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Vacation rentals in Massa Marittima

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Massa Marittima

  • Total vacation rentals

    Explore 110 vacation rentals in Massa Marittima

  • Nightly prices starting at

    Massa Marittima vacation rentals start at G$8,372 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,980 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Massa Marittima vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Massa Marittima rentals

  • 4.8 Average rating

    Massa Marittima stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Massa Marittima

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A bright living area is seen, featuring a cozy sofa and a media unit with woven baskets. Steps lead to a charming stone wall, enhancing the space's historic character. Soft lighting creates a subtle ambiance, contributing to the warm atmosphere of the loft.
Loft in Massa Marittima

Authentic Cave House in the heart of the Village!

The house is in the heart of Massa Marittima, a medieval village which is setting on the top of a hill in the Maremma countryside. This authentic historical small town is short driving distance from many amazing beaches of the Mediterranean coast: Cala Violina, Torre Mozza, the Baratti Etruscan Riviera.. Ideal for a romantic escape but also for those who are looking for a local experience in a relaxed, suggestive, historical context far away from mass tourist routes. PLEASE READ ALL DESCRIPTION!

4.88 out of 5 average rating, 210 reviews
Top guest favorite
Condo in Massa Marittima

Vista panoramica 10 minuti Massa Marittima e mare

L'agriturismo Casetta Valmora è immerso nella campagna Toscana, con vista su campi coltivati e boschi. Una piscina a sfioro disponibile da giugno 2026. Facile vedere la fauna tipica del territorio, fagiani, caprioli e volpi. Siamo a 10 km dalle spiagge di Follonica e a 10 km dal borgo medioevale di Massa Marittima. L'appartamento è stato ristrutturato nel 2021. Ha un open space cucina salotto, una cucina ben attrezzata, una camera matrimoniale, una camera con 2 lettini e un bagno con doccia.

4.98 out of 5 average rating, 61 reviews
Superhost
The living and dining area features exposed stone walls and wooden beams, enhancing the rustic charm. A spacious sofa sits adjacent to a wooden dining table, surrounded by four chairs. Natural light filters in through a window, illuminating the tiled flooring.
Vacation home in Massa Marittima

Design apartment in Massa Marittima, "slow city"

A great 65 m2 - 2 bedroom Apartment, entirely renovated in freestone and exposed beams, with design touch. In the upper, medieval part of Massa Marittima, Siena in miniature, with a superb Romanesque cathedral. Central but quiet area. Many restaurants and oeno-gastronomic specialties. Magnificent freshwater lake, Lago dell'Accesa, 10 minutes by car. Sea at 20 minutes. Siena at 1:15 a.m. Massa, "Citta slow", offers many other activities: museums, wine cellars, horse riding, Bike Park, MTB

4.93 out of 5 average rating, 122 reviews
Top guest favorite
Condo in Massa Marittima

Sunsets wow-relax and slow vacation

casa PàMa is a retreat where every detail has been carefully considered to make you feel at the heart of a unique experience. The day begins with a slow breakfast on the balcony, with birdsong in the background and a view of the Tuscan hills stretching all the way to the sea. In the evening, enjoy unforgettable sunsets while sipping a glass of wine. Here, you can finally slow down, savor every moment in complete harmony. Drive right up to the house without worrying about your luggage.

4.94 out of 5 average rating, 52 reviews
Guest favorite
A rustic stone building with multiple chimneys is set against a backdrop of scenic blue skies. The exterior features a paved patio lined with potted plants, and outdoor seating areas invite relaxation amidst the natural surroundings.
Farm stay in Massa Marittima

TerraMadre FUOCO

unsere Ferienwohnung im 1. Stock bietet eine voll ausgestattete Küche, Badezimmer mit Dusche und Föhn, Wohnzimmer mit TV und Kamin und 2 Schlafzimmer mit Doppelbett Bettwäsche und Handtücher werden bereitgestellt. die schönsten Strände findet ihr nur 30 Auto Minuten entfernt. Ebenso erwartet euch unser Pool mit den Maßen 14x7 ausgestattet mit liegen und Sonnenschirmen. Ein beschatteter Parkplatz ist für sie reserviert. Für unsere kleinen Gäste gibt es einen Spielplatz zum austoben.

