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Siesta Key Beach Vacation Packages

Siesta Key Beach Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
Save 100% on your flight
Price was $515, price is now $326 per person
$326
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.
Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,276, price is now $798 per person
$798
per person
Nov 17 - Nov 21
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Stay at this 3.5-star beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Anna Maria Beach and Bean Point Beach are located nearby.
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
Price was $3,209, price is now $2,056 per person
$2,056
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $705, price is now $456 per person
$456
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Clearwater Beach and Sand Key Park are located nearby.
Sirata St. Pete Beach

Sirata St. Pete Beach

3 out of 5
Save 100% on your flight
Price was $507, price is now $330 per person
$330
per person
Nov 17 - Nov 21
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star beach resort in St. Pete Beach. Enjoy 2 outdoor pools, 3 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Splash Island Water Park are located nearby.
Holiday Inn Express & Suites Tampa East - Ybor City by IHG

Holiday Inn Express & Suites Tampa East - Ybor City by IHG

2.5 out of 5
Save 100% on your flight
Price was $564, price is now $373 per person
$373
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seminole Hard Rock Casino Tampa and Port of Tampa are located nearby.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,085, price is now $719 per person
$719
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $810, price is now $538 per person
$538
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 4-star business-friendly hotel in Tampa. Enjoy 2 bars/lounges, breakfast (surcharge), and a fitness center. Our guests praise the pool and the bar in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.
Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

4 out of 5
Save 100% on your flight
Price was $1,091, price is now $728 per person
$728
per person
Nov 17 - Nov 21
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Stay at this 4-star hotel in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
Save 100% on your flight
Price was $610, price is now $410 per person
$410
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 4-star business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
Residence Inn by Marriott Tampa Westshore/Airport

Residence Inn by Marriott Tampa Westshore/Airport

3 out of 5
Save 100% on your flight
Price was $739, price is now $502 per person
$502
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
Save 100% on your flight
Price was $684, price is now $473 per person
$473
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 4-star beach hotel in Tampa. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.

3-4 Night Vacations in Siesta Key Beach

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
Westshore
Save 100% on your flight
Price was $307, price is now $191 per person
$191
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Embassy Suites by Hilton Tampa Downtown Convention Center

Embassy Suites by Hilton Tampa Downtown Convention Center

3.5 out of 5
Downtown Tampa
Save 100% on your flight
Price was $504, price is now $313 per person
$313
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,276, price is now $798 per person
$798
per person
Nov 17 - Nov 21
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
Save 100% on your flight
Price was $367, price is now $234 per person
$234
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)

5-7 Night Vacations in Siesta Key Beach

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
Rocky Point
Save 100% on your flight
Price was $880, price is now $519 per person
$519
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
The Avalon Club

The Avalon Club

4 out of 5
Price was $1,769, price is now $1,076 per person
$1,076
per person
Nov 29 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $3,188, price is now $1,877 per person
$1,877
per person
Nov 17 - Nov 24
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,175, price is now $694 per person
$694
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Siesta Key Beach Last Minute Hotel Deals

Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd., Siesta Key, FL
Stay at this 3-star beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
Tropical Breeze Resort
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
Tropical Beach Resorts
SeaSpray Resort

SeaSpray Resort

4 out of 5
574 Canal Rd, Siesta Key, FL
Stay at this 4-star aparthotel in Siesta Key. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Siesta Key Beach and Lido Beach are ...
SeaSpray Resort
The Ringling Beach House

The Ringling Beach House

3.5 out of 5
523 Beach Road, Siesta Key, FL
Stay at this 3.5-star apartment in Siesta Key. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Ringling Beach House
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
Siesta Key Beach Resort and Suites
Siesta Key Island Rentals

Siesta Key Island Rentals

3 out of 5
515 Beach Rd, Siesta Key, FL
Stay at this 3-star vacation home in Siesta Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are ...
Siesta Key Island Rentals
The Inn On Siesta Key

The Inn On Siesta Key

3.5 out of 5
515 Beach Road, Siesta Key, FL
Stay at this 3.5-star beach cottage in Siesta Key. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the property ...
The Inn On Siesta Key
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl, Sarasota, FL
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Spark by Hilton Sarasota Siesta Key Gateway
See all 8,249 properties in Siesta Key Beach
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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