Fleming Key Kid friendly Vacations

Book a Kid friendly Hotel + Flight or Car together to unlock savings

Top Kid friendly vacation packages in Fleming Key

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

Pantera Rosa

South Beach

Save 100% on your flight

$898

per person

Sep 30 - Oct 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (74 reviews)

The property is great. The location is perfect. The room was outstanding. Checkin is an absolute nightmare!!! Took us an hour from arrival to get our room. It's all done online, nobody to greet you. I saw one person in 4 days on the property. Requested fresh towels sent a text message had to send it again 8 hours later. Finally, got our towels.

Reviewed on Jun 26, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$12,074

per person

Oct 24 - Oct 31

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

The Marlin Hotel

South Beach

Save 100% on your flight

$945

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (1,004 reviews)

Bentley Hotel South Beach

South Beach

Save 100% on your flight

$1,125

per person

Oct 24 - Oct 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,036 reviews)

Everything was great or better. Room was very nice and what we hoped for. Excellent location. Perfect value. Staff and customer service were stellar, especially Reynold and Axel, exemplary hospitality professionals.

Reviewed on Aug 16, 2026

EAST Miami Residences

Brickell

Save 100% on your flight

$1,832

per person

Oct 24 - Oct 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (143 reviews)

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5* Kid friendly vacations in Fleming Key

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

Andaz Miami Beach Resort & Spa

Mid Beach

Save 100% on your flight

$1,397

per person

Nov 5 - Nov 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9/10 Wonderful! (354 reviews)

We had such a wonderful stay! The resort was beautiful, clean, cozy, and very comfortable. What really stood out was how welcoming everyone made us feel. The staff truly went above and beyond to make sure we were comfortable and had everything we needed throughout our stay. You could tell they genuinely cared about making our experience special. We really enjoyed our time here and would definitely recommend it!

Reviewed on Aug 16, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$12,074

per person

Oct 24 - Oct 31

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

EAST Miami Residences

Brickell

Save 100% on your flight

$1,832

per person

Oct 24 - Oct 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (143 reviews)

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3 Night Kid friendly vacations in Fleming Key

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

EAST Miami Residences

Brickell

Save 100% on your flight

$1,262

per person

Nov 6 - Nov 9

found 24 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

9.2/10 Wonderful! (143 reviews)

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$4,936

per person

Sep 29 - Oct 2

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

1 Hotel South Beach

South Beach

Save 100% on your flight

$1,262

per person

Sep 29 - Oct 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,586 reviews)

Everything about this hotel is AMAZING especially the staff! I definitely recommend this hotel, I can’t wait to come back with my kiddos!

Reviewed on Aug 16, 2026

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4 Night Kid friendly vacations in Fleming Key

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

Luxuri Suites

South Beach

Save 100% on your flight

$372

per person

Sep 26 - Sep 30

found 18 hours ago

Roundtrip flight included

New York (NYC) to Miami (MIA)

6.8/10 (57 reviews)

Ok the fact we had no desk for check was terrible. I could not check in due to a code for door and room acess never being sent to my email resulted in me not checking for 3hours until I was told about a sister property 3 blocks from where I was stay had to walk in the rain to the siater property for thwm to grant me acess codes to get into my room now at 3am. I wouls likw to be reemburst for that night and day. My TV had no working batteries and once I go batteries the TV volum did not work.

Reviewed on Jul 9, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$7,864

per person

Sep 24 - Sep 28

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

Pelican Hotel

South Beach

Save 100% on your flight

$736

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (492 reviews)

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How can I find the best family vacation packages in Fleming Key?

For fam-tastic vacation packages in Fleming Key, check the family-friendly filter and add child-charming amenities, like water parks and pools. Read reviews written by other broods to be sure your chosen stay packs plenty of rest and play.

How can I book family-friendly vacations in Fleming Key on a budget?

For family- and wallet-friendly trips, filter your search results by budget. You can also sort by price. When bringing the whole brigade on a budget, consider staying in low season or outside the city or. To save more coin, accommodation with a kitchen can be your friend—a bowl of pasta at home is always cheaper than feeding the team at a restaurant.

What does a family trip to Fleming Key cost?

You could book your amazing family trip to Fleming Key just $372. But with so many brilliant breaks on offer, there’s something for every wallet. Prices and availability are subject to change. Additional terms may apply.

When is the best time of year for family vacations to Fleming Key?

If you’re crowd-cautious, the quieter months of are positively perfect in Fleming Key. But it’s if you’d rather mingle with the masses. Match your wardrobe to the weather and it’s always a wonderful time to visit Fleming Key.

Can I book an all-inclusive Fleming Key family vacation package?

Check the all-inclusive filter for an all-you-could-ever-wish-for family vacay. Click more of your favorite filters for even more extravagance. Perhaps an ocean view, spa, or hot tub. Maybe a water park, epic kids club, or activities galore.

How can I plan a fun family vacation in Fleming Key?

Search for stays with kid-satisfying extras, like water parks, and teenage-friendly free Wi-Fi, so they can post about all their vacation adventures for all their buddies back home. Book up local attractions, excursions, and experiences—and they might even put their phone down for a few minutes.

How can I find Fleming Key family vacation deals?

Delightful deals often dwell outside high season, so move your travel dates around for top deals. You can also book up a little away from the major Fleming Key landmarks to save cash. Whenever you wish to travel, sort your search results by deals for the most brilliant bargains.

Can I book a Fleming Key family vacation package with free cancellation and/or flexible dates?

Free cancellation makes for a hassle-free family vacation. Filter by payment option to find fully flexible trips, including buy now, pay later options.

Why should I book my Fleming Key family trip with Expedia?

You can easily find fun for all the family with the super-handy filters. It’s easy to build your dream kid-friendly vacation in just a few clicks. And you can bundle your accommodation, airfare, and car rental in just a few more.