Title: Fleming Key Luxury Vacations 2026 | Expedia.com

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# Fleming Key Luxury Vacations

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## Top Luxury vacation packages in Fleming Key

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

![The Marlin Hotel](https://images.trvl-media.com/lodging/1000000/50000/40800/40717/85169681_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Marlin Hotel

South Beach

Save 100% on your flight

$471

per person

Apr 25 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9/10 Wonderful! (1,002 reviews)

Very nice hotel very nice room. All of our accommodations were good and I recommend it maybe in the future coming back

Reviewed on Feb 13, 2026

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$8,077

per person

Apr 18 - Apr 23

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

![Pelican Hotel](https://images.trvl-media.com/lodging/1000000/60000/55100/55046/22b81b04_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pelican Hotel

South Beach

Save 100% on your flight

$693

per person

Apr 27 - May 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (394 reviews)

A reasonably priced art deco hotel in a popular tourist area. Hotel and rooms are stylishly designed. Restaurant food was ok. Maria was a fabulous server. On the downside, there is no pool or fitness center.

Reviewed on Jan 12, 2026

![Bay Breeze Premium Apartments By Eskape Collection](https://images.trvl-media.com/lodging/28000000/27610000/27603500/27603405/c37fc122_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bay Breeze Premium Apartments By Eskape Collection

Save 100% on your flight

$474

per person

Apr 25 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (189 reviews)

The staff was courteous and helpful. The apartment was equipped with basic essentials. The area was quiet. I would suggest adding oven mittens in the kitchen as there was nothing to use to take the pan out of the oven with.

Reviewed on Jan 21, 2026

![EAST Miami Residences](https://images.trvl-media.com/lodging/79000000/78580000/78570600/78570563/dca879fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### EAST Miami Residences

Downtown Miami

$1,172

per person

Apr 25 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9/10 Wonderful! (84 reviews)

Es la 3 vez que me hospedo y es excelente el trato, la hubicacion y las fascilidades.

Reviewed on Jan 26, 2026

Don't see what you're looking for?

See all available trips from Columbus to Fleming Key

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-14/2026-03-21/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Luxury vacations in Fleming Key

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

![Isla Bella Beach Resort & Spa](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/f4f56036_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Isla Bella Beach Resort & Spa

Save 100% on your flight

$1,087

per person

May 5 - May 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (1,055 reviews)

The hotel is lovely! Clean room, beautiful balcony with an incredible view.

Reviewed on Feb 14, 2026

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$8,077

per person

Apr 18 - Apr 23

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

![EAST Miami Residences](https://images.trvl-media.com/lodging/79000000/78580000/78570600/78570563/dca879fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### EAST Miami Residences

Downtown Miami

$1,172

per person

Apr 25 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9/10 Wonderful! (84 reviews)

Es la 3 vez que me hospedo y es excelente el trato, la hubicacion y las fascilidades.

Reviewed on Jan 26, 2026

Don't see what you're looking for?

See all available trips from Columbus to Fleming Key

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-14/2026-03-21/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Luxury vacations in Fleming Key

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

![The Shelborne By Proper, a Member of Design Hotels](https://images.trvl-media.com/lodging/1000000/30000/25500/25451/e49031f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Shelborne By Proper, a Member of Design Hotels

South Beach

Save 100% on your flight

$865

per person

May 11 - May 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (56 reviews)

Clean room, excellent staff at the front desk, dining room, pool staff, and beach staff. Sergiy was especially helpful telling us all about the hotel.

Reviewed on Feb 13, 2026

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$5,046

per person

Apr 20 - Apr 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Don't see what you're looking for?

See all available trips from Columbus to Fleming Key

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-14/2026-03-21/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Luxury vacations in Fleming Key

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

![Cavalier Hotel South Beach](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/c0c3faa8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cavalier Hotel South Beach

South Beach

Save 100% on your flight

$415

per person

Apr 5 - Apr 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,001 reviews)

Bed was comfortable. Vibe was funky and cool. Staff was friendly and helpful.

Reviewed on Feb 12, 2026

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Creekside Inn

$546

per person

Apr 5 - Apr 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1,004 reviews)

If you're looking for a super nice place to stay this is NOT that. It's an older hotel that serves It's purpose. Our room was very clean, AC was great, the bed & pillows are not comfortable but worked. The staff was extremely friendly. I would stay here again for a quick 2 night trip.

Reviewed on Feb 13, 2026

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$7,722

per person

Mar 23 - Mar 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Don't see what you're looking for?

See all available trips from Columbus to Fleming Key

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-14/2026-03-21/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## All you need to know about luxury vacations in Fleming Key

####  What can I expect from a luxury Fleming Key vacation? 

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Fleming Key vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

####  How can I find all-inclusive luxury vacation packages in Fleming Key? 

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5\* filter to find truly sensational stays. You barely need to lift a finger. 

####  Can I book a cheap Fleming Key luxury vacation? 

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $415\. Prices and availability are subject to change. Additional terms may apply. 

####  How can I book a luxury family vacation in Fleming Key? 

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

####  Can I book a package in Fleming Key with a luxury vacation home? 

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package. 

####  How can I find the best luxury vacation deals in Fleming Key? 

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months. 

####  Can I book a luxury holiday in Fleming Key with free cancellation and/or flexible dates? 

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

####  Why should I book my luxury trip to Fleming Key with Expedia? 

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind. 

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## More Vacation Ideas

[Flights to Fleming Key

](https://expedia.com/Cheap-Flights-To-Fleming-Key.d180162.Travel-Guide-Flights)[

Fleming Key Hotels

](https://expedia.com/Fleming-Key-Hotels.d180162.Travel-Guide-Hotels)[

Vacation Rentals in Fleming Key

](https://expedia.com/Fleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals)[

Car Rentals in Fleming Key

](https://expedia.com/Car-Rentals-In-Fleming-Key.d180162.Car-Rental-Guide)[

Fleming Key Vacations

](https://expedia.com/Fleming-Key.d180162.Destination-Travel-Guides)

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

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