4.95 out of 5 average rating, 22 reviews
Guest favorite
Home in Massa Marittima

Design loft with private SPA in Tuscany

Welcome to Loft SPA, your personal refuge in the heart of Massa Marittima, an exclusive accommodation equipped with a private indoor swimming pool. This unique property offers an unparalleled stay experience, combining elegance and comfort, the accommodation has been designed with attention to detail and quality, The highlight is the indoor swimming pool with its accessories, an oasis of relaxation. This exclusive accommodation offers a stay experience you will not easily forget.

5.0 out of 5 average rating, 77 reviews
Top guest favorite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano

Casa al Gianni - Il Fienile di Simignano

Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

4.97 out of 5 average rating, 198 reviews
Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

4.98 out of 5 average rating, 107 reviews
Guest favorite
Condo in Ghirlanda

House with private terrace and countryside view

Typical Tuscan house with exposed beams: 4 sleeps, renovated and fully equipped. Large private terrace facing southwest, with views of the Tuscan countryside and evening sunsets! Reach the sea and the beaches of Maremma, just a few kilometers away: Cala Violina, the Sterpaia Park, the Gulf of Baratti, and Lake Accesa! Bike-friendly, with a convenient private storage room on the ground floor for safe bike storage. Easy and free parking throughout the area.

4.91 out of 5 average rating, 65 reviews
Guest favorite
A stone patio is shown, featuring a small table set with two chairs. The entrance to the cottage is visible, accompanied by wooden shutters. Lush greenery surrounds the area, providing a serene environment.
Cottage in Ponte Feccia

Country cottage C&M immerso nel verde love Tuscany

Country cottage in pietra , indipendente nella campagna Toscana in provincia di Siena ,con ampio giardino, portico e gazebo. La nostra casa e' situata nella campagna del comune di Chiusdino, a soli 5 minuti dai due paesi principali Monticiano e Chiusdino e 10 minuti dalla splendida Abbazia di.Galgano . 30 minuti da Siena , da Monteriggioni , un'ora da Firenze e 30/40min minuti dal mare. Soli 20 minuti dalle belle Terme del Petriolo .

4.94 out of 5 average rating, 203 reviews
Top guest favorite
Condo in Tirli

Spacious Flat just 15 Minutes from the Sea

Discover the perfect combination of modern Scandinavian comfort and Tuscan charm in this private flat located in the village of Tirli. The flat offers modern yet cosy interiors, two bathrooms, a fully equipped kitchen, two bedrooms and a balcony with all the amenities you need for a relaxing holiday away from the stress of everyday life.

5.0 out of 5 average rating, 35 reviews
Guest favorite
Apartment in Massa Marittima

La Gialla Luna - Nel Cuore di Massa Marittima -

Nel cuore pulsante di Massa Marittima, affacciata direttamente sulla suggestiva Piazza del Duomo, sorge questa casa vacanza che profuma di storia e accoglienza. Tra vicoli e borghi medievali, qui il tempo sembra rallentare, regalando giornate scandite dal suono delle campane e dal profumo del pane appena sfornato.

4.9 out of 5 average rating, 21 reviews

Popular amenities for Massa Marittima vacation rentals

When is the best time to visit Massa Marittima?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,978 GYDG$22,187 GYDG$21,768 GYDG$23,234 GYDG$21,978 GYDG$20,931 GYDG$21,978 GYDG$24,071 GYDG$22,815 GYDG$21,768 GYDG$21,768 GYDG$21,978 GYD
Avg. temp8°C8°C11°C13°C18°C22°C25°C25°C21°C17°C12°C9°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Massa Marittima?

    Yes! Work meets play with ease at over 50 vacation rentals in Massa Marittima featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in condo rentals in Massa Marittima?

    Experience the best of Massa Marittima with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Massa Marittima?

    Four-legged friends are welcome in Massa Marittima. Choose from more than 70 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in Massa Marittima?

    Massa Marittima has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do bed and breakfast rentals in Massa Marittima have air conditioning?

    Absolutely! We offer over 10 bed and breakfast rentals with air conditioning in Massa Marittima. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Massa Marittima have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Massa Marittima. Enjoy a tailored experience with all the comforts you desire.

  • Do bed and breakfast rentals in Massa Marittima have wifi?

    Absolutely! We offer over 10 bed and breakfast rentals with wifi in Massa Marittima. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Massa Marittima have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking in Massa Marittima. Enjoy a tailored experience with all the comforts you desire.