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Caldana Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Caldana vacation rentals

A tranquil outdoor pool area with a stone-lined water feature, surrounded by lush greenery and a wooden pergola.

1. Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio

Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio
Toscana
9.8 out of 10, Exceptional, (21 reviews)
"Posto magnifico, le ville molto curate e pulite, con tutto il necessario e anche di più. La posizione davvero ottima, si arriva in un attimo in paese e in pochi minuti di auto si può raggiungere la costa. Consigliatissimo, sicuramente ritorneremo anche con la bella stagione."
Italy
Giulia O.
$363 nightly
The price is $363
Sep 28 - Sep 29
Total with taxes and fees
Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio
A beach with clear water, trees, and a distant hill.

2. a paradise in Tuscany closed to the sea, swimming pool gym and spa Bike friendly

a paradise in Tuscany closed to the sea, swimming pool gym and spa Bike friendly
Gavorrano
10.0 out of 10, Exceptional, (27 reviews)
"This is such a peaceful and comfortable property. After the chaos of Rome and Florence, it was a welcome retreat and we only wished we could have stayed longer. The living quarters are comfortable and warm. The amenities on site are magnificent and ability to connect with nature in the Italian countryside is rejuvenating. The communication in advance and the check in process were easy and we were welcomed like friends or family. Perfect place to stay, relax and see a different side of the...
United States
Andy B.
$271 nightly
The price is $276
Oct 25 - Oct 26
Total with taxes and fees
a paradise in Tuscany closed to the sea, swimming pool gym and spa Bike friendly
A beach with calm water, a sunset, and buildings along the shore.

3. The Nest, Hamlet in Tuscany – Mountain View, Private Terrace & Wi-Fi

The Nest, Hamlet in Tuscany – Mountain View, Private Terrace & Wi-Fi
Ravi
$490 nightly
The price is $493
Sep 30 - Oct 1
Total with taxes and fees
The Nest, Hamlet in Tuscany – Mountain View, Private Terrace & Wi-Fi
A beach with clear water, trees, and a distant hill.

4. Villa la Sugherella Tuscany sea, swimming pools spa family golf horse gym kneipp

Villa la Sugherella Tuscany sea, swimming pools spa family golf horse gym kneipp
Gavorrano Toscana
9.6 out of 10, Exceptional, (12 reviews)
"I should say that we travelled a lot in Italy before. But it was either business trips or visiting touristic centers with crowds of tourists, noise, crush, traffic jams and all those things that are so typical for big cities and that we are so seek and tired of! And once our business partner, whose family is from Tuscany, told us that if we want to learn Italy as it is, we should go to Tuscany, as Italy starts from Tuscany! And we decided to go and found via internet absolutely charming place...
United States
Irina S.
$226 nightly
The price is $226
Oct 26 - Oct 27
Total with taxes and fees
Villa la Sugherella Tuscany sea, swimming pools spa family golf horse gym kneipp
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and overlooking a scenic view.

5. BeVedetta - Relais & Glamping - Adult Only

BeVedetta - Relais & Glamping - Adult Only
Scarlino
10.0 out of 10, Exceptional, (12 reviews)
"Loved it here!!!"
United States
Nina
$178 nightly
The price is $196
Sep 29 - Sep 30
Total with taxes and fees
BeVedetta - Relais & Glamping - Adult Only
An outdoor dining area with a table set for two, overlooking a lush green landscape and a hill in the distance.

6. Podere Cascatelle & Agriletizia

Podere Cascatelle & Agriletizia
Massa Marittima
10.0 out of 10, Exceptional, (3 reviews)
"Great for families, convenient parking and facilities, very tranquil."
United States
Ciarán
$54 nightly
The price is $67
Sep 30 - Oct 1
Total with taxes and fees
Podere Cascatelle & Agriletizia
A tranquil outdoor pool area with a stone-lined water feature, surrounded by lush greenery and a wooden pergola.

7. Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa

Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa
Toscana
10.0 out of 10, Exceptional, (2 reviews)
"It was a very nice vacation at Casa Conti Di Sotto. The VIP area is really private, you only have one neighbour in the other part of the house. The house and garden are well equipped. The main house is located a few meters away from the VIP area. There are all the other things like swimming pool and sauna. The upper part at the sauna has a nice view of the landscape. Vasile was also very nice and helpful."
Germany
Matthias W.
$342 nightly
The price is $342
Oct 1 - Oct 2
Total with taxes and fees
Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa
A person relaxing in a hot tub with a glass of wine.

