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Tuscany villa buonconvento aerial pool

Luxury Villas in Tuscany & Florence

As award-winning Italy luxury villa rental specialists, Essenza Escapes offers personally inspected homes in Tuscany & Florence. From private Chianti villas and Val d’Orcia farmhouses to luxury Florence apartments, with daily housekeeping, private chefs, and bespoke travel planning.

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Tuscany luxury villa altoviti private pool

Villa Altoviti

Montespertoli

From €1,569 to €2,432 per night

10

5

6

Tuscany villa querce aerial

Villa La Querce

Castelfalfi

From €1,303 to €2,931 per night

10

5

7

Luxury villa le pratola tuscany swimming pool

Villa Le Pratola

Gaiole in Chianti

From €1,850 per night

14

5 - 7

6 - 8

Tuscany luxury casale vignacce

Casale Le Vignacce

Castelfalfi

From €1,703 to €2,785 per night

14

7

5

Tuscany casale sambuca aerial

Casale Sambuca

Tuscany

From €4,111 to €4,575 per night

14

7

6

Tuscany casale nocino hero image

Casale Nocino

Montespertoli

From €968 to €1,417 per night

12

6

6

Tuscany casale gioconda pool views

Casale Gioconda

Greve in Chianti

From €3,458 to €5,172 per night

20

11

9

Florence villa bellosguardo jacuzzi

Villa Bellosguardo, Florence

Florence

From €2,215 to €2,620 per night

8

4

5

Florence luxury villa arcetri building

Cottage Arcetri

Tuscany & Florence

From €365 to €504 per night

2

1

2

Luxury casale cellese tuscany aerial

Casale Cellese

Castellina in Chianti

From €8,152 per night

19

10

11

Tuscany villa vorno gardens

Villa Vorno, Lucca

Tuscany

From €3,184 to €10,779 per night

18

6 - 9

6 - 10

Tuscany villa lanterna swimming pool

Villa La Lanterna, Val d'Orcia

Tuscany

From €3,294 to €3,327 per night

14

7

6

Tuscany villa ardore estate

Villa Ardore, Chianti

Barberino Val d'Elsa

From €7,400 per night

16

8

10

Luxury podere lepre tuscany exteriors

Podere La Lepre, Val d'Orcia

Tuscany

From €1,458 to €2,458 per night

12

6

6

Tuscany castel san polo garden

Castel San Polo

Tuscany

From €1,641 to €3,541 per night

16

8

8

Tuscany villa buonconvento facade

Villa Buonconvento, Val d'Orcia

Buonconvento

From €1,664 to €2,357 per night

10

5

6

Tuscany luxury casale mori aerial

Casale Mori

Sarteano

From €3,115 to €4,979 per night

20

8 - 9 - 10

9 - 11 - 13

Florence luxury villa casa colonica facade

Casa Colonica, Florence

Tuscany

From €7,500 per night

10

4

4

Tuscany villa roccamare pool

Villa Roccamare, Maremma

Roccamare

From €2,293 to €4,222 per night

14

7

7

Tuscany luxury villa cipresso 6

Villa Cipresso, Pisa

Palaia

From €1,354 to €2,779 per night

14

8

7

Tuscany villa rovere 21

Villa Rovere, Pisa

Palaia

From €779 to €1,429 per night

6

3

4

Tuscany villa nocciola 39

Villa Nocciola, Pisa

Palaia

From €1,354 to €2,779 per night

13

7

9

Tuscany villa ansedonia hero image

Villa Ansedonia, Maremma

Ansedonia

From €2,262 to €3,065 per night

14

7

7

Florence luxury villino exteriors

Il Villino, Florence

Tuscany

From €8,000 per night

14

7

7

Tuscany casale spineto estate

Casale Spineto

Tuscany

From €1,458 to €2,458 per night

12

6

7

Tuscany podere valle swimming pool

Podere La Valle, Val d'Orcia

Tuscany

From €1,315 to €2,158 per night

12

6

7

Tuscany villa pietrose garden

Villa Pietrose, Montepulciano

Montepulciano

From €1,887 to €2,265 per night

10

5

6

Tuscany luxury casale falecine swimming pool

Casale Falecine

Castelfalfi

From €1,195 to €1,807 per night

10

5

4

Tuscany villa marianita pool

Villa Marianita, Chianti

Tuscany

From €4,128 to €4,176 per night

18

9

9

Tusccany fattoria pieve pool

Fattoria della Pieve, Lucca

