bar

$69
per adult
94% of travellers recommend
Miami Sunset and City Lights Cocktail Cruise with Open Bar
See all activities in Cutler Bay

Cutler Bay Hotel Deals

Private Villa • Pool & Waterfall

Private Villa • Pool & Waterfall

Cutler Bay FL
9.6/10 Exceptional! (23 reviews)
"Great home and host!"

Reviewed on Oct 29, 2026

Get rates
Private Villa • Pool & Waterfall
Kompose Boutique Hotel Miami Airport

Kompose Boutique Hotel Miami Airport

3 out of 5
3401 NW 25th St Miami FL
$86 nightly
The price is $97 total per night from Nov 17 to Nov 18
$97 total
Nov 17 - Nov 18
Total with taxes and fees
Kompose Boutique Hotel Miami Airport
Hyatt Regency Miami

Hyatt Regency Miami

4 out of 5
400 Se 2nd Ave Miami FL
$167 nightly
The price is $189 total per night from Nov 23 to Nov 24
$189 total
Nov 23 - Nov 24
Total with taxes and fees
Hyatt Regency Miami
See all 10,460 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.

Find the Best Cutler Bay Vacation Packages

Cutler Bay Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Miami Intl. Airport (MIA)
Population
18,100
Max Temp Winter
75ºF
Max Temp Summer
90ºF
Top Sights
Zoo Miami, Monkey Jungle and Frost Art Museum

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Frequently asked questions

How much does a Cutler Bay vacation package cost?
You can snap up a vacation package to this destination from $444 on Expedia. But how much your vacation to Cutler Bay costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Cutler Bay?
You can generally find reduced prices and better availability in June, July and August. Take a look at our cheap Cutler Bay vacation packages and you could get some great off-season deals.
How many days is enough for Cutler Bay?
With a well-planned schedule, you can easily tick off the main Cutler Bay sights in a handful of days. But if you prefer to discover lesser-known spots or go on day trips, consider booking your Cutler Bay vacation for longer.
How to find the best Cutler Bay package deals?
Landing a cheap Cutler Bay package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add a few filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most affordable Cutler Bay package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Cutler Bay vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking accommodations and flights individually. Better still, you can customize your Cutler Bay escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Cutler Bay?
If you're planning an impromptu Cutler Bay trip, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Cutler Bay vacation packages?
Set off on your dream getaway to Cutler Bay with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait until your next payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snap up cheap deals before they sell out.

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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.