8. Botrona B&B

Botrona B&B
Scarlino
9.4 out of 10, Exceptional, (26 reviews)
"Amazing B&B! Beautiful, clean, and very classy! Staff is excellent and friendly… breakfast is superb and staff’s hospitality is heart warming. Our stay was very pleasant. Home away from home… surprisingly beautiful grounds with jacuzzi and a sauna available whenever you want! Thank you!"
United States
Anna
$72 nightly
The price is $80
Oct 15 - Oct 16
Total with taxes and fees
Botrona B&B
A couple seated at a table with drinks, overlooking a pool area with lounge chairs and umbrellas.

9. Fattoria Maremmana

Fattoria Maremmana
4.0 star property
Grosseto
8.0 out of 10, Very good, (11 reviews)
"Staff very friendly and helpful. Very quiet stay as we visited at the beginning of the slow season. "
United States
James
$219 nightly
The price is $245
Sep 28 - Sep 29
Total with taxes and fees
Fattoria Maremmana
A tree with a swing chair, a clear sky, and a distant tree.

10. Room 'Ghianda' with Shared Garden, Balcony and Wi-Fi

Room 'Ghianda' with Shared Garden, Balcony and Wi-Fi
Gavorrano
10.0 out of 10, Exceptional, (1 review)
"Pros: I proprietari sono splendidamente amichevoli ed accoglienti! La colazione ottima con torte fatte in casa, marmellata di fichi dell'albero in giardino, cornetti freschi e un po' di opzioni salate."
Italy
Anonymous traveler
$111 nightly
The price is $116
Oct 4 - Oct 5
Total with taxes and fees
Room 'Ghianda' with Shared Garden, Balcony and Wi-Fi
A beach with rows of sun loungers and umbrellas, a sandy shore, and a rocky coastline.

11. PuntAla Camp & Resort

PuntAla Camp & Resort
4.0 star property
Castiglione della Pescaia
8.6 out of 10, Excellent, (63 reviews)
"The place is amazing in the wood, restaurant and super market inside. The price is not cheap, in july I paid about two five cero per night. The only thing I didn't like is the check-in and check-out timing. Check-in is at 18.00 (too late) and check-out is at 9.00 (too early). Additionaly, in the policies it was written that the music was not allowed, however, there was a lot of music for the baby dance and other internal events"
Italy
Alessio
$77 nightly
The price is $87
Sep 29 - Sep 30
Total with taxes and fees
PuntAla Camp & Resort
A beach with numerous blue and white striped umbrellas, a castle on a cliff, and calm water with boats.

12. Camping Village Baia Azzurra

Camping Village Baia Azzurra
4.0 star property
Castiglione della Pescaia
8.8 out of 10, Excellent, (38 reviews)
"Great price for last minute. Well located. The lady at the front counter initially must get some manners. Agitatedly accusing/greating me with being late after arriving at 20:30 although expedia shows check in until 2200. But the other staff was great!"
Canada
Reyno
$87 nightly
The price is $98
Oct 10 - Oct 11
Total with taxes and fees
Camping Village Baia Azzurra
A stone fountain with a light-up base, surrounded by grass and trees, with a building in the background.

13. Fattoria Pian di Rocca

Fattoria Pian di Rocca
Castiglione della Pescaia
9.6 out of 10, Exceptional, (34 reviews)
"We are very happy with everything in this hotel, nice room, comfortable bed, and very good breakfast."
Sweden
Tor
$86 nightly
The price is $99
Oct 20 - Oct 21
Total with taxes and fees
Fattoria Pian di Rocca
A beach with clear turquoise water, sandy shore, and a forested hill in the background.

14. Nautilus B&B Suite Design

Nautilus B&B Suite Design
Follonica
10.0 out of 10, Exceptional, (7 reviews)
"Was one of the better places I stayed on this trip loved the lights in the shower view was nice the rain head and the waterfall head need to be cleaned some water was coming out but they where pretty stopped up other then that excellent place to stay"
United States
James
$142 nightly
The price is $160
Oct 6 - Oct 7
Total with taxes and fees
Nautilus B&B Suite Design
An outdoor dining area with a pool view, covered by a canopy, and tables set for a meal.

