2997+ Private Villas and Holiday Rentals in San Massimo |
San Massimo Holiday Rentals
Apartment
10.0Exceptional
(52 Reviews)
3 Bedrooms
3 Baths
6 Guests
2260 ft²
Private Pool
Oceanfront
Hot Tub
Fireplace/Heating
R6,853/Night
7 Nights - R47,975
Bed & Breakfast
10.0Exceptional
(27 Reviews)
1 Bedroom
1 Bath
2 Guests
269.1 ft²
- Oceanfront
- Fireplace/Heating
Ocean View
Balcony/Terrace
R2,510/Night
7 Nights - R17,566
Bed & Breakfast
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
Spa- Fireplace/Heating
Pool- Ocean View
R3,640/Night
7 Nights - R25,475
House
10.0Exceptional
(51 Reviews)
4 Bedrooms
3 Baths
10 Guests
1507 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R6,179/Night
7 Nights - R43,253
Apartment
10.0Exceptional
(19 Reviews)
2 Bedrooms
2 Baths
4 Guests
947.22 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
R6,699/Night
7 Nights - R46,897
Apartment
10.0Exceptional
(46 Reviews)
1 Bedroom
1 Bath
2 Guests
667 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
View
R3,520/Night
7 Nights - R24,641
Apartment
10.0Exceptional
(33 Reviews)
2 Bedrooms
1 Bath
4 Guests
710 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R4,147/Night
7 Nights - R29,037
Apartment
- Santa Margherita Ligure
- ·
- San Lorenzo della Costa
- 0.53 mi to center
10.0Exceptional
(32 Reviews)
3 Bedrooms
1 Bath
4 Guests
1023 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R2,347/Night
7 Nights - R16,438
Villa
- Liguria
- ·
- Santa Margherita Ligure
- 0.30 mi to center
10.0Exceptional
(23 Reviews)
6 Bedrooms
5 Baths
12 Guests
3767 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R37,813/Night
7 Nights - R264,697
Luxury Holiday Rentals in San Massimo
Over 2988+ Luxury Holiday Rentals in or Near San Massimo
Villa
- Liguria
- ·
- Santa Margherita Ligure
- 1.51 mi to center
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
Pet Friendly
Child Friendly
Laundry
R75,984/Night
7 Nights - R531,894
Apartment
8.6Fabulous
(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
1291.67 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
Parking
R74,339/Night
7 Nights - R520,374
New
Villa
5 Bedrooms
5 Baths
20 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R73,960/Night
7 Nights - R517,711
Villa
- Santa Margherita Ligure
- ·
- San Lorenzo della Costa
- 0.58 mi to center
4 Bedrooms
4 Baths
8 Guests
2690.98 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R72,886/Night
7 Nights - R510,194
Apartment
8.3Excellent
(6 Reviews)
1 Bedroom
1 Bath
6 Guests
645.83 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
R69,548/Night
7 Nights - R486,844
New
Villa
- Santa Margherita Ligure
- ·
- Paraggi
- 0.05 mi to center
5 Bedrooms
7 Baths
12 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
R68,177/Night
7 Nights - R477,236
Villa
- Liguria
- ·
- Santa Margherita Ligure
- 0.27 mi to center
5 Bedrooms
5 Baths
8 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Ocean View
R64,833/Night
7 Nights - R453,836
Villa
3 Bedrooms
5 Baths
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R52,505/Night
7 Nights - R367,527
Villa
9.2Exceptional
(8 Reviews)
6 Bedrooms
4 Baths
14 Guests
2701.74 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R50,639/Night
7 Nights - R354,471
Top-Rated Holiday Rentals with a Pool in San Massimo
Over 350+ The Best Private Villas and Holiday Rentals in San Massimo with a Pool
Villa
10.0Exceptional
(11 Reviews)
8 Bedrooms
6 Baths
16 Guests
2691 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R7,643/Night
7 Nights - R53,498
Villa
- Liguria
- ·
- Santa Margherita Ligure
- 0.45 mi to center
10.0Exceptional
(5 Reviews)
5 Bedrooms
5 Baths
10 Guests
3767 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R49,864/Night
7 Nights - R349,046
House
- Liguria
- ·
- Santa Margherita Ligure
- 0.74 mi to center
10.0Exceptional
(5 Reviews)
6 Bedrooms
4 Baths
12 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R28,725/Night
7 Nights - R201,068
Villa
10.0Exceptional
(4 Reviews)
4 Bedrooms
5 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R21,060/Night
7 Nights - R147,422
Villa
10.0Exceptional
(3 Reviews)
4 Bedrooms
5 Baths
8 Guests
3767.37 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R11,291/Night
7 Nights - R79,038
House
10.0Exceptional
(2 Reviews)
6 Bedrooms
6 Baths
16 Guests
2476 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R32,692/Night
7 Nights - R228,846
Villa
10.0Exceptional
(2 Reviews)
5 Bedrooms
5 Baths
20 Guests
3229 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R17,324/Night
7 Nights - R121,278
Villa
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
807.29 ft²
- Pool
- Balcony/Terrace
- View
- Pet Friendly
R6,272/Night
7 Nights - R43,906
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
6 Guests
1076 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R6,098/Night
7 Nights - R42,681
Pet-Friendly Holiday Rentals in San Massimo
Over 1163+ Pet-Friendly Holiday Rentals in or Near San Massimo
Apartment
10.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
1184 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,505/Night
7 Nights - R31,537
House
10.0Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
6 Guests
968.75 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R2,386/Night
7 Nights - R16,700
