Vacations in Siesta Key

Vacations in Siesta Key

2 travelers

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Cheap Siesta Key package deals

These are the best prices for Jul 22 - 25.
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$565 - $1,969$1,969 - $3,372$3,372 - $4,776$4,776 - $6,179$6,179+ per night

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Free breakfastFree internetFree airport shuttleFree parking

Most popular Siesta Key flight and hotel deals

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Beachside Haven - 650C - Siesta Key
Beachside Haven - 650C - Siesta Key
Beachside Haven - 650C
Pool
Indianapolis
Meals not included
3 nights + flight
$2,252
The Beach Club At Siesta #200B - Siesta Key - Laundry facility
The Beach Club At Siesta #200B - Siesta Key - Laundry facility
The Beach Club At Siesta #200B
8.5 Very good
Parking
Free Wi-Fi
Boston Logan Intl
Meals not included
3 nights + flight
$862
Azul Resort Siesta Key - Siesta Key
Azul Resort Siesta Key - Siesta Key
Azul Resort Siesta Key
8.4 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Indianapolis
Meals not included
3 nights + flight
$710
House of The Sun Siesta Key Crescent Beach - Siesta Key - Beach
House of The Sun Siesta Key Crescent Beach - Siesta Key - Beach
House of The Sun Siesta Key Crescent Beach
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
$1,071
Coconut House - 606B - Siesta Key
Coconut House - 606B - Siesta Key
Coconut House - 606B
9 Wonderful
Boston Logan Intl
Meals not included
3 nights + flight
$1,991
Captiva Beach Resort - Siesta Key - Bedroom
Captiva Beach Resort - Siesta Key - Bedroom
Captiva Beach Resort
9.2 Wonderful
Parking
Free Wi-Fi
Pool
Dayton
Meals not included
3 nights + flight
$565
Siesta Key Island Rentals - Siesta Key - Living room
Siesta Key Island Rentals - Siesta Key - Living room
Siesta Key Island Rentals
9.1 Wonderful
Parking
Pool
Dayton
Meals not included
3 nights + flight
$735
Siesta Key Beachside Villas - Siesta Key - Outdoors view
Siesta Key Beachside Villas - Siesta Key - Outdoors view
Siesta Key Beachside Villas
8.7 Very good
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
$979
The Abalone - Siesta Key - Pool
The Abalone - Siesta Key - Pool
The Abalone
10 Wonderful
Parking
Free Wi-Fi
Pet friendly
Indianapolis
Meals not included
3 nights + flight
$4,901
Casa Antilles - 1036L - Siesta Key
Casa Antilles - 1036L - Siesta Key
Casa Antilles - 1036L
9 Wonderful
Parking
Free Wi-Fi
Pet friendly
Indianapolis
Meals not included
3 nights + flight
$2,648
Siesta Heron Suites & Villas - Siesta Key - Living room
Siesta Heron Suites & Villas - Siesta Key - Living room
Siesta Heron Suites & Villas
8.9 Very good
Parking
Free Wi-Fi
Pool
Dayton
Meals not included
3 nights + flight
$577
Shore Thing - 185 - Siesta Key
Shore Thing - 185 - Siesta Key
Shore Thing - 185
9.6 Wonderful
Parking
Free Wi-Fi
Pet friendly
Indianapolis
Meals not included
3 nights + flight
$2,717
Beachside Bungalow - 1136 - Siesta Key
Beachside Bungalow - 1136 - Siesta Key
Beachside Bungalow - 1136
Boston Logan Intl
Meals not included
3 nights + flight
$2,094
Siesta Key Inn - Siesta Key
Siesta Key Inn - Siesta Key
Siesta Key Inn
8.5 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Boston Logan Intl
Meals not included
3 nights + flight
$699
Family Apartment with Pool in siesta key florida - Siesta Key
Family Apartment with Pool in siesta key florida - Siesta Key
Family Apartment with Pool in siesta key florida
Pool
Boston Logan Intl
Meals not included
3 nights + flight
$798
The Beach Club At Siesta #101E - Siesta Key
The Beach Club At Siesta #101E - Siesta Key
The Beach Club At Siesta #101E
9.2 Wonderful
Parking
Free Wi-Fi
Boston Logan Intl
Meals not included
3 nights + flight
$830

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 $75; Family vacation $264; Romantic vacation $216; Luxury vacation $230; Budget vacation $241.

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)$75
Family vacation (Flight+Hotel)$264
Romantic vacation (Flight+Hotel)$216
Luxury vacation (Flight+Hotel)$230
Budget vacation (Flight+Hotel)$241