Siesta Key Village Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Siesta Key Village

Find the best Siesta Key Village areas and neighborhoods for the activities you enjoy most. Learn more about Siesta Key Village
South Village

South Village

1 out of top 10 points of interest in this area

If you're spending some time in South Village, Siesta Key Marina and Crescent Beach are top sights worth seeing.

Find hotels in South Village

Top hotels in Siesta Key Village

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 5.060.425 ₫ per night from 24 Jun to 25 Jun
5.060.425 ₫
7.175.603 ₫ total
24 Jun - 25 Jun
includes taxes & fees
9/10 Wonderful! (1,131 reviews)
"Love spending my family vacations here! Everything is just great! Staff is great, location, privacy, amenities, property maintenance! Everything just great!!"

Reviewed on 21 Jun 2026

Siesta Key Beach Resort and Suites
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd. Siesta Key FL
Fully refundableReserve now, pay when you stay
The price is 4.823.984 ₫ per night from 29 Jun to 30 Jun
4.823.984 ₫
6.105.234 ₫ total
29 Jun - 30 Jun
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"This resort is very close to the beach, bars, restaurants and shopping. You can literally walk to everything. The room was very nice the only thing is you don’t get daily cleaning and need to request more towels. The people cleaning the rooms were very nice and hardworking though. Check in was not ..."

Reviewed on 22 Jun 2026

Tropical Breeze Resort
Siesta Key Beachside Villas

Siesta Key Beachside Villas

2.5 out of 5
124 Columbus Blvd Siesta Key FL
The price is 4.377.210 ₫ per night from 23 Jun to 24 Jun
4.377.210 ₫
6.403.433 ₫ total
23 Jun - 24 Jun
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Beautiful place walking distance to the beach! Dreamy staycation spot"

Reviewed on 21 Jun 2026

Siesta Key Beachside Villas
See all 13,637 properties in Siesta Key Village
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.

Frequently asked questions

How much does a Siesta Key Village holiday package cost?
Less than you might think — from just , in fact! By combining hotels, flights and car rentals into a custom-made travel package, your trip to Siesta Key Village is just clicks away.
How do I get a cheap travel package to Siesta Key Village?
Combining your hotel and flight with Expedia won't just save you time — it'll save you money too. A Siesta Key Village holiday package makes it simple to create your ideal trip. With more than 550 airlines throughout the world to choose from, finding flights that suit your busy schedule won't be difficult. In addition to that, we've got over 1null000null000 hotel options globally to pick from. Now that's what you call choice. No matter who you are, Expedia will help show you the world.
Where should I stay in Siesta Key Village?
If you want to be where the action is, stay somewhere close to Siesta Key Beach. Many visitors book a hotel around this famous tourist attraction.
What are the top hotels in Siesta Key Village?
If it's your first time in Siesta Key Village, lock in a room at Siesta Beach Cottage or Siesta Key 2bedroom /1bath Villa Barefoot Bungalows. Both hotels will make you feel at home and are favourites with many travellers.
How far in advance should I book my Siesta Key Village holiday?
Travellers are usually able to compare international fares on Expedia up to 12 months prior to departure. Booking last minute? With a little bit of luck, it's still possible to score a cheaper ticket only weeks before your flight.
What does an Expedia Siesta Key Village travel package include?
It's up to you! You can choose from a variety of Siesta Key Village packages, such as a flight, rental car and hotel. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your perfect Siesta Key Village break looks like, you'll save!
What should I know before booking a Siesta Key Village travel package?
Design deals that fit your budget with an Expedia package. Hotels, flights, rental cars — we have everything you need to plan your escape. You'll save loads just for bundling your bookings. Whether you're embarking on a ski trip or kicking back on a warm beach, your perfect holiday is just a few clicks away.
Can I choose my airline with a Siesta Key Village Expedia holiday package?
Yes — that's the beauty of an Expedia package. You get to choose. We have more than 550 airline partners across the globe, so you have lots of choice when planning your Siesta Key Village adventure.
If I'm not able to travel, can I cancel my Siesta Key Village holiday package?
Yes, you can cancel your Siesta Key Village booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Popular places to visit

Siesta Key Farmers Market

You can search for that perfect souvenir at Siesta Key Farmers Market during your stay in Siesta Key. Amble around this quaint area's beautiful beaches and enjoy its top-notch restaurants.

Siesta Key Farmers Market