15. Borgo degli Olivi

Borgo degli Olivi
3.0 star property
Piombino
8.2 out of 10, Very good, (91 reviews)
"Very quiet and relaxing location. Nice garden and pool. Friendly staff. Room was good but slightly outdated."
Germany
martin
$109 nightly
The price is $124
Sep 29 - Sep 30
Total with taxes and fees
Borgo degli Olivi
A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

16. Agriturismo Benvenuti

Agriturismo Benvenuti
Roccastrada
6.0 out of 10, (3 reviews)
"La stanza era molto grande e tranquilla. C'è anche un giardino abbastanza ampio a disposizione esclusiva di ogni camera/appartamento. Estrema cortesia. Ovviamente si è in aperta campagna, non in vicinanza del mare o dentro un borgo, ma in auto si raggiungo facilmente molte località interessanti del luogo. Su alcuni particolari, potrebbe essere tenuto un po' meglio, ma nel complesso ha un ottimo rapporto qualità/prezzo per la zona."
Italy
Ivano
$81 nightly
The price is $92
Oct 23 - Oct 24
Total with taxes and fees
Agriturismo Benvenuti
A marina with multiple sailboats docked, a mountainous backdrop, and a building with lights on in the distance.

17. Sailing Yachts for Day Trips, Sailing Lessons, Bachelorette Parties, and Cruises

Sailing Yachts for Day Trips, Sailing Lessons, Bachelorette Parties, and Cruises
Toscana
$683 nightly
The price is $683
Sep 29 - Sep 30
Total with taxes and fees
Sailing Yachts for Day Trips, Sailing Lessons, Bachelorette Parties, and Cruises
A residential area with multiple buildings, a balcony with a wooden railing, and a view of trees and a clear sky.

18. Pineta Azzurra

Pineta Azzurra
Grosseto
8.0 out of 10, Very good, (13 reviews)
"Appartamento molto vicino al mare,per famiglie"
Italy
Lucrezia
$48 nightly
The price is $56
Sep 28 - Sep 29
Total with taxes and fees
Pineta Azzurra
A modern indoor space with wooden floors and large glass windows.

19. Roccamare Resort - Le Dimore della Pineta

Roccamare Resort - Le Dimore della Pineta
4.0 star property
Castiglione della Pescaia
8.6 out of 10, Excellent, (22 reviews)
"Beach side property. We rented a small villa. The villa was great. We were able to dine indoors or on the patio. The beach is well kept and we had access to chairs and parasol. This resort is made for a relaxing vacation "
Canada
Brigitte
$107 nightly
The price is $120
Oct 5 - Oct 6
Total with taxes and fees
Roccamare Resort - Le Dimore della Pineta
An outdoor patio with a wooden floor, a covered seating area, and a view of a green landscape.

20. Farmhouse 'Le Gerlette - La Stalla' with Shared Pool, Wi-Fi and Air Conditioning

Farmhouse 'Le Gerlette - La Stalla' with Shared Pool, Wi-Fi and Air Conditioning
Braccagni
$125 nightly
The price is $128
Oct 2 - Oct 3
Total with taxes and fees
Farmhouse 'Le Gerlette - La Stalla' with Shared Pool, Wi-Fi and Air Conditioning
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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Top Caldana Hotel Reviews

Grand Hotel Bastiani

Grand Hotel Bastiani

10/10 Excellent
"Great location inside the city walls to explore Grosetto. Lots of great restaurants."
Steven 4-night trip
Posted 5 days ago
Grand Hotel Bastiani

Find out more about Caldana

Everything you need to know about Caldana vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Caldana vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Caldana vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Caldana vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Caldana. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Caldana in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $35 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Caldana rentals

At Expedia, we put the best Caldana vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Caldana rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Caldana vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Caldana. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Caldana?

Yes, we offer vacation rentals close to the most popular attractions in Caldana, or you can select a more remote option if you're looking for relaxation. Caldana is known for its wineries and restaurants.

What's the top vacation rental that Caldana has to offer?

Beautiful stone house in Tuscany with terrace and balcony.: This highly rated vacation home rental in Caldana is located in a rural location and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. Make the most of the selection of games in this rental home to help you unwind. Another good choice for your trip to Caldana is Fantastic Tuscan villa in a secluded location with pool and outdoor kitchen, close to the sea.

How many vacation rentals are there in Caldana?

Choose from 7 Expedia vacation rentals in Caldana for a memorable vacation.

What’s there to see and do in Caldana?

Explore the area and family-friendly sights such as Piscina Il Giunco, or get out into nature at a spot like Lago dell'Accesa. In the larger area, you’ll find Vetulonia Ruins and Rocca di Frassinello Winery.

What’s a vacation rental in Caldana like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Caldana. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip.