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35 Holiday apartments & homes for a holiday with pool in Ascoli Piceno & surrounding area

Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Ripatransone

Villa La Fonte

18 guests
400 m2
7 bedrooms

Wonderful villa with pool perfect for families and groups of friends, lovely sea views, just few kilometers from the beautiful beaches of Grottammare and San Benedetto del Tronto.

Free cancellation
from 372 / night
5.0
prices from 372€ per night
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Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
San Benedetto del Tronto

Villa Greta

9 guests
250 m2
4 bedrooms

Private villa with pool and jacuzzi located in Monte Giberto in Le Marche, just 20 km from the beaches of Porto San Giorgio. Wi-Fi, air conditioning and a large garden are present.

from 298 / night
prices from 299€ per night
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10%
Villa Ambra
Villa Ambra
Villa Ambra
Villa Ambra
Villa Ambra
Villa Ambra
Villa Ambra
Villa Ambra
Villa Ambra
Villa Ambra
Villa Ambra
Villa Ambra
Villa Ambra
Villa Ambra
Villa Ambra
Ripatransone

Villa Ambra

14 guests
370 m2
7 bedrooms

Elegant villa with a private pool and spacious, comfortable rooms, only 10 minutes from the beaches of Grottammare

Free cancellation

10% Promotion 09/12/2026 - 10/31/2026

from 443 / night
prices from 443€ per night
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15%
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Monteprandone

Villa Anna Maria

15 guests
700 m2
7 bedrooms

Elegant villa with pool near Monteprandone, in the South of Le Marche, just 15 minutes from the beach of San Benedetto del Tronto

Free cancellation

15% Promotion 08/01/2026 - 08/28/2026

from 400 / night
prices from 400€ per night
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Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Montalto delle Marche

Villa delle Rose

16 guests
350 m2
7 bedrooms

Villa with panoramic pool in the hills of the Piceno, just 20 minutes from the beaches of Cupra Marittima, up to 16 people, ideal for families with children.

Free cancellation
from 330 / night
5.0
prices from 330€ per night
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15%
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Ripatransone

Villa dei Limoni

13 guests
360 m2
6 bedrooms

Villa dei Limoni is a roomy villa with pool in the hills of Ripatransone, just 15 minutes from the Adriatic sea.

Free cancellation

15% Promotion 06/13/2026 - 10/16/2026

from 470 / night
prices from 471€ per night
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10%
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Acquaviva Picena

Villa Lerant

9 guests
160 m2
4 bedrooms

Wonderful villa in the hills with heated pool, wellness area and air conditioning, just 10 minutes from the beach of San Benedetto del Tronto

Free cancellation

10% Promotion 06/13/2026 - 06/19/2026

from 471 / night
prices from 472€ per night
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15%
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Ripatransone

Villa Torre

12 guests
240 m2
5 bedrooms

Villa with heated pool with 4 hydro-massage seats, air conditioning, wellness area with sauna and whirlpool bathtub, stunning panoramic view, just 10 minutes from the sea

Free cancellation

15% Promotion 06/27/2026 - 07/03/2026

from 286 / night
prices from 286€ per night
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10%
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Montefiore dell'Aso

Villa Montefiore

14 guests
200 m2
8 bedrooms

Beautiful and spacious villa with private pool and large garden, located in Montefiore dell'Aso, just a few kilometres from the Adriatic coast.

Free cancellation

10% Promotion 06/13/2026 - 06/26/2026

from 396 / night
prices from 396€ per night
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10%
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
4 guests
42 m2
2 bedrooms

10% Promotion 06/13/2026 - 07/03/2026

from 120 / night
4.5
prices from 120€ per night
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10%
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
4 guests
32 m2
2 bedrooms

10% Promotion 06/13/2026 - 07/03/2026

from 162 / night
4.4
prices from 162€ per night
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10%
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
6 guests
32 m2
3 bedrooms

10% Promotion 06/13/2026 - 07/03/2026

from 205 / night
4.5
prices from 205€ per night
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Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Montalto delle Marche

