Title: Florida Keys Beach Vacations 2026 | Expedia.com

![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Florida Keys Beach Vacations

## Book a Beach Hotel + Flight or Car together to unlock savings

- ##  
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- ###  
Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## Top Beach vacation packages in Florida Keys

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

![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/8671ba74_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hawks Cay Resort

Save 100% on your flight

$551

per person

May 25 - May 28

found 17 hours ago

Roundtrip flight included

New York (NYC) to Miami (MIA)

8/10 Very Good! (1,015 reviews)

Very nice property. Very clean great view. Pools were awesome! The only complaint is they do not have prices on anything in their food market/cafe.

Reviewed on Mar 23, 2026

![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/854776a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Tranquility Bay Beachfront Hotel and Resort

Save 100% on your flight

$1,172

per person

May 25 - May 30

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Miami (MIA)

8.8/10 Excellent! (1,000 reviews)

All 3 pools were beautiful, I loved the surrounding landscape. The two bedroom / 2.5 bath villa was wonderful. I loved sitting on the villas deck each morning to drink my coffee and enjoy the palm tree ocean view. The kitchen had everything we needed to make our meals! I would definitely recommend.

Reviewed on Mar 21, 2026

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cheeca Lodge & Spa

Matecumbe

$1,225

per person

Apr 26 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (1,308 reviews)

They should have had a newsletter with activities.

Reviewed on Mar 23, 2026

![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/18023e21_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Siesta Resort & Villas

Matecumbe

$839

per person

May 25 - May 29

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Miami (MIA)

8.8/10 Excellent! (1,004 reviews)

We had a enjoyable stay here and would come back again if we were ever in the area.

Reviewed on Mar 24, 2026

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-25/2026-05-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Beach vacations in Florida Keys

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

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cheeca Lodge & Spa

Matecumbe

$1,225

per person

Apr 26 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (1,308 reviews)

They should have had a newsletter with activities.

Reviewed on Mar 23, 2026

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-25/2026-05-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Beach vacations in Florida Keys

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

![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/18023e21_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Siesta Resort & Villas

Matecumbe

$465

per person

Apr 27 - Apr 30

found 16 hours ago

Roundtrip flight included

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

8.8/10 Excellent! (1,004 reviews)

We had a enjoyable stay here and would come back again if we were ever in the area.

Reviewed on Mar 24, 2026

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cheeca Lodge & Spa

Matecumbe

$863

per person

Apr 27 - Apr 30

found 12 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (1,308 reviews)

They should have had a newsletter with activities.

Reviewed on Mar 23, 2026

![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/854776a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Tranquility Bay Beachfront Hotel and Resort

Save 100% on your flight

$804

per person

May 27 - May 30

found 9 hours ago

Roundtrip flight included

Indianapolis (IND) to Miami (MIA)

8.8/10 Excellent! (1,000 reviews)

All 3 pools were beautiful, I loved the surrounding landscape. The two bedroom / 2.5 bath villa was wonderful. I loved sitting on the villas deck each morning to drink my coffee and enjoy the palm tree ocean view. The kitchen had everything we needed to make our meals! I would definitely recommend.

Reviewed on Mar 21, 2026

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-25/2026-05-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Beach vacations in Florida Keys

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

![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/8671ba74_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hawks Cay Resort

Save 100% on your flight

$848

per person

May 26 - May 30

found 8 hours ago

Roundtrip flight included

Indianapolis (IND) to Miami (MIA)

8/10 Very Good! (1,015 reviews)

Very nice property. Very clean great view. Pools were awesome! The only complaint is they do not have prices on anything in their food market/cafe.