Tuscany

From €728 to €1,494 per night

12

4 - 6

4

Tuscany nobile townhouse facade

Nobile Townhouse, Val d'Orcia

Castelmuzio

From €633 to €1,125 per night

9

5

4

Luxury villa tuscany villa busini facade

Villa I Busini, Florence

Tuscany

From €9,101 to €11,887 per night

14

4 - 7

4 - 7

Tuscany luxury villa monteroni aerial

Podere Monteroni, Siena

Tuscany

From €1,876 to €4,508 per night

10

5

7

Tuscany casale senese pool

Casale Senese, Siena

Monteroni D'Arbia

From €2,858 to €5,687 per night

12

6

6

Tuscany podere il gufo exteriors

Podere Il Gufo, San Casciano Dei Bagni

Tuscany

From €792 to €1,574 per night

10

5

4

Tuscany casa volterra pool bynight

Casale Volterra

Tuscany

From €921 to €1,822 per night

6

3

4

Luxury villa cavallerizza tuscany living room

La Cavallerizza, Tuscany

Tuscany

From €2,500 per night

6

3

3

Luxury la canonica tuscany yard

La Canonica di Pignano, Tuscany

Tuscany

From €1,750 per night

6

3

3

Tuscany casale san giusto courtyard

Casale San Giusto, Siena

Sovicille

From €839 to €1,525 per night

10

5

6

Casale oliveta tuscany sunny pool

Casale Oliveta

Radda in Chianti

From €1,631 to €2,236 per night

10

5

5

Villa le terme tuscany aerial

Villa Le Terme, Val d'Orcia

San Casciano dei Bagni

From €1,333 to €1,839 per night

12

5 - 7

5 - 7

Tuscany villa la roccia sunset

Villa La Roccia, Lucca

Lucca

From €2,337 per night

12

6

6

Tuscany luxury villa alberaccio pool 1

Villa Alberaccio, Chianti

Radda in Chianti

From €2,366 to €4,172 per night

10

4 - 5

4 - 5

Casale sancasciano valdorcia tuscany pool 3

Casale San Casciano

Tuscany

From €1,880 to €2,440 per night

14

7

6

Tuscany villa il prato hero image

Villa Il Prato

Greve in Chianti

From €3,329 to €4,072 per night

22

11

11

Luxury villa cortona tuscany pool

Villa Cortona, Val d'Orcia

Tuscany

From €2,766 to €4,367 per night

20

10

10

Tuscany villa il castagno hero image

Villa Il Castagno, Val d'Orcia

Cortona

From €1,359 to €2,129 per night

18

9

12

Tuscany villa montanina hero image

Villa Montanina, Val d'Orcia

Cortona

From €744 to €1,089 per night

12

6

6

Tuscany luxury villa colleramole aerial 1

Villa Colleramole, Florence

Tuscany

From €11,209 to €17,029 per night

37

20

20

Tuscany villa rossellino hero image

Villa Rossellino, Florence

Settignano

From €5,029 to €7,029 per night

18

9

6

Tuscany cottage le torrette pool

Cottage Le Torrette, Lucca

Capannori

From €1,672 to €2,501 per night

16

8

8

Villa monticchiello tuscany exteriors

Villa Monticchiello, Val d'Orcia

Pienza

From €990 to €1,572 per night

12

6

6

Casale macie tuscany exteriors

Casale Macie, Casole d'Elsa

Tuscany

From €4,500 per night

12

6

6

Luxury villa castellina chianti outside view

Villa Castellina, Chianti

Castellina in Chianti

From €4,122 to €5,401 per night

14

7

8

Tuscany villa firenze sunset

Villa Firenze, Florence

Tuscany

From €441 to €1,029 per night

6

3

4

Tuscany luxury villa radda swimming pool

Villa Radda, Chianti

Radda in Chianti

From €2,476 to €4,172 per night

12

5 - 6

5 - 6

Tuscany villa san luigi hero image

Villa San Luigi, Chianti

Tavarnelle Val di Pesa

From €8,500 per night

12

6

7

Tuscany villa torretta pool

Villa Torretta, Chianti

Chianti

From €2,190 to €2,887 per night

10

5

7

Tuscany villa rignana hero image

Villa Rignana, Chianti

Badia a Passignano

From €2,274 per night

16

8

7

Tuscany casale di greve chianti aerial

Villa Casolese

Tuscany

From €2,787 to €3,786 per night

18

9

10

Tuscany villa frantoio garden

Il Frantoio

Capannori

From €940 to €1,365 per night

8

4

4

Luxury casale sorbello tuscany aerial

Casale Sorbello

Arezzo

