Vacations in Siesta Key

Vacations in Siesta Key

2 travelers

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

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.

Search
Best Deals
Tips
Vacation information

Cheap Siesta Key package deals

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

Search by stars

2+ stars3+ stars4+ stars5 stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by board

BreakfastHalf boardSelf cateringAll inclusiveMeals not included

Search by price

$371 - $2,672$2,672 - $4,974$4,974 - $7,275$7,275 - $9,577$9,577+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular Siesta Key flight and hotel deals

Show all
Turtle Beach Resort - Siesta Key - Pool
Turtle Beach Resort - Siesta Key - Pool
Turtle Beach Resort
9.2 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
Washington, D.C. Dulles Intl
Meals not included
3 nights + flight
$564
Crescent Cottage - 1034 - Siesta Key - Living room
Crescent Cottage - 1034 - Siesta Key - Living room
Crescent Cottage - 1034
9.5 Wonderful
Free Wi-Fi
Columbus
Meals not included
3 nights + flight
$1,476
The Sea Spray Resort - Siesta Key - Bedroom
The Sea Spray Resort - Siesta Key - Bedroom
The Sea Spray Resort
9 Wonderful
Free Wi-Fi
Washington, D.C. Dulles Intl
Meals not included
3 nights + flight
$547
Lulu's Key House Green 1/1 Upstairs - Siesta Key - Beach
Lulu's Key House Green 1/1 Upstairs - Siesta Key - Beach
Lulu's Key House Green 1/1 Upstairs
9.6 Wonderful
Free Wi-Fi
Columbus
Meals not included
3 nights + flight
$865
Vinca - 5251D - Siesta Key
Vinca - 5251D - Siesta Key
Vinca - 5251D
9 Wonderful
Parking
Free Wi-Fi
Columbus
Meals not included
3 nights + flight
$778
Siesta Sands Beach Resort Gulf View - Siesta Key - Beach
Siesta Sands Beach Resort Gulf View - Siesta Key - Beach
Siesta Sands Beach Resort Gulf View
9.7 Wonderful
Free Wi-Fi
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$757
Captiva Beach Resort (open private beach access) - Siesta Key - Bedroom
Captiva Beach Resort (open private beach access) - Siesta Key - Bedroom
Captiva Beach Resort (open private beach access)
9.2 Wonderful
Parking
Free Wi-Fi
Pool
Washington, D.C. Dulles Intl
Meals not included
3 nights + flight
$411
Palm Bay Club 8th Floor On Complex Private Beach - Siesta Key - Balcony
Palm Bay Club 8th Floor On Complex Private Beach - Siesta Key - Balcony
Palm Bay Club 8th Floor On Complex Private Beach
Free Wi-Fi
Washington, D.C. Dulles Intl
Meals not included
3 nights + flight
$849
Siesta Key Island Rentals - Siesta Key - Living room
Siesta Key Island Rentals - Siesta Key - Living room
Siesta Key Island Rentals
8.7 Very good
Parking
Pool
Columbus
Meals not included
3 nights + flight
$593
The Ringling Beach House - Siesta Key - Pool
The Ringling Beach House - Siesta Key - Pool
The Ringling Beach House
8.3 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Washington, D.C. Dulles Intl
Meals not included
3 nights + flight
$559
Beach Club Modern Condo C Bldg - Siesta Key - Beach
Beach Club Modern Condo C Bldg - Siesta Key - Beach
Beach Club Modern Condo C Bldg
9.1 Wonderful
Free Wi-Fi
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$715
Siesta Heron Suites & Villas - Siesta Key - Living room
Siesta Heron Suites & Villas - Siesta Key - Living room
Siesta Heron Suites & Villas
8.7 Very good
Parking
Free Wi-Fi
Pool
Washington, D.C. Dulles Intl
Meals not included
3 nights + flight
$486
Palm Bay Club Bayside Closest to Gulf - Siesta Key - Pool
Palm Bay Club Bayside Closest to Gulf - Siesta Key - Pool
Palm Bay Club Bayside Closest to Gulf
9 Wonderful
Free Wi-Fi
Washington, D.C. Dulles Intl
Meals not included
3 nights + flight
$1,001
Siesta Palms By The Beach - Siesta Key - Living room
Siesta Palms By The Beach - Siesta Key - Living room
Siesta Palms By The Beach
9.1 Wonderful
Parking
Free Wi-Fi
Pool
Washington, D.C. Dulles Intl
Meals not included
3 nights + flight
$463
Siesta Sands Beach Resort 4th Floor with Elevator - Siesta Key - Beach
Siesta Sands Beach Resort 4th Floor with Elevator - Siesta Key - Beach
Siesta Sands Beach Resort 4th Floor with Elevator
9.3 Wonderful
Free Wi-Fi
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$806
Siesta Key Inn - Siesta Key - Patio
Siesta Key Inn - Siesta Key - Patio
Siesta Key Inn
8.5 Very good
Free Wi-Fi
Washington, D.C. Dulles Intl
Meals not included
3 nights + flight
$370

When to book a vacation in Siesta Key

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

Tips for finding Siesta Key package deals

  • 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 travelers: Top vacation $601; Family vacation $601.

Where to stay in Siesta Key

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.

Everything you need to know for your vacation in Siesta Key

Siesta Key vacation information

Top vacation (Flight+Hotel)$601
Family vacation (Flight+Hotel)$601