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Siesta Key Village Vacation Packages

Siesta Key Village Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $876, price is now $552 per person
$552
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, 3 outdoor pools, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $2,954, price is now $1,780 per person
$1,780
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this beach hotel in Bradenton Beach. Enjoy a beach locale, daily housekeeping, and cable TV channels. Popular attractions Coquina Beach and Bradenton Beach are located nearby.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,888, price is now $1,209 per person
$1,209
per person
Apr 10 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this 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 St. Armands Circle and Lido Beach are located nearby.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $844, price is now $573 per person
$573
per person
May 3 - May 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,385, price is now $987 per person
$987
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this 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.

3-4 Night Vacations in Siesta Key Village

Price found within the past 48 hours. Click for updated prices.
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $876, price is now $552 per person
$552
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $2,954, price is now $1,780 per person
$1,780
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,213, price is now $816 per person
$816
per person
Apr 27 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $844, price is now $573 per person
$573
per person
May 3 - May 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)

5-7 Night Vacations in Siesta Key Village

Price found within the past 48 hours. Click for updated prices.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $982, price is now $642 per person
$642
per person
May 3 - May 8
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,888, price is now $1,209 per person
$1,209
per person
Apr 10 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $1,100, price is now $726 per person
$726
per person
Apr 10 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Cheap Hotel Deals in Siesta Key Village

Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd. Siesta Key FL
Book a stay at this 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 ...
Opens in a new windowTropical Breeze Resort
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. ...
Opens in a new windowSiesta Key Beach Resort and Suites
Siesta Key Beachside Villas

Siesta Key Beachside Villas

2.5 out of 5
124 Columbus Blvd Siesta Key FL
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowSiesta Key Beachside Villas
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Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
Opens in a new windowKompose Boutique Hotel
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...
Opens in a new windowGolden Host Resort - Sarasota
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
Opens in a new windowTropical Beach Resorts
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West Bradenton FL
Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Opens in a new windowCompass Hotel by Margaritaville Anna Maria Sound
Azul Resort Siesta Key

Azul Resort Siesta Key

3 out of 5
1105 Point of Rocks Rd Siesta Key FL
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Siesta Key Beach and Lido Beach are located ...
Opens in a new windowAzul Resort Siesta Key
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Apr 15 - Fri, Apr 17
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$170 Roundtrip, found 9 hours ago
$170
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Wed, Apr 15 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Fri, Apr 17, priced at $170 found 9 hours ago
Frontier Airlines
Sat, May 9 - Thu, May 14
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$192 Roundtrip, just found
$192
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, May 9 from LaGuardia to Sarasota-Bradenton Intl., returning Thu, May 14, priced at $192 just found
United
Wed, May 27 - Tue, Jun 9
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$214 Roundtrip, found 9 hours ago
$214
Roundtrip
found 9 hours ago
Select United flight, departing Wed, May 27 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Tue, Jun 9, priced at $214 found 9 hours ago
Delta
Mon, Apr 27 - Tue, May 12
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Apr 27 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, May 12, priced at $220 found 1 day ago