Il Vecchio Acero - Girasole

5 guests
80 m2
2 bedrooms

Agriturismo surrounded in the green hills of the Apennines in the background and a few kilometers from the Adriatic coast

from 140 / night
prices from 140€ per night
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Apartment in Marche near Sibillini Park
Apartment in Marche near Sibillini Park
Apartment in Marche near Sibillini Park
Apartment in Marche near Sibillini Park
Apartment in Marche near Sibillini Park
Apartment in Marche near Sibillini Park
Apartment in Marche near Sibillini Park
Apartment in Marche near Sibillini Park
Apartment in Marche near Sibillini Park
Apartment in Marche near Sibillini Park
Apartment in Marche near Sibillini Park
Apartment in Marche near Sibillini Park
Apartment in Marche near Sibillini Park
Apartment in Marche near Sibillini Park
Apartment in Marche near Sibillini Park
Ascoli Piceno
Apartment in Marche near Sibillini Park
4 guests
107 m2
2 bedrooms

Ground floor: (Living room(TV, fireplace, seating area), open kitchen(dining table, stove, coffee machine, microwave, dishwasher, fridge, washing machine), bedroom(double bed)

Free cancellation
from 244 / night
4.4
prices from 245€ per night
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Apartment in Marche with Pool and BBQ
Apartment in Marche with Pool and BBQ
Apartment in Marche with Pool and BBQ
Apartment in Marche with Pool and BBQ
Apartment in Marche with Pool and BBQ
Apartment in Marche with Pool and BBQ
Apartment in Marche with Pool and BBQ
Apartment in Marche with Pool and BBQ
Apartment in Marche with Pool and BBQ
Apartment in Marche with Pool and BBQ
Apartment in Marche with Pool and BBQ
Apartment in Marche with Pool and BBQ
Apartment in Marche with Pool and BBQ
Apartment in Marche with Pool and BBQ
Apartment in Marche with Pool and BBQ
Ascoli Piceno
Apartment in Marche with Pool and BBQ
4 guests
67 m2
2 bedrooms

Ground floor: (open kitchen(TV, dining table, stove, seating area, electric kettle, toaster, microwave, dishwasher, fridge, washing machine), bedroom(double bed)

Free cancellation
from 199 / night
4.1
prices from 200€ per night
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Hillside Comfort with Sauna
Hillside Comfort with Sauna
Hillside Comfort with Sauna
Hillside Comfort with Sauna
Hillside Comfort with Sauna
Hillside Comfort with Sauna
Hillside Comfort with Sauna
Hillside Comfort with Sauna
Hillside Comfort with Sauna
Hillside Comfort with Sauna
Hillside Comfort with Sauna
Hillside Comfort with Sauna
Hillside Comfort with Sauna
Hillside Comfort with Sauna
Hillside Comfort with Sauna
Ascoli Piceno
Hillside Comfort with Sauna
4 guests
77 m2
2 bedrooms

Mezzanine: (bedroom(double bed, air conditioning), bathroom(washbasin, toilet)) On the 1st floor: (Living room(TV, fireplace, seating area, air conditioning)

Free cancellation
from 206 / night
4.1
prices from 206€ per night
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Relaxing Retreat in San Savino
Relaxing Retreat in San Savino
Relaxing Retreat in San Savino
Relaxing Retreat in San Savino
Relaxing Retreat in San Savino
Relaxing Retreat in San Savino
Relaxing Retreat in San Savino
Relaxing Retreat in San Savino
Relaxing Retreat in San Savino
Relaxing Retreat in San Savino
Relaxing Retreat in San Savino
Relaxing Retreat in San Savino
Relaxing Retreat in San Savino
Relaxing Retreat in San Savino
Relaxing Retreat in San Savino
Ascoli Piceno
Relaxing Retreat in San Savino
5 guests
80 m2
2 bedrooms

Ground floor: (open kitchen(TV, dining table, stove, electric kettle, coffee machine, microwave, dishwasher, fridge, washing machine, air conditioning)

Free cancellation
from 250 / night
4.2
prices from 250€ per night
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Chalet in Monte Sibillini Park
Chalet in Monte Sibillini Park
Chalet in Monte Sibillini Park
Chalet in Monte Sibillini Park
Chalet in Monte Sibillini Park
Chalet in Monte Sibillini Park
Chalet in Monte Sibillini Park
Chalet in Monte Sibillini Park
Chalet in Monte Sibillini Park
Chalet in Monte Sibillini Park
Chalet in Monte Sibillini Park
Chalet in Monte Sibillini Park
Chalet in Monte Sibillini Park
Chalet in Monte Sibillini Park
Chalet in Monte Sibillini Park
Amandola
Chalet in Monte Sibillini Park
4 guests
120 m2
2 bedrooms

