Siesta Key vacation packages

KAYAK searches hundreds of travel sites at once for vacation package deals in Siesta Key

...and more

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap Siesta Key package deals

Discover the best prices by selecting your travel dates on KAYAK.

Choose your dates

Sea Breeze - 275 - Siesta Key

Sea Breeze - 275

10 Wonderful

Parking

Free Wi-Fi

Baltimore/Washington

Meals not included

3 nights + flight

C$ 1,213

Turtle Beach Resort - Siesta Key - Pool

Turtle Beach Resort

9 Wonderful

Parking

Free Wi-Fi

Pool

Pet friendly

Baltimore/Washington

Meals not included

3 nights + flight

C$ 823

Canal Upper-Gorgeous 3 bed 3 bath near SK Village - Siesta Key - Living room

Canal Upper-Gorgeous 3 bed 3 bath near SK Village

9.4 Wonderful

Free Wi-Fi

Harrisburg

Meals not included

3 nights + flight

C$ 1,808

Captiva Beach Resort - Siesta Key - Patio

Captiva Beach Resort

9.1 Wonderful

Parking

Free Wi-Fi

Pool

Harrisburg

Meals not included

3 nights + flight

C$ 880

Palm Bay Club 8th Floor On Complex Private Beach - Siesta Key - Dining room

Palm Bay Club 8th Floor On Complex Private Beach

Parking

Free Wi-Fi

Baltimore/Washington

Meals not included

3 nights + flight

C$ 1,187

Siesta Key Island Rentals - Siesta Key - Pool

Siesta Key Island Rentals

8.6 Very good

Parking

Pool

Baltimore/Washington

Meals not included

3 nights + flight

C$ 1,006

Siesta Key Beachside Villas - Siesta Key - Patio

Siesta Key Beachside Villas

8.5 Very good

Free Wi-Fi

Pool

Pet friendly

Baltimore/Washington

Meals not included

3 nights + flight

C$ 1,128

The Ringling Beach House - Siesta Key - Balcony

The Ringling Beach House

8.2 Very good

Parking

Free Wi-Fi

Pool

Pet friendly

Harrisburg

Meals not included

3 nights + flight

C$ 1,140

Beach Club Modern Condo C Building - Siesta Key - Beach

Beach Club Modern Condo C Building

9.1 Wonderful

Parking

Free Wi-Fi

Baltimore/Washington

Meals not included

3 nights + flight

C$ 1,279

Siesta Key Beach - Bari 665 #2 - Siesta Key

Siesta Key Beach - Bari 665 #2

8.9 Very good

Free Wi-Fi

Baltimore/Washington

Meals not included

3 nights + flight

C$ 704

Siesta Heron Suites & Villas - Siesta Key - Living room

Siesta Heron Suites & Villas

8.4 Very good

Free Wi-Fi

Pool

Harrisburg

Meals not included

3 nights + flight

C$ 654

Siesta Palms By The Beach - Siesta Key - Bedroom

Siesta Palms By The Beach

8.8 Very good

Parking

Free Wi-Fi

Pool

Harrisburg

Meals not included

3 nights + flight

C$ 973

One Ocean - A 1101 - Siesta Key

One Ocean - A 1101

8.7 Very good

Harrisburg

Meals not included

3 nights + flight

C$ 711

Siesta Sands Beach Resort 4th Floor with Elevator - Siesta Key - Beach

Siesta Sands Beach Resort 4th Floor with Elevator

9.4 Wonderful

Parking

Free Wi-Fi

Baltimore/Washington

Meals not included

3 nights + flight

C$ 1,626

Siesta Palms By the Beach - Siesta Key - Bedroom

Siesta Palms By the Beach

8.5 Very good

Free Wi-Fi

Pool

Pet friendly

Baltimore/Washington

Meals not included

3 nights + flight

C$ 878

Siesta Key Inn - Siesta Key

Siesta Key Inn

6.5 Okay

Parking

Free Wi-Fi

Pool

Pet friendly

Harrisburg

Meals not included

3 nights + flight

C$ 1,411

Go to map

Price includes flights and 3 nights accommodation for 2 travellers. Prices are not fixed and may vary with time.

There are loads of types of vacations in Siesta Key and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travellers: Top vacation C$ 893; Family vacation C$ 893.

Our map will help you find the perfect place to stay for your vacation in Siesta Key by showing you the exact location of each hotel.