From €3,325 to €3,968 per night

12

7

6

Luxury villa sovicille tuscany pool 1

Villa Sovicille, Siena

Tuscany

From €1,308 to €2,103 per night

14

7

7

Tuscany villa capalbio pool 1

Villa Capalbio, Costa degli Etruschi

Tuscany

From €1,654 to €8,958 per night

12

6

6

Tuscany casale gesso hero image

Casale Gesso, Capalbio

Capalbio

From €2,529 to €3,422 per night

10

5

5

Tuscany villa etrusca pool 1

Villa Etrusca, Capalbio

Capalbio

From €3,887 to €6,887 per night

14

7

7

Tuscany casale poggio aerial views

Casale Poggio Corona, Siena

Tuscany

From €3,300 per night

8

4

4

Tuscany luxury casale santa lucia facade

Casale Santa Lucia, Siena

Tuscany

From €3,700 per night

8

4

4

Tuscany villa alba infinity pool

Villa Alba, Val d'Orcia

Tuscany

From €2,500 per night

6

3

3

Tuscany luxury villa thesan pool

Villa Thesan, Casole d'Elsa

Tuscany

From €3,900 per night

6

3

4

Tuscany luxury villa usil exteriors

Villa Usil, Casole d'Elsa

Tuscany

From €3,900 per night

6

3

4

Tuscany casale cetena pool

Casale Cetena, Siena

Tuscany

From €4,900 per night

16

8

8

Tuscany casale il cotto lawn

Casale La Casa, Siena

Tuscany

From €3,300 per night

8

4

4

Tuscany casale la scuola bynight

Casale La Scuola, Tuscany

Tuscany

From €2,200 per night

4

2

2

Tuscany casale san regolo swimming pool

Casale San Regolo, Tuscany

Tuscany

From €4,100 per night

12

5

5

Tuscany casale escaiole pool solarium

Casale Escaiole, Tuscany

Tuscany

From €3,300 per night

8

4

4

Tuscany casale san damiano 3

Casale San Damiano, Tuscany

Tuscany

From €3,700 per night

10

4

4

Tuscany casale arcate pool views

Casale Pietti, Tuscany

Casole d'Elsa

From €3,300 per night

8

4

4

Tuscany casale vermignano pool views

Casale Vermignano, Tuscany

Casole d'Elsa

From €3,300 per night

8

4

4

Tuscany casale la scala exteriors

Casale Pulcinello, Tuscany

Tuscany

From €3,300 per night

8

4

4

Tuscany casale cortile aerial

Casale San Giuseppe, Tuscany

Tuscany

From €3,700 per night

10

4

4

Tuscany casale campo al doccio swimming pool

Casale Campo al Doccio, Siena

Tuscany

From €3,700 per night

10

5

5

Tuscany lucca casa fattore veranda

Casa del Fattore

Capannori

From €1,851 to €2,458 per night

15

8

8

Tuscany casale bosco estate

Casale nel Bosco

San Casciano dei Bagni, Tuscany

From €967 to €1,729 per night

14

7

6

Tuscany villa le vigne hero image

Villa Le Vigne

San Casciano dei Bagni

From €1,865 to €2,837 per night

10

5

5

Villa ambra siena tuscany pool

Villa Ambra, Chianti

Tuscany

From €1,281 to €2,009 per night

18

9

9

Tuscany casale mensano aerial

Casale Mensano, Siena

Tuscany

From €2,700 per night

6

3

3

Tuscany villa biondi pool

Villa Biondi, Val d'Orcia

Tuscany

From €4,000 per night

10

5

5

Tuscany villa felice matteucci garden

Casa Matteucci

Capannori

From €1,487 to €1,972 per night

14

7

7

Villa san vincenzo tuscany ining alfresco

Villa San Vincenzo, Costa degli Etruschi

Tuscany

11

5

4

Tuscany luxury cottage rossa aerial

Cottage Rossa, Lucca

Arsina

From €694 to €1,408 per night

10

5

6

Tuscany cottage marsilia pool

Cottage Marsilia

Capalbio

From €1,714 to €3,458 per night

6

3

3

Tuscany villa oddi exteriors

Villa Oddi, Val d'Orcia

Tuscany

From €20,500 per night

12

6

6

Villa san casciano tuscany pool

Villa San Casciano, Florence

Tuscany

From €2,911 to €6,458 per night

16

8

9

Tuscany luxury villa romola

Villa Romola, Florence

Tuscany

From €2,708 to €4,672 per night

16

8

9

Tuscany villa viesca pool

Villa Viesca, Reggello

Reggello

From €3,629 to €6,229 per night

18

6 - 9

6 - 11

Tuscany viesca villa merlo gardens

Villa Merlo, Reggello

Reggello