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.22 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
Kitchen
R2,271/Night
7 Nights - R15,899
Apartment
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
8 Guests
1076 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R8,190/Night
7 Nights - R57,322
House
- Santa Margherita Ligure
- ·
- San Lorenzo della Costa
- 0.28 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
1076.39 ft²
- Hot Tub
- Balcony/Terrace
- View
- Pet Friendly
R3,508/Night
7 Nights - R24,560
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.66 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
7 Guests
1507 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,221/Night
7 Nights - R36,553
Apartment
- Santa Margherita Ligure
- ·
- San Lorenzo della Costa
- 0.16 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
3 Guests
861 ft²
- Ocean View
- Balcony/Terrace
- View
Breakfast
R3,256/Night
7 Nights - R22,795
Apartment
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
5 Guests
807 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,384/Night
7 Nights - R23,693
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
2 Baths
4 Guests
700 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R6,184/Night
7 Nights - R43,286
Large Holiday Rentals and Private Villas in San Massimo
Over 202+ Large Holiday Rentals and Private Villas in or Near San Massimo
Villa
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
1938 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R8,563/Night
7 Nights - R59,936
Villa
- Santa Margherita Ligure
- ·
- San Lorenzo della Costa
- 0.47 mi to center
9.9Exceptional
(13 Reviews)
5 Bedrooms
5 Baths
10 Guests
2152.78 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R5,621/Night
7 Nights - R39,348
Villa
- Rapallo
- ·
- San Massimo
- 0.60 mi to center
6.0Good
(1 Review)
1 Bedroom
1 Bath
- Balcony/Terrace
Internet- Child Friendly
R12,631/Night
7 Nights - R88,418
Apartment
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
13 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R7,323/Night
7 Nights - R51,260
Villa
- Santa Margherita Ligure
- ·
- San Lorenzo della Costa
- 0.49 mi to center
9.8Exceptional
(18 Reviews)
3 Bedrooms
3 Baths
6 Guests
172.22 ft²
- View
- Pet Friendly
- Parking
Air Conditioner
R9,526/Night
7 Nights - R66,685
Villa
- Liguria
- ·
- Santa Margherita Ligure
- 0.38 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R12,879/Night
7 Nights - R90,150
Villa
- Santa Margherita Ligure
- ·
- Paraggi
- 0.09 mi to center
9.6Exceptional
(26 Reviews)
5 Bedrooms
3 Baths
9 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R17,566/Night
7 Nights - R122,961
Villa
9.6Exceptional
(9 Reviews)
4 Bedrooms
2 Baths
10 Guests
1938 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R10,111/Night
7 Nights - R70,786
Villa
9.4Exceptional
(3 Reviews)
3 Bedrooms
1 Bath
5 Guests
807 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R15,373/Night
7 Nights - R107,617
Wheelchair Accessible Holiday Homes in San Massimo
Over 452+ Wheelchair Accessible Holiday Homes in or Near San Massimo
Apartment
10.0Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
4 Guests
646 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,338/Night
7 Nights - R30,360
Apartment
9.7Exceptional
(84 Reviews)
26 Bedrooms
26 Baths
71 Guests
2784.26 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Ocean View
R19,201/Night
7 Nights - R134,416
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Internet
R6,242/Night
7 Nights - R43,694
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.11 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
5 Baths
7 Guests
1701 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
R13,752/Night
7 Nights - R96,261
Apartment
9.6Exceptional
(8 Reviews)
1 Bedroom
1 Bath
6 Guests
645.83 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
R3,149/Night
7 Nights - R22,043
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.11 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
2 Baths
6 Guests
1249 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
R9,376/Night
7 Nights - R65,639
Apartment
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
5 Guests
958 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,908/Night
7 Nights - R41,357
Apartment
10.0Exceptional
(3 Reviews)
3 Bedrooms
4 Baths
6 Guests
1722 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R12,347/Night
7 Nights - R86,424
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.11 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
2 Baths
6 Guests
861 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
R8,106/Night
7 Nights - R56,750
San Massimo Private Villas and Holiday Homes Under $200
Over 1532+ San Massimo Private Villas and Holiday Homes Under $200
Apartment
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
3 Guests
409 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
R2,671/Night
7 Nights - R18,693
Apartment
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
7 Guests
1076.39 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
R2,280/Night
7 Nights - R15,965
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Parking
R2,626/Night
7 Nights - R18,383
Apartment
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,172/Night