On the 1st floor: (Living room(TV, fireplace), Kitchen(stove, electric kettle, oven, fridge-freezer, washbasin), Living/diningroom(dining table), bedroom(double bed, fireplace)

Free cancellation
from 123 / night
4.1
prices from 123€ per night
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Peaceful Stay in San Savino
Peaceful Stay in San Savino
Peaceful Stay in San Savino
Peaceful Stay in San Savino
Peaceful Stay in San Savino
Peaceful Stay in San Savino
Peaceful Stay in San Savino
Peaceful Stay in San Savino
Peaceful Stay in San Savino
Peaceful Stay in San Savino
Peaceful Stay in San Savino
Peaceful Stay in San Savino
Peaceful Stay in San Savino
Peaceful Stay in San Savino
Peaceful Stay in San Savino
Ascoli Piceno
Peaceful Stay in San Savino
2 guests
40 m2
1 bedroom

Ground floor: (open kitchen(dining table, stove, electric kettle, toaster, coffee machine, microwave, dishwasher, fridge, washing machine), bedroom(double bed, TV, seating area)

Free cancellation
from 138 / night
4.3
prices from 139€ per night
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Apartment in Grottammare with Jacuzzi &...
Apartment in Grottammare with Jacuzzi &...
Apartment in Grottammare with Jacuzzi &...
Apartment in Grottammare with Jacuzzi &...
Apartment in Grottammare with Jacuzzi &...
Apartment in Grottammare with Jacuzzi &...
Apartment in Grottammare with Jacuzzi &...
Apartment in Grottammare with Jacuzzi &...
Apartment in Grottammare with Jacuzzi &...
Apartment in Grottammare with Jacuzzi &...
Apartment in Grottammare with Jacuzzi &...
Apartment in Grottammare with Jacuzzi &...
Apartment in Grottammare with Jacuzzi &...
Apartment in Grottammare with Jacuzzi &...
Apartment in Grottammare with Jacuzzi &...
Acquaviva Picena
Apartment in Grottammare with Jacuzzi &...
3 guests
50 m2
1 bedroom

Ground floor: (open kitchen(stove, electric kettle, microwave, dishwasher, fridge, washing machine), Living/diningroom(TV, dining table), bedroom(single bed, double bed)

Free cancellation
from 157 / night
4.2
prices from 157€ per night
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Large Group Retreat with Pool
Large Group Retreat with Pool
Large Group Retreat with Pool
Large Group Retreat with Pool
Large Group Retreat with Pool
Large Group Retreat with Pool
Large Group Retreat with Pool
Large Group Retreat with Pool
Large Group Retreat with Pool
Large Group Retreat with Pool
Large Group Retreat with Pool
Large Group Retreat with Pool
Large Group Retreat with Pool
Large Group Retreat with Pool
Large Group Retreat with Pool
Amandola
Large Group Retreat with Pool
15 guests
330 m2
6 bedrooms

Ground floor: (Living room(TV, seating area), Large kitchen(TV, dining table, stove, electric kettle, coffee machine, espresso machine, oven, microwave, dishwasher, fridge-freezer)

Free cancellation
from 382 / night
4.3
prices from 382€ per night
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Scenic Hideaway with Pool
Scenic Hideaway with Pool
Scenic Hideaway with Pool
Scenic Hideaway with Pool
Scenic Hideaway with Pool
Scenic Hideaway with Pool
Scenic Hideaway with Pool
Scenic Hideaway with Pool
Scenic Hideaway with Pool
Scenic Hideaway with Pool
Scenic Hideaway with Pool
Scenic Hideaway with Pool
Scenic Hideaway with Pool
Scenic Hideaway with Pool
Scenic Hideaway with Pool
Amandola
Scenic Hideaway with Pool
8 guests
260 m2
3 bedrooms