From €1,709 to €3,529 per night

10

3 - 5

3 - 5

Tuscany viesca villa gelso estate

Villa Gelso, Reggello

Reggello

From €2,629 to €7,229 per night

20

5 - 8 - 11

5 - 8 -11

Tuscany viesca villa due torri estate

Villa Due Torri, Reggello

Reggello

From €1,829 to €4,329 per night

16

5 - 8

5 - 8

Tuscany viesca villa acciaioli aerial pool

Villa Acciaioli, Reggello

Reggello

From €1,229 to €3,129 per night

12

4 - 6

4 - 6

Tuscany viesca villa pozzo swimming pool

Villa Pozzo, Reggello

Reggello

From €1,029 to €1,729 per night

6

3

3

Tuscany il borro villa casetta swimmong pool

Villa Casetta, Arezzo

Arezzo

From €2,829 to €3,629 per night

8

4

4

Tuscany il borro villa mulino pool

Villa Mulino, Arezzo

Arezzo

From €1,329 to €3,129 per night

10

3 - 5

3 - 4

Tuscany il borro villa dimora exteriors

Villa Dimora, Arezzo

Arezzo

From €8,029 to €13,229 per night

20

6 - 10

6 - 10

Tuscany pignano artists house outdoor

Artists' House

Tuscany

From €1,800 per night

4

2

2

Tuscany casale orto swimming pool

Casale L'Orto

Tuscany

From €2,357 to €2,887 per night

18

9

9

Casa fiume tuscany garden

Casa del Fiume, Val d'Orcia

Tuscany

From €3,500 per night

8

4

4

Tuscany villa controni garden

Villa Controni

Capannori

From €2,701 to €3,612 per night

24

12

12

Tuscany villa la fonte pool

Villa La Fonte, Volterra

Tuscany

From €4,500 per night

10

5

5

Tuscany villa campo swimming pool

Villa Il Campo, Chianti

Tavarnelle Val di Pesa

From €1,165 to €2,158 per night

13

7

7

Casale ombrone tuscany pergola

Casale Ombrone

Tuscany

From €762 to €1,333 per night

8

4

5

Tuscany villa maremma swimming pool

Villa Maremma, Capalbio

Carige

From €1,492 to €1,783 per night

14

7

5

Tuscany villa lenka villa facade

Villa Lenka

Capannori

From €1,851 to €2,822 per night

14

7

7

Luxury villa montepulciano tuscany entrance

Villa Montepulciano, Val d'Orcia

Tuscany

From €1,456 to €3,887 per night

14

4 - 7

4 - 7

Tuscany luxury villa barberino pool views

Villa Barberino, San Gimignano

Tuscany

From €3,567 to €5,029 per night

16

8

10

Tuscany villa melograno private pool

Villa Melograno, San Gimignano

San Gimignano

From €1,529 to €2,500 per night

12

6

7

Tuscany villa castillo

Villa Castillo, Castiglioncello

Castiglioncello

From €1,274 to €2,774 per night

8

4

4

Tuscany villa certaldo hero image

Villa Certaldo, San Gimignano

San Gimignano

From €1,722 to €2,472 per night

12

6

7

Tuscany villa vernaccia pool views

Villa Vernaccia, San Gimignano

San Gimignano

From €1,529 to €2,500 per night

10

5

5

Lucca tuscany borgo bernardini pool 1

Borgo Bernardini

Capannori

From €2,847 to €3,794 per night

24

12

12

Tuscany santa luce pool

Borgo Santa Luce

Tuscany

6

1 - 3

1 - 3

Tuscany villa san martino exteriors

Villa San Martino

Lucca

From €1,953 to €5,808 per night

26

6 - 8 - 11 - 13

6 - 8 - 11

Florence luxury renaissance house exteriors

Renaissance House, Florence

Florence

From €15,350 per night

10

5

6

Florence villa monteripaldi sunbeds pool

Villa Monteripaldi, Tuscany

Florence

From €4,111 to €4,927 per night

10

5

5

Tuscany residenza montalcino estate

Residenza del Vescovo, Val d'Orcia

Val d'Orcia

From €7,279 to €11,209 per night

16

8

8

Tuscany casale le coste pergola 3

Casale Le Coste

Siena

From €1,744 to €3,244 per night

10

5

5

Tuscany villa belcaro hero image

Villa Belcaro

Siena

From €2,077 to €2,452 per night

10

5

5

Tuscany casale magliano pool sunset

Casale Magliano, Maremma

Grosseto

From €4,415 to €5,189 per night

16

7

6

Tuscany casale san lorenzo hero image

Casale San Lorenzo, Maremma

Suvereto

From €1,815 to €3,265 per night

14

7

7

Tuscany casale panzano pool 2

