Deals on vacations and trips to Siesta Key Village

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Siesta Key Village flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $913, price is now $475 per person
$475
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi. A rooftop terrace is on site, and self parking and a 24-hour front desk are also offered.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,423, price is now $1,444 per person
$1,444
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,049, price is now $661 per person
$661
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
This hotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A poolside bar, a 24-hour front desk, and a garden are also provided.
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
Price was $817, price is now $516 per person
$516
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
A marina, a 24-hour gym, and a restaurant are all featured at this Mediterranean hotel. Unwind with a drink at one of the 3 bars/lounges and enjoy freebies like WiFi in public areas and a beach shuttle. You'll appreciate the outdoor pool, poolside bar, and concierge services.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,449, price is now $948 per person
$948
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.

Top Siesta Key Village hotels deals

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd Siesta Key FL
The price is $264 total per night
$264 total
per night
Aug 16 - Aug 17
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free WiFi. Self parking, a terrace, and a garden are also offered.
Pool
Hot Tub
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd. Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
The price is $200 total per night
$200 total
per night
Aug 31 - Sep 1
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
Pool
Hot Tub
Siesta Key Beachside Villas

Siesta Key Beachside Villas

2.5 out of 5
124 Columbus Blvd Siesta Key FL
The price is $257 total per night
$257 total
per night
Aug 23 - Aug 24
An outdoor pool, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Pool
Free WiFi
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Free Cancellation
Reserve now, pay when you stay
The price is $87 total per night
$87 total
per night
Aug 6 - Aug 7
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.
Pool
Hot Tub
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West Bradenton FL
Free Cancellation
Reserve now, pay when you stay
The price is $203 total per night
$203 total
per night
Aug 11 - Aug 12
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking. Free WiFi in public areas, a snack bar/deli, and a communal living room are also on offer.
Pool
Breakfast included
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
Free Cancellation
Reserve now, pay when you stay
The price is $417 total per night
$417 total
per night
Aug 9 - Aug 10
This smoke-free resort features a private beach, 2 outdoor pools, and a restaurant. Spend a day at the beach surfing, or relax with beach cabanas and sun loungers. Enjoy the gym and perks like free WiFi.
On private beach
Pool
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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.

Stay near popular Siesta Key Village attractions

Siesta Key Farmers Market

You can enjoy retail therapy at Siesta Key Farmers Market during your trip to Siesta Key. Amble around this quaint area's beautiful beaches and enjoy its lively bars.
See properties

Frequently asked questions

How much are vacation packages to Siesta Key Village?
Adventure calls in Siesta Key Village, with Travelocity vacation packages starting at just $475. In addition to hotels and flights, these amazing deals make it a cinch to visit all corners of the globe.
Where can I get the best vacation package deals for Siesta Key Village?
There's no need to look any further than Travelocity. With 400 partner airlines and 1,000,000 properties worldwide, it's a piece of cake to put together a Siesta Key Village package deal that appeals to your wanderlust.
Why should I purchase my Siesta Key Village vacation bundle via Travelocity?
With our Price Match Guarantee, we'll match any better price you find. Add to that our 24/7 customer support and top-shelf service and the vacation you've been dreaming of is well within reach.
Will I save money on my Siesta Key Village car rental if I bundle it with hotels and flights?
You certainly can — and if you also add a tour to your Siesta Key Village vacation package, you'll save some more. With an affordable package from Travelocity, you can find things to do in the region that are right for you. Then, hop in your rental car and work your way through the list. Universal Studios Florida is one much-loved sight to visit. You'll find it 110 mi from Siesta Key Village.

Photos of local treasures

Browse Siesta Key Village vacation photos for more inspiration

A vibrant building with a purple facade, a sign reading "Siesta," and a staircase leading to the entrance.
A beach club with outdoor seating, a bicycle, and a parking sign.
A colorful storefront with a T-shirts section and a swimwear section.
A cartoon character holding a surfboard and a sign that reads "PIZZA SPIRITS".
A street with parked motorcycles, palm trees, and a building labeled "Ripfire."

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