Ground floor: (Living room(TV), storage, washing machine, ironing board, iron) On the 1st floor: (Living room(TV, fireplace, seating area), dining room(dining table)

Free cancellation
from 145 / night
3.9
prices from 145€ per night
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Apartment in Marche near Sibillini Mountains
Apartment in Marche near Sibillini Mountains
Apartment in Marche near Sibillini Mountains
Apartment in Marche near Sibillini Mountains
Apartment in Marche near Sibillini Mountains
Apartment in Marche near Sibillini Mountains
Apartment in Marche near Sibillini Mountains
Apartment in Marche near Sibillini Mountains
Apartment in Marche near Sibillini Mountains
Apartment in Marche near Sibillini Mountains
Apartment in Marche near Sibillini Mountains
Apartment in Marche near Sibillini Mountains
Apartment in Marche near Sibillini Mountains
Apartment in Marche near Sibillini Mountains
Apartment in Marche near Sibillini Mountains
Acquaviva Picena
Apartment in Marche near Sibillini Mountains
2 guests
40 m2
1 bedroom

Ground floor: (open kitchen(stove, electric kettle, toaster, coffee machine, oven, microwave, dishwasher, fridge, washing machine)

Free cancellation
from 129 / night
4.3
prices from 129€ per night
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Serene Escape, Ascoli Piceno
Serene Escape, Ascoli Piceno
Serene Escape, Ascoli Piceno
Serene Escape, Ascoli Piceno
Serene Escape, Ascoli Piceno
Serene Escape, Ascoli Piceno
Serene Escape, Ascoli Piceno
Serene Escape, Ascoli Piceno
Serene Escape, Ascoli Piceno
Serene Escape, Ascoli Piceno
Serene Escape, Ascoli Piceno
Serene Escape, Ascoli Piceno
Serene Escape, Ascoli Piceno
Serene Escape, Ascoli Piceno
Serene Escape, Ascoli Piceno
Ascoli Piceno
Serene Escape, Ascoli Piceno
4 guests
85 m2
2 bedrooms

On the 1st floor: (Living room(TV, fireplace, seating area), Kitchen(dining table, stove, electric kettle, coffee machine, microwave, dishwasher, fridge, washing machine)

Free cancellation
from 222 / night
4.4
prices from 222€ per night
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Magnifique Villa with Pool
Magnifique Villa with Pool
Magnifique Villa with Pool
Magnifique Villa with Pool
Magnifique Villa with Pool
Magnifique Villa with Pool
Magnifique Villa with Pool
Magnifique Villa with Pool
Magnifique Villa with Pool
Magnifique Villa with Pool
Magnifique Villa with Pool
Magnifique Villa with Pool
Magnifique Villa with Pool
Magnifique Villa with Pool
Magnifique Villa with Pool
Amandola
Magnifique Villa with Pool
19 guests
430 m2
8 bedrooms

Ground floor: (Living room(TV, seating area), Large kitchen(TV, dining table, stove, electric kettle, coffee machine, espresso machine, oven, microwave, dishwasher, fridge-freezer)

Free cancellation
from 319 / night
4.3
prices from 320€ per night
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Guest reviews of our holiday apartments in Ascoli Piceno & surrounding area

4.2

Apartment in Grottammare with Jacuzzi &...

Acquaviva Picena

View Spanish

The apartment is well-equipped and had all the amenities we needed. It is pet-friendly, which was a big plus for us since we brought our dog. The area was quiet, and we loved having easy access to local parks. A relaxing stay overall!


from 157€ night
4.4

Cozy Retreat with Garden

Ascoli Piceno

I stayed here with my partner for a week, and I can say it was just what we needed. The location is close to the beach, and exploring the village was a blast. We enjoyed meals in the open kitchen and loved having dinner on the private terrace. The room was comfortable and welcoming after our long days out.


from 126€ night
5.0

Just amazing

Villa delle Rose

Montalto delle Marche

Just amazing

We really enjoyed the stay at Villa Delle Rose. The house is big and comfortable, nothing was missing. The pool and the view were just amazing and the hosts are always ready to help! The beach is at 15 minutes away and people are charming. We definitely have to go back!


from 330€ night

Popular regions and locations for your holiday homes with pool in Ascoli Piceno & surrounding area

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