Reviewed on Mar 23, 2026

![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/854776a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Tranquility Bay Beachfront Hotel and Resort

Save 100% on your flight

$992

per person

May 26 - May 30

found 8 hours ago

Roundtrip flight included

Indianapolis (IND) to Miami (MIA)

8.8/10 Excellent! (1,000 reviews)

All 3 pools were beautiful, I loved the surrounding landscape. The two bedroom / 2.5 bath villa was wonderful. I loved sitting on the villas deck each morning to drink my coffee and enjoy the palm tree ocean view. The kitchen had everything we needed to make our meals! I would definitely recommend.

Reviewed on Mar 21, 2026

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cheeca Lodge & Spa

Matecumbe

$1,225

per person

Apr 26 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (1,308 reviews)

They should have had a newsletter with activities.

Reviewed on Mar 23, 2026

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-25/2026-05-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Find your perfect Florida Keys beach vacation

####  How do I book the best Florida Keys beach vacation packages? 

 Life’s a beach when you dive into our brilliant Florida Keys beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands. 

####  How can I find cheap beach vacations in Florida Keys? 

 A rental steps from the shore creates an amazingly affordable Florida Keys beach vacation. Seaside sojourns during low season start from $465\. Prices and availability are subject to change. Additional terms may apply. 

####  When should I book a Florida Keys beach holiday? 

 For a bustling beach break, book in . For a less crowded coast, is the time to turn up. 

####  How can I book the best family beach vacations in Florida Keys? 

 With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love. 

####  How do I find a Florida Keys beachfront vacation? 

 Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments. 

####  Can I book a package including a Florida Keys vacation beach house rental? 

 Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal. 

####  Can I find Florida Keys beach vacation deals? 

 Sort your search results by deals to delight in amazing Florida Keys beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline. 

####  Can I book a Florida Keys beach trip with free cancellation and/or flexible dates? 

 Just like the Florida Keys tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility. 

####  Why should I book my Florida Keys beach vacation with Expedia? 

 Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Florida Keys. (OK, maybe not that last part.) 

## Top Beach Florida Keys Hotels

![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard Key West FL

- 4 min drive from Duval Street

At this hotel, get ready to stroll along the shoreline in Key West, as you'll be close to Florida Keys Beaches. Amenities at Margaritaville Beach House Key West ...

8.8/10 Excellent! (1,800 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

This Margaritaville has different amenities than others, so our expectations might have been high. We were bummed to learn they do not have pool side or beach service. The pool was small, but they do have a small hot tub, however, it is older and not the best. The room we stayed in was a 2 bedroom ...

Reviewed on Mar 25, 2026

[](https://expedia.com/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information)

![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/cf132c1e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Parrot Key Hotel & Villas

2801 N Roosevelt Blvd Key West FL

- 5 min drive from Duval Street

Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...

9/10 Wonderful! (1,322 reviews)

My fiancé enjoyed staying here the last four times we’ve been in Key West. The staff is amazing and the rooms is so clean. Thank you! Rick & Pam

Reviewed on Mar 23, 2026

[](https://expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information)

![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

- 8 min drive from Duval Street

Make the most of this fantastic location, as you'll be close to a private beach with a stay at this hotel. 2 restaurants, 2 bars, and an outdoor pool are just ...

8.6/10 Excellent! (2,086 reviews)

Travelers like: on the beach, sun loungers, beach towels, outdoor pool

Travelers say...

Shuttle times are extremely accurate. Beautfil place with friendly staff. Only wish checkout time was a bit later. Elevators were out our entire stay. We were on third floor. The staff did offer to help carry our luggage up.

Reviewed on Mar 22, 2026

[](https://expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information)

[See all 8,317 properties in Florida Keys](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6023765)

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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## More Vacation Ideas

[Flights to Florida Keys

](https://expedia.com/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[

Florida Keys Hotels

](https://expedia.com/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[

Vacation Rentals in Florida Keys

](https://expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[

Car Rentals in Florida Keys

](https://expedia.com/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[

Florida Keys Vacations

](https://expedia.com/Florida-Keys.d6023765.Destination-Travel-Guides)[

Things to do in Florida Keys

](https://expedia.com/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities)

\* 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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