7 Nights - R22,207
House
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
226.04 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
R1,986/Night
7 Nights - R13,906
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R3,067/Night
7 Nights - R21,471
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
527 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
R3,014/Night
7 Nights - R21,095
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
237 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R1,729/Night
7 Nights - R12,108
Condo
10.0Exceptional
(1 Review)
3 Bedrooms
6 Baths
6 Guests
1300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,028/Night
7 Nights - R21,193
Instantly Bookable Holiday Homes in San Massimo
Over 885+ Instantly Bookable Holiday Homes in or Near San Massimo
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.07 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
2 Baths
6 Guests
861 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
R7,298/Night
7 Nights - R51,080
Apartment
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
646 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,018/Night
7 Nights - R35,132
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
409 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,143/Night
7 Nights - R35,998
House
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
646 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
R3,666/Night
7 Nights - R25,671
Apartment
- Santa Margherita Ligure
- ·
- San Lorenzo della Costa
- 0.68 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
721 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Internet
R3,649/Night
7 Nights - R25,540
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
872 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
R21,732/Night
7 Nights - R152,128
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.11 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
7 Guests
1625 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
R13,415/Night
7 Nights - R93,908
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1184 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
R10,982/Night
7 Nights - R76,881
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1399 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R8,282/Night
7 Nights - R57,975
Book a Last Minute Place to Stay in San Massimo
About Casai's Private Villas and Holiday Rentals in San Massimo
Discover more than 2997 vacation rentals available in San Massimo. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in San Massimo.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in San Massimo, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near San Massimo. On average, places to stay near San Massimo offer 675.11 ft², with nightly prices averaging R4,815.
With Casai, finding and comparing holiday rentals in San Massimo is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Show more
Show less
Top Accommodation Types in San Massimo
| Type | Count |
|---|---|
| Holiday Apartments | 2436 |
| Vacation Homes | 250 |
| Villas | 141 |
| Cottages | 1 |
Use these Quick Filters to Find a Holiday Rental in San Massimo
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in San Massimo.
Top Attractions Around San Massimo, IT
Casai offers a large selection of top attractions around San Massimo . Research things to do on your vacation before you visit San Massimo.
Frequently Asked Questions About San Massimo?
What are the top holiday rentals in San Massimo?
With numerous options available in San Massimo, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in San Massimo:
- Elegant apartment with breathtaking view of the Gulf of Tigullio
- House with garden overlooking the sea
- Camogli - Charming Apartment Right Over the Sea
- Rapallo: elegant period apartment by the sea, with wi-fi, renovated in 2024
- Apartment in the countryside closed to the sea
- Villa Albachiara
- Villa Clara Luxury Villa
- Maison Mazzini48
- Appartamento Rapallo Sky Garden Maria Jose Liguria - Attico vista mare - Terraces - 2 bagni- 2 Camera da Letto - Box, Wi-fi, Idromassaggio Free inteiro Attico per Voi, con Ascensore
- Apartment in the Historic Center, 80m from the Sea
How many holiday rentals have private pools in San Massimo?
Discover a selection of holiday rentals with private pools near San Massimo with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Cosy apartment with WIFI, private pool, terrace, pets allowed, panoramic view, close to Portofino
- Open space con giardino vicino mare 010007-LT-0081
- Il Leccio Luxury Resort
- Apartment in Recco with 1 bedrooms sleeps 4
Which holiday homes in San Massimo are best for families?
If you're searching for a family-friendly holiday home in San Massimo, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in San Massimo:
- SPLENDID APARTMENT IN RAPALLO 10 METERS FROM THE SEA c.CITRA 010046-LT-0430
- Maison Mazzini48
- Amazing Sea View Aparment by Wonderful Italy
How many Casai.co.za holiday rentals are available in San Massimo?
As of 2026, Casai boasts over 2997 properties listed in the San Massimo area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in San Massimo.
People Also Ask
Finding the best prices in San Massimo
Map
