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May 22 - May 24
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Top Santa Maria hotels

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$338 nightly
The price is $382 total per night from May 24 to May 25
$382 total
May 24 - May 25
Total with taxes and fees
A full-service spa and an indoor pool are featured at this luxury hotel. Enjoy the hot tub and free perks like full breakfast and WiFi in public areas. You'll ...
"The property is beautiful, the spa is great and most importantly the bed and Bedding were fabulous! The rooms are large and very nicely appointed with a sense of calm and quiet. The staff very attentive and dedicated to our overall stay and well being! Alessandro in the restaurant & Simone,; Anna, ..."

Reviewed on May 17, 2026

Opens in a new windowMonastero di Cortona Hotel & Spa
Borgo San Felice Resort

Borgo San Felice Resort

5 out of 5
San Felice Castelnuovo Berardenga SI
$824 nightly
The price is $918 total per night from May 31 to Jun 1
$918 total
May 31 - Jun 1
Total with taxes and fees
This luxury hotel features an attached winery, a full-service spa, and 2 restaurants. Families will appreciate the arcade/game room, kid-friendly dining, and ...
"Absolutely wonderful!"

Reviewed on May 8, 2026

Opens in a new windowBorgo San Felice Resort
Hotel Le Fontanelle

Hotel Le Fontanelle

5 out of 5
SP 408-km 14.7 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
$414 nightly
The price is $467 total per night from Jun 2 to Jun 3
$467 total
Jun 2 - Jun 3
Total with taxes and fees
This smoke-free hotel features an attached winery, a full-service spa, and a restaurant. Families will appreciate the arcade/game room, picnic area, and in-room ...
"We had an exceptional stay. The staff, the property, the food, the activities were all top notch. We missed it the second we left and hope to return in the future. Loved the balcony and view from room 22."

Reviewed on May 18, 2026

Opens in a new windowHotel Le Fontanelle
L'Orto delle Terme

L'Orto delle Terme

Via dei Mulini 18 San Quirico d'Orcia SI
$149 nightly
The price is $169 total per night from Jun 3 to Jun 4
$169 total
Jun 3 - Jun 4
Total with taxes and fees
Hot springs and a restaurant are featured at this smoke-free bed & breakfast. Unwind with a drink at the bar/lounge and enjoy perks like free buffet breakfast ...
"Everything was perfect, fabulous location, staff amazing and breakfast was delicious. We also ate in the restaurant which was perfect."

Reviewed on May 10, 2026

Opens in a new windowL'Orto delle Terme
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
$463 nightly
The price is $516 total per night from Jun 2 to Jun 3
$516 total
Jun 2 - Jun 3
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Family-friendly amenities include a playground and in-room childcare. ...
"Best hotel in city"

Reviewed on May 14, 2026

Opens in a new windowPrecise Tale Poggio Alla Sala
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $128 total per night from May 19 to May 20
$128 total
May 19 - May 20
Total with taxes and fees
A seasonal outdoor pool is featured at this hotel, along with free WiFi in public areas and a garden. A communal living room is also provided.
"I loved this property and will recommend to anyone who wants to stay in Montepulciano. The staff was excellent, very good customer service, very clean, good breakfast, and view is beautiful."

Reviewed on May 15, 2026

Opens in a new windowNuovo Etruria Resort
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11 Pienza SI
$173 nightly
The price is $198 total per night from Jun 14 to Jun 15
$198 total
Jun 14 - Jun 15
Total with taxes and fees
This smoke-free hotel features 2 hot tubs, a restaurant, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, ...
"Very clean room, very helpful and courteous staff. Good central location for touring Pienza and neighbouring villages. Had a rental car and was no problem to find a place to park for a few days."

Reviewed on May 18, 2026

Opens in a new windowHotel Corsignano
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
$196 nightly
The price is $222 total per night from Jun 7 to Jun 8
$222 total
Jun 7 - Jun 8
Total with taxes and fees
This residence features a restaurant, a seasonal outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public ...
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"

Reviewed on May 5, 2026

Opens in a new windowHotel San Gregorio
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Localita Piazzano, C.P. 6 Cortona AR
$627 nightly
The price is $699 total per night from May 28 to May 29
$699 total
May 28 - May 29
Total with taxes and fees
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport ...
Opens in a new windowVilla di Piazzano - Small Luxury Hotel of the World
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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.

Frequently asked questions

What are the top kid-friendly hotels in Santa Maria?
From unique amenities to more room to move, kid-friendly hotels are equipped with features that can help transform a regular family vacation into an incredible one. These Santa Maria options make getting away with children a piece of cake: Tuscan Style Apartment with View of the Hills will help make your getaway the most memorable one yet. It features a variety of conveniences aimed at families, such as a swimming pool and a fireplace. Also check out the deals at Luxurious Apartment in Lucignano With Views and Pool. It comes with a swimming pool, a fireplace and lots of opportunities for family time.
Where can I find cheap hotels in Santa Maria?
At Travelocity you'll find really nice hotels in Santa Maria at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Santa Maria rather than in Santa Maria. We may find you even better rates, too.
How do I find the best Santa Maria hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Santa Maria then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Santa Maria?
The cheapest hotel in Santa Maria is $128. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Santa Maria?
There are 5,052 hotels in Santa Maria on Travelocity.
What are the best hotels in Santa Maria?
Santa Maria has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Santa Maria for you!
When is the best time to visit Santa Maria?
If you want the joy of a fun-filled trip in peak season, visit Santa Maria during May, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Santa Maria?
Based on historic data is usually the cheapest month to visit Santa Maria. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Santa Maria?
There are multiple hotels in Santa Maria that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Santa Maria. We have plenty of kid-friendly hotels in Santa Maria to choose from on Travelocity!
Why book a hotel in Santa Maria through Travelocity?
Because we have the top hotels in Santa Maria! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Santa Maria on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Santa Maria hotel reviews by fellow wanderers

Hotel Corsignano

Hotel Corsignano

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"Very clean room, very helpful and courteous staff. Good central location for touring Pienza and neighbouring villages. Had a rental car and was no problem to find a place to park for a few days."
A verified traveler stayed at Hotel Corsignano
Hotel Corsignano

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