Casale Panzano

Panzano in Chianti

From €2,325 to €5,417 per night

32

12 - 15

12 - 15

Florence luxury oltrarno apartment 15

Oltrarno Apartment, Florence

Florence

From €554 to €854 per night

4

2

2

Florence luxury cestello apartment carraia bridge

Cestello Apartment, Florence

Florence

From €2,351 to €2,887 per night

10

5

6

Tuscany duomo apartment views

Duomo Apartment, Florence

Florence

From €595 to €1,262 per night

4

2

3

Florence luxury pecori apartment duomo views

Pecori Loft, Florence

Florence

From €3,969 to €4,993 per night

6

3

3

Florence minzoni apartments terrace

Minzoni Apartments, Florence

Florence

From €500 per night

6

2 - 4 - 6

2 - 4 - 6

Tuscany ponte vecchio apartment view

Ponte Vecchio Apartment, Florence

Florence

From €654 to €1,287 per night

5

3

3

Florence santa felicita deluxe apartment square

Apartment Santa Felicita Deluxe, Florence

Florence

From €950 per night

4

1

1

Tuscany santa felicita superior apartment living room

Apartment Santa Felicita Superior, Florence

Florence

From €850 per night

2

1

1

Florence ca lina apartment square view

Apartment Ca Lina, Florence

Florence

From €1,100 per night

7

3

2

Tuscany luxury marina scarlino resort

Marina di Scarlino Apartments, Follonica

Scarlino

6

1 - 2 - 3

1 - 2 - 3

Tuscany signoria apartment living room 1

Signoria Apartment, Florence

Florence

From €1,165 to €1,747 per night

10

5

5

Lungarno river apartment florence view 1

River View Apartment, Florence

Florence

From €590 per night

3

1

1

Portrait firenze hotel river view suite

Portrait Firenze, Florence

Florence, Tuscany

From €825 per night

Firenze hotel calimala facade

Hotel Calimala, Florence

Florence, Tuscany

From €250 per night

Florence hotel number nine cafe

Hotel Number Nine, Florence

Florence, Tuscany

From €350 per night

Tuscany torre a cona facade

Torre a Cona, Florence

Rignano Sull'Arno, Tuscany

From €355 per night

Luxury florence hotel villa la massa gardens

Villa La Massa, Florence

Florence, Tuscany

From €550 per night

Tuscany mastrojanni relais estate

Mastrojanni Relais, Val d'Orcia

Castelnuovo dell'Abate, Siena

From €450 per night

Tuscany hotel fonteverde views

Hotel Fonteverde, San Casciano dei Bagni

San Casciano dei Bagni, Val d'Orcia

From €350 per night

Hotel lungarno firenze terrace bar

Hotel Lungarno, Florence

Florence, Tuscany

From €528 per night

Florence villa san michele building

Hotel Villa San Michele, Florence

Florence, Tuscany

From €1,000 per night

Florence 25hours hotel restaurant

25hours Hotel Piazza San Paolino, Florence

Florence, Tuscany

From €170 per night

Tuscany castello casole views

Castello di Casole, Tuscany

Casole d'Elsa, Tuscany

From €700 per night

Tuscany castiglion bosco terrace views

Castiglion del Bosco Resort, Tuscany

Tuscany

Tuscany castello vicarello aerial

Castello di Vicarello, Tuscany

Tuscany

From €686 per night

Tuscany viesca hotel pool

Viesca Toscana Estate, Tuscany

Tuscany

From €250 per night

Tuscany il borro hotel 31

Il Borro Estate, Tuscany

Tuscany

From €340 per night

La bandita townhouse tuscany hotel lounge

La Bandita Townhouse, Val d'Orcia

Pienza, Tuscany

From €295 per night

Hotel santa maria novella firenze suite terrace

Hotel Santa Maria Novella, Florence

Florence, Tuscany

From €213 per night

Hotel orologio firenze breakfast lobby

Hotel L'Orologio, Florence

Florence, Tuscany

From €210 per night

Tuscany castelfalfi swimming pools

Il Castelfalfi, Tuscany

Montaione, Tuscany

From €750 per night

Florence gallery hotel art lounge

Gallery Hotel Art, Florence

Florence, Tuscany

From €230 per night
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