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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.
Pier House 60 Clearwater Beach Marina Hotel

Pier House 60 Clearwater Beach Marina Hotel

3 out of 5
Save 100% on your flight
Price was $617, price is now $403 per person
$403
per person
Dec 18 - Dec 23
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star hotel in Clearwater Beach. Enjoy a rooftop terrace, a fitness center, and a 24-hour front desk. Our guests praise the restaurant and the bar in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,219, price is now $659 per person
$659
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,156, price is now $710 per person
$710
per person
Dec 25 - Dec 31
just found
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $907, price is now $558 per person
$558
per person
Dec 25 - Dec 31
just found
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 4-star beach resort in St. Pete Beach. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $1,182, price is now $737 per person
$737
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,097, price is now $685 per person
$685
per person
Dec 25 - Dec 31
just found
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy 2 outdoor pools, a beach locale, and a nightclub. Our guests praise the bar and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $766, price is now $482 per person
$482
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.
The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Save 100% on your flight
Price was $782, price is now $497 per person
$497
per person
Dec 25 - Dec 31
just found
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in St. Pete Beach. Enjoy free parking, a beach locale, and laundry facilities. Popular attractions John's Pass Village & Boardwalk and Dolphin Landings Charter Boat Center are located nearby.
Landing Palmetto Apartments

Landing Palmetto Apartments

4 out of 5
Save 100% on your flight
Price was $1,455, price is now $925 per person
$925
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Stay at this 4-star aparthotel in Palmetto. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Moccasin Wallow Golf Club and Andersen Race Park are located nearby.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $918, price is now $593 per person
$593
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.
Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $4,604, price is now $2,989 per person
$2,989
per person
Dec 27 - Jan 3
found 1 day 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.
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $2,069, price is now $1,355 per person
$1,355
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
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 located nearby.

3-4 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 $642, price is now $362 per person
$362
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

2 out of 5
Price was $791, price is now $514 per person
$514
per person
Dec 11 - Dec 14
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

3 out of 5
Price was $637, price is now $432 per person
$432
per person
Dec 11 - Dec 14
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn

2 out of 5
Price was $634, price is now $431 per person
$431
per person
Dec 11 - Dec 14
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)

5-7 Night Vacations in Siesta Key Beach

Price found within the past 48 hours. Click for updated prices.
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $907, price is now $558 per person
$558
per person
Dec 25 - Dec 31
just found
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $4,446, price is now $2,323 per person
$2,323
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,219, price is now $659 per person
$659
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,156, price is now $710 per person
$710
per person
Dec 25 - Dec 31
just found
Roundtrip flight included
Atlanta (ATL) 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
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
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
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 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
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
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
See all 8,317 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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