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.

![Mondrian South Beach](https://images.trvl-media.com/lodging/3000000/2200000/2190300/2190271/c112d8c3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Mondrian South Beach

South Beach

$733

per person

Apr 1 - Apr 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

7.8/10 Good! (2,495 reviews)

Very nice place 100%

Reviewed on Feb 4, 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

$5,918

per person

Mar 24 - Mar 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/w4800h3297x0y3-ab24f575_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel South Beach

South Beach

$2,052

per person

Apr 25 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,365 reviews)

Amazing hotel. Beyond our expectations. Rooms are huge. Modern and stylish Lobby is fabulous as is the bars and restaurants You must stay here !!! Total wow

Reviewed on Jan 21, 2026

![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Siesta Resort & Villas

Matecumbe

$1,425

per person

Mar 18 - Mar 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (1,000 reviews)

excellent location very nice simple breakfast close to liz’s of activities great poool

Reviewed on Feb 2, 2026

![Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton](https://images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/16bbce87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

$800

per person

Mar 18 - Mar 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (1,275 reviews)

Beautiful resort, only was there for one night, will be back for a longer stay.

Reviewed on Feb 6, 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/2026-03-09/2026-03-16/?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.

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cheeca Lodge & Spa

Matecumbe

$2,041

per person

Mar 18 - Mar 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Check in was great. The elevator was out in our building and they failed to let us know at check- in. We were on the 3rd floor and had to use the stairs.

Reviewed on Feb 9, 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

$5,918

per person

Mar 24 - Mar 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/w4800h3297x0y3-ab24f575_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel South Beach

South Beach

$2,052

per person

Apr 25 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,365 reviews)

Amazing hotel. Beyond our expectations. Rooms are huge. Modern and stylish Lobby is fabulous as is the bars and restaurants You must stay here !!! Total wow

Reviewed on Jan 21, 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/2026-03-09/2026-03-16/?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.

![Solé Miami, A Noble House Resort](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803820/387d2cd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Solé Miami, A Noble House Resort

Ocean Four

Save 100% on your flight

$409

per person

Mar 17 - Mar 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,935 reviews)

The suite was clean and well prepared. Unfortunately, there was no furniture on the tbalcony and we had to bring out the chairs from the room

Reviewed on Feb 6, 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

$5,918

per person

Mar 24 - Mar 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cheeca Lodge & Spa

Matecumbe

Save 100% on your flight

$1,428

per person

Mar 13 - Mar 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Check in was great. The elevator was out in our building and they failed to let us know at check- in. We were on the 3rd floor and had to use the stairs.

Reviewed on Feb 9, 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/2026-03-09/2026-03-16/?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.

![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

$527

per person

Apr 25 - Apr 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

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

Room was clean, spacious with a wonderful canal view.

Reviewed on Jan 27, 2026

![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/628e521a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casablanca Miami Beach

North Beach

$2,307

per person

May 6 - May 10

found 3 hours ago

Roundtrip non-stop flight included

Islip (ISP) to Miami (MIA)

5.8/10 (311 reviews)

I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly

Reviewed on Nov 12, 2025

![Ilios Rentals](https://images.trvl-media.com/lodging/120000000/119920000/119913900/119913827/52952de0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ilios Rentals

Downtown Miami

$1,867

per person

Apr 23 - Apr 27

found 13 hours ago

Roundtrip flight included

New York (JFK) to Miami (MIA)

No reviews

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/2026-03-09/2026-03-16/?